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

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Check availability on Chicago Hotels with Entertainment

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Chicago hotels with entertainment

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

1. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,006 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
The price is ₹59,313
₹70,517 total
includes taxes & fees
22 Nov - 23 Nov
The Peninsula Chicago
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,073 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is ₹43,773
₹52,041 total
includes taxes & fees
15 Nov - 16 Nov
Trump International Hotel & Tower Chicago
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

3. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,160 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is ₹13,760
₹16,359 total
includes taxes & fees
22 Nov - 23 Nov
L7 Chicago by LOTTE
A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.

4. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"Nice clean hotel in a great location."
United States
Tom
The price is ₹48,874
₹58,106 total
includes taxes & fees
22 Nov - 23 Nov
Park Hyatt Chicago
A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.

5. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"The hotel lobby and rooftop are nice but the rooms are okay. We had 3 rooms and the shower pressure was terrible in all. The king room felt small so we switched to 2 queens which was much better. The service was so good though and it’s attached to a mall. It was good overall but probably won’t stay here again."
United States
Sabina
The price is ₹27,345
₹35,333 total
includes taxes & fees
24 Nov - 25 Nov
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

6. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,637 reviews)
"All the stay was perfect, location is near to all the best places"
Mexico
JESUS VERA
The price is ₹14,864
₹20,376 total
includes taxes & fees
23 Nov - 24 Nov
Hotel Riu Plaza Chicago
A modern hotel with a glass facade, a waterfront location, and a large Ferris wheel in the background.

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

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,762 reviews)
"Best stay, wonderful property."
Canada
Bonnie
The price is ₹12,430
₹18,052 total
includes taxes & fees
23 Nov - 24 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
A modern hotel with a curved glass facade, a prominent 'SOFITEL' sign, and a colorful entrance area.

8. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,675 reviews)
"Great location - 2 blocks from Michigan avenue. Nice walkable neighborhood."
United States
Susan
The price is ₹20,783
₹27,530 total
includes taxes & fees
22 Nov - 23 Nov
Sofitel Chicago Magnificent Mile
A hotel room with a large bed, a wooden cabinet, a chair, and a view of the city skyline.

9. Viceroy Chicago

Viceroy Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,311 reviews)
"Beautiful hotel, friendly staff."
United States
Mary
The price is ₹23,191
₹30,716 total
includes taxes & fees
22 Nov - 23 Nov
Viceroy Chicago
A hotel entrance with a fountain, a car, and a person standing by the entrance.

10. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Great hotel"
United States
Luis
The price is ₹47,592
₹56,583 total
includes taxes & fees
22 Nov - 23 Nov
Waldorf Astoria Chicago
A person sitting by a window with a view of a cityscape, including a tall tower.

11. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999 reviews)
"Great place to stay in Chicago!"
United States
ryan
The price is ₹47,450
₹56,413 total
includes taxes & fees
22 Nov - 23 Nov
Four Seasons Hotel Chicago
A modern hotel room with a large bed, two armchairs, a small round table, and a view of a cityscape through floor-to-ceiling windows.

12. Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,524 reviews)
"Excellent location and super friendly staff!"
United States
Rhiannon
The price is ₹19,834
₹26,968 total
includes taxes & fees
24 Nov - 25 Nov
Loews Chicago Hotel
A hotel entrance with a marquee sign, outdoor seating, and a well-lit facade.

13. The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (194 reviews)
"Nice property overall Room was very nice Location excellent"
Canada
Michael
The price is ₹15,246
₹21,511 total
includes taxes & fees
23 Nov - 24 Nov
The Talbott, Autograph Collection
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

14. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,005 reviews)
"Great stay!"
United States
Miya
The price is ₹10,562
₹15,595 total
includes taxes & fees
22 Nov - 23 Nov
Hotel 505 River North
A modern indoor lounge area with seating, a coffee table, and potted plants.

15. Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,008 reviews)
"It was a great stay and the staff was super friendly"
United States
Sharon
The price is ₹18,506
₹25,325 total
includes taxes & fees
24 Nov - 25 Nov
Kimpton Gray Hotel by IHG
A modern kitchen with a large island, bar stools, and a city view.

16. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (557 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
The price is ₹16,408
₹21,604 total
includes taxes & fees
23 Nov - 24 Nov
Level Chicago – Old Town
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

17. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,901 reviews)
"The room was very clean, staff was very friendly and helpful!"
United States
Lorena
The price is ₹13,632
₹19,030 total
includes taxes & fees
23 Nov - 24 Nov
LondonHouse Chicago, Curio Collection by Hilton
A hotel room with a bed, a chair, a small table with flowers, and a large window with a city view.

18. Kinzie Hotel

Kinzie Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,169 reviews)
"Amazing hotel!"
United States
Alex
The price is ₹16,142
₹21,826 total
includes taxes & fees
24 Nov - 25 Nov
Kinzie Hotel
An outdoor rooftop lounge with seating, planters, and a view of surrounding high-rise buildings.

19. Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,003 reviews)
"Beautiful room, great breakfast and helpful staff"
United States
Peggy.
The price is ₹13,929
₹16,561 total
includes taxes & fees
25 Nov - 26 Nov
Hampton Inn Chicago West Loop Fulton Market Area
A high-rise building with a modern glass facade, surrounded by other tall buildings and a park area with trees.

20. Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,135 reviews)
"The staff was very welcoming, friendly and helpful."
United States
Guadalupe
The price is ₹18,146
₹24,733 total
includes taxes & fees
22 Nov - 23 Nov
Omni Chicago Hotel
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 Chicago Hotel Reviews

The Wade

The Wade

8/10 Good
"Very nice and comfortable"
Samantha 2-night trip
Posted 3 hours ago
The Wade

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