The Best Hotels in The Gap, Chicago - 2026 Updated Prices

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Our top choices for The Gap hotels

A modern kitchen with a large window, a dining area, and a view of the sea.

1. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 3.8 km from The Gap

฿5,733 total

includes taxes & fees

10 Nov - 11 Nov

A hotel room with a large bed, a nightstand with a lamp, a wall clock, and a window with curtains.

2. Hilton Vacation Club Hotel Blake Chicago

The Loop, 4.5 km from The Gap

Mario

฿6,871 total

includes taxes & fees

3 Nov - 4 Nov

A modern interior with a bar area, seating, and decorative wooden panels.

3. Best Western Grant Park Hotel

The Loop, 3.8 km from The Gap

Shelby Ryann

฿4,993 total

includes taxes & fees

9 Nov - 10 Nov

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

4. Hilton Chicago

The Loop, 4.2 km from The Gap

Anna

฿7,615 total

includes taxes & fees

30 Oct - 31 Oct

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

5. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 3.9 km from The Gap

Aran

฿5,064 total

includes taxes & fees

10 Nov - 11 Nov

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

6. Hotel Riu Plaza Chicago

Streeterville, 6.5 km from The Gap

Kevin

฿7,980 total

includes taxes & fees

11 Nov - 12 Nov

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

7. Hyatt Regency Chicago

The Loop, 5.9 km from The Gap

฿10,876 total

includes taxes & fees

31 Oct - 1 Nov

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

8. Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 6.5 km from The Gap

Shanequa

฿9,351 total

includes taxes & fees

12 Nov - 13 Nov

A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

9. Hyatt Place Chicago/River North

River North, 6.3 km from The Gap

Iminique

฿6,797 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor seating area with modern furniture and potted plants.

10. Radisson Blu Aqua Hotel Chicago

5.8 km from The Gap

Shannon

฿10,505 total

includes taxes & fees

31 Oct - 1 Nov

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

11. Embassy Suites by Hilton Chicago Downtown River North

River North, 6.5 km from The Gap

Eliana

฿6,763 total

includes taxes & fees

1 Nov - 2 Nov

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

12. Hyatt House Chicago/West Loop-Fulton Market

6.1 km from The Gap

Georgianna

฿7,797 total

includes taxes & fees

1 Nov - 2 Nov

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

13. L7 Chicago by LOTTE

Theatre District, 5.8 km from The Gap

Jeffrey Thomas

฿7,773 total

includes taxes & fees

1 Nov - 2 Nov

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

14. InterContinental Chicago Magnificent Mile by IHG

Magnificent Mile, 6.3 km from The Gap

Reginald

฿9,654 total

includes taxes & fees

31 Oct - 1 Nov

A hotel lobby with a bar area, a chandelier, and a reception desk.

15. Residence Inn Chicago Downtown/Loop

Theatre District, 5.3 km from The Gap

Karla

฿9,556 total

includes taxes & fees

30 Oct - 31 Oct

An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

16. Palmer House a Hilton Hotel

Theatre District, 5.2 km from The Gap

Christy

฿8,613 total

includes taxes & fees

31 Oct - 1 Nov

A spacious lobby with a wooden floor, a central round table with decorative items, a reception desk, and framed artwork on the walls.

17. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

5.8 km from The Gap

Brock

฿9,211 total

includes taxes & fees

30 Oct - 31 Oct

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

18. LondonHouse Chicago, Curio Collection by Hilton

The Loop, 5.9 km from The Gap

Keeven

฿10,177 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel with a glass facade, multiple floors, and a visible entrance.

19. Hyatt Place Chicago/Downtown - The Loop

The Loop, 5.5 km from The Gap

Cordula

฿7,797 total

includes taxes & fees

1 Nov - 2 Nov

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

20. The Wade

Streeterville, 6.6 km from The Gap

Erin

฿5,078 total

includes taxes & fees

12 Nov - 13 Nov

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Where to stay in The Gap

Find the best The Gap areas for the activities you enjoy most.

A cityscape with tall skyscrapers and a historic tower.

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.

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

Magnificent Mile

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

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

The Loop

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

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

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.

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

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.

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Top The Gap Hotel Reviews

Hyatt Regency Chicago

8/10 Good

"The hotel was beautiful, great location"

The Godfrey Hotel Chicago

8/10 Good

"The hotel was nice, and the location was great. However, the property could use a little updating and more attention to detail, especially with the bathroom amenities. The hallways were also quite noisy, with a lot of partying going on. I certainly don’t mind people having a good time, but it did get a bit loud. Overall, it was an okay stay, but I felt it was overpriced for what was offered. There were other hotels nearby at about the same price that appeared to be substantially nicer. Not a bad experience, just not quite worth the price."

Frequently asked questions

What's it like in The Gap?

Travellers will be sure to find plenty to entertain them in Chicago's The Gap neighbourhood. Make sure that you visit Robert W Roloson Houses and Captain Ernest A Griffin Place as part of your The Gap travel plans.

How many hotels are there in The Gap?

If you're searching for places to stay in Chicago, choose from one of Expedia's 10 hotels and other accommodation options in The Gap.

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

Yes! Most hotel reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Add dates, click "Search", then use the filter option "fully refundable" to get the best deals available in The Gap.

What is there to do in this Chicago neighbourhood?

Landmarks in The Gap that you won't want to miss include Robert W Roloson Houses and Captain Ernest A Griffin Place. While you're out sightseeing, Soldier Field and Grand Terrace Ballroom are a couple of additional sights to visit in Chicago.

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Our top choices for The Gap hotels

1. Homewood Suites by Hilton Chicago Downtown South Loop

2. Hilton Vacation Club Hotel Blake Chicago

3. Best Western Grant Park Hotel

4. Hilton Chicago

5. Hilton Garden Inn Chicago Downtown South Loop

6. Hotel Riu Plaza Chicago

7. Hyatt Regency Chicago

8. Sable at Navy Pier Chicago, Curio Collection by Hilton

9. Hyatt Place Chicago/River North

10. Radisson Blu Aqua Hotel Chicago

11. Embassy Suites by Hilton Chicago Downtown River North

12. Hyatt House Chicago/West Loop-Fulton Market

13. L7 Chicago by LOTTE

14. InterContinental Chicago Magnificent Mile by IHG

15. Residence Inn Chicago Downtown/Loop

16. Palmer House a Hilton Hotel

17. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

18. LondonHouse Chicago, Curio Collection by Hilton

19. Hyatt Place Chicago/Downtown - The Loop

20. The Wade

Where to stay in The Gap

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top The Gap Hotel Reviews

Hyatt Regency Chicago

Frequently asked questions

Explore a world of travel with Expedia