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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, (2,400 reviews)
"Great stay"
United States
Blake
The price is 3.798.409 ₫
5.351.539 ₫ total
includes taxes & fees
30 Mar - 31 Mar
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (1,892 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is 3.202.827 ₫
3.759.799 ₫ total
includes taxes & fees
18 Mar - 19 Mar
Hilton Garden Inn Chicago Downtown South Loop

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, (1,305 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is 3.020.639 ₫
3.545.929 ₫ total
includes taxes & fees
22 Mar - 23 Mar
The Chicago Hotel Collection Ambassador Gold Coast

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
7.1 km from The Gap
9.4 out of 10, Exceptional, (2,336 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is 5.102.555 ₫
6.759.542 ₫ total
includes taxes & fees
15 Mar - 16 Mar
Sofitel Chicago Magnificent Mile

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, (2,268 reviews)
"Great Hotel, location close to all attractions, clean, perfect breakfast "
United States
Sheila
The price is 3.417.781 ₫
4.012.133 ₫ total
includes taxes & fees
16 Mar - 17 Mar
Homewood Suites by Hilton Chicago Downtown South Loop

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, (3,488 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is 3.458.838 ₫
4.799.039 ₫ total
includes taxes & fees
24 Mar - 25 Mar
Hotel Riu Plaza Chicago

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, (3,889 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is 2.722.403 ₫
3.195.829 ₫ total
includes taxes & fees
18 Mar - 19 Mar
Hilton Chicago/Magnificent Mile Suites

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
5.9 km from The Gap
9.0 out of 10, Wonderful, (3,222 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is 3.188.409 ₫
4.665.830 ₫ total
includes taxes & fees
29 Mar - 30 Mar
Swissotel - Chicago

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 6.7 km from The Gap
9.2 out of 10, Wonderful, (1,708 reviews)
"Great place to stay "
United States
Juliet
The price is 3.958.576 ₫
5.416.615 ₫ total
includes taxes & fees
18 Mar - 19 Mar
Omni Chicago Hotel

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 6.3 km from The Gap
8.2 out of 10, Very good, (2,826 reviews)
"Great stay "
United States
Rudy
The price is 3.388.946 ₫
4.747.664 ₫ total
includes taxes & fees
29 Mar - 30 Mar
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
The Loop, 4.1 km from The Gap
8.8 out of 10, Excellent, (1,010 reviews)
"Great place to stay..awesome staff!"
United States
Veronica
The price is 2.415.620 ₫
3.297.325 ₫ total
includes taxes & fees
5 Apr - 6 Apr
Le Méridien Essex Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 6.5 km from The Gap
8.8 out of 10, Excellent, (2,354 reviews)
"amazing stay"
United States
Anani
The price is 2.772.917 ₫
3.255.129 ₫ total
includes taxes & fees
22 Mar - 23 Mar
DoubleTree by Hilton Chicago - Magnificent Mile

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 5.2 km from The Gap
9.0 out of 10, Wonderful, (2,406 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is 3.677.038 ₫
4.316.475 ₫ total
includes taxes & fees
20 Mar - 21 Mar
Hyatt Centric The Loop Chicago

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Streeterville, 7.3 km from The Gap
8.6 out of 10, Excellent, (2,420 reviews)
"Can't wait to go back love the hotel and the location was great."
United States
eyulonda
The price is 3.250.536 ₫
3.815.806 ₫ total
includes taxes & fees
30 Mar - 31 Mar
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

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, (1,020 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is 3.486.515 ₫
4.860.629 ₫ total
includes taxes & fees
22 Mar - 23 Mar
Staypineapple, An Iconic Hotel, The Loop

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, (9,933 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
United States
Jennifer
The price is 4.364.631 ₫
5.123.643 ₫ total
includes taxes & fees
21 Mar - 22 Mar
Congress Plaza Hotel

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 4.2 km from The Gap
8.6 out of 10, Excellent, (2,674 reviews)
"Yes it was a great stay"
United States
Rita
The price is 3.417.781 ₫
4.781.516 ₫ total
includes taxes & fees
1 Apr - 2 Apr
Hilton Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 5.6 km from The Gap
9.4 out of 10, Exceptional, (2,018 reviews)
"Clean hotel, helpful staff, restaurant food was delicious, great atmosphere, fabulous location!"
United States
Jennifer
The price is 3.751.223 ₫
5.186.047 ₫ total
includes taxes & fees
26 Mar - 27 Mar
Arlo 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, (2,722 reviews)
"Room was clean, staff were courteous and helpful, and breakfast was solid."
United States
Ian
The price is 2.589.943 ₫
3.501.963 ₫ total
includes taxes & fees
22 Mar - 23 Mar
La Quinta Inn & Suites by Wyndham Chicago Downtown

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, (3,741 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is 3.588.434 ₫
4.212.462 ₫ total
includes taxes & fees
24 Mar - 25 Mar
L7 Chicago by LOTTE
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.

Where to stay in The Gap

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

Downtown Chicago

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

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

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

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.