Hotels with Entertainment in Chicago, Illinois

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Check availability on Chicago Hotels with Entertainment

Top Chicago Hotels with Entertainment

Palmer House a Hilton Hotel
Experience the grandeur of our elegantly decorated lobby, featuring a stunning chandelier, comfortable seating areas, and intricate designs.

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1786)
"Love this hotel"
The price is P10,417
P13,660 total
includes taxes & fees
Aug 4 - Aug 5
Palmer House a Hilton Hotel
The Allegro Royal Sonesta Hotel Chicago Loop
Located on a busy street, the Hotel Allegro features a classic architectural design with a prominent marquee sign at the entrance.

The Allegro Royal Sonesta Hotel Chicago Loop

4.0 star property
8.8 out of 10, Excellent, (1866)
"We loved the location & the friendliness of the staff!"
The price is P9,687
P13,204 total
includes taxes & fees
Jul 27 - Jul 28
The Allegro Royal Sonesta Hotel Chicago Loop
Hampton Inn Majestic Chicago Theatre District
Stunning entrance with ornate facade, double doors, and carved floral patterns.

Hampton Inn Majestic Chicago Theatre District

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Nice location and good bfast."
The price is P11,634
P13,657 total
includes taxes & fees
Aug 17 - Aug 18
Hampton Inn Majestic Chicago Theatre District
Cambria Hotel Chicago Loop - Theatre District
Enjoy a comfortable stay in this stylish room featuring a dining area, seating area, and refrigerator.

Cambria Hotel Chicago Loop - Theatre District

4.0 star property
8.8 out of 10, Excellent, (1369)
"Very good location, clean and friendly staff"
The price is P10,257
P12,040 total
includes taxes & fees
Aug 10 - Aug 11
Cambria Hotel Chicago Loop - Theatre District
The Royal Sonesta Chicago Downtown
Enjoy intimate dining or social gatherings on our rooftop terrace with elegant seating arrangements and a stunning city view.

The Royal Sonesta Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2722)
"Great location and beautiful hotel "
The price is P11,147
P14,918 total
includes taxes & fees
Aug 17 - Aug 18
The Royal Sonesta Chicago Downtown
theWit Chicago, a Hilton Hotel
Experience the city from our spacious lobby with a stunning view, featuring a comfortable seating area and a vibrant floral arrangement.

theWit Chicago, a Hilton Hotel

4.5 star property
9.0 out of 10, Wonderful, (1003)
"Close to the sites we were going to and the price was reasonable."
The price is P16,502
P21,052 total
includes taxes & fees
Jul 24 - Jul 25
theWit Chicago, a Hilton Hotel
Pendry Chicago
Relax in style with a panoramic view of the city from our rooftop lounge, featuring a deck and comfortable seating.

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1015)
"Nice hotel, centrally located"
The price is P12,599
P17,143 total
includes taxes & fees
Aug 11 - Aug 12
Pendry Chicago
Virgin Hotels Chicago
Relax on the rooftop with a mix of seating options and potted plants, overlooking a historic building and modern skyscrapers.

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1333)
"Very well appointed rooms and wonderful customer service!!"
The price is P15,119
P19,429 total
includes taxes & fees
Jul 27 - Jul 28
Virgin Hotels Chicago
Staypineapple, An Iconic Hotel, The Loop
Stunning interior space with ornate iron gates, marble panels, and a patterned rug.

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.4 out of 10, Exceptional, (1006)
"Beautiful hotel in a great location."
The price is P12,318
P16,138 total
includes taxes & fees
Jul 20 - Jul 21
Staypineapple, An Iconic Hotel, The Loop
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3290)
"Great location and stay"
The price is P13,338
P17,338 total
includes taxes & fees
Aug 7 - Aug 8
Hyatt Regency Chicago
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.