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 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

3. 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

4. Arlo Chicago

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

5. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
Mexico
Hugo
S$230
includes taxes & fees
7 Sept - 8 Sept
Embassy Suites by Hilton Chicago Downtown River North

6. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Dawn
S$305
includes taxes & fees
30 Aug - 31 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton

7. 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

8. citizenM Chicago Downtown

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

9. 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

10. Central Loop Hotel

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

Top Chicago Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"This hotel is well located for experiencing any of the sites Chicago has to offer. You can easily walk to downtown, the Magnificent Mile, Navy Pier and Millenium Park. The rooms are spacious (we had a Standard King) and well appointed. There are several stairs that lead from the entry and bathroom to the main part of the room. Makes the room feel bigger, but could be dangerous in the dark. They offer an amenity package that is worth the small added charge especially because the breakfast buffet is excellent."
jolynn 1-night trip
Posted 2 hours ago
The Chicago Hotel Collection - Magnificent Mile
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"I enjoyed myself it was nice"
Aniyah 2-night trip
Posted 4 hours ago
Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Nice"
Karisma 2-night trip
Posted 8 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"It was our first time in Chicago and this hotel is at the best location. Walking distance to so many places and restaurants. The room was very spacious and clean. I would definitely stay here again"
Bobby 2-night trip
Posted 9 hours ago
L7 Chicago by LOTTE
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Room 406: Clean and quiet."
Thomas 1-night trip
Posted 14 hours ago
Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"The Intercontinental is a fabulous hotel in a fabulous location in a fabulous city. Thank you Intercontinental and Thank you Chicago"
Jonathan 2-night trip
Posted 17 hours ago
InterContinental Chicago Magnificent Mile by IHG
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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