What's it like in The Gap?

Travelers will be sure to find plenty to entertain them in Chicago's The Gap neighborhood. Be sure to check out Robert W Roloson Houses and Captain Ernest A Griffin Place as part of your The Gap travel plans.

How many hotels will I find in The Gap?

When you want to find places to stay in Chicago, start by booking one of Expedia's 9 hotels and other accommodations in The Gap.

If I need to cancel my hotel reservation in The Gap, will I receive a refund?

Yes! Most room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, you might still have the option to cancel and get a refund within 24 hours of your booking. Add dates, click "Search", then filter by "fully refundable" to view the top deals on offer in The Gap.

Where can I learn more about changing or cancelling my trip to The Gap?

For additional details about picking new dates or cancelling your trip to The Gap, go to https://www.expedia.com/service/ .

What is there to do in this Chicago neighborhood?

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.

Top The Gap Hotels

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Our top choices for The Gap hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 6.5 km from The Gap

Gina

NT$9,116 total

includes taxes & fees

May 26 - May 27

Congress Plaza Hotel

The Loop, 4.5 km from The Gap

Jennifer

NT$5,010 total

includes taxes & fees

May 25 - May 26

River Hotel

The Loop, 5.9 km from The Gap

Jaden

NT$4,751 total

includes taxes & fees

May 26 - May 27

Aloft by Marriott Chicago Mag Mile

Streeterville, 6.5 km from The Gap

Jimmie

NT$5,965 total

includes taxes & fees

May 27 - May 28

Silversmith Hotel Chicago Downtown

Theatre District, 5.2 km from The Gap

Brittany

NT$5,437 total

includes taxes & fees

May 25 - May 26

The Wade

Streeterville, 6.6 km from The Gap

Molly

NT$6,040 total

includes taxes & fees

May 25 - May 26

Eurostars Magnificent Mile

River North, 6.6 km from The Gap

Belinda

NT$6,002 total

includes taxes & fees

May 26 - May 27

Sofitel Chicago Magnificent Mile

7.1 km from The Gap

Karolina

NT$8,403 total

includes taxes & fees

May 25 - May 26

The Chicago Hotel Collection Ambassador Gold Coast

Gold Coast, 7.9 km from The Gap

Robin

NT$5,864 total

includes taxes & fees

Jun 22 - Jun 23

Hilton Chicago

The Loop, 4.2 km from The Gap

Robert

NT$8,392 total

includes taxes & fees

May 27 - May 28

2 restaurants; breakfast, lunch, and dinner served

LondonHouse Chicago, Curio Collection by Hilton

The Loop, 5.9 km from The Gap

Matson

NT$8,992 total

includes taxes & fees

May 25 - May 26

Travelodge by Wyndham Downtown Chicago

The Loop, 4.4 km from The Gap

Amber

NT$3,883 total

includes taxes & fees

May 25 - May 26

Best Western Grant Park Hotel

The Loop, 3.8 km from The Gap

cheri

NT$4,839 total

includes taxes & fees

May 25 - May 26

Freehand Chicago

River North, 6.4 km from The Gap

Michael

NT$4,840 total

includes taxes & fees

May 26 - May 27

La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop, 5.3 km from The Gap

Hugo

NT$5,770 total

includes taxes & fees

May 25 - May 26

Hotel Riu Plaza Chicago

Streeterville, 6.5 km from The Gap

sierra

NT$9,866 total

includes taxes & fees

Jun 16 - Jun 17

Hyatt Regency Chicago

The Loop, 5.9 km from The Gap

Tong

NT$8,628 total

includes taxes & fees

May 25 - May 26

Central Loop Hotel

Theatre District, 5 km from The Gap

Tasha

NT$4,113 total

includes taxes & fees

May 25 - May 26

Staypineapple, An Iconic Hotel, The Loop

Theatre District, 5.4 km from The Gap

Brenda

NT$6,219 total

includes taxes & fees

May 25 - May 26

The Chicago Hotel Collection - Magnificent Mile

Streeterville, 6.8 km from The Gap

Ontario

NT$5,702 total

includes taxes & fees

May 26 - May 27

View all properties

Where to stay in The Gap

Find the best The Gap areas and neighborhoods 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.

See properties

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

See properties

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

See properties

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

See properties

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

See properties

Top The Gap Hotel Reviews

Hilton Chicago O'Hare Airport

6/10 Okay

"Good fitness facility , dated room, charged us extra $50 to check in before 3 pm but we were so tired after 14+ hr flt we did. Just picked the hotel bc of proximity to airport"