A city skyline with illuminated skyscrapers and a vibrant fountain display.

Search Hotels in Little Italy, Chicago

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Little Italy hotels

Courtyard by Marriott Chicago at Medical District/UIC

Courtyard by Marriott Chicago at Medical District/UIC
3.5 star property
Little Italy
8.8 out of 10, Excellent, (1,002 reviews)
"Staff was exceptionally helpful and nice. Close to everything we needed and the shuttle was great."
United States
LeAnne
The price is ฿7,733
฿9,194 total
includes taxes & fees
9 Jul - 10 Jul
Courtyard by Marriott Chicago at Medical District/UIC

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 5.1 km from Little Italy
9.4 out of 10, Exceptional, (2,580 reviews)
"The location was very convenient"
United States
Jeffrey
The price is ฿8,883
฿11,705 total
includes taxes & fees
19 Jul - 20 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 3.5 km from Little Italy
9.4 out of 10, Exceptional, (3,456 reviews)
"Staff was great."
United States
Marianne
The price is ฿8,619
฿11,434 total
includes taxes & fees
8 Jul - 9 Jul
Hyatt Regency Chicago

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 3.9 km from Little Italy
9.2 out of 10, Wonderful, (1,865 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is ฿5,618
฿7,787 total
includes taxes & fees
9 Jul - 10 Jul
Omni Chicago Hotel

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 4 km from Little Italy
8.6 out of 10, Excellent, (3,309 reviews)
"Very great hotel"
United States
Allesandra
The price is ฿6,423
฿7,636 total
includes taxes & fees
9 Jul - 10 Jul
Aloft by Marriott Chicago Mag Mile

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Streeterville, 4.6 km from Little Italy
8.6 out of 10, Excellent, (2,527 reviews)
"Good breakfast, great view from room"
United States
Randy
The price is ฿6,157
฿7,321 total
includes taxes & fees
9 Jul - 10 Jul
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.7 km from Little Italy
9.0 out of 10, Wonderful, (3,452 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
United States
Sergio
The price is ฿6,609
฿9,025 total
includes taxes & fees
27 Jul - 28 Jul
Swissotel - Chicago

La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
The Loop, 2.3 km from Little Italy
8.6 out of 10, Excellent, (2,826 reviews)
"Great stay thank you"
United States
Jane
The price is ฿7,033
฿8,953 total
includes taxes & fees
9 Jul - 10 Jul
La Quinta Inn & Suites by Wyndham Chicago Downtown

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
4.2 km from Little Italy
9.4 out of 10, Exceptional, (2,542 reviews)
"Great location and super nice hotel"
United States
Karolina
The price is ฿8,629
฿11,245 total
includes taxes & fees
9 Jul - 10 Jul
Sofitel Chicago Magnificent Mile

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 4.1 km from Little Italy
8.6 out of 10, Excellent, (3,016 reviews)
"Great location, historic charm, friendly and helpful staff."
United States
Peter Anthony
The price is ฿5,391
฿7,386 total
includes taxes & fees
8 Jul - 9 Jul
Warwick Allerton - Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 4 km from Little Italy
8.2 out of 10, Very good, (2,898 reviews)
"Excelent stay in Chicago with a great breakfast that is include. Awesome location and staff was very helpful."
United States
Joseph
The price is ฿7,585
฿9,994 total
includes taxes & fees
19 Jul - 20 Jul
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 3.4 km from Little Italy
9.4 out of 10, Exceptional, (3,780 reviews)
"Great location!"
United States
William
The price is ฿7,695
฿10,126 total
includes taxes & fees
19 Jul - 20 Jul
LondonHouse Chicago, Curio Collection by Hilton

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
21 km from Little Italy
8.8 out of 10, Excellent, (2,791 reviews)
"Hotel was clean, very friendly staff and conveniently located from the airport"
United States
Jason
The price is ฿5,624
฿6,410 total
includes taxes & fees
8 Jul - 9 Jul
Hyatt Regency O'Hare Chicago

River Hotel

River Hotel
4.0 star property
The Loop, 3.3 km from Little Italy
8.8 out of 10, Excellent, (5,296 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Canada
Jody
The price is ฿7,011
฿8,335 total
includes taxes & fees
9 Jul - 10 Jul
River Hotel

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 3.2 km from Little Italy
9.6 out of 10, Exceptional, (4,306 reviews)
"I would absolutely stay here again! Beautiful well thought out property, within walking distance of everything."
United States
Joel
The price is ฿6,260
฿7,442 total
includes taxes & fees
9 Jul - 10 Jul
L7 Chicago by LOTTE

The Wade

The Wade
4.5 star property
Streeterville, 4.4 km from Little Italy
8.6 out of 10, Excellent, (1,897 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is ฿5,607
฿6,666 total
includes taxes & fees
8 Jul - 9 Jul
The Wade

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 3.5 km from Little Italy
8.8 out of 10, Excellent, (2,248 reviews)
"Location is excellent!"
United States
Michele
The price is ฿8,924
฿11,794 total
includes taxes & fees
8 Jul - 9 Jul
Fairmont Chicago at Millennium Park

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Streeterville, 4.1 km from Little Italy
8.0 out of 10, Very good, (1,465 reviews)
"The staff is tops! Love this hotel!!!"
United States
Connie
The price is ฿6,934
฿8,244 total
includes taxes & fees
8 Jul - 9 Jul
Hampton Inn Chicago Downtown/Magnificent Mile

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 4.8 km from Little Italy
8.2 out of 10, Very good, (1,701 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is ฿5,454
฿6,485 total
includes taxes & fees
27 Jul - 28 Jul
The Chicago Hotel Collection Ambassador Gold Coast

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 2.8 km from Little Italy
8.6 out of 10, Excellent, (2,507 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is ฿9,151
฿11,870 total
includes taxes & fees
9 Jul - 10 Jul
Palmer House a Hilton Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Where to stay in Little Italy

Find the best Little Italy areas for the activities you enjoy most.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Little Italy Hotel Reviews

Find out more about Little Italy

Top reasons to visit Little Italy

  • Authentic Italian Cuisine: Little Italy is renowned for its delicious Italian food, offering visitors a chance to indulge in traditional dishes and embark on food tours.
  • Rich Cultural Heritage: The neighbourhood boasts a vibrant history with a strong Italian influence, inviting exploration of its cultural landmarks and local traditions.
  • Family-Friendly Atmosphere: With various activities and parks, Little Italy is perfect for families seeking fun and educational experiences.
  • Charming Streets: Stroll through picturesque streets filled with historic buildings and friendly locals, creating an inviting urban experience.
  • Diverse Accommodation: A range of lodging options is available, from modern hotels to cosy apartments, catering to all types of travellers.

Find great hotels near Little Italy

Discover the charm of Little Italy with a variety of hotel accommodations that cater to every type of traveller. From modern hotels to inviting apartments, you’ll find pet-friendly options and LGBTQIA-welcoming environments designed for both leisure and business visits. Experience the vibrant neighbourhood and enjoy a memorable stay in one of Chicago's most beloved areas.

  • Congress Plaza Hotel: This 3.5-star hotel, with a guest rating of 8.0 out of 10, is a fine choice for those seeking a blend of business and leisure in a vibrant shopping district. Located 3km from Little Italy, the Congress Plaza Hotel offers comfortable accommodations with an emphasis on convenience for the business traveller. Its proximity to shopping venues makes it ideal for those looking to blend work with retail exploration. Guests appreciate the hotel's historical charm and its range of facilities designed to cater to a productive stay.
  • Best Western Grant Park Hotel: Rated 8.2 out of 10, this budget-friendly hotel is particularly attractive for families. Situated 3km from Little Italy, the Best Western Grant Park Hotel provides amenities tailored for children, such as free cribs and safety features like window guards. The welcoming atmosphere is perfect for families looking to enjoy a shopping holiday, with a variety of nearby attractions to explore. Guests often commend the attentive service and the hotel’s family-oriented approach, making it a practical choice for those travelling with children.
  • LondonHouse Chicago, Curio Collection by Hilton: This luxurious 4.5-star hotel boasts an impressive guest rating of 9.4 out of 10. Located 3km from Little Italy, LondonHouse Chicago is perfect for those desiring a spa-themed getaway. With an on-site spa offering a range of treatments and relaxation options, including Swedish massage and couples treatment rooms, guests can indulge in a rejuvenating experience. The hotel's elegant design and prime location in the shopping district further enhance its appeal, making it an excellent selection for travellers seeking both luxury and leisure.

Where to stay near Little Italy

Little Italy in Chicago offers a delightful blend of culture and community, perfect for families and outdoor enthusiasts alike. Stroll through this vibrant neighbourhood, where the aroma of authentic Italian cuisine fills the air. Explore nearby areas that showcase the city's urban charm, scenic views, and friendly locals. With its rich history and lively atmosphere, Little Italy is an ideal destination for those seeking an authentic Chicago experience.

  • Chicago: As a vibrant metropolis, Chicago serves as the heart of Little Italy and offers a dynamic blend of culture and urban excitement. With a steady influx of visitors year-round, the city is particularly bustling from June to August. Travellers flock to Chicago for family-friendly activities, outdoor adventures, and a rich city-themed experience. From shopping districts to lively arenas and theatres, there’s no shortage of entertainment. Notable landmarks include sports stadiums, popular tourist precincts, and picturesque urban parks, making it a perfect base for your explorations.
  • Downtown Chicago: Located a mere 3km from Little Italy, Downtown Chicago is a bustling neighbourhood renowned for its stunning skyline and vibrant atmosphere. Visitor numbers maintain a consistent flow throughout the year, with peak seasons in the summer months. Families and outdoor enthusiasts will find plenty to enjoy here, from extensive shopping areas to entertainment venues and theatres. The proximity to tourist precincts, urban parks, and sports facilities ensures that there’s always something happening, making it an ideal stop for any traveller.
  • The Loop: Just 3km from Little Italy, The Loop is Chicago’s central business district and a hub of activity. With a steady stream of visitors, particularly from March to April and July, it’s a prime location for family outings and city exploration. The Loop boasts a variety of shopping options, theatres, and entertainment arenas. Its close proximity to urban parks and sports facilities adds to its appeal, making it a must-visit area for those looking to immerse themselves in the city’s vibrant culture.

Things to do in Little Italy

Shopping

In Little Italy, explore the charming shops along Taylor Street, where you can find unique gifts and authentic Italian souvenirs. Nearby, the Italian Market offers a delightful selection of gourmet foods and handmade products, making it an ideal spot to pick up something special during your stay.

Recreation

In Little Italy, indulge in rejuvenating treatments at the renowned Spa at the Hotel Chicago. Enjoy a range of wellness services, including massages and facials, designed to relax and refresh. Nearby, the lush greenery of Arrigo Park offers a serene environment for leisurely strolls and outdoor yoga sessions.

Adventure

Explore the vibrant streets of Little Italy, where you can indulge in authentic Italian cuisine at local eateries and enjoy the lively atmosphere. Visit cultural landmarks like the National Italian American Sports Hall of Fame for a glimpse into the community’s rich heritage.

Nightlife

Explore the vibrant nightlife at the Italian Village, where you can savour authentic Italian cuisine paired with fine wines. For a lively atmosphere, visit the Baffo Bar, known for its creative cocktails and eclectic music. Don’t miss the opportunity to enjoy a gelato while strolling the charming streets.

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

Find the best attractions near Little Italy

Little Italy in Chicago offers a delightful blend of family-friendly activities and cultural experiences, making it perfect for urban adventures. Visitors can explore various points of interest such as urban parks, impressive skyscrapers, and historic buildings. The area's rich immigrant community adds to its charm, inviting tourists to enjoy a taste of Italian heritage reminiscent of other Little Italys, like those in New York City and Boston.

  • Michigan Avenue: This iconic street, located 3km from Little Italy, is known for its vibrant city atmosphere. Stroll along the bustling thoroughfare lined with upscale shops, restaurants, and cultural landmarks, capturing the essence of Chicago's urban life.
  • Millennium Park: Situated 3km away, this urban park offers a delightful blend of family-friendly activities and outdoor spaces. Discover stunning art installations, lush gardens, and enjoy performances at the Jay Pritzker Pavilion, making it a hub of cultural experiences.
  • Chicago Riverwalk: Just 3km from Little Italy, this picturesque tourist precinct invites visitors to engage with the scenic waterfront. Enjoy leisurely walks, dining options, and beautiful views of the city, enhancing your outdoor adventure.

Best time to go to Little Italy

The best time to visit Little Italy 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 iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudySlightly LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly LowAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnySlightly HighAverage
September67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyAverageSlightly Low

The nearest major airports for your trip to Little Italy

Accessing Little Italy, Chicago, is convenient with three major airports. Chicago O'Hare International Airport (ORD) is situated 24km away, with nearby hotels such as the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hilton Chicago O'Hare Airport, both offering excellent transportation options. Midway International Airport (MDW) is closer at 11km, featuring luxury accommodations like the 5-star Trump International Hotel & Tower Chicago. Lastly, Milwaukee General Mitchell International Airport (MKE) is 122km from Little Italy, with notable hotels like the 4.5-star Potawatomi Hotel & Casino. Each airport provides a range of transport services for easy access to the vibrant Little Italy neighbourhood.

Frequently asked questions

What's it like in Little Italy?
Travellers to Chicago's Little Italy neighbourhood will be sure to enjoy a stay here. Are you looking for Little Italy travel tips? Make sure that you visit Credit Union 1 Arena and Jane Addams' Hull-House Museum while you're in the neighbourhood.
Where is the best place to stay in Little Italy?
Based on Expedia customer reviews, Courtyard by Marriott Chicago at Medical District/UIC is the highest ranked property in Little Italy. This hotel offers a restaurant and a fitness centre.
How many hotels are there in the Little Italy area?
Expedia has 24 hotels and other accommodation options in Little Italy to choose from, making this an ideal home base for exploring the greater Chicago area.
If I need to cancel my hotel reservation in Little Italy, will I receive a refund?
Yes, the majority of hotel room reservations are refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Enter dates in and click on "Search", then use the "fully refundable" filter to review the best options available in Little Italy.
What are the top things to see and do in Little Italy?
Credit Union 1 Arena, Jane Addams' Hull-House Museum and Provision Theater are just a few attractions to check out in Little Italy. While you're out sightseeing, United Center and Soldier Field are a couple of additional sights to visit in Chicago.
How can I get around Little Italy and the greater Chicago area?
Looking for a quick way to explore more of the city? Catch a ride on metro transit at Racine Station and UIC-Halsted Station. To venture out of town, take a train from Chicago Halsted Station.