An airplane exhibit labeled "Concourse A" in an airport terminal.

Luxury Hotels in Southwest Side, Chicago

  • 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 Southwest Side Luxury Hotels

This weekend
Next weekend

Our top choices for Southwest Side luxury hotels

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, (2,553 reviews)
The price is P12,240
P16,667 total
includes taxes & fees
Jul 1 - Jul 2
Sable at Navy Pier Chicago, Curio Collection by Hilton

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,825 reviews)
The price is P9,370
P13,181 total
includes taxes & fees
Jul 7 - Jul 8
Omni Chicago Hotel

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,017 reviews)
  • cleanliness
    Luxuriate in downtown Chicago at this full-service spa hotel steps from Michigan Avenue and the Riverwalk.
The price is P13,033
P17,294 total
includes taxes & fees
Jul 5 - Jul 6
theWit Chicago, a Hilton Hotel

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,438 reviews)
The price is P14,667
P19,625 total
includes taxes & fees
Jul 9 - Jul 10
Hyatt Regency Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,421 reviews)
The price is P10,301
P14,407 total
includes taxes & fees
Jul 5 - Jul 6
Swissotel - Chicago

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,867 reviews)
  • cleanliness
    Luxurious lakeside retreat in downtown Chicago offers pillowtop beds, designer toiletries, and stunning views near Michigan Avenue.
The price is P10,363
P12,320 total
includes taxes & fees
Jul 1 - Jul 2
The Wade

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,689 reviews)
The price is P15,268
P20,340 total
includes taxes & fees
Jul 2 - Jul 3
Sheraton Grand Chicago Riverwalk

Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago
4.0 star property
East Chicago
8.6 out of 10, Excellent, (1,040 reviews)
  • cleanliness
    Art Deco elegance meets beachfront luxury with casino thrills, fine dining, and marina views.
The price is P7,174
P8,770 total
includes taxes & fees
Jul 6 - Jul 7
Ameristar Casino Hotel East Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,955 reviews)
  • cleanliness
    Indulgent city retreat offers a seasonal outdoor pool, indoor spa sanctuary, and breathtaking skyline views in downtown Chicago.
The price is P13,922
P18,448 total
includes taxes & fees
Jul 6 - Jul 7
Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,223 reviews)
The price is P15,023
P20,049 total
includes taxes & fees
Jul 6 - Jul 7
Fairmont Chicago at Millennium Park
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 Southwest Side Hotel Reviews