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Check prices for these dates

This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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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

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 5.9 km from The Gap
9.4 out of 10, Exceptional, (3,871 reviews)
"Very nice hotel!"
United States
Keeven
The price is Rp4.032.651
Rp5.326.856 total
includes taxes & fees
15 Nov - 16 Nov
LondonHouse Chicago, Curio Collection by Hilton
A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.

2. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
The Loop, 4.5 km from The Gap
9.6 out of 10, Exceptional, (1,218 reviews)
"Great location!"
United States
Mario
The price is Rp3.075.936
Rp3.657.149 total
includes taxes & fees
4 Nov - 5 Nov
Hilton Vacation Club Hotel Blake Chicago
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

3. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 6.5 km from The Gap
9.4 out of 10, Exceptional, (5,525 reviews)
"Great place will be staying again"
United States
Kevin
The price is Rp3.143.478
Rp4.247.431 total
includes taxes & fees
11 Nov - 12 Nov
Hotel Riu Plaza Chicago
A modern kitchen with a large window, a dining area, and a view of the sea.

4. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
The Loop, 3.8 km from The Gap
8.8 out of 10, Excellent, (2,515 reviews)
"Kids loved the pool, location was great for access to museums, and the breakfast was better than I expected!"
United States
Corinn
The price is Rp2.571.335
Rp3.057.058 total
includes taxes & fees
10 Nov - 11 Nov
Homewood Suites by Hilton Chicago Downtown South Loop
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

5. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 4.2 km from The Gap
8.6 out of 10, Excellent, (3,418 reviews)
"Friendly staff, great location"
Canada
Anna
The price is Rp2.966.925
Rp4.052.742 total
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
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.

6. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 5.8 km from The Gap
9.6 out of 10, Exceptional, (5,038 reviews)
"A fantastic A+ location in a well kept, boutique type hotel."
United States
Jeffrey Thomas
The price is Rp3.479.760
Rp4.137.085 total
includes taxes & fees
1 Nov - 2 Nov
L7 Chicago by LOTTE
The Intercontinental hotel facade with a large American flag and a floral display.

7. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 6.3 km from The Gap
9.2 out of 10, Wonderful, (3,378 reviews)
"This was my second time staying and it was wonderful."
United States
Reginald
The price is Rp3.795.436
Rp5.138.999 total
includes taxes & fees
31 Oct - 1 Nov
InterContinental Chicago Magnificent Mile by IHG
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

8. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 5.9 km from The Gap
9.4 out of 10, Exceptional, (3,505 reviews)
"Beautiful hotel in a great location!"
United States
Mercy
The price is Rp4.260.200
Rp5.703.446 total
includes taxes & fees
31 Oct - 1 Nov
Hyatt Regency Chicago
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

9. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 3.9 km from The Gap
8.8 out of 10, Excellent, (2,187 reviews)
"Great place to stay at"
United States
Aran
The price is Rp2.267.035
Rp2.695.277 total
includes taxes & fees
9 Nov - 10 Nov
Hilton Garden Inn Chicago Downtown South Loop
A room with two chairs and a small table, a large window with a city view at night.

10. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 6.6 km from The Gap
9.0 out of 10, Wonderful, (3,951 reviews)
"Fantastic stay"
United States
Will
The price is Rp2.577.600
Rp3.064.507 total
includes taxes & fees
1 Nov - 2 Nov
Eurostars Magnificent Mile
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

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 6.5 km from The Gap
9.4 out of 10, Exceptional, (2,734 reviews)
"Amazing place to stay"
United States
Shanequa
The price is Rp3.560.907
Rp4.850.858 total
includes taxes & fees
15 Nov - 16 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
A dining area with a table set for four, large windows offering a cityscape view at dusk.

12. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 5.9 km from The Gap
9.4 out of 10, Exceptional, (3,652 reviews)
"Great location and friendly staff."
United States
Jordyn
The price is Rp3.562.100
Rp4.807.780 total
includes taxes & fees
13 Nov - 14 Nov
The Royal Sonesta Chicago Downtown
A modern restaurant interior with a green wall, hanging lights, and a long dining area.

13. Hotel 505 River North

Hotel 505 River North
4.5 star property
River North, 6.3 km from The Gap
9.2 out of 10, Wonderful, (2,951 reviews)
"Loved our stay"
United States
Giana
The price is Rp3.204.637
Rp4.383.115 total
includes taxes & fees
15 Nov - 16 Nov
Hotel 505 River North
A dining table set for six with a cityscape view through large windows.

14. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
5.9 km from The Gap
9.0 out of 10, Wonderful, (3,558 reviews)
"Great stay"
United States
Hilary
The price is Rp4.753.247
Rp6.281.679 total
includes taxes & fees
25 Oct - 26 Oct
Swissotel - Chicago
An outdoor seating area with modern furniture and potted plants.

15. Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
5.8 km from The Gap
8.6 out of 10, Excellent, (2,157 reviews)
"Loved the hotel!"
United States
Shannon
The price is Rp4.237.288
Rp5.591.001 total
includes taxes & fees
31 Oct - 1 Nov
Radisson Blu Aqua Hotel Chicago
A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

16. Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
3.5 star property
River North, 6.3 km from The Gap
9.2 out of 10, Wonderful, (1,918 reviews)
"Great breakfast, kind staff, clean room"
United States
Iminique
The price is Rp3.043.000
Rp3.617.822 total
includes taxes & fees
1 Nov - 2 Nov
Hyatt Place Chicago/River North
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

17. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
River North, 6.5 km from The Gap
8.6 out of 10, Excellent, (5,983 reviews)
"I’d stay here again."
United States
Eliana
The price is Rp3.027.785
Rp3.599.732 total
includes taxes & fees
1 Nov - 2 Nov
Embassy Suites by Hilton Chicago Downtown River North
An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

18. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 5.2 km from The Gap
8.6 out of 10, Excellent, (2,720 reviews)
"Beautiful hotel with wonderful staff!"
United States
Christy
The price is Rp3.408.160
Rp4.584.128 total
includes taxes & fees
31 Oct - 1 Nov
Palmer House a Hilton Hotel
A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

19. Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 5.2 km from The Gap
9.2 out of 10, Wonderful, (2,432 reviews)
"Great location, great staff very pleasant stay in a historical building"
United States
Guy
The price is Rp2.588.505
Rp3.623.872 total
includes taxes & fees
1 Nov - 2 Nov
Silversmith Hotel Chicago Downtown
A modern kitchen with a marble island, fruit bowls, and a city view.

20. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 5.7 km from The Gap
8.8 out of 10, Excellent, (2,314 reviews)
"Beautiful hotel and great location."
United States
Ruby
The price is Rp4.549.106
Rp6.046.926 total
includes taxes & fees
12 Nov - 13 Nov
Fairmont Chicago at Millennium Park
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.
View all properties

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.

A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
Photo by © City of Chicago
Open Photo by © City of Chicago

Magnificent Mile

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

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.

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.

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.

Top The Gap Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

8/10 Good
"Room was good … but there was really bad sewer smell in bathroom"
Gurpreet 3-night trip
Posted 1 hour ago
The Royal Sonesta Chicago Downtown

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.