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

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Our top choices for The Gap hotels

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

1. LondonHouse Chicago, Curio Collection by Hilton

The Loop, 5.9 km from The Gap

Keeven

Rp5.402.238 total

includes taxes & fees

1 Nov - 2 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

Rp3.656.773 total

includes taxes & fees

3 Nov - 4 Nov

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

3. Hotel Riu Plaza Chicago

Streeterville, 6.5 km from The Gap

Kevin

Rp4.250.517 total

includes taxes & fees

11 Nov - 12 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.

4. L7 Chicago by LOTTE

Theatre District, 5.8 km from The Gap

Jeffrey Thomas

Rp4.140.091 total

includes taxes & fees

1 Nov - 2 Nov

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

5. Homewood Suites by Hilton Chicago Downtown South Loop

The Loop, 3.8 km from The Gap

Corinn

Rp3.059.280 total

includes taxes & fees

10 Nov - 11 Nov

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

6. Hyatt Regency Chicago

The Loop, 5.9 km from The Gap

Mercy

Rp9.924.348 total

includes taxes & fees

27 Oct - 28 Oct

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

7. InterContinental Chicago Magnificent Mile by IHG

Magnificent Mile, 6.3 km from The Gap

Reginald

Rp5.141.870 total

includes taxes & fees

31 Oct - 1 Nov

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

8. Hilton Chicago

The Loop, 4.2 km from The Gap

Anna

Rp4.055.686 total

includes taxes & fees

30 Oct - 31 Oct

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

9. Eurostars Magnificent Mile

River North, 6.6 km from The Gap

Will

Rp3.254.146 total

includes taxes & fees

1 Nov - 2 Nov

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

10. The Royal Sonesta Chicago Downtown

The Loop, 5.9 km from The Gap

Jordyn

Rp4.917.757 total

includes taxes & fees

11 Nov - 12 Nov

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

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

Streeterville, 6.5 km from The Gap

Shanequa

Rp4.980.281 total

includes taxes & fees

12 Nov - 13 Nov

An outdoor seating area with modern furniture and potted plants.

12. Radisson Blu Aqua Hotel Chicago

5.8 km from The Gap

Shannon

Rp5.595.060 total

includes taxes & fees

31 Oct - 1 Nov

A modern kitchen with a marble island, fruit bowls, and a city view.

13. Fairmont Chicago at Millennium Park

The Loop, 5.7 km from The Gap

Ruby

Rp6.051.317 total

includes taxes & fees

4 Nov - 5 Nov

A dining table set for six with a cityscape view through large windows.

14. Swissotel - Chicago

5.9 km from The Gap

Hilary

Rp6.285.189 total

includes taxes & fees

25 Oct - 26 Oct

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

15. Hyatt Place Chicago/River North

River North, 6.3 km from The Gap

Iminique

Rp3.620.452 total

includes taxes & fees

1 Nov - 2 Nov

A modern restaurant interior with a green wall, hanging lights, and a long dining area.

16. Hotel 505 River North

River North, 6.3 km from The Gap

Giana

Rp4.598.544 total

includes taxes & fees

8 Nov - 9 Nov

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

17. Embassy Suites by Hilton Chicago Downtown River North

River North, 6.5 km from The Gap

Rp3.602.348 total

includes taxes & fees

1 Nov - 2 Nov

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

18. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 3.9 km from The Gap

Aran

Rp2.697.235 total

includes taxes & fees

10 Nov - 11 Nov

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

19. The Wade

Streeterville, 6.6 km from The Gap

Erin

Rp2.704.690 total

includes taxes & fees

12 Nov - 13 Nov

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

20. Palmer House a Hilton Hotel

Theatre District, 5.2 km from The Gap

Christy

Rp4.587.458 total

includes taxes & fees

31 Oct - 1 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

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"Friendly helpful staff. Nice clean room. Hot water was not working and of course it was late afternoon and I needed to shower before evening outing. Oh well, cold shower not the worst thing to endure."

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. LondonHouse Chicago, Curio Collection by Hilton

2. Hilton Vacation Club Hotel Blake Chicago

3. Hotel Riu Plaza Chicago

4. L7 Chicago by LOTTE

5. Homewood Suites by Hilton Chicago Downtown South Loop

6. Hyatt Regency Chicago

7. InterContinental Chicago Magnificent Mile by IHG

8. Hilton Chicago

9. Eurostars Magnificent Mile

10. The Royal Sonesta Chicago Downtown

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

12. Radisson Blu Aqua Hotel Chicago

13. Fairmont Chicago at Millennium Park

14. Swissotel - Chicago

15. Hyatt Place Chicago/River North

16. Hotel 505 River North

17. Embassy Suites by Hilton Chicago Downtown River North

18. Hilton Garden Inn Chicago Downtown South Loop

19. The Wade

20. Palmer House a Hilton Hotel

Where to stay in The Gap

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top The Gap Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

Frequently asked questions

Explore a world of travel with Expedia