Default HTG hotel image

Luxury Hotels in Far Southwest Side, Chicago

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Far Southwest Side Luxury Hotels

Tonight
Aug 30 - Aug 31
Tomorrow
Aug 31 - Sep 1
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Far Southwest Side luxury hotels

1. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
P10,532
P14,668 total
includes taxes & fees
Sep 7 - Sep 8
Sable at Navy Pier Chicago, Curio Collection by Hilton

2. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
P8,341
P9,917 total
includes taxes & fees
Aug 31 - Sep 1
The Chicago Hotel Collection Ambassador Gold Coast

3. Hilton Chicago

Hilton Chicago
Downtown Chicago
P10,532
P14,349 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Chicago

4. Sentral Michigan Avenue

Sentral Michigan Avenue
Downtown Chicago
P9,473
P12,948 total
includes taxes & fees
Aug 31 - Sep 1
Sentral Michigan Avenue

5. Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago
East Chicago
  • Art Deco elegance meets beachfront luxury with casino thrills, fine dining, and marina views.
P6,475
P7,998 total
includes taxes & fees
Aug 31 - Sep 1
Ameristar Casino Hotel East Chicago

6. River Hotel

River Hotel
Downtown Chicago
P8,567
P10,185 total
includes taxes & fees
Sep 10 - Sep 11
River Hotel

7. The Wade

The Wade
Downtown Chicago
  • Luxurious lakeside retreat in downtown Chicago offers pillowtop beds, designer toiletries, and stunning views near Michigan Avenue.
P9,277
P11,030 total
includes taxes & fees
Aug 31 - Sep 1
The Wade

8. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
P12,702
P17,322 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Regency Chicago

9. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
P13,636
P18,434 total
includes taxes & fees
Sep 8 - Sep 9
Fairmont Chicago at Millennium Park

10. Swissotel - Chicago

Swissotel - Chicago
Downtown Chicago
P14,718
P19,691 total
includes taxes & fees
Sep 10 - Sep 11
Swissotel - Chicago
View all properties

Top Far Southwest Side Hotel Reviews

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"An amazing view paired with the very best customer service I heve received in years made our experience top notch!"
Charlotte Margaret 2-night trip
Posted 4 hours ago
Eurostars Magnificent Mile
Hilton Chicago

Hilton Chicago

10/10 Excellent
"The hotel was exceptionally beautifully and the staff were so friendly and helpful. We were there for the BTS concert and the hotel went out of their way to make the space welcoming to Army (fans) by setting up a designated spot for photo ops and meet ups! They also played BTS music in the lobby to help foster a fun and exciting atmosphere. Besides the electric atmosphere, the hotel itself was comfortable with many amenities available. The rooms were spacious clean. It was centrally located and we were walking distance to many restaurants and tourist sites. It was my first time in Chicago and when I go back for a visit, the Hilton Chicago will be my first choice for accommodations"
Odelia 3-night trip
Posted 4 hours ago
Hilton Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"It’s clean, service is great, and close to Michigan avenue!"
Jacqueline 2-night trip
Posted 6 hours ago
The Chicago Hotel Collection - Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

8/10 Good
"Clean... great service.. rooms were dated"
Sadaf 2-night trip
Posted 7 hours ago
Fairmont Chicago at Millennium Park
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"My room was clean, the floor was quiet which means the soundproofing was good. The elevators were surprisingly fast given they have 34 floors. Staff were friendly and helpful. I felt prepared for my trip for that day."
Josephine 1-night trip
Posted 10 hours ago
Hyatt Regency Chicago
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Breakfast was not free, bed were not that comfortable...but hotel was very nice."
Tim 3-night trip
Posted 10 hours ago
Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Staff were amazing! Extremely helpful and accommodating, let us check in about 5 hours early. Definitely recommend"
Gabrielle 2-night trip
Posted 12 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

8/10 Good
"The room was very large and the air conditioning worked well although it was very noisy."
Catriona 1-night trip
Posted 15 hours ago
Travelodge by Wyndham Downtown Chicago
The Wade

The Wade

8/10 Good
"Great location, grew views of the lake, beds were comfortable"
Nikki 2-night trip
Posted 15 hours ago
The Wade

Explore a world of travel with Expedia