A busy city street with tall buildings, a bus, and cars.

Hotels with Bars / Lounges in Downtown Chicago

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Check availability on Downtown Chicago Hotels with Bars / Lounges

This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Downtown Chicago hotels with a bar

A large, historic building with a central courtyard surrounded by trees.

1. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,331 reviews)
"Great stay!"
United States
Alan
The price is S$289
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.

2. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,234 reviews)
"The room was clean and the building was nostalgic."
United States
John
The price is S$276
includes taxes & fees
29 Oct - 30 Oct
Hilton Vacation Club Hotel Blake Chicago
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

3. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,110 reviews)
"Had a wonderful stay here"
United States
Erin
The price is S$193
includes taxes & fees
1 Nov - 2 Nov
The Wade
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

4. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,137 reviews)
"Room were clean and comfortable and staff was helpful."
United States
Guadalupe
The price is S$194
includes taxes & fees
1 Nov - 2 Nov
Congress Plaza Hotel
A restaurant interior with brick walls, hanging spherical light fixtures, and a visible kitchen area.

5. Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,385 reviews)
"Arlo is such a chic hotel!"
United States
Ashley Nacole
The price is S$299
includes taxes & fees
1 Nov - 2 Nov
Arlo Chicago
A modern kitchen with a marble island, fruit bowls, and a city view.

6. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,304 reviews)
"Beautiful hotel and great location."
United States
Ruby
The price is S$303
includes taxes & fees
31 Oct - 1 Nov
Fairmont Chicago at Millennium Park
A dining table set for six with a cityscape view through large windows.

7. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,531 reviews)
"Great stay!"
United States
Michael
The price is S$336
includes taxes & fees
31 Oct - 1 Nov
Swissotel - Chicago
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

8. Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,306 reviews)
"Great stay overall"
United States
Nathan
The price is S$167
includes taxes & fees
1 Nov - 2 Nov
Central Loop Hotel
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

9. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,472 reviews)
"Great property, great staff and great locations!"
United States
Mark
The price is S$408
includes taxes & fees
31 Oct - 1 Nov
Hyatt Regency Chicago
A multi-story hotel with a prominent sign reading "Crowne Plaza."

10. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,690 reviews)
"It is a great location with nice rooms"
United States
Phillip
The price is S$220
includes taxes & fees
1 Nov - 2 Nov
Crowne Plaza Chicago West Loop by IHG
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.
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Top Downtown Chicago Hotel Reviews

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"Older hotel. Everything seemed tight (room, hallways, elevator. Sometimes it takes a while for valet since the drivers had to manage two hotels, averaging around 10-15min. The staff were very friendly though. Would I stay here again? Probably not."
Choua 2-night trip
Posted 3 hours ago
Hotel Saint Clair- Magnificent Mile

Frequently asked questions

Searching for hotels with bars in Downtown Chicago?
If you'd like to find a hotel where you can enjoy a drink after a day of exploring, Downtown Chicago features 1372 hotels and other properties, including 154 accommodation options with a bar on site. During your visit, you can check out Navy Pier and Michigan Avenue.
What are the best hotels with bars in Downtown Chicago?
Here are a few of the top Downtown Chicago properties with bars: The Chicago Hotel Collection Ambassador Gold Coast: Hotel with restaurant. Enjoy the bar, free WiFi and 24-hour fitness centre. 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 rooftop terrace. Freehand Chicago: Hotel with restaurant. Enjoy the bar, free WiFi and room service.
How many hotels with bars can I expect to find in Downtown Chicago?
Expedia has 154 hotels with a bar in Downtown Chicago.
What is there to do in Downtown 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 Navy Pier and Michigan Avenue. Downtown Chicago is recognised for its notable monuments, acclaimed theatre scene and fascinating museums.
How can I get to Downtown Chicago and around the area?
You might want to make the most of these transportation options in and around Downtown Chicago: Fly into Chicago Midway Airport (MDW), which is located 8.9 mi (14.3 km) away. Otherwise, you can search for flights to Chicago O'Hare International Airport (ORD), which is 15.5 mi (24.9 km) away. Nearby metro stations include State Station, Clark-Lake Station and Lake Station.

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