Luxury Hotels in South Side, Chicago

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Check availability on South Side Luxury Hotels

Our top choices for South Side luxury hotels

Sophy Hyde Park

Sophy Hyde Park
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (1,008 reviews)
  • cleanliness
    Luxury meets cultural charm in Hyde Park Chicago, where plush bedding and upscale dining create an elegant retreat near lakefront parks.
"The hotel itself is beautiful and luxurious."
United States
Tyler
The price is P18,101
P23,043 total
includes taxes & fees
May 24 - May 25
Sophy Hyde Park

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, (2,505 reviews)
"I enjoyed this property and the view is top notch "
United States
beth
The price is P11,496
P15,787 total
includes taxes & fees
May 26 - May 27
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, (3,319 reviews)
"We felt like Royalty checking in. Raquel was polite and timely with our arrival and we Love our lake view room! Thanks Swissotel!!"
United States
Daniel
The price is P12,181
P16,647 total
includes taxes & fees
May 27 - May 28
Swissotel - Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,519 reviews)
"10/10. Feels like a luxury hotel for 225 a night! "
United States
Griffin
The price is P12,726
P17,323 total
includes taxes & fees
May 26 - May 27
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, (2,148 reviews)
"Our room was spotlessly clean, comfortable, and well-appointed, providing the perfect retreat after a busy day in the city."
United States
Anonymous traveler
The price is P11,826
P16,253 total
includes taxes & fees
May 26 - May 27
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 splendor and upscale amenities at this Art Deco Chicago hotel, where luxury meets downtown convenience.
"Rooftop deck, just a really nice example of understated luxury."
United States
Jennifer
The price is P13,218
P18,241 total
includes taxes & fees
May 26 - May 27
Pendry Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,619 reviews)
"Outer appearance and public space areas are beautiful and luxurious."
United States
Karen
The price is P13,777
P18,573 total
includes taxes & fees
May 26 - May 27
Sheraton Grand Chicago Riverwalk

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,444 reviews)
  • cleanliness
    Historic Chicago luxury hotel offers spa, pillowtop beds, and prime location near Millennium Park.
"room was comfortable"
Canada
Clarke
The price is P8,772
P12,257 total
includes taxes & fees
May 25 - May 26
Palmer House a Hilton Hotel

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,827 reviews)
  • cleanliness
    Luxurious lakeside retreat in downtown Chicago offers pillowtop beds, designer toiletries, and stunning views near Michigan Avenue.
"Enjoyed our stay. Views were amazing and location convenient. "
United States
Malinda
The price is P10,390
P12,353 total
includes taxes & fees
May 26 - May 27
The Wade

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,864 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 P27,435
P32,617 total
includes taxes & fees
May 26 - May 27
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 South Side Hotel Reviews