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

Compare and book 2 Star hotels in South Side, Chicago

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Check availability on South Side 2 Star Hotels

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for South Side 2-star hotels

A modern bar area with a curved counter, multiple stools, and pendant lighting.
A modern lobby with a vending machine, a statue, and an exit sign.
A reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.
A hotel room with a bed, a seating area with a table and a plant, a window with a city view, and a radiator.

1. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Laura
£105
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Chicago – Midway Airport S by IHG
A compact hotel room with a bathroom, a bed, a desk, and a TV.
A room with a window, a white shelf, a colorful striped rug, and a large number '6' on the wall.
A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.
A multi-story motel with a parking lot.

2. Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
Washington Heights
United States
DENNIS
£79
includes taxes & fees
8 Nov - 9 Nov
Motel 6 - Chicago, IL
A modern interior with a staircase, green upholstered seating, and artwork on the walls.
A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.
A hotel reception desk with a modern design, including a digital display and a sign indicating it is a non-smoking property.
A hotel with a covered entrance, multiple windows, and a clear sky.

3. Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Bedford Park
United States
Ambreauna
£112
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
A hotel room with two beds, a desk, a chair, a dresser, and a bathroom visible through an open door.
A reception area with a wooden reception desk, a sofa, and a coffee table.
A breakfast bar with coffee makers, a toaster, and a variety of pastries.
A modern living room with a flat-screen TV mounted above a fireplace, flanked by two potted plants.

4. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
stephen T
£94
includes taxes & fees
26 Oct - 27 Oct
Carlton Inn Midway
A room with large windows, a wooden floor, and a built-in air conditioning unit.
Property entrance
A hotel room with a large bed, a wooden headboard, a patterned bedspread, and a view through an open door to another room.
Parking

5. Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
Woodlawn
United States
Saul
£72
includes taxes & fees
8 Nov - 9 Nov
Best Motel By OYO Chicago I-90
A hallway with wooden flooring, a dining area with a table and chairs, and a blue sofa.
A modern kitchen with white cabinets, stainless steel appliances, and patterned wallpaper.
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.

6. Villa Dubois Guest House

Villa Dubois Guest House
Bronzeville
United States
Yohannes
£95
includes taxes & fees
4 Nov - 5 Nov
Villa Dubois Guest House
A hotel room with a bed, a desk, a chair, a lamp, and a window with curtains.
A motel with a row of parking spaces and a building with a red roof and beige walls.
A room with a microwave on a counter, a door with a 'No Smoking' sign, and a window with a view of cars and trees.
Fitness facility

7. Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL
Ashburn
United States
Pedro
£82
includes taxes & fees
26 Oct - 27 Oct
Saratoga Motel By Capital O Near Midway Airport Chicago IL
A modern hotel room with a large bed, a flat-screen TV mounted on the ceiling, and a nightstand with a lamp.
A compact kitchenette with a built-in refrigerator, a coffee maker, and a small countertop.
A small bathroom with a white sink, a mirror, and a window with an air conditioning unit.
A reception desk with a glass partition, a no pets allowed sign, a no smoking sign, a QR code for check-in, and a sign indicating a 1-minute wait for guests.

8. Rainbow Motel

Rainbow Motel
Garfield Ridge
United States
Jerry
£74
includes taxes & fees
26 Oct - 27 Oct
Rainbow Motel
A multi-story building with a brick facade, multiple windows, and a covered walkway.
A brick building with a sign for the Admiral Motel.
A bathroom with a toilet, sink, and bathtub.
A hotel room with a bed, a dresser, a desk, and a mirror.

9. Admiral Motel By Oyo Chicago I-94

Admiral Motel By Oyo Chicago I-94
Chatham
United States
Arlex
£72
includes taxes & fees
8 Nov - 9 Nov
Admiral Motel By Oyo Chicago I-94
A hotel with a swimming pool, multiple balconies, and a row of lounge chairs.
A multi-story building with a yellow facade, parked cars, and a tree in the foreground.
A buffet area with a counter, chairs, and tables.
A hotel bathroom with a sink, mirror, and shower.

10. Chicago Lake Shore Hotel

Chicago Lake Shore Hotel
Kenwood
United States
Irma
Chicago Lake Shore Hotel
Exterior
Front of property
Room
Reception

11. Capital O Empire Motel Chicago I-94

Capital O Empire Motel Chicago I-94
Greater Grand Crossing
United States
Kylen
Capital O Empire Motel Chicago I-94
Exterior
Room
Dining
Bathroom

12. Amber Inn

Amber Inn
Bronzeville
United States
Anonymous traveller
Amber Inn
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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.

Learn more about South Side

Discover the metropolitan area of South Side—museums, skyscrapers and top sights like Lake Michigan.

See all hotels in South Side
A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

Top South Side Hotel Reviews

Carlton Inn Midway

Carlton Inn Midway

10/10 Excellent
"Close to Midway with a free 25 hour shuttle. Newly renovated with super helpful staff. Great for the price."
Leslie 1-night trip
Posted 6 hours ago
Carlton Inn Midway
Villa Dubois Guest House

Villa Dubois Guest House

10/10 Excellent
"The room and interior are nice. There weren’t other people when I was staying. Getting in was easy. The place was clean."
Jason 3-night trip
Posted 11 days ago
Villa Dubois Guest House
Rainbow Motel

Rainbow Motel

8/10 Good
"Be careful not to get one of the themed rooms. We got the space ship room and it looked nothing like the picture on the website. If you get a regular room it's amazing."
Jacob 3-night trip
Posted 11 days ago
Rainbow Motel

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