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

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

Eurostars Magnificent Mile

8/10 Good

"My stay was nice not far from shopping and restaurants. The staff were friendly , valet parking is available . They’ll park your vehicle next to the hotel in a parking lot. My only request is for microwaves in the rooms."

Hotel Riu Plaza Chicago

10/10 Excellent

"The staff is very helpful, always ready to answer any question about the hotel or about the city of Chicago. The hotel is very clean , the breakfast is very good with many choices and the staff in the restaurant is excellent. My wife and I stayed in that place for eight days and seven nights and we are very happy to be there. Also the hotel is in a very good location very close to some of the most important places of Chicago. If you want to visit the beautiful city of Chicago do not miss the opportunity to know this hotel."

Hyatt Regency O'Hare Chicago

6/10 Okay

"I’ve stayed at the hotel about 20 years ago. And was surprised at how run down it was. However floors 3 and 4 were shut down and being renovated. Assume that the entire hotel is being renovated. Check-in staff was very helpful. And gave me extended check out for the next day. But the next day staff was lackadaisical and couldn’t give a damn. Refused to honor what the check in staff had agreed to. There is a Starbucks cafe. But don’t try to pay with your Starbucks App. Because it isn’t Starbucks. Although they have a Starbucks logo plastered everywhere."

Aloft by Marriott Chicago Mag Mile

6/10 Okay

"The property was nice, but the rooms very small. Unfortunately the rooms on Expedia did not provide images of all rooms. The rooms I saw had sitting areas and appeared large/divided. The amenities were ok. The place was clean but appears to not be as quality as expected. (floor lifting from water etc. ) Minimalist approach/ attempts at sleek design; but appeared cheap. No closet! Hangers on rack above coffee maker area. Fridge under sink. No real place to place clothing. Remained in suitcase which remained on floor since no luggage valets. I did not use my own due diligence and had looked at so many properties that I did not realize the pool had no hot tub. The staff was great. Check in/front desk very accommodating."

Frequently asked questions

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.

Explore a world of travel with Expedia

Flights to Chicago

Chicago Vacation Rentals

Book Hotels in The Gap on Expedia.com

Find hotels in The Gap, Chicago

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Our top choices for The Gap hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Congress Plaza Hotel

River Hotel

Aloft by Marriott Chicago Mag Mile

Silversmith Hotel Chicago Downtown

The Wade

Eurostars Magnificent Mile

Sofitel Chicago Magnificent Mile

The Chicago Hotel Collection Ambassador Gold Coast

Hilton Chicago

LondonHouse Chicago, Curio Collection by Hilton

Travelodge by Wyndham Downtown Chicago

Best Western Grant Park Hotel

Freehand Chicago

La Quinta Inn & Suites by Wyndham Chicago Downtown

Hotel Riu Plaza Chicago

Hyatt Regency Chicago

Central Loop Hotel

Staypineapple, An Iconic Hotel, The Loop

The Chicago Hotel Collection - Magnificent Mile

Where to stay in The Gap

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top The Gap Hotel Reviews

Eurostars Magnificent Mile

Frequently asked questions

Explore a world of travel with Expedia