Hotels with Early Check In in South 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 South Side Hotels with Early Check In

Our top choices for South Side hotels with express check-in

Villa Dubois Guest House

Villa Dubois Guest House
2.0 star property
Bronzeville
8.4 out of 10, Very Good, (88 reviews)
"Beautiful place! Very clean, quiet and close to downtown Chicago. Definitely will stay again on our future trips to Chicago. "
United States
Andrea
The price is P5,942
P6,975 total
includes taxes & fees
May 13 - May 14
Villa Dubois Guest House

Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very Good, (951 reviews)
"The rooms were very nice. The property is in a perfect location close to the airport and the restaurant on the ground floor was excellent."
United States
Stephen
The price is P10,311
P12,114 total
includes taxes & fees
May 21 - May 22
Chicago Marriott Midway

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,443 reviews)
"My favorite place to stay!"
United States
Teresa
The price is P8,722
P12,187 total
includes taxes & fees
May 25 - May 26
Palmer House a Hilton Hotel

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,003 reviews)
"Great location and clean room"
United States
Hyacinthe
The price is P7,970
P9,476 total
includes taxes & fees
May 26 - May 27
Hilton Garden Inn Chicago Downtown South Loop

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,161 reviews)
"The stay was pleasant."
United States
Sandy
The price is P11,759
P16,161 total
includes taxes & fees
May 26 - May 27
Fairmont Chicago at Millennium Park

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,242 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is P7,290
P10,533 total
includes taxes & fees
May 25 - May 26
Silversmith Hotel Chicago Downtown

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,126 reviews)
"Overall amazing stay "
United States
Matthew
The price is P13,143
P18,138 total
includes taxes & fees
May 26 - May 27
Pendry Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,244 reviews)
"Nice place to stay"
United States
Jimmie
The price is P8,864
P10,539 total
includes taxes & fees
May 26 - May 27
Aloft Chicago Mag Mile

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,519 reviews)
"Clean room , nice staff, nice view"
United States
John Hok-Lam
The price is P12,471
P17,007 total
includes taxes & fees
May 25 - May 26
Hyatt Regency Chicago

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,005 reviews)
"Friendly staff"
United States
Diego
The price is P10,443
P14,210 total
includes taxes & fees
May 25 - May 26
The Blackstone, Autograph Collection
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