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Top Trending Hotels Near The Gap, Chicago

Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
River North, 6.6 km from The Gap
9.0 out of 10, Wonderful, (3138)
"Amazing and will be staying again!"
United States
Angie
The price is ₹8,423
₹9,888 total
includes taxes & fees
5 Jan - 6 Jan 2026
Eurostars Magnificent Mile
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Streeterville, 6.4 km from The Gap
8.8 out of 10, Excellent, (2177)
"Nice Hotel"
United States
Alan
The price is ₹8,044
₹9,442 total
includes taxes & fees
17 Dec - 18 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
Reception
River Hotel

River Hotel

4.0 star property
The Loop, 5.9 km from The Gap
8.8 out of 10, Excellent, (4847)
"Location of the Hotel is very nice and the hotel is very clean."
United States
Khaing
The price is ₹7,484
₹8,785 total
includes taxes & fees
11 Dec - 12 Dec
River Hotel
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Streeterville, 6.5 km from The Gap
8.6 out of 10, Excellent, (2945)
"Great location, the staff was friendly and the room was very clean. "
United States
Breanna
The price is ₹6,839
₹8,029 total
includes taxes & fees
10 Dec - 11 Dec
Aloft Chicago Mag Mile
Bar (on property)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
River North, 6.4 km from The Gap
8.4 out of 10, Very good, (4222)
"Great location. "
United States
Rodger
The price is ₹7,379
₹8,663 total
includes taxes & fees
18 Dec - 19 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Terrace/patio
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, (2256)
"Smooth check in and beautiful hotel"
United States
Monique
The price is ₹7,991
₹12,445 total
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
The Loop, 4.2 km from The Gap
8.4 out of 10, Very good, (2349)
"We had a great stay and will be back again."
United States
Amber
The price is ₹10,257
₹14,682 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Chicago
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Streeterville, 7.2 km from The Gap
9.0 out of 10, Wonderful, (3436)
"Great hotel located in nice area."
United States
Robert
The price is ₹9,446
₹11,088 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Chicago/Magnificent Mile Suites
Exterior
FOUND Hotel Chicago River North

FOUND Hotel Chicago River North

2.0 star property
River North, 6.6 km from The Gap
8.4 out of 10, Very good, (359)
"love this place definitely coming back !"
United States
Dayanara
The price is ₹5,782
₹6,787 total
includes taxes & fees
5 Jan - 6 Jan 2026
FOUND Hotel Chicago River North
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
West Loop, 4.7 km from The Gap
8.4 out of 10, Very good, (1004)
"Amazing staff clean and secure hotel "
United States
Aniyah
The price is ₹9,089
₹11,750 total
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn & Suites Chicago - Downtown by IHG
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
River North, 6.4 km from The Gap
8.0 out of 10, Very good, (2622)
"Great location "
United States
Stacy
The price is ₹5,653
₹8,221 total
includes taxes & fees
6 Jan - 7 Jan 2026
Freehand Chicago
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Theatre District, 5.8 km from The Gap
9.4 out of 10, Exceptional, (4087)
"I enjoyed my stay with this hotel and would stay here again"
United States
Kim Leticia Terrelle
The price is ₹9,629
₹11,304 total
includes taxes & fees
14 Dec - 15 Dec
citizenM Chicago Downtown
American cuisine
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property
5.6 km from The Gap
9.0 out of 10, Wonderful, (1744)
"The location was great!!"
United States
Yvette
The price is ₹7,694
₹9,033 total
includes taxes & fees
14 Dec - 15 Dec
Crowne Plaza Chicago West Loop by IHG
Rooftop terrace
Best Western River North Hotel

Best Western River North Hotel

2.5 star property
River North, 6.5 km from The Gap
7.8 out of 10, Good, (1020)
"Staff was very friendly "
United States
david
The price is ₹7,675
₹9,009 total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western River North Hotel
Front of property
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, (2924)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is ₹8,910
₹12,995 total
includes taxes & fees
9 Dec - 10 Dec
Hotel Riu Plaza Chicago
Lobby
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, (2103)
"Would stay again. "
United States
Montroy
Silversmith Hotel Chicago Downtown
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

3.5 star property
The Loop, 4.5 km from The Gap
8.0 out of 10, Very good, (9621)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is ₹9,752
₹11,447 total
includes taxes & fees
2 Jan - 3 Jan 2026
Congress Plaza Hotel
Exterior
La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
The Loop, 5.3 km from The Gap
8.6 out of 10, Excellent, (2629)
"The hotel was very clean and convenient. I really enjoyed my stay. I would stay there again."
United States
Philip
The price is ₹8,632
₹11,718 total
includes taxes & fees
1 Jan - 2 Jan 2026
La Quinta Inn & Suites by Wyndham Chicago Downtown
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Theatre District, 5.2 km from The Gap
8.4 out of 10, Very good, (2118)
"Loved and enjoyed our stay"
United States
Luis
The price is ₹9,224
₹13,078 total
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
River North, 6.1 km from The Gap
8.8 out of 10, Excellent, (3436)
"Great hotel"
United States
Clara
The price is ₹10,439
₹12,254 total
includes taxes & fees
21 Dec - 22 Dec
voco Chicago Downtown - Riverwalk by IHG
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.
Downtown Chicago featuring a city

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 - River North

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop - Downtown featuring a river or creek

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.

Chicago which includes rides

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).

Top The Gap Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Everything was amazing, from the staff to the room, amenities simply perfect.!! "
TERESA 3-night trip
Posted 6 hours ago
Hyatt Regency Chicago

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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 Captain Ernest A Griffin Place and Robert W Roloson Houses as part of your The Gap travel plans.
How many hotels are there in The Gap?
When you want to find places to stay in Chicago, start by booking one of Expedia's 8 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 Captain Ernest A Griffin Place and Robert W Roloson Houses. While you're out sightseeing, Soldier Field and Grand Terrace Ballroom are a couple of additional sights to visit in Chicago.