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

Hotels with Entertainment in Chicago, Illinois

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago Hotels with Entertainment

Next weekend
In two weeks

Our top choices for Chicago hotels with entertainment

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, (2,559 reviews)
"The location was very convenient"
United States
Jeffrey
The price is P12,448
P16,914 total
includes taxes & fees
Jul 1 - Jul 2
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,443 reviews)
"Staff was great."
United States
Marianne
The price is P14,959
P19,972 total
includes taxes & fees
Jul 1 - Jul 2
Hyatt Regency Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,682 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is P9,809
P11,662 total
includes taxes & fees
Jul 1 - Jul 2
Eurostars Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,467 reviews)
"Great stay!"
United States
Avradita
The price is P9,803
P11,655 total
includes taxes & fees
Jul 6 - Jul 7
Hilton Chicago/Magnificent Mile Suites

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,423 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
United States
Sergio
The price is P10,300
P14,405 total
includes taxes & fees
Jul 5 - Jul 6
Swissotel - Chicago

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,647 reviews)
"Enjoyed our stay"
United States
keary
The price is P7,246
P8,614 total
includes taxes & fees
Jul 5 - Jul 6
The Chicago Hotel Collection - Magnificent Mile

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,269 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Canada
Jody
The price is P10,020
P11,913 total
includes taxes & fees
Jul 6 - Jul 7
River Hotel

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,830 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is P9,369
P13,179 total
includes taxes & fees
Jul 5 - Jul 6
Omni Chicago Hotel

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,568 reviews)
"Great stay"
United States
Matt
The price is P8,215
P11,590 total
includes taxes & fees
Jul 2 - Jul 3
Hotel 55 Chicago Downtown

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2,000 reviews)
"Very comfortable bed, spacious room, and great location! "
United States
Raleigh
The price is P6,405
P7,743 total
includes taxes & fees
Jul 5 - Jul 6
Hotel Saint Clair- Magnificent Mile
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.

Top Chicago Hotel Reviews