The Best Hotels with Bars in Chicago, IL from ￥26,227 in 2026

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Our top choices for Chicago hotels with a bar

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Jeffrey

￥46,535 total

includes taxes & fees

Jul 1 - Jul 2

The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Zhiwen

￥27,672 total

includes taxes & fees

Jul 1 - Jul 2

Hyatt Centric The Loop Chicago

Downtown Chicago

Brigita

￥32,613 total

includes taxes & fees

Jul 2 - Jul 3

Hyatt Regency Chicago

Downtown Chicago

Marianne

￥52,110 total

includes taxes & fees

Jul 1 - Jul 2

Swissotel - Chicago

Downtown Chicago

Sergio

￥38,002 total

includes taxes & fees

Jul 5 - Jul 6

The Wade

Downtown Chicago

Molly

￥32,500 total

includes taxes & fees

Jul 1 - Jul 2

Moxy Chicago Downtown

Downtown Chicago

Kelly

￥28,461 total

includes taxes & fees

Jun 30 - Jul 1

Rooftop bar, alfresco dining, open daily

The Godfrey Hotel Chicago

Downtown Chicago

Benjy

￥32,884 total

includes taxes & fees

Jul 1 - Jul 2

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Top Chicago Hotel Reviews

Hilton Chicago O'Hare Airport

8/10 Good

"Very close to airport"

Freehand Chicago

10/10 Excellent

"This is an old hotel in Chicago. Not fancy but really hip. It's a hostel style, but I had a single room. Walked in and was greeted by friendly, helpful assistance. The place is all dark wood and dimly lit with some whimsy. They seemed to have a happening lounge. I just peeked in as I was headed out for the evening to see Weird Al. I thought it was a pretty cool hotel. I liked the ghost sign that said Tokyo Hotel underneath the Freehand sign. Bally's casino is right across the street. You won't be bored in this location. I'd stay here again."

Frequently asked questions

Searching for hotels with bars in Chicago?

If you prefer a place to stay where you can enjoy a drink after a day of exploring, Chicago features 5535 hotels and other lodging options, including 278 accommodations with a bar on site. While you're here, consider a visit to Michigan Avenue and Soldier Field.

What are the best hotels with bars in Chicago?

Here are some of the top Chicago properties with bars: Congress Plaza Hotel: Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi, and breakfast. The Chicago Hotel Collection - Magnificent Mile: Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi, and 24-hour fitness center. Hotel Riu Plaza Chicago: Hotel with restaurant. Enjoy the 2 bars, free breakfast, and free WiFi. Freehand Chicago: Hotel with restaurant. Enjoy the bar, free WiFi, and room service.

How many hotels with bars on site will I be able to find in Chicago?

Expedia has 278 hotels with a bar in Chicago.

What is there to do in Chicago?

Absorb the local culture by visiting Soldier Field, Wrigley Field, and United Center, then unwind with a refreshing drink. Other places to see include Michigan Avenue and Navy Pier. Chicago is recognized for its notable monuments, acclaimed art scene, and fascinating museums.

When is the best time to visit Chicago?

Visiting local bars in Chicago is more fun in good weather. These rainfall averages and temperatures can help you determine the best time for bar hopping. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.

How can I get to Chicago and around the area?

You might want to make the most of these transportation choices in and around Chicago: Fly into Chicago Midway Airport (MDW), which is located 8.6 mi (13.9 km) away. Otherwise, you can search for flights to Chicago O'Hare Intl. Airport (ORD), which is 15.7 mi (25.3 km) away. You can take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.

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Change your mind

Treat yourself

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Check availability on Chicago Hotels with Bars

Our top choices for Chicago hotels with a bar

Sable at Navy Pier Chicago, Curio Collection by Hilton