The Best Hotels with Bars in Chicago, IL from ￥23,388 in 2026

City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day

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Our top choices for Chicago hotels with a bar

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Gina

￥42,523 total

includes taxes & fees

May 26 - May 27

Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Jimmie

￥30,072 total

includes taxes & fees

May 26 - May 27

The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Robin

￥29,560 total

includes taxes & fees

Jun 3 - Jun 4

Hilton Chicago

Downtown Chicago

Robert

￥35,530 total

includes taxes & fees

May 26 - May 27

Silversmith Hotel Chicago Downtown

Downtown Chicago

Brittany

￥24,151 total

includes taxes & fees

May 25 - May 26

Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Keira

￥30,932 total

includes taxes & fees

May 25 - May 26

Congress Plaza Hotel

Downtown Chicago

Patricia

￥25,258 total

includes taxes & fees

May 26 - May 27

Hyatt Centric The Loop Chicago

Downtown Chicago

Brigita

￥32,078 total

includes taxes & fees

May 25 - May 26

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Top Chicago Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"It was a great stay at a very decent price. Loved the breakfast spread, complimentary drink and dinner credit. "

Freehand Chicago

4/10 Poor

"My wife and I expected and paid for what was advertised as a larger room with a queen bed and desk. There was no room to walk around the bed or "sit" at the desk, which was maybe a foot wide. The room, itself, was not all that clean, and the toilet was very close to the bed. I might have managed by myself but my wife was deeply upset, so we asked for our money back and booked a room at a nationally recognized chain for about $100 more for the night. , which "

Hotel Felix River North/Magnificent Mile

6/10 Okay

"The room was clean but pretty basic. It was good overall but we did have an issue with the a/c switching off in the middle of the night. Unfortunately the hotel didn’t have any fans to remedy that situation. Other than that we had a very enjoyable stay. The location is great! "

The Chicago Hotel Collection - Magnificent Mile

2/10 Terrible

"Booked 1 bedroom for 1 night based on the pictures and the reviews. Staff was basically one person. He was leaving at 4 pm when I arrived. He showed me to my room which was nothing like the pictures. The room I booked on the app looked clean simple with a modern vibe. The room I walked into looked like it was put together by a items found near the dumpster: the red carpet was full of lint and specks of dirt. The two towels left in the bed were so dirty with yellow brown spots and black spots. The cover was red with orangeish bleach stains. When I decided to see what the mattress looked like under the covers I found it was so dirty it became black. I was scared to sleep on that mattress. The room was somehow connected to another one, which was fine with me as it was noted in the advertisement, but I didn’t expect it to be a glass window covered with wrapping paper that has hearts on it. In addition to that the vent facing the bed was uncovered. I felt so uncomfortable I reported the issues to the person on site: not room I booked and unhygienic. Then I walked out so they can solve this. Their solution was to change the towels. I never came back and I never will come back. I was scammed. "

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 5547 hotels and other lodging options, including 277 accommodations with a bar on site. While you're here, consider a visit to Navy Pier and Wrigley Field.

What are the best hotels with bars in Chicago?

Here are some of the top Chicago hotels with bars: Congress Plaza Hotel: Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi, and breakfast. Hotel Riu Plaza Chicago: Hotel with restaurant. Enjoy the 2 bars, free breakfast, and free WiFi. DoubleTree by Hilton Chicago - Magnificent Mile: Hotel with restaurant. Enjoy the bar, free WiFi, and seasonal outdoor pool. 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 277 hotels with a bar in Chicago.

What is there to do in Chicago?

Absorb the local culture by visiting Wrigley Field, Soldier Field, and United Center, then unwind with a refreshing drink. Other places to see include Navy Pier and Naval Base Great Lakes. Chicago is recognized for its notable monuments, entertainment choices, 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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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

Aloft by Marriott Chicago Mag Mile

The Chicago Hotel Collection Ambassador Gold Coast

Hilton Chicago

Silversmith Hotel Chicago Downtown

DoubleTree by Hilton Chicago - Magnificent Mile

Congress Plaza Hotel

Hyatt Centric The Loop Chicago

Hilton Garden Inn Chicago Downtown South Loop

Hotel Riu Plaza Chicago

Top Chicago Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

Fairmont Chicago at Millennium Park

Hilton Chicago O'Hare Airport

Freehand Chicago

Embassy Suites by Hilton Chicago Downtown River North

Hilton Chicago/Magnificent Mile Suites

Hotel Felix River North/Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

Holiday Inn Chicago Dwtn - The Mart by IHG

Frequently asked questions

Explore a world of travel with Expedia

Find Hotels with Bars in Chicago, IL

Change your mind

Treat yourself

Be picky

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

Aloft by Marriott Chicago Mag Mile

The Chicago Hotel Collection Ambassador Gold Coast

Hilton Chicago

Silversmith Hotel Chicago Downtown

DoubleTree by Hilton Chicago - Magnificent Mile

Congress Plaza Hotel

Hyatt Centric The Loop Chicago

Hilton Garden Inn Chicago Downtown South Loop

Hotel Riu Plaza Chicago

Top Chicago Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

Frequently asked questions

Explore a world of travel with Expedia