Chicago Holiday Rentals, Illinois: Private House Rentals

A river with a yellow boat, surrounded by tall buildings and a bridge.

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Go beyond your typical stay in Chicago (and vicinity)

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Our top choices for Chicago hotels

A balcony with a table and chairs, a bottle of wine, and a glass of wine.

A hotel lobby with a revolving door, a reception desk, and a waiting area with seating.

A dining area with a wooden table and white chairs, large windows with blinds, and a vase with flowers on the table.

A modern living room with a sofa, a coffee table, a laptop, and a city view through large windows.

1. Kasa Magnificent Mile Chicago

Downtown Chicago

Harmony

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A bar area with a marble countertop, bar stools, and a variety of bottles.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

A spacious lobby with a marble floor, a reception desk, and a glass partition.

2. Hotel Riu Plaza Chicago

Downtown Chicago

Denys

฿5,384

฿7,357 total

includes taxes & fees

3 Nov - 4 Nov

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.

Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

3. Congress Plaza Hotel

Downtown Chicago

Guadalupe

฿4,279

฿5,087 total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a central coffee table, sofas, and a large mirror.

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

4. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Marta

฿4,798

฿5,704 total

includes taxes & fees

1 Nov - 2 Nov

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

A conference room with a long table, chairs, and a vase.

A man in a suit sitting by a window with a vase of red flowers.

A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

5. River Hotel

Downtown Chicago

Charlie

฿5,604

฿6,663 total

includes taxes & fees

1 Nov - 2 Nov

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

A modern hotel lobby with a central seating area, a reception desk, and a cityscape mural on the wall.

A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.

6. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Alan

฿5,391

฿6,410 total

includes taxes & fees

1 Nov - 2 Nov

A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.

A bar area with a long counter, multiple shelves of bottles, and four bar stools.

7. L7 Chicago by LOTTE

Downtown Chicago

Emily

฿6,470

฿7,692 total

includes taxes & fees

2 Nov - 3 Nov

A room with two chairs and a small table, a large window with a city view at night.

A modern living room with a sectional sofa, a round ottoman, a dining area with chairs and a table, and a large mirror on the wall.

A modern bar area with a circular seating arrangement, a staircase leading to an upper level, and a view of the city through large windows.

A bar area with a long counter, multiple stools, and a television screen.

8. Eurostars Magnificent Mile

Downtown Chicago

Will

฿4,509

฿5,361 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.

A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.

A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.

9. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

carla

฿4,590

฿5,457 total

includes taxes & fees

1 Nov - 2 Nov

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.

A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

A bar with a circular liquor display, seating with stools, and a city view through large windows.

10. Hyatt Regency Chicago

Downtown Chicago

Mark

฿8,289

฿11,052 total

includes taxes & fees

31 Oct - 1 Nov

A modern living room with a fireplace, leather armchairs, a sofa, and a coffee table.

A spacious lobby with a grand staircase, a large abstract painting, and a seating area with modern furniture.

A spacious hotel lobby with a bar area, dining tables, and a central seating area.

11. The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

David

฿4,765

฿6,739 total

includes taxes & fees

1 Nov - 2 Nov

A large, historic building with a central courtyard surrounded by trees.

A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

12. Hilton Chicago

Downtown Chicago

Alan

฿5,562

฿7,598 total

includes taxes & fees

30 Oct - 31 Oct

A nighttime cityscape with a river, illuminated buildings, and a bridge.

A modern interior with a central fireplace, seating area, and wall-mounted lighting.

A breakfast table with croissants, a bowl of berries, a glass of orange juice, and a smoothie, set against a cityscape view through a window.

A dining area with a table set for four, large windows offering a cityscape view at dusk.

13. The Royal Sonesta Chicago Downtown

Downtown Chicago

ShaRona

฿6,195

฿8,443 total

includes taxes & fees

3 Nov - 4 Nov

A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.

A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.

A swimming pool with a glass wall, a seating area with sofas, and an exit sign.

14. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Eliana

฿5,677

฿6,749 total

includes taxes & fees

1 Nov - 2 Nov

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

A modern room with a view of a river and high-rise buildings.

A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

A modern hotel room with a large bed, a desk, a sofa, and a view of the city.

15. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Sharee

฿7,930

฿10,426 total

includes taxes & fees

1 Nov - 2 Nov

A luxurious hotel lobby with a plush sofa set, a large wooden bookshelf, and a central decorative pillar.

A warmly lit library with bookshelves, a central reading area with sofas and a table, and a chandelier.

A bar area with a staircase leading up to it, surrounded by potted plants.

A reception area with a wooden counter, shelves with various items, and a decorative wall hanging.

16. Freehand Chicago

Downtown Chicago

George

฿4,495

฿5,943 total

includes taxes & fees

2 Nov - 3 Nov

The Intercontinental hotel facade with a large American flag and a floral display.

A person sitting by a window with a cityscape view.

A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

17. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Kenan

฿8,047

฿10,745 total

includes taxes & fees

2 Nov - 3 Nov

A modern building with a colorful facade and a red circular seating area.

A modern bar area with a checkered floor, wooden ceiling, and various bar equipment.

A modern interior with wooden shelves, colorful chairs, and hanging plants.

A modern hotel room with a large window offering a city view, a contemporary light fixture, and a clean, minimalist design.

18. citizenM Chicago Downtown

Downtown Chicago

Kimberly

฿5,705

฿6,783 total

includes taxes & fees

1 Nov - 2 Nov

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

A hotel room with a large window, a bed, and a suitcase.

A modern living room with a fireplace, leather sofas, and a wooden floor.

A restaurant interior with brick walls, wooden tables and chairs, and a bar area.

19. Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

Synova

฿3,972

฿4,723 total

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.

A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

A modern lobby with a seating area, a bar, and a green wall.

20. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Poua

฿4,279

฿5,087 total

includes taxes & fees

1 Nov - 2 Nov

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Holiday Rentals in Chicago

Aparthotel

Kasa Magnificent Mile Chicago

Downtown Chicago

"We had a wonderful stay! The place was clean, comfortable, and exactly what we needed for our trip. The location was great, and everything was just as described. We’d definitely stay here again!"

Aparthotel

A modern building with the name 'SENIORAL' prominently displayed on the facade.

A bar area with stools, a counter with bottles, and a wall with a leafy design.

A balcony with a glass railing, a table, and four chairs.

A modern kitchen with a built-in microwave, stove, and dishwasher, large windows with city views, and a dining area with a table and chairs.

Sentral Michigan Avenue

Downtown Chicago

"Nice room, will stay again, highly recommend:)"

Aparthotel

A modern kitchen with a stove, dishwasher, and a dining area with a round table and chairs.

A modern kitchen with a dishwasher, a dining area with a round table, and a living space with a sofa and chairs.

A modern living room with a large window, a flat-screen TV, a grey armchair, a green sofa, and a small side table.

A modern building with a sign reading "TOUS les JOUS" and a tree with yellow leaves in front.

The Neighborhood Hotel-Little Italy

Near West Side

"Location, location, location"

Aparthotel

A modern kitchen with a bar area, large windows, and a view of the city.

A modern apartment with a blue sofa, a bed, a kitchen, and a large window.

A rooftop patio with outdoor furniture, a grill, and string lights against a sunset cityscape.

A modern living room with a pool table, a TV, and a kitchen in the background.

McCormick Suites by Slumber Stay

South Loop

"It was an above-average stay."

Aparthotel

A compact living space with a kitchenette, a sofa, a bed, and a television mounted on the wall.

A compact living space with a kitchenette, a dining area, and a bed.

A modern kitchen with white cabinets, a dining area with a white table and two chairs, and a large window providing natural light.

A compact kitchen with stainless steel appliances, wooden cabinets, and a tiled backsplash.

Ground Floor Studios in Chicago by 747 Lofts

West Town

"It’s a really nice place. Its quite a distance from downtown Chicago. But it’s like 3 minutes from Chicago Blue line and a minute away from the bus station. Food is not a problem since there is a Korean grocery nearby. There is also a nearby Catholic church. The ameneties in this loft hotel is complete so if you are looking for a budget style trip and accommodation, I highly recommend this place."

Aparthotel

A modern kitchen with a large island, bar stools, and a city view.

A modern living room with a grey sectional sofa, a round coffee table, and a glass desk with a chair. Large windows offer a city view.

A spacious living area with a large sofa, a dining table, and a TV mounted on the wall.

A modern dining area with a wooden table and chairs, a central sink, and large windows.

Level Chicago – Old Town

Downtown Chicago

"Location and facility was very nice"

Aparthotel

A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

A living room with a fireplace, a television mounted above it, and a large window with a view of trees.

A covered outdoor seating area with a wooden deck, black metal chairs, and a glass table.

A living room with a television, a sofa, a chair, and a coffee table. There are windows and a clock on the wall.

Wrigleyville Suites

Lakeview

"We had a great stay! Perfect location for cubs games and hanging out in wrigleyville."

Aparthotel

A high-rise building with a modern architectural design, featuring a prominent red vertical stripe and multiple balconies.

A row of treadmills in a gym with large windows and motivational posters on the walls.

A modern office space with a large window offering a city view, a round table with chairs, and abstract art on the wall.

A room with a white table and chair, a large green plant, a mirror, and a view of a balcony with a railing.

Kasa South Loop Chicago

Downtown Chicago

"The property is comfortable, clean, and accommodating. It is located in a convenient and safe setting! We would stay here again!"

Aparthotel

A modern lounge area with a geometric ceiling, large windows, and a bar with stools.

A modern lobby with seating areas, a large pillar, and glass doors leading outside.

A multi-story building with large windows and a brick facade.

A modern conference room with a large table, six chairs, and a city view through large windows.

Kasa River North Chicago

Downtown Chicago

"Beautiful property, centrally, located, easy access to everything."

Aparthotel

An outdoor seating area with modern furniture, surrounded by tall buildings.

A hotel lobby with sofas, a reception desk, a staircase, and a view of the outside.

A modern kitchen with a central island, stainless steel appliances, and a view of the city.

Kasa Lake Shore Chicago

Downtown Chicago

"Location is perfect"

Aparthotel

A modern kitchen with wooden cabinets, a microwave, and a stove. There is a purple sofa and a small table with chairs. A suitcase is on the floor next to the sofa.

A compact kitchen with modern appliances, a dining area with bar stools, and a small bed.

A modern hotel room with a bed, a desk, a chair, a sofa, a large window, and a flat-screen TV.

A modern hotel room with a bed, a desk, a chair, a sofa, and a TV mounted on the wall.

Chicago Second Floor Studio by 747 Lofts

West Town

"i loved this place! would definitely come again"

Aparthotel

A compact kitchen with a stainless steel refrigerator, wooden cabinets, a black leather sofa, and a small table.

A red brick building with a blue awning and a sign reading "747 LOFTS."

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

A compact bedroom with a bed, a small kitchenette, a sofa, and a dining table.

River West, Third Floor Chicago by 747 Lofts

West Town

"A nice little room. Nice view. Not spotless but clean."

Aparthotel

A modern kitchen with a stainless steel refrigerator, wooden cabinets, and a window overlooking a cityscape.

A modern bedroom with a bed, a black leather sofa, and large windows offering city views.

A modern hotel room with a bed, a sofa, a small table, a suitcase, and large windows offering city views.

River West, Second Floor Chicago by 747 Lofts

West Town

"I need to somewhere to stay for a night in Chicago and found this place. It had a varying level of reviews but found the property more the suitable for what I paid. Easy to follow instructions to get in, clean, and convienent. They even provide ear plugs to drown out the sounds of the city."

Aparthotel

A red brick building with a blue awning labeled "747 N. MAY" and a sign reading "LOFTS".

A modern kitchen with wooden cabinets, stainless steel appliances, and a bar stool.

Chicago Third Floor Studio by 747 Lofts

West Town

"Clean, easy to check in, all the household items you’d expect"

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Where to stay in Chicago

Find the best Chicago areas for the activities you enjoy most.Learn more about Chicago

A river with yellow boats, a bridge, and tall buildings.

A nighttime cityscape with illuminated buildings and a bridge over a river.

A nighttime cityscape with illuminated skyscrapers and a river.

A river with a bridge, modern buildings, and a historic tower.

A river with a yellow boat and a white yacht. In the background, there are tall buildings and a bridge.

The Loop

The Loop pulses with energy as Chicago's iconic skyline reaches skyward. Art and business collide at every corner, from Cloud Gate's gleaming curves to historic skyscrapers. Experience world-class culture at the Art Institute or Chicago Symphony Orchestra. Named for the elevated train tracks encircling city centre, this area offers excellent transit connections. Millennium Park provides green space amid urban intensity. Weekdays buzz with business crowds while weekends reveal a quieter side of this architectural wonderland.

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A large, historic building with a central tower and multiple windows, located near a body of water.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

A nighttime cityscape with illuminated buildings, a river, and a bridge.

A modern building with illuminated signage, surrounded by urban skyscrapers and a curved road with light trails.

A coastal cityscape with a long beach, dense urban buildings, and a clear blue sea.

River North

River North captivates visitors with America's largest concentration of art galleries outside Manhattan. This upscale Chicago area blends high-end dining with vibrant nightlife along the scenic riverfront. Stunning architecture frames the bustling streets. The area boasts exceptional transit options with three nearby metro stations. Browse through contemporary exhibits, enjoy cocktails at stylish rooftop bars, or shop at luxury boutiques. Merchandise Mart and Bally's Casino offer additional entertainment in this walker-friendly urban playground.

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A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

A city intersection with tall buildings, including a historic building labeled "Water Tower Place."

A cityscape with tall buildings, including a historic tower and modern skyscrapers.

A historic building with a fountain in the foreground.

A cityscape at night with illuminated buildings, a large Christmas tree, and a statue.

Magnificent Mile

Chicago's famous Magnificent Mile dazzles with luxury shopping and architectural wonders. Michigan Avenue showcases high-end retailers like Bloomingdale's and Neiman Marcus alongside historic landmarks such as the Water Tower. The district seamlessly blends shopping paradise with cultural attractions. Business travellers appreciate the numerous office buildings and hotels lining North Michigan Avenue. Visitors can enjoy fine dining establishments, explore the Chicago Riverwalk, or venture to nearby attractions like Navy Pier and the Art Institute of Chicago. The area's stunning skyline views and riverfront access create an unforgettable urban experience.

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A cityscape with modern skyscrapers and a curved highway.

A cityscape with a mix of modern and older buildings, including a prominent red building with many windows and balconies.

A cityscape with a mix of modern and older buildings, a busy highway, and a large parking lot.

A city skyline with modern skyscrapers, a parking lot, and a distinctive building with a geometric facade.

A cityscape with a prominent skyscraper, a dense urban area, and a clear sky.

West Loop

West Loop has transformed from industrial roots into Chicago's trendiest food destination. Old warehouses now house sleek restaurants along "Restaurant Row" where celebrity chefs create culinary magic. Art galleries and design studios fill converted brick buildings throughout this vibrant area. Union Park and Mary Bartelme Park offer green retreats amid the urban landscape. Getting around is simple with multiple train stations including Racine and Clinton. The area balances its industrial heritage with modern luxury in this walkable food lover's paradise.

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A river with a city skyline in the background, surrounded by green trees and grass.

A city skyline with a river, green spaces, and a baseball field.

A city skyline with tall buildings, a frozen lake, and leafless trees in a park.

A city skyline with high-rise buildings, a calm river reflecting the structures, and a park with trees and a walking path.

Lincoln Park

Lincoln Park blends urban energy with natural beauty along Chicago's stunning lakefront. The neighborhood's namesake 1,200-acre park offers endless recreation with a free zoo, conservatory, and scenic trails. Historic brownstones line tree-canopied streets, creating a charming residential atmosphere. Visitors can shop unique boutiques along Armitage Avenue or enjoy diverse dining options on Clark Street. The Chicago History Museum and North Avenue Beach provide cultural and outdoor attractions. Three convenient metro stations make exploring the rest of the city a breeze.

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Stay near popular Chicago attractions

An aerial view of a baseball stadium surrounded by urban buildings.

Wrigley Field

9.0/10 (11,704 reviews)

Step into baseball's living museum where ivy-covered walls and a hand-operated scoreboard create timeless charm. Experience the electrifying atmosphere of Cubs games in this century-old "Friendly Confines."

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A modern glass building with a curved roof, surrounded by a landscaped garden and a water feature.

McCormick Place

8.8/10 (9,822 reviews)

McCormick Place hosts major events like the Chicago Auto Show in its 2.6 million square feet of exhibition space. Arrive via the convenient Metra Electric Line station directly beneath the complex.

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A Ferris wheel and a carousel at a fairground.

Navy Pier

9.0/10 (24,140 reviews)

This historic Chicago waterfront landmark offers panoramic lake views from its iconic Centennial Wheel. Enjoy seasonal fireworks or interactive exhibits at the Children's Museum while exploring Navy Pier.

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A large stadium surrounded by a cityscape with modern buildings.

Soldier Field

8.8/10 (7,063 reviews)

Soldier Field blends historic neoclassical columns with modern design as home to the Chicago Bears. Experience the electric atmosphere of an NFL game or take a guided tour exploring its century of sporting heritage.

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A large metallic sphere sculpture in a public square surrounded by tall buildings.

Millennium Park

9.4/10 (30,446 reviews)

Discover Chicago's artistic heart at Millennium Park, home to the reflective Cloud Gate and interactive Crown Fountain. Stroll through Lurie Garden or catch a free concert at the Jay Pritzker Pavilion.

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A roller coaster at an amusement park with autumn trees and a clear blue sky.

Six Flags Great America

8.6/10 (992 reviews)

This Midwest thrill-seeker's paradise boasts 15 roller coasters and immersive themed areas. Arrive at opening to conquer popular rides, or consider a Flash Pass to maximise your adventure.

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A cityscape at night with illuminated buildings, a river, and a bridge.

Chicago Riverwalk

9.6/10 (13,574 reviews)

This 1.25-mile urban promenade showcases Chicago's stunning architecture alongside the river. Stroll past public art installations, dine at waterfront cafés, or catch the evening Art on theMART digital projection show.

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A city street at night with illuminated buildings, a snow-covered sidewalk, and light trails from moving vehicles.

Michigan Avenue

9.4/10 (15,813 reviews)

Stroll down this iconic Chicago boulevard lined with luxury boutiques and historic architecture. Enjoy world-class shopping, acclaimed restaurants, or explore nearby cultural spots like the Art Institute.

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Chicago and related destinations

Towering skyscrapers frame the stunning Millennium Park where 'The Bean' reflects the city's vibrant energy. Cruise along the Chicago River for spectacular architecture views or catch a Cubs game at historic Wrigley Field.

See all hotels in Chicago

Top Chicago Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"The hotel was a very convenient location from downtown and Lake Michigan. Definitely one of the better breakfasts I've had recently and the pricing sits just right for the amenities and convenience this hotel offers"

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"The room was very spacious. The location of the hotel was great. The breakfast was delicious. We will definitely stay here again!"

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Great location in the middle of et; amazing view of the river;"

Eurostars Magnificent Mile

8/10 Good

"Slight wear and tear on the furniture dates the place and I wish the rooms were brighter, but excellent location and great value. Loved the shower!"

Freehand Chicago

10/10 Excellent

"We absolutely enjoyed our stay at the Kins Hotel. Our room was exceptionally clean, spacious and comfortable, and it was actually much larger than the images we had seen when booking, which was a lovely surprise. The staff were amazing and couldn’t have been more helpful or friendly. From the reception staff and valet team to the cleaners, everyone was welcoming, professional and always happy to assist whenever we had a question. Overall, we had a fantastic stay at the Kins Hotel and wouldn’t hesitate to recommend it to anyone looking for a great place to stay. We would happily return ourselves!"

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent

"Excellent location!"

More cheap stays in Chicago

Red Roof Inn PLUS+ Chicago - Naperville

1698 West Diehl Road Naperville IL

฿2,567

฿2,862 total

1 Nov - 2 Nov

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

฿2,710

฿3,034 total

9 Oct - 10 Oct

includes taxes & fees

Comfort Inn Chicago Schaumburg - O'Hare Airport

1300 E Higgins Rd Schaumburg IL

฿3,021

฿3,473 total

25 Oct - 26 Oct

includes taxes & fees

7.2/10 Good! (1,001 reviews)

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

฿3,137

฿3,482 total

4 Oct - 5 Oct

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

฿3,675

฿4,369 total

1 Nov - 2 Nov

includes taxes & fees

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

฿3,896

฿4,632 total

2 Nov - 3 Nov

includes taxes & fees

Find out more about Chicago

Top reasons to visit Chicago

Diverse Neighbourhoods: Explore Chicago's vibrant neighbourhoods, each offering unique culture, cuisine, and experiences, from the historic charm of Wicker Park to the bustling energy of Lincoln Park.
Iconic Skyscrapers: Marvel at the stunning skyline featuring architectural wonders like the Willis Tower and John Hancock Centre, giving visitors panoramic views of the city.
Rich Cultural Scene: Immerse yourself in Chicago’s arts scene with world-class theatres, live music venues, and cultural festivals that celebrate the city's heritage.
Beautiful Parks and Beaches: Enjoy outdoor activities in expansive urban parks and relax on scenic beaches along Lake Michigan, perfect for families and adventurers alike.
Exceptional Accommodations: Stay in a range of stylish and welcoming hotels and apartments, ensuring comfort and convenience for every traveller.

Find great hotels in Chicago

Discover a range of exceptional accommodations in Chicago, from stylish hotels to inviting apartments, all designed to cater to diverse travellers. Whether you're in town for business or leisure, you'll find pet-friendly options and LGBTQIA welcoming environments that ensure a memorable stay. Explore top hotels in the Windy City, where comfort and convenience are paramount, making your visit to Chicago truly enjoyable.

Congress Plaza Hotel: Nestled in the heart of Chicago, the Congress Plaza Hotel is a 3.5-star establishment that offers a blend of historic charm and modern convenience. With a guest rating of 8.0 out of 10, it is ideal for those seeking a shopping and business travel experience. The hotel's prime location in the shopping district ensures easy access to local attractions. Guests appreciate the well-appointed rooms and the variety of amenities catering to both leisure and corporate needs, making it a versatile choice for travellers.
Best Western Grant Park Hotel: This budget-friendly option boasts a commendable guest rating of 8.2 out of 10. The Best Western Grant Park Hotel is particularly suitable for families, providing thoughtful amenities such as children’s breakfast options and safety features like Window Guards. Located in the bustling shopping district of Chicago, it offers easy access to nearby attractions. Travellers enjoy the warm atmosphere and family-oriented services, making it a practical choice for those travelling with children.
LondonHouse Chicago, Curio Collection by Hilton: With a prestigious 4.5-star rating and a remarkable guest rating of 9.4 out of 10, the LondonHouse Chicago is a luxurious retreat that excels in providing a spa-themed experience. This property features a full-service spa and pool, along with exquisite amenities designed for ultimate relaxation. Situated in the vibrant shopping district, it attracts those seeking both indulgence and convenience. Guests rave about the opulent surroundings and attentive service, making it a standout option for a lavish stay in the city.

Where to stay in Chicago

Chicago offers an exhilarating blend of urban vibrancy and scenic beauty, making it a perfect destination for families and adventurers alike. Explore the iconic downtown, immerse yourself in diverse neighbourhoods, and savour an authentic Chicago experience. From bustling city life to romantic waterfront strolls, this metropolis caters to every traveller's desire. Don't miss out on the friendly atmosphere and captivating sights that await in and around the Windy City.

Downtown Chicago: The vibrant heart of Chicago, Downtown is renowned for its iconic skyline and bustling atmosphere. This area is a magnet for travellers seeking a mix of family-friendly activities, outdoor adventures, and city life experiences. With its array of shopping venues, entertainment arenas, and theatres, visitors can immerse themselves in the lively culture. Key attractions include the famous Millennium Park, which features the striking Cloud Gate sculpture, and the historic Chicago Theatre. The peak travel season from June to August offers the best weather for exploring the urban parks and waterfront along Lake Michigan.
Arlington Heights: Located a short distance from the city centre, Arlington Heights is a charming suburban city that caters to families and business travellers alike. With a peak in visitors during April and June to July, the city offers a mix of city-themed experiences. The local shopping centres and theatres provide ample entertainment options. Notable landmarks include the Arlington Park racetrack and the spacious Arlington Heights Memorial Library, making it a great spot for both leisure and business pursuits. The city's welcoming atmosphere is perfect for those looking to enjoy a quieter yet engaging experience.
Schaumburg: Another suburban gem, Schaumburg is well-known for its family-friendly environment and vibrant business scene. Popular with travellers from March to April, and July, the city boasts an impressive range of shopping centres and theatres. The Woodfield Mall, one of the largest shopping malls in the United States, is a must-visit for retail enthusiasts. Additionally, Schaumburg is home to the Renaissance Schaumburg Convention Centre, attracting conferences and events throughout the year. With its blend of attractions and accessibility, Schaumburg offers a delightful retreat from the bustling city life.

Things to do in Chicago

Shopping

Near the bustling Magnificent Mile, you can explore Water Tower Place, featuring a variety of shops and dining options. For unique finds, visit the historic Maxwell Street Market, where local vendors offer artisanal goods and vibrant cultural experiences, perfect for souvenirs and gifts.

Recreation

In Chicago, the AIRE Ancient Baths offers a serene escape with thermal baths and massage treatments inspired by ancient traditions. Alternatively, the Wellbeing Spa at The Langham features luxurious therapies and a calming atmosphere, ideal for relaxation after exploring the city's vibrant sights.

Adventure

Explore the thrilling heights of the Willis Tower Skydeck, where you can step onto the glass ledge for breathtaking views of the city below. Alternatively, take a scenic kayak tour along the Chicago River, offering a unique perspective of the iconic skyline and vibrant architecture.

Nightlife

In Chicago, the famous Second City Comedy Club offers a lively atmosphere with hilarious improvisational shows. The House of Blues is ideal for live music enthusiasts, while Lincoln Park’s rooftop bars provide stunning skyline views and a vibrant social scene, perfect for enjoying cocktails under the stars.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Chicago

Chicago offers an ideal destination for family, outdoor, and city-themed vacations, featuring an array of attractions such as urban parks, beaches, and iconic skyscrapers. Visitors can immerse themselves in the rich culture and vibrant city life, making it a perfect spot for families seeking memorable experiences. With numerous points of interest to explore, Chicago truly caters to diverse interests, ensuring that every traveller finds something captivating to enjoy.

Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue is a vibrant thoroughfare boasting an array of high-end shops, restaurants, and cultural attractions. Strolling along this bustling street offers a glimpse into Chicago's urban lifestyle, complete with stunning architecture and lively street performances.
Navy Pier: This iconic jetty features a delightful mix of attractions, including amusement rides, restaurants, and shops, all set against a picturesque waterfront backdrop. The friendly atmosphere and scenic views of Lake Michigan make Navy Pier a charming destination for leisurely exploration.
Millennium Park: A beautiful urban park, Millennium Park is home to the famous Cloud Gate sculpture, lush gardens, and outdoor concerts. It's an inviting space for families to enjoy art, nature, and recreational activities while soaking in the city's vibrant culture.

Best time to go to Chicago

The best time to visit Chicago is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.7°F (-3.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
March	37.0°F (2.8°C)	Light Rain	Mostly Cloudy	Average	Average
April	46.0°F (7.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
May	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Average	Average
June	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Average	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Average	Slightly Low

The nearest major airports for your trip to Chicago

Reaching Chicago is convenient with its major airports: O'Hare International Airport (ORD), located 26km from the city, and Midway International Airport (MDW), situated 14km away. Notable hotels near ORD include the 4.5-star Loews Chicago O'Hare and the Hilton Chicago O'Hare Airport, both offering easy access to the airport. For MDW, the luxurious 5-star Trump International Hotel & Tower is a splendid choice. Additionally, Milwaukee's General Mitchell International Airport (MKE) is 121km away, with nearby hotels like the 4.5-star Potawatomi Hotel & Casino. These options ensure a comfortable stay and smooth transport to and from the airports.

Frequently asked questions

Where is the best place to stay in Chicago?

Based on our traveller data, River Hotel is one of the top choices for your stay. This hotel is steps from Chicago Riverwalk, and offers a restaurant and a fitness centre. Other good options for your stay include Congress Plaza Hotel and The Chicago Hotel Collection Ambassador Gold Coast. See all available top hotels, or vacation rentals in Chicago.

If I need to cancel my hotel reservation in Chicago, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Chicago.

What's the best accommodation for a budget-friendly stay in Chicago?

Based on reviews, River Hotel is a popular hotel for our travellers who want a more economical choice, and features free Wi-Fi and air conditioning. Other good options for your budget-friendly stay include Congress Plaza Hotel and Eurostars Magnificent Mile. View all budget hotels in Chicago.

What's the best family accommodation in Chicago?

The Chicago Hotel Collection - Magnificent Mile is a hotel with 2 restaurants and free WiFi, and it's a top choice on Expedia for families. Other good choices for your child-friendly holiday include Sports Illustrated Resorts Chicago and DoubleTree by Hilton Chicago - Magnificent Mile. Also, attractions such as Six Flags Great America and Field Museum of Natural History are fun for children of all ages. Find more child-friendly accommodations in Chicago.

What's the best accommodation for a romantic getaway to Chicago?

Chicago Guest House Wrigleyville is a favourite hotel for couples, and features free WiFi and free parking. See all romantic hotels in Chicago.

What is the favourite LGBTQ-friendly place to stay in Chicago?

River Hotel is a top LGBTQ-friendly hotel that features free Wi-Fi and a fitness centre. The Chicago Hotel Collection - Magnificent Mile and Freehand Chicago are two other good options for your stay. See all available hotels listed as LGBTQ-friendly in Chicago.

What's the best dog-friendly place to stay in Chicago?

River Hotel is a top dog-friendly hotel, and offers a restaurant and a fitness centre for its human guests. Other good options for you and your pet's trip include The Chicago Hotel Collection Ambassador Gold Coast and The Chicago Hotel Collection - Magnificent Mile. See more pet-friendly hotel accommodations in Chicago.

What's the best accommodation option for a beach holiday in Chicago?

Inn of Chicago is a top beach hotel with flat-screen TVs and laundry facilities, and it's located close to Oak Street Beach . See more stays near the beach in Chicago.

What's the best luxury place to stay in Chicago?

The Godfrey Hotel Chicago is a luxury hotel with a full-service spa and a rooftop terrace, and it's a popular choice for Expedia travellers looking for an elegant place to stay. InterContinental Chicago Magnificent Mile by IHG and LondonHouse Chicago, Curio Collection by Hilton are other upscale choices for your trip. Find more luxury hotels in Chicago.

What's the best boutique accommodation in Chicago?

The Chicago Hotel Collection - Magnificent Mile is a favourite hotel with Expedia travellers looking for a stylish stay, and features 2 restaurants and 2 bars. Eurostars Magnificent Mile and Sports Illustrated Resorts Chicago are a couple of other boutique hotels. See all boutique hotels in Chicago.

What's the best place to stay if I'm looking to play golf in Chicago?

Eaglewood Resort and Spa is a top resort that has a golf course and features a full-service spa. Other good options if you'd like to stay near a golf course include Country Inn & Suites by Radisson, Chicago O'Hare South, IL and Hilton Chicago/Oak Brook Hills Resort & Conference Center. You can tee off at Harborside International Golf Center, Oak Brook Golf Course or The Glen Club while you're in town. See more golf hotels in Chicago.

What are some hotels with pools in Chicago?

Holiday Inn & Suites Chicago - Downtown by IHG is a top hotel with a seasonal outdoor pool, free WiFi and a snack bar. Other choices that offer an on-site pool include Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG and Embassy Suites by Hilton Chicago Downtown River North. View all hotels with pools in Chicago.

What is the best spa hotel in Chicago?

Eurostars Magnificent Mile is a top boutique spa hotel with a fitness centre. Enjoy a facial, body scrub or Swedish massage at the on-site spa. Other popular spa hotels in Chicago include The Godfrey Hotel Chicago and LondonHouse Chicago, Curio Collection by Hilton. See all spa hotels in Chicago.

What's the top hotel in Chicago with a water park on site or close by?

Great Wolf Lodge Illinois is a popular resort, featuring free water park access, 6 indoor pools and 5 restaurants. It's located only steps from Great Wolf Lodge Water Park. Take a look at all hotels with or near waterparks in Chicago.

What's it like to stay in Chicago?

Travellers to Chicago give high marks for the popular theatre scene, interesting architecture and fascinating museums. Urban and scenic, this city will delight tourists with its art, monuments and entertainment. Top sights in the city include Soldier Field, Navy Pier and Wrigley Field. In Chicago, there are 5431 hotels and other accommodation options to choose from. Find out more about Chicago.

What are the top places to visit in Chicago?

Known for its theatres and museums, cultural venues include CIBC Theatre, Symphony Center and Chicago Symphony Orchestra. Attractions such as Six Flags Great America, Field Museum of Natural History and Chicago Children's Museum are fun for children of all ages. Notable for its monuments, landmarks like Chagall's Four Seasons, Marshall Field Building and Daley Plaza are not to be missed. Take a look at what more there is to see and do in Expedia's Chicago guide.

What's the best way to get around Chicago?

Walk to nearby metro stations such as Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station. If you want to venture out around the area, you may want a rental car in Chicago for your journey.

What's the seasonal weather in Chicago?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.

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Our top choices for Chicago hotels

1. Kasa Magnificent Mile Chicago

2. Hotel Riu Plaza Chicago

3. Congress Plaza Hotel

4. The Chicago Hotel Collection Ambassador Gold Coast

5. River Hotel

6. Hilton Chicago/Magnificent Mile Suites

7. L7 Chicago by LOTTE

8. Eurostars Magnificent Mile

9. The Chicago Hotel Collection - Magnificent Mile

10. Hyatt Regency Chicago

11. The Allegro Royal Sonesta Hotel Chicago Loop

12. Hilton Chicago

13. The Royal Sonesta Chicago Downtown

14. Embassy Suites by Hilton Chicago Downtown River North

15. LondonHouse Chicago, Curio Collection by Hilton

16. Freehand Chicago

17. InterContinental Chicago Magnificent Mile by IHG

18. citizenM Chicago Downtown

19. Club Quarters Hotel, Central Loop, Chicago

20. DoubleTree by Hilton Chicago - Magnificent Mile

Holiday Rentals in Chicago

Kasa Magnificent Mile Chicago

Sentral Michigan Avenue

The Neighborhood Hotel-Little Italy

McCormick Suites by Slumber Stay

Ground Floor Studios in Chicago by 747 Lofts

Level Chicago – Old Town

Wrigleyville Suites

Kasa South Loop Chicago

Kasa River North Chicago

Kasa Lake Shore Chicago

Chicago Second Floor Studio by 747 Lofts

River West, Third Floor Chicago by 747 Lofts

River West, Second Floor Chicago by 747 Lofts

Chicago Third Floor Studio by 747 Lofts

Where to stay in Chicago

The Loop

River North

Magnificent Mile

West Loop

Lincoln Park

Stay near popular Chicago attractions

Wrigley Field

McCormick Place

Navy Pier

Soldier Field

Millennium Park

Six Flags Great America

Chicago Riverwalk

Michigan Avenue

Chicago and related destinations

Top Chicago Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection - Magnificent Mile

The Royal Sonesta Chicago Downtown

Eurostars Magnificent Mile

Freehand Chicago

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

More cheap stays in Chicago

Red Roof Inn PLUS+ Chicago - Naperville

Red Roof Inn PLUS+ Chicago - Willowbrook

Comfort Inn Chicago Schaumburg - O'Hare Airport

SureStay Plus Hotel by Best Western Chicago Lombard

Hampton Inn Chicago Downtown/Magnificent Mile

Travelodge by Wyndham Downtown Chicago

Find out more about Chicago

Top reasons to visit Chicago

Find great hotels in Chicago

Where to stay in Chicago

Things to do in Chicago