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
Oct 11 - Oct 12
Tomorrow
Oct 12 - Oct 13
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

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

Lobby lounge
A modern living room with two grey armchairs, a round coffee table, and a large potted plant.
A hotel room with two beds, a desk, and a chair.
A bar area with a black marble countertop, wicker bar stools, and a variety of bottles and glasses on shelves.

1. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Carolyn
￥28,337
￥33,289 total
includes taxes & fees
Oct 26 - Oct 27
Chicago Marriott Midway
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.

2. Villa Dubois Guest House

Villa Dubois Guest House
Bronzeville
United States
Yohannes
￥20,003
￥23,481 total
includes taxes & fees
Nov 1 - Nov 2
Villa Dubois Guest House
A modern hotel lobby with a seating area, a bar, and a kitchen.
A modern hotel room with a sofa, a flat-screen TV, a fireplace, and a dining area.
A modern living room with a fireplace, a flat-screen TV, a pool table, and a chess table.
An outdoor patio area with seating, tables, and string lights.

3. DoubleTree by Hilton Chicago Midway Airport

DoubleTree by Hilton Chicago Midway Airport
Bedford Park
United States
Jessica
￥23,248
￥27,312 total
includes taxes & fees
Oct 31 - Nov 1
DoubleTree by Hilton Chicago Midway Airport
A spacious lobby with a wooden floor, a staircase with a green accent, and a reception area with a sign reading "Welcome".
A modern living room with sofas, a coffee table, and a fireplace.
A Sleep Inn hotel with a prominent tower, a covered entrance, and a landscaped front yard.
A hotel reception area with a staircase, reception desk, and a large potted plant.

4. Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park
Bedford Park
United States
Diane
￥14,412
￥16,930 total
includes taxes & fees
Nov 1 - Nov 2
Sleep Inn Midway Airport Bedford Park
A modern bar area with a long counter, multiple bar stools, and a variety of bottles on shelves.
A spacious indoor area with a long table, multiple chairs, a sofa, and several gaming machines.
A spacious restaurant with high ceilings, large windows, and a variety of seating arrangements including tables and chairs.
An indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

5. Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn
Oak Lawn
United States
Michele
￥20,640
￥23,732 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Chicago/Oak Lawn
A spacious room with a fireplace, a seating area with a sofa, a dining table with chairs, and a vending machine labeled "TREATS".
A room with a blue sofa, a blue armchair, a small table, a floor lamp, and a cityscape painting on the wall.
A hotel room with two beds, a television, a desk, and a chair.
A gym with treadmills, a bench, kettlebells, and weight machines.

6. Hampton Inn by Hilton Chicago-Midway Airport

Hampton Inn by Hilton Chicago-Midway Airport
Bedford Park
United States
Lysa
￥19,243
￥22,605 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn by Hilton Chicago-Midway Airport
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

7. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Jose
￥19,377
￥21,505 total
includes taxes & fees
Oct 12 - Oct 13
Carleton of Oak Park
A restaurant with multiple tables and chairs, a bar area, and various framed pictures on the walls.
A bar area with a wooden counter, bar stools, and a wall-mounted sign reading "Best Brews".
A gym with treadmills, elliptical machines, and weight equipment.
A reception desk with a digital screen, name tags, and a poster advertising local favorites.

8. Four Points by Sheraton Chicago Westchester/Oak Brook

Four Points by Sheraton Chicago Westchester/Oak Brook
Westchester
United States
Jasmin
￥17,359
￥19,439 total
includes taxes & fees
Nov 4 - Nov 5
Four Points by Sheraton Chicago Westchester/Oak Brook
A courtyard with a fire pit, outdoor seating, and a building with a balcony.
A self-service snack and beverage kiosk with a microwave, refrigerated section, and a variety of snacks and drinks.
A modern indoor swimming pool with clear blue water, surrounded by tiled flooring and equipped with multiple lounge chairs and tables.
A modern hotel with a courtyard entrance, multiple floors, and a flat roof.

9. Courtyard by Marriott Chicago Midway Airport

Courtyard by Marriott Chicago Midway Airport
Bedford Park
United States
Rosa
￥20,389
￥23,952 total
includes taxes & fees
Nov 2 - Nov 3
Courtyard by Marriott Chicago Midway Airport
A modern indoor pool area with lounge chairs, a wooden table, and large windows.
A modern hotel room with a large bed, a desk, a chair, a TV, and a sliding door leading to a shower area.
A modern hotel lobby with a reception desk, seating area, and artwork on the walls.
A modern hotel with multiple floors, a covered entrance, and a parking lot.

10. Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC
Near West Side
United States
Bobby
￥27,586
￥32,798 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn & Suites Chicago Medical District UIC
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Top South Side Hotel Reviews

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