The Gap Hotels, Chicago

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Our top choices for The Gap hotels

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, (2,511 reviews)
"I loved it here and will definitely stay again."
United States
Gina
The price is AU$407
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (10,136 reviews)
"Excellent stay"
United States
Jennifer
The price is AU$223
includes taxes & fees
26 May - 27 May
Congress Plaza Hotel

River Hotel

River Hotel
4.0 star property
The Loop, 5.9 km from The Gap
8.8 out of 10, Excellent, (5,197 reviews)
"Perfect for couples and the location is amazing"
United States
Jaden
The price is AU$211
includes taxes & fees
26 May - 27 May
River Hotel

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 6.5 km from The Gap
8.6 out of 10, Excellent, (3,244 reviews)
"Nice place to stay"
United States
Jimmie
The price is AU$214
includes taxes & fees
25 May - 26 May
Aloft by Marriott Chicago Mag Mile

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, (2,250 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is AU$242
includes taxes & fees
26 May - 27 May
Silversmith Hotel Chicago Downtown

The Wade

The Wade
4.5 star property
Streeterville, 6.6 km from The Gap
8.4 out of 10, Very good, (1,841 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is AU$254
includes taxes & fees
25 May - 26 May
The Wade

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 6.6 km from The Gap
9.0 out of 10, Wonderful, (3,572 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is AU$267
includes taxes & fees
25 May - 26 May
Eurostars Magnificent Mile

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
7.1 km from The Gap
9.4 out of 10, Exceptional, (2,478 reviews)
"Great location and super nice hotel"
United States
Karolina
The price is AU$374
includes taxes & fees
25 May - 26 May
Sofitel Chicago Magnificent Mile

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 7.9 km from The Gap
8.2 out of 10, Very good, (1,493 reviews)
"A nice stay and lovely location. "
United States
Robin
The price is AU$261
includes taxes & fees
22 June - 23 June
The Chicago Hotel Collection Ambassador Gold Coast

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 4.2 km from The Gap
8.6 out of 10, Excellent, (2,816 reviews)
"Great staff and location. "
United States
Robert
The price is AU$373
includes taxes & fees
25 May - 26 May
Hilton Chicago

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, (3,725 reviews)
"Can't beat the location; it's next to Michigan Avenue and across from the Riverwalk; we'd stay there again."
United States
Matson
The price is AU$413
includes taxes & fees
26 May - 27 May
LondonHouse Chicago, Curio Collection by Hilton

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 4.4 km from The Gap
7.4 out of 10, Good, (2,612 reviews)
"Staff was friendly and helpful.. location was great"
United States
Amber
The price is AU$173
includes taxes & fees
25 May - 26 May
Travelodge by Wyndham Downtown Chicago

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 3.8 km from The Gap
8.2 out of 10, Very good, (2,698 reviews)
"we've stayed there many times for years & have always been very satisfied ."
United States
cheri
The price is AU$215
includes taxes & fees
25 May - 26 May
Best Western Grant Park Hotel

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 6.4 km from The Gap
8.0 out of 10, Very good, (3,023 reviews)
"Great central location, lots to do nearby."
United States
Michael
The price is AU$173
includes taxes & fees
25 May - 26 May
Freehand Chicago

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, (2,792 reviews)
"Very clean room, nice breakfast and really nice hotel restaurant"
United States
Hugo
The price is AU$257
includes taxes & fees
25 May - 26 May
La Quinta Inn & Suites by Wyndham Chicago Downtown

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, (4,230 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is AU$260
includes taxes & fees
25 May - 26 May
Hotel Riu Plaza Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 5.9 km from The Gap
9.4 out of 10, Exceptional, (3,493 reviews)
"Very good place to stay. I really liked the lobby — it’s very spacious. The lobby design is also very open and artistic."
Canada
Tong
The price is AU$384
includes taxes & fees
25 May - 26 May
Hyatt Regency Chicago

Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 5 km from The Gap
8.6 out of 10, Excellent, (2,156 reviews)
"Great place! Would stay again!"
United States
Tasha
The price is AU$183
includes taxes & fees
25 May - 26 May
Central Loop Hotel

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 5.4 km from The Gap
9.4 out of 10, Exceptional, (1,070 reviews)
"Clean rooms, comfy bed."
United States
Brenda
The price is AU$277
includes taxes & fees
25 May - 26 May
Staypineapple, An Iconic Hotel, The Loop

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 6.8 km from The Gap
7.8 out of 10, Good, (1,466 reviews)
"Great stay"
United States
Ontario
The price is AU$254
includes taxes & fees
26 May - 27 May
The Chicago Hotel Collection - 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.

Our guide on where to stay in The Gap

Find the best The Gap areas for the activities you enjoy most.

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

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

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.

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

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?
When you want to find places to stay in Chicago, start by booking one of Expedia's 9 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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