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

Hotels with Entertainment in Chicago

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Check availability on Chicago Hotels with Entertainment

Tonight
21 Aug - 22 Aug
Tomorrow
22 Aug - 23 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Chicago hotels with entertainment

1. River Hotel

River Hotel
Downtown Chicago
United Arab Emirates
Yousef
S$197
includes taxes & fees
23 Aug - 24 Aug
River Hotel

2. Hilton Garden Inn Chicago Downtown Riverwalk

Hilton Garden Inn Chicago Downtown Riverwalk
Downtown Chicago
United States
Daniel
S$232
includes taxes & fees
8 Sept - 9 Sept
Hilton Garden Inn Chicago Downtown Riverwalk

3. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
United States
MAGALY
S$230
includes taxes & fees
31 Aug - 1 Sept
DoubleTree by Hilton Chicago - Magnificent Mile

4. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
Mexico
Mariana
S$224
includes taxes & fees
1 Sept - 2 Sept
Hilton Chicago/Magnificent Mile Suites

5. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
United States
Jyothi Swaroop
S$217
includes taxes & fees
7 Sept - 8 Sept
Courtyard by Marriott Chicago Magnificent Mile

6. Arlo Chicago

Arlo Chicago
Downtown Chicago
United States
Ebony
S$276
includes taxes & fees
8 Sept - 9 Sept
Arlo Chicago

7. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
United States
Peter
S$318
includes taxes & fees
1 Sept - 2 Sept
Hotel Riu Plaza Chicago

8. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Ethan
S$184
includes taxes & fees
23 Aug - 24 Aug
Central Loop Hotel

9. citizenM Chicago Downtown

citizenM Chicago Downtown
Downtown Chicago
United States
lakadria
S$257
includes taxes & fees
8 Sept - 9 Sept
citizenM Chicago Downtown

10. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Downtown Chicago
United States
Karaline
S$204
includes taxes & fees
30 Aug - 31 Aug
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
View all properties

Top Chicago Hotel Reviews

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Excellent"
Harry 1-night trip
Posted less than an hour ago
Hyatt Regency O'Hare Chicago
River Hotel

River Hotel

10/10 Excellent
"Room was clean, staff is very friendly"
Aleksandr 3-night trip
Posted less than an hour ago
River Hotel
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Great location, great value for money"
Girivasan 2-night trip
Posted less than an hour ago
L7 Chicago by LOTTE
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"We had an incredible time at the Royal Sonesta Downtown. It was paradise. Every aspect was 11/10 for us. Staff, service, cleanliness, amenities, and location. I cannot say enough about how perfect the trip went thanks to our stay here. We WILL be back! Thank you to all for the great experience"
Warren 1-night trip
Posted 1 hour ago
The Royal Sonesta Chicago Downtown
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Room was nice and the hotel overall was great. Will def stay here again."
TaShandra 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Always clean, never a disappointing stay @ The Congress. Great value, too."
Bruce 1-night trip
Posted 1 hour ago
Congress Plaza Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good
"Quick check in."
Alejandro 1-night trip
Posted 2 hours ago
Hilton Chicago O'Hare Airport
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Nice"
Karisma 2-night trip
Posted 16 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

10/10 Excellent
"Room was cleaned. Staff were nice."
Rickysha 3-night trip
Posted 4 days ago
Red Roof Inn PLUS+ Chicago - Willowbrook

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