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Tonight
27 Dec - 28 Dec
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28 Dec - 29 Dec
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2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

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Our top choices for The Gap hotels

Room, 2 Queen Beds, Corner (View) | In-room safe, desk, laptop workspace, blackout curtains
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

Aloft Chicago Downtown River North
3.5 star property
River North, 6.4 km from The Gap
9.4 out of 10, Exceptional, (1160)
"Great stay!"
United States
Tea
The price is Rp1.925.675
Rp2.260.551 total
includes taxes & fees
4 Jan - 5 Jan 2026
Aloft Chicago Downtown River North
Exterior
L7 Chicago by LOTTE

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, (3438)
"Amazing place to stay and super accommodating "
United States
Carson
The price is Rp2.320.303
Rp2.723.805 total
includes taxes & fees
29 Dec - 30 Dec
L7 Chicago by LOTTE
Premium bedding, down duvets, pillow-top beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Streeterville, 6.6 km from The Gap
8.4 out of 10, Very good, (1536)
"Great staff and great location. "
United States
Joe
The price is Rp1.556.913
Rp1.827.660 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Wade
Lobby
LondonHouse Chicago, Curio Collection by Hilton

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, (3468)
"Great hotel! "
United States
Kianna
The price is Rp2.319.968
Rp2.723.412 total
includes taxes & fees
5 Jan - 6 Jan 2026
LondonHouse Chicago, Curio Collection by Hilton
American cuisine, al fresco dining
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 6.8 km from The Gap
8.6 out of 10, Excellent, (1948)
"The room was nice, the area was perfect for walking distance for food and activities. "
United States
Alexis
The price is Rp1.593.743
Rp2.263.974 total
includes taxes & fees
27 Jan - 28 Jan 2026
The Godfrey Hotel Chicago
Bar (on property)
Omni Chicago Hotel

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Magnificent Mile, 6.7 km from The Gap
9.2 out of 10, Wonderful, (1654)
"Great place to stay "
United States
Juliet
The price is Rp2.665.301
Rp3.620.312 total
includes taxes & fees
29 Dec - 30 Dec
Omni Chicago Hotel
Lobby
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Theatre District, 5.7 km from The Gap
9.0 out of 10, Wonderful, (1004)
"Great view, awesome bar, fun staff."
United States
Laura
The price is Rp2.457.244
Rp3.375.907 total
includes taxes & fees
25 Jan - 26 Jan 2026
theWit Chicago, a Hilton Hotel
Meeting facility
Hotel Chicago Downtown, Autograph Collection by Marriott

Hotel Chicago Downtown, Autograph Collection by Marriott

Hotel Chicago Downtown, Autograph Collection by Marriott
4.0 star property
River North, 6 km from The Gap
9.0 out of 10, Wonderful, (1003)
"Clean Room and nice staff"
United States
SHADIRA
The price is Rp2.009.400
Rp2.849.630 total
includes taxes & fees
29 Dec - 30 Dec
Hotel Chicago Downtown, Autograph Collection by Marriott
Terrace/patio
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
River North, 6.3 km from The Gap
9.2 out of 10, Wonderful, (2332)
"Great place! Location, staff, room, everything "
United States
Dana
The price is Rp1.856.409
Rp2.715.078 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Royal Sonesta Chicago River North
Front of property
Ivy Boutique Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Streeterville, 6.5 km from The Gap
8.8 out of 10, Excellent, (1048)
"I love this hotel "
United States
Tiara
Ivy Boutique Hotel
Exterior
Moxy Chicago Downtown

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
River North, 6.4 km from The Gap
9.4 out of 10, Exceptional, (858)
"Great hotel, lots of fun and great location! "
United States
Amber
The price is Rp1.808.460
Rp2.122.951 total
includes taxes & fees
4 Jan - 5 Jan 2026
Moxy Chicago Downtown
Snack bar
Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Theatre District, 5.6 km from The Gap
8.8 out of 10, Excellent, (1472)
"The staff was super friendly at check-in and the bartender was very nice!"
United States
Jennifer
The price is Rp1.498.343
Rp1.758.906 total
includes taxes & fees
11 Jan - 12 Jan 2026
Cambria Hotel Chicago Loop - Theatre District
Exterior
AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
4.0 star property
River North, 6.6 km from The Gap
8.8 out of 10, Excellent, (1008)
"Great location."
United States
Jeremy
The price is Rp1.741.480
Rp2.044.323 total
includes taxes & fees
11 Jan - 12 Jan 2026
AC Hotels by Marriott Chicago Downtown
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 5.9 km from The Gap
8.8 out of 10, Excellent, (2013)
"Great stay"
United States
Kramer
The price is Rp1.366.392
Rp1.604.007 total
includes taxes & fees
9 Jan - 10 Jan 2026
Club Quarters Hotel Wacker at Michigan, Chicago
Restaurant
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Streeterville, 6.5 km from The Gap
8.4 out of 10, Very good, (1792)
"Very clean and comfortable hotel!"
United States
HYUNJI
Hotel Saint Clair- Magnificent Mile
Breakfast and lunch served
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Streeterville, 6.5 km from The Gap
9.0 out of 10, Wonderful, (1619)
"Perfect for a one-night holiday staycation for me and the kids."
United States
Elysia
The price is Rp1.636.433
Rp1.921.009 total
includes taxes & fees
5 Jan - 6 Jan 2026
Courtyard by Marriott Chicago Magnificent Mile
Ballroom
Hilton Chicago/Magnificent Mile Suites

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, (3578)
"Great place to stay "
United States
RaShawna
The price is Rp1.496.311
Rp1.756.520 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hilton Chicago/Magnificent Mile Suites
Exterior
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 6.3 km from The Gap
9.0 out of 10, Wonderful, (2655)
"Great stay"
United States
Rawleigh
The price is Rp2.393.963
Rp3.345.987 total
includes taxes & fees
25 Jan - 26 Jan 2026
InterContinental Chicago Magnificent Mile by IHG
Cocktail bar
ACME Hotel Company

ACME Hotel Company

ACME Hotel Company
3.5 star property
River North, 6.4 km from The Gap
9.0 out of 10, Wonderful, (1918)
"The location is great. The price considering the location is wonderful. Love the Berkshire bar."
United States
Tara
The price is Rp1.792.961
Rp2.104.756 total
includes taxes & fees
28 Dec - 29 Dec
ACME Hotel Company
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

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, (2207)
"It was a beautiful stay "
United States
Donald
The price is Rp1.427.672
Rp1.675.946 total
includes taxes & fees
5 Jan - 6 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile
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

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

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

Pendry Chicago

Pendry Chicago

10/10 Excellent
"The room was fantastic, the rest of the hotel (lobby, gym, bar) is spotless. We arranged an engagement photoshoot in the bar via Laura S (events coordinator) and she was unbelievably helpful in ensuring everything was done correctly and in line with hotel procedure. Will be staying again when we revisit Chicago! "
Connor 3-night trip
Posted 1 day ago
Pendry Chicago

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.