A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

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Check availability on South Side Hotels with Early Check-in

Tonight
Aug 27 - Aug 28
Tomorrow
Aug 28 - Aug 29
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

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

A hallway with wooden flooring, a dining area with a table and chairs, and a blue sofa.
A dining area with a wooden table and chairs, a rock sculpture centerpiece, and a large green wall art piece.
A room with a wooden herringbone ceiling, a wall clock, and shelves with various decorative items and books.
A neatly made bed with a headboard, two bedside tables with lamps, and a wall-mounted artwork above the bed.

1. Villa Dubois Guest House

Villa Dubois Guest House
Bronzeville
United States
Steven
￥20,891
￥24,523 total
includes taxes & fees
Sep 1 - Sep 2
Villa Dubois Guest House
A modern living room with two grey armchairs, a round coffee table, and a large potted plant.
A bar area with a black marble countertop, wicker bar stools, and a variety of bottles and glasses on shelves.
A Marriott hotel with a brick facade, a covered entrance, and landscaped areas with trees and shrubs.

2. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Don
￥28,497
￥33,478 total
includes taxes & fees
Sep 8 - Sep 9
Chicago Marriott Midway
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.
A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.
A modern hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.
A modern hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.

3. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
United States
Dhannetta
￥24,233
￥28,810 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Chicago Downtown South Loop
A large, multi-story hotel with a prominent entrance and classical architectural details.
A spacious lobby with a patterned carpet, comfortable seating, a fireplace, and large windows.
A spacious hotel lobby with a long reception desk, multiple seating areas, and a large fireplace.
A spacious hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.

4. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Konner
￥29,633
￥39,966 total
includes taxes & fees
Sep 8 - Sep 9
Hilton Chicago
A cityscape with high-rise buildings, a marina, and a waterfront.
A spacious indoor area with multiple tables and chairs, large windows, and a bar area.
An outdoor seating area with fire pits, cushioned seating, and a glass building facade.
A modern hotel lobby with a sectional sofa, round tables, and chairs, a flat-screen TV, and large windows offering city views.

5. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
Near South Side
United States
Robert
￥33,273
￥44,233 total
includes taxes & fees
Aug 29 - Aug 30
Hyatt Regency McCormick Place Chicago
A modern building with the name 'SENIORAL' prominently displayed on the facade.
A modern kitchen with a large island, bar stools, and a view of the city skyline.
A bar area with stools, a counter with bottles, and a wall with a leafy design.
A balcony with a glass railing, a table, and four chairs.

6. Sentral Michigan Avenue

Sentral Michigan Avenue
Downtown Chicago
United States
Heather
￥25,575
￥34,694 total
includes taxes & fees
Sep 1 - Sep 2
Sentral Michigan Avenue
A modern kitchen with a large window, a dining area, and a view of the sea.
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.
A modern restaurant interior with a long counter, booths, and tables.
A modern living room with a sectional sofa, a fireplace, and a large window offering a city view.

7. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
Downtown Chicago
United States
AMBER
￥25,575
￥30,405 total
includes taxes & fees
Sep 8 - Sep 9
Homewood Suites by Hilton Chicago Downtown South Loop
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A conference room with a long table, chairs, and a vase.
A man in a suit sitting by a window with a vase of red flowers.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

8. River Hotel

River Hotel
Downtown Chicago
United States
Patti
￥20,533
￥24,411 total
includes taxes & fees
Sep 7 - Sep 8
River Hotel
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.
A modern living room with a fireplace, leather sofas, and a wooden floor.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.

9. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Yiyang
￥19,431
￥23,102 total
includes taxes & fees
Aug 30 - Aug 31
Central Loop Hotel
A spacious lobby with a checkered floor, a large sofa, and multiple chairs.
A modern kitchen with a built-in refrigerator, a coffee maker, and a flat-screen TV on the countertop.
A modern room with a checkered floor, two round tables, two armchairs, and a large window with a view of the outside.
A hotel room with two beds, a desk with a computer, a chair, a TV, and a large mirror.

10. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Downtown Chicago
United States
Karaline
￥22,545
￥26,805 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
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Top South Side Hotel Reviews

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