A river with a yellow boat, surrounded by tall buildings and a bridge.

Hotels with Bars / Lounges in Chicago

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Check availability on Chicago Hotels with Bars / Lounges

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Chicago hotels with a bar

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.
A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.
A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.
Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

1. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
Guadalupe
S$194
includes taxes & fees
1 Nov - 2 Nov
Congress Plaza Hotel
A large, historic building with a central courtyard surrounded by trees.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

2. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Alan
S$289
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

3. The Wade

The Wade
Downtown Chicago
United States
Erin
S$193
includes taxes & fees
1 Nov - 2 Nov
The Wade
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A modern living room with a fireplace, leather sofas, and a wooden floor.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.
A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.

4. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Nathan
S$167
includes taxes & fees
1 Nov - 2 Nov
Central Loop Hotel
Lobby
A spacious hotel lobby with a bar area, dining tables, and a central seating area.
A modern living room with a fireplace, leather armchairs, a sofa, and a coffee table.
A spacious lobby with a grand staircase, a large abstract painting, and a seating area with modern furniture.

5. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
United States
Reginald
S$257
includes taxes & fees
1 Nov - 2 Nov
The Allegro Royal Sonesta Hotel Chicago Loop
A spacious lobby with a central coffee table, sofas, and a large mirror.
A spacious lobby with high ceilings, large arched windows, and a grand staircase.
A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.
A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

6. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Marta
S$217
includes taxes & fees
1 Nov - 2 Nov
The Chicago Hotel Collection Ambassador Gold Coast
A restaurant interior with brick walls, hanging spherical light fixtures, and a visible kitchen area.
A room with a diamond-patterned bookshelf filled with books, a wooden floor, and a lamp.
A high-rise building with a modern architectural design, featuring a prominent glass facade and a series of vertical lines.
A bar area with multiple shelves of bottles, a bar counter, and three bar stools.

7. Arlo Chicago

Arlo Chicago
Downtown Chicago
United States
Ashley Nacole
S$298
includes taxes & fees
1 Nov - 2 Nov
Arlo Chicago
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.
A person sitting on a blue couch with a dog beside them, holding a glass of wine, and a pizza on a wooden board on a table.
A laundry area with a washing machine, a dryer, and an ice dispenser.
A modern interior with a dining area, sofas, and artwork on the walls.

8. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
United States
Adhba
S$186
includes taxes & fees
1 Nov - 2 Nov
Hotel Saint Clair- Magnificent Mile
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
A residential street with a sidewalk, houses, and greenery.

9. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
S$160
includes taxes & fees
5 Oct - 6 Oct
Carleton of Oak Park
A modern building with a colorful facade and a red circular seating area.
A modern high-rise building with a glass facade, surrounded by other tall buildings.
A modern interior with wooden shelves, colorful chairs, and hanging plants.
A modern hotel room with a large window offering a city view, a contemporary light fixture, and a clean, minimalist design.

10. citizenM Chicago Downtown

citizenM Chicago Downtown
Downtown Chicago
United States
Kimberly
S$258
includes taxes & fees
1 Nov - 2 Nov
citizenM Chicago Downtown
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Top Chicago Hotel Reviews

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Nice place! Perfect location!"
Franchisca 4-night trip
Posted 1 hour ago
Hampton Inn Chicago Downtown/Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"An amazing location for Chicago and a beautiful hotel"
Lori 2-night trip
Posted 1 hour ago
Fairmont Chicago at Millennium Park
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Hotel was very clean, grateful housekeeping came in everyday and provided clean towels. Room view was very nice and as advertised."
Erica 4-night trip
Posted 12 hours ago
The Royal Sonesta Chicago Downtown
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Staff was very helpful"
Bryce 1-night trip
Posted 12 hours ago
Hotel Saint Clair- Magnificent Mile
Central Loop Hotel

Central Loop Hotel

10/10 Excellent
"I liked the location and staff"
Murray 1-night trip
Posted 14 hours ago
Central Loop Hotel
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Convenient location walk to anything you might need, restaurants, shopping, Room was so nice and comfortable"
Jenessa 1-night trip
Posted 16 hours ago
Hilton Chicago

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 5431 hotels and other lodging choices, including 342 accommodation options with a bar on site. While you're here, consider a visit to Soldier Field and Navy Pier.
What are the best hotels with bars in Chicago?
Here are some of the top Chicago accommodation options 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 on-site bars are there in Chicago?
Expedia has 342 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 Navy Pier and Michigan Avenue. Chicago is recognised for its notable monuments, acclaimed theatre 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.

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