Luxury Hotels in Far Southwest Side, Chicago

Start date: Check-in selected.
To Date
End date: Check-out
  • 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 Far Southwest Side Luxury Hotels

Our top choices for Far Southwest Side luxury hotels

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1787)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is P17,574
P20,631 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Trump International Hotel & Tower Chicago

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1002)
"Amazing place! Our family of 6 had a fantastic time here for a night. "
United States
Brooke
The price is P24,810
P29,124 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Four Seasons Hotel Chicago

Viceroy Chicago

Viceroy Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1145)
"Very nice hotel, great rooms, comfy bed and the staff were all very friendly."
United States
Randall
The price is P12,700
P16,643 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Viceroy Chicago

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3377)
"Enjoyed my stay"
United States
Karen
The price is P8,325
P9,773 total
includes taxes & fees
Jan 1 - Jan 2, 2026
L7 Chicago by LOTTE

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (758)
"The staff were excellent!!! The atmosphere was wonderful. Amber Clinton was especially helpful. She communicated with us very well and gave great options for an itinerary to enjoy our stay. She’s the best!! "
United States
Delores
The price is P18,829
P22,103 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Nobu Hotel Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1005)
The price is P26,064
P30,596 total
includes taxes & fees
Jan 16 - Jan 17, 2026
The Peninsula Chicago

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1003)
"Great location and restaurant "
United Kingdom
Asvin
The price is P8,186
P11,343 total
includes taxes & fees
Jan 11 - Jan 12, 2026
theWit Chicago, a Hilton Hotel

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3442)
"Loved the location and view!"
United States
Erica
The price is P7,702
P9,041 total
includes taxes & fees
Jan 4 - Jan 5, 2026
LondonHouse Chicago, Curio Collection by Hilton

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2634)
"Great stay"
United States
Rawleigh
The price is P8,683
P12,084 total
includes taxes & fees
Jan 13 - Jan 14, 2026
InterContinental Chicago Magnificent Mile by IHG

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3410)
"I always love staying at this place when I visit"
Canada
William
The price is P8,034
P11,164 total
includes taxes & fees
Dec 29 - Dec 30
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.

Top Far Southwest Side Hotel Reviews