Search Hotels with a Bar in Chicago

    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 a Bar

Top Chicago Hotels with a Bar

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, (2130)
"Location was just what needed and at an affordable price "
The price is 2.802.694 ₫
4.520.940 ₫ total
includes taxes & fees
24 Aug - 25 Aug
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 4.736.165 ₫
6.319.960 ₫ total
includes taxes & fees
1 Sept - 2 Sept
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, (1125)
"Enjoyed staying here!"
The price is 1.096.386 ₫
4.975.726 ₫ total
includes taxes & fees
6 Aug - 7 Aug
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, (1055)
"Great place to stay, would definitely recommend and stay here again "
The price is 1.096.386 ₫
4.975.726 ₫ total
includes taxes & fees
4 Aug - 5 Aug
The Chicago Hotel Collection Ambassador Gold Coast
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, (3625)
"Great stay. "
The price is 3.765.497 ₫
4.420.316 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile
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, (1143)
"It was a very relaxing stay and amazing view!"
The price is 3.119.347 ₫
3.661.802 ₫ total
includes taxes & fees
1 Sept - 2 Sept
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, (8939)
"Great place to stay."
The price is 4.647.263 ₫
5.455.422 ₫ total
includes taxes & fees
4 Aug - 5 Aug
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, (1287)
"A wonderful hotel in a great location!"
The price is 5.166.582 ₫
6.834.516 ₫ total
includes taxes & fees
4 Aug - 5 Aug
Claridge House
Thompson Chicago, by Hyatt
Stairs lead to a bar area with a counter and seating on the upper level.

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1180)
"Perfect location, great staff and comfortable bed"
The price is 3.093.134 ₫
4.404.313 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Thompson Chicago, by Hyatt
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, (3494)
"Great stay"
The price is 4.097.144 ₫
4.809.637 ₫ total
includes taxes & fees
26 Aug - 27 Aug
citizenM Chicago Downtown
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

Frequently asked questions

Searching for hotels with bars in Chicago?
If you're searching for a hotel where you can enjoy an evening cocktail after sightseeing, Chicago features 5461 hotels and other lodging choices, including 279 accommodation options with a bar on site. While you're here, consider a visit to Michigan Avenue and Navy Pier.
How many hotels with on-site bars are there 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 recognised 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 when the weather is good. These rainfall averages and temperatures can help you decide the best time for bar-hopping. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
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 International Airport (ORD), which is 15.7 mi (25.3 km) away. You can take advantage of metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.