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 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
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 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.
A modern kitchen with white cabinets, stainless steel appliances, and patterned wallpaper.

1. Villa Dubois Guest House

Villa Dubois Guest House
Bronzeville
United States
Steven
₩166,708
₩195,698 total
includes taxes & fees
Sep 1 - Sep 2
Villa Dubois Guest House
A hotel room with two beds, a desk, and a chair.
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
₩247,190
₩290,399 total
includes taxes & fees
Sep 8 - Sep 9
Chicago Marriott Midway
A large, multi-story hotel with a prominent entrance and classical architectural details.
A spacious hotel lobby with a long reception desk, multiple seating areas, and a large fireplace.
A grand ballroom with ornate chandeliers, a multi-tiered wedding cake centerpiece, and elegant floral arrangements on tables.
A spacious hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.

3. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Konner
₩232,808
₩317,180 total
includes taxes & fees
Sep 8 - Sep 9
Hilton Chicago
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.
A conference room with a long table, chairs, and a vase.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

4. River Hotel

River Hotel
Downtown Chicago
United States
Patti
₩189,756
₩225,600 total
includes taxes & fees
Aug 31 - Sep 1
River Hotel
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.
A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.
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.

5. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
United States
Dhannetta
₩210,112
₩249,802 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Chicago Downtown South Loop
A spacious lobby with a checkered floor, a large sofa, and multiple chairs.
A hotel room with two beds, a desk with a computer, a chair, a TV, and a large mirror.
A modern room with a checkered floor, two round tables, two armchairs, and a large window with a view of the outside.
A modern kitchen with a built-in refrigerator, a coffee maker, and a flat-screen TV on the countertop.

6. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Downtown Chicago
United States
Karaline
₩169,235
₩201,202 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.
A hotel room with a large bed, a TV, a desk, and a chair.
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.

7. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Yiyang
₩168,476
₩200,300 total
includes taxes & fees
Aug 30 - Aug 31
Central Loop Hotel
A modern building with the name 'SENIORAL' prominently displayed on the facade.
A balcony with a glass railing, a table, and four chairs.
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 modern kitchen with a large island, bar stools, and a view of the city skyline.

8. Sentral Michigan Avenue

Sentral Michigan Avenue
Downtown Chicago
United States
Heather
₩210,111
₩287,176 total
includes taxes & fees
Aug 30 - Aug 31
Sentral Michigan Avenue
A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.
A modern high-rise hotel with multiple floors, large windows, and a well-lit entrance area.
A modern indoor swimming pool with blue seating and a view of the city through large windows.
A modern hotel room with a bed, a sofa, a coffee table with flowers, a TV, and a large window with a city view.

9. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
United States
Odessia
₩212,666
₩252,839 total
includes taxes & fees
Sep 7 - Sep 8
Aloft by Marriott Chicago Mag Mile
A modern kitchen with a large window, a dining area, and a view of the sea.
A modern restaurant interior with a long counter, booths, and tables.
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.
A modern living room with a sectional sofa, a fireplace, and a large window offering a city view.

10. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
Downtown Chicago
United States
AMBER
₩221,850
₩263,758 total
includes taxes & fees
Sep 7 - Sep 8
Homewood Suites by Hilton Chicago Downtown South Loop
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Top South Side Hotel Reviews

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