The Gap Hotels, Chicago

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Check prices for these dates

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

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4476 Cheap Hotels in The Gap - Specials, Reviews, & Last Minute Deals

Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (3071)
"The hotel has a restaurant on the first floor with patio seating and great views."
The price is AU$214
includes taxes & fees
3 Nov - 4 Nov
Eurostars Magnificent Mile
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2854)
"Had a great stay!"
The price is AU$246
includes taxes & fees
9 Nov - 10 Nov
Aloft Chicago Mag Mile
River Hotel
Reception

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4729)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is AU$363
includes taxes & fees
22 Oct - 23 Oct
River Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2080)
"Great hotel"
The price is AU$284
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2179)
"Great hotel "
The price is AU$353
includes taxes & fees
9 Nov - 10 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (4054)
"We definitely will stay there again place was very nice "
The price is AU$301
includes taxes & fees
9 Nov - 10 Nov
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9356)
"Beautiful hotel!"
The price is AU$227
includes taxes & fees
2 Nov - 3 Nov
Congress Plaza Hotel
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2435)
"Great place"
The price is AU$223
includes taxes & fees
23 Oct - 24 Oct
Freehand Chicago
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3925)
"Great place to stay. "
The price is AU$279
includes taxes & fees
9 Nov - 10 Nov
citizenM Chicago Downtown
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2250)
"We loved this hotel it was beautiful and convenient . "
The price is AU$372
includes taxes & fees
23 Oct - 24 Oct
Hilton Chicago
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1020)
"Great stay"
The price is AU$180
includes taxes & fees
9 Nov - 10 Nov
Best Western River North Hotel
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (3055)
"Our stay was great"
The price is AU$256
includes taxes & fees
9 Nov - 10 Nov
Hilton Chicago/Magnificent Mile Suites
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (269)
"Perfect location! Tons of restaurants and shopping nearby! "
The price is AU$151
includes taxes & fees
9 Nov - 10 Nov
FOUND Hotel Chicago River North
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2568)
"Great place to stay "
The price is AU$305
includes taxes & fees
9 Nov - 10 Nov
Hotel Riu Plaza Chicago
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1582)
"Excellent breakfast and room was quiet and clean. "
The price is AU$239
includes taxes & fees
9 Nov - 10 Nov
Crowne Plaza Chicago West Loop by IHG
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2571)
"Good place to stay"
The price is AU$282
includes taxes & fees
9 Nov - 10 Nov
La Quinta Inn & Suites by Wyndham Chicago Downtown
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (2003)
"Great place to stay."
The price is AU$349
includes taxes & fees
30 Oct - 31 Oct
Palmer House a Hilton Hotel
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2172)
"It was an amazing stay!"
The price is AU$368
includes taxes & fees
23 Oct - 24 Oct
Hyatt Centric The Loop Chicago
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.4 out of 10, Good, (2399)
"Comfortable bed, bright room, good shower, very accessible location."
The price is AU$182
includes taxes & fees
9 Nov - 10 Nov
Travelodge by Wyndham Downtown Chicago
Silversmith Hotel Chicago Downtown
Lobby

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (2007)
"Great place to stay "
Silversmith Hotel Chicago Downtown
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

Our guide on 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 which includes a river or creek

The Loop

Striking architecture, urban park space and countless entertainment options all make The Loop one of the most memorable spots in the city.

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 showing a city and modern architecture

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

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

10/10 Excellent
"Great shape! "
Kate 2-night trip
Posted 2 days ago
Sable at Navy Pier Chicago, Curio Collection by Hilton

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 7 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.

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Explore a world of travel with Expedia