Luxury Hotels & Resorts in Southwest Side from AU$139

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Check availability on Southwest Side Luxury Hotels

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, (2,495 reviews)
"The rooms are good size and offer great views."
United States
Marcy
The price is AU$383
includes taxes & fees
25 May - 26 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,326 reviews)
"Nice rooms, great view"
United States
Irene
The price is AU$379
includes taxes & fees
27 May - 28 May
Swissotel - Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,516 reviews)
"10/10. Feels like a luxury hotel for 225 a night! "
United States
Griffin
The price is AU$439
includes taxes & fees
25 May - 26 May
Hyatt Regency Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,154 reviews)
"The Fairmont is excellent. Perfect, convenient location to the Riverwalk, Michigan Avenue and beach. The hotel is stellar with great views, clean rooms, comfy beds and a great restaurant. "
United States
Pamela
The price is AU$342
includes taxes & fees
25 May - 26 May
Fairmont Chicago at Millennium Park

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,126 reviews)
  • cleanliness
    Indulge in architectural splendour and upscale amenities at this Art Deco Chicago hotel, where luxury meets city centre convenience.
"Rooftop deck, just a really nice example of understated luxury."
United States
Jennifer
The price is AU$515
includes taxes & fees
26 May - 27 May
Pendry Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,623 reviews)
"Outer appearance and public space areas are beautiful and luxurious."
United States
Karen
The price is AU$408
includes taxes & fees
25 May - 26 May
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, (1,002 reviews)
  • cleanliness
    Art Deco elegance meets beachfront luxury with casino thrills, fine dining, and marina views.
"The room was honestly one of the best I have ever stayed in — incredibly spacious, spotless, and so comfortable that it felt like a luxury retreat."
Canada
Katrina
The price is AU$220
includes taxes & fees
18 May - 19 May
Ameristar Casino Hotel East Chicago

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,447 reviews)
  • cleanliness
    Historic Chicago luxury hotel offers spa, pillowtop beds, and prime location near Millennium Park.
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is AU$348
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,831 reviews)
  • cleanliness
    Luxurious lakeside retreat in city centre Chicago offers pillowtop beds, designer toiletries, and stunning views near Michigan Avenue.
"Excellent view to see Navy Pier. Close walk to the beach with in 5 mins. "
United States
Miguel
The price is AU$281
includes taxes & fees
25 May - 26 May
The Wade

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,867 reviews)
  • cleanliness
    Immerse in riverside elegance at this 5-star Chicago hotel offering deep-soaking tubs, pillowtop beds, and full-service spa indulgence.
"The gym and spa are truly great."
United States
Heidi
The price is AU$742
includes taxes & fees
25 May - 26 May
Trump International Hotel & Tower 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.

Top Southwest Side Hotel Reviews

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