A river with yellow boats, a bridge, and tall buildings.

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Check availability on The Loop Hotels with Bars

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for The Loop hotels with a bar

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.

1. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,235 reviews)
"The room was clean and the building was nostalgic."
United States
John
The price is NT$5,475
NT$6,510 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Vacation Club Hotel Blake Chicago
A large, historic building with a central courtyard surrounded by trees.

2. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,348 reviews)
"Great stay!"
United States
Alan
The price is NT$5,281
NT$7,214 total
includes taxes & fees
Oct 30 - Oct 31
Hilton Chicago
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

3. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,162 reviews)
"Room were clean and comfortable and staff was helpful."
United States
Guadalupe
The price is NT$4,062
NT$4,830 total
includes taxes & fees
Nov 1 - Nov 2
Congress Plaza Hotel
A restaurant interior with brick walls, hanging spherical light fixtures, and a visible kitchen area.

4. Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,388 reviews)
"Arlo is such a chic hotel!"
United States
Ashley Nacole
The price is NT$5,413
NT$7,437 total
includes taxes & fees
Nov 1 - Nov 2
Arlo Chicago
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

5. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,873 reviews)
"Great location! Would stay again!"
United States
Sharee
The price is NT$7,556
NT$9,931 total
includes taxes & fees
Nov 1 - Nov 2
LondonHouse Chicago, Curio Collection by Hilton
A restaurant with tables and chairs arranged under a large open space with a view of the sea.

6. Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,000 reviews)
"Great stay. I will definitely be back."
Canada
Cole
The price is NT$8,443
NT$11,248 total
includes taxes & fees
Oct 31 - Nov 1
Chicago Athletic Association, a Hyatt Hotel
A modern kitchen with a marble island, fruit bowls, and a city view.

7. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,309 reviews)
"Beautiful hotel and great location."
United States
Ruby
The price is NT$5,389
NT$7,544 total
includes taxes & fees
Oct 31 - Nov 1
Fairmont Chicago at Millennium Park
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, (2,312 reviews)
"Great stay overall"
United States
Nathan
The price is NT$3,823
NT$4,545 total
includes taxes & fees
Nov 1 - Nov 2
Central Loop Hotel
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

9. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,121 reviews)
"Had a wonderful stay here"
United States
Erin
The price is NT$4,524
NT$5,379 total
includes taxes & fees
Nov 1 - Nov 2
The Wade
Lobby

10. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,929 reviews)
"Very helpful staff and excellent location."
United States
David
The price is NT$5,130
NT$7,118 total
includes taxes & fees
Nov 1 - Nov 2
The Allegro Royal Sonesta Hotel Chicago Loop
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 The Loop Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Room was clean, staff were friendly and the bar was relaxing."
Jessica 2-night trip
Posted 9 hours ago
Congress Plaza Hotel

Frequently asked questions

Searching for hotels with bars in The Loop?
If you'd like a place to stay where you can enjoy an evening cocktail after sightseeing, The Loop features 504 hotels and other properties, including 64 accommodations with an onsite bar. While you're here, consider a visit to Michigan Avenue and Lake Michigan.
What are the best hotels with bars in The Loop?
Here's a few of the top The Loop hotels with bars: Congress Plaza Hotel: Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi, and breakfast. Hyatt Regency Chicago: Hotel with 4 restaurants. Enjoy the 2 bars, free WiFi, and 2 coffee shops. Hilton Chicago: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and breakfast. Sports Illustrated Resorts Chicago: Enjoy the bar, free WiFi, and 24-hour fitness center.
How many hotels with onsite bars should I expect to find in The Loop?
Expedia has 64 hotels with a bar in The Loop.
What is there to do in The Loop?
Absorb the local culture in the area by visiting Soldier Field, Wrigley Field, and United Center, then unwind with a refreshing drink. Other places to see include Michigan Avenue and Lake Michigan. The Loop is recognized for its fascinating museums, entertainment choices, and top-notch restaurants.
How can I get to The Loop and around the area?
You might want to make the most of these transportation options in and around The Loop: Fly into Chicago Midway Airport (MDW), which is located 8.8 mi (14.1 km) away. Otherwise, look for flights into Chicago O'Hare Intl. Airport (ORD), which is 15.6 mi (25.1 km) away. Take advantage of metro transit at Washington Station, Lake Station, and State Station.

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