Find Hotels with Bars in Chicago, IL

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chicago Hotels with Bars

Top Chicago Hotels with Bars

Freehand Chicago
Relax in style with plush seating and a classic design, featuring a sofa, armchairs, and a bookshelf.

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2145)
"Location was just what needed and at an affordable price "
The price is NT$3,136
NT$5,084 total
includes taxes & fees
Aug 24 - Aug 25
Freehand Chicago
Sable at Navy Pier Chicago, Curio Collection by Hilton
Relax in style with lounge chairs and bar stools amidst a scenic backdrop.

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2050)
"Beautiful property, will definitely stay there again."
The price is NT$5,465
NT$7,282 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Chicago Hotel Collection - Magnificent Mile
Relax in a serene urban setting with a spacious seating area and unobstructed city views.

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1124)
"Enjoyed staying here!"
The price is NT$995
NT$5,375 total
includes taxes & fees
Aug 4 - Aug 5
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast
Enjoy a romantic breakfast on the balcony with a city view, surrounded by a selection of cheeses, fresh fruits, and nuts.

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very Good, (1052)
"Great place to stay, would definitely recommend and stay here again "
The price is NT$990
NT$5,345 total
includes taxes & fees
Aug 5 - Aug 6
The Chicago Hotel Collection Ambassador Gold Coast
The Wade
Enjoy a sea view from the large window, with a comfortable seating area and unique artwork on display.

The Wade

4.5 star property
8.2 out of 10, Very Good, (1139)
"It was a very relaxing stay and amazing view!"
The price is NT$3,556
NT$4,174 total
includes taxes & fees
Sep 1 - Sep 2
The Wade
Congress Plaza Hotel
Experience grandeur in this beautifully designed ballroom with high ceilings, arched windows, and elegant table settings.

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8925)
"Great place to stay."
The price is NT$5,300
NT$6,222 total
includes taxes & fees
Aug 4 - Aug 5
Congress Plaza Hotel
Claridge House
Experience the hotel's elegant lobby, featuring a reception area, comfortable seating, and a unique rug with the hotel's logo.

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1286)
"A wonderful hotel in a great location!"
Claridge House
citizenM Chicago Downtown
Experience the vibrant city atmosphere in this urban oasis, featuring a striking geometric-patterned awning and modern architecture.

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3490)
"Great stay"
The price is NT$4,673
NT$5,485 total
includes taxes & fees
Aug 26 - Aug 27
citizenM Chicago Downtown
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Experience the sleek, modern architecture of this urban hotel, featuring a prominent marquee sign and vertical windows.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (3622)
"Great stay. "
The price is NT$4,495
NT$5,277 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Millennium Knickerbocker Chicago
Experience the grandeur of our lobby, featuring a stunning chandelier, comfortable seating, and a beautiful staircase.

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1910)
"Great stay"
The price is NT$3,795
NT$5,156 total
includes taxes & fees
Aug 24 - Aug 25
Millennium Knickerbocker Chicago
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.

Top Chicago Hotel Reviews

Freehand Chicago

Freehand Chicago

10/10 Excellent
"Friendly front desk. Great location in the City. We enjoyed our stay. "
Stephanie 1-night trip
Posted 15 hours ago
Freehand Chicago

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 5461 hotels and other lodging options, including 279 accommodations with a bar on site. While you're here, consider a visit to Michigan Avenue and Navy Pier.
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. Freehand Chicago: Hotel with restaurant. Enjoy the bar, free WiFi, and room service. InterContinental Chicago Magnificent Mile by IHG: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and breakfast. Crowne Plaza Chicago West Loop by IHG: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast. CitizenM Chicago Downtown: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast.
How many hotels with bars on site will I be able to find in Chicago?
Expedia has 279 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 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.