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

1. Villa Dubois Guest House

Villa Dubois Guest House
Bronzeville
United States
Steven
₩181,746
₩213,352 total
includes taxes & fees
Aug 30 - Aug 31
Villa Dubois Guest House
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.
A modern living room with two grey armchairs, a round coffee table, and a large potted plant.

2. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Don
₩247,924
₩291,262 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 entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.
A modern hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

3. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
United States
Dhannetta
₩216,401
₩257,279 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 hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.
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.

4. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Konner
₩257,565
₩346,828 total
includes taxes & fees
Sep 7 - Sep 8
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.
A modern hotel lobby with a sectional sofa, round tables, and chairs, a flat-screen TV, and large windows offering city views.
An outdoor seating area with fire pits, cushioned seating, and a glass building facade.

5. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
Near South Side
United States
Robert
₩289,475
₩384,830 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 modern kitchen with a built-in microwave, stove, and dishwasher, large windows with city views, and a dining area with a table and chairs.
A bar area with stools, a counter with bottles, and a wall with a leafy design.

6. Sentral Michigan Avenue

Sentral Michigan Avenue
Downtown Chicago
United States
Heather
₩209,206
₩286,192 total
includes taxes & fees
Sep 9 - Sep 10
Sentral Michigan Avenue
A modern kitchen with a large window, a dining area, and a view of the sea.
A modern bar area with a long counter, multiple bar stools, and a mix of seating options including a high table and chairs.
A modern living room with a sectional sofa, a fireplace, and a large window offering a city view.
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

7. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
Downtown Chicago
United States
AMBER
₩222,282
₩264,269 total
includes taxes & fees
Sep 7 - Sep 8
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 hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.
A man in a suit sitting by a window with a vase of red flowers.

8. River Hotel

River Hotel
Downtown Chicago
United States
Patti
₩180,302
₩214,353 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 lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.
A modern living room with a fireplace, leather sofas, and a wooden floor.

9. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Yiyang
₩183,685
₩218,384 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 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.
A modern kitchen area with a long counter, various food items, and a coffee machine.

10. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Downtown Chicago
United States
Karaline
₩195,854
₩232,851 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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