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

South Side 2 Stars Hotels

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Check availability on South Side 2 Star Hotels

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
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 hotel room with a bed, a seating area with a table and a plant, a window with a city view, and a radiator.
A modern bar area with a bar counter, seating, and large windows offering a view of the street.
A reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.

1. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Laura
HK$871
HK$1,100 total
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Chicago – Midway Airport S by IHG
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.
A bathroom with a marble wall, a bathtub, a toilet, and a shower curtain.
A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.

2. Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
Washington Heights
United States
DENNIS
HK$706
HK$828 total
includes taxes & fees
9 Nov - 10 Nov
Motel 6 - Chicago, IL
A modern interior with a staircase, green upholstered seating, and artwork on the walls.
A hotel entrance with a glass door, a number 6500 sign above, and two signs indicating courtesy shuttle pick-up only.
A hotel reception desk with a modern design, including a digital display and a sign indicating it is a non-smoking property.
A hotel room with a bed, a desk, a chair, a TV, and a bathroom.

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
HK$996
HK$1,170 total
includes taxes & fees
23 Nov - 24 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 breakfast bar with coffee makers, a toaster, and a variety of pastries.
A reception area with a wooden reception desk, a sofa, and a coffee table.
A modern living room with a grey sofa, a round coffee table, and a chair. There are framed pictures on the wall and a window providing natural light.

4. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
stephen T
HK$840
HK$986 total
includes taxes & fees
27 Oct - 28 Oct
Carlton Inn Midway
A room with large windows, a wooden floor, and a built-in air conditioning unit.
A hotel room with a large bed, a wooden headboard, a patterned bedspread, and a view through an open door to another room.
Parking
Property entrance

5. Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
Woodlawn
United States
Saul
HK$645
HK$757 total
includes taxes & fees
9 Nov - 10 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 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 dining area with a wooden table and chairs, a rock sculpture centerpiece, and a large green wall art piece.

6. Villa Dubois Guest House

Villa Dubois Guest House
Bronzeville
United States
Yohannes
HK$991
HK$1,163 total
includes taxes & fees
9 Nov - 10 Nov
Villa Dubois Guest House
A hotel room with a bed, a desk, a chair, a lamp, and a window with curtains.
A reception desk with various notices and a security camera.
Fitness facility
A motel with a row of parking spaces and a building with a red roof and beige walls.

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
HK$674
HK$859 total
includes taxes & fees
4 Nov - 5 Nov
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 small bathroom with a white sink, a mirror, and a window with an air conditioning unit.
A compact kitchenette with a built-in refrigerator, a coffee maker, and a small countertop.
A compact kitchen with a dining table and chairs, a built-in oven, and a refrigerator.

8. Rainbow Motel

Rainbow Motel
Garfield Ridge
United States
Jerry
HK$731
HK$858 total
includes taxes & fees
27 Oct - 28 Oct
Rainbow Motel
A multi-story building with a brick facade, multiple windows, and a covered walkway.
A hallway with a glass door, a window with a view of the outside, and a ceiling-mounted air conditioning unit.
A brick building with a sign for the Admiral Motel.
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
HK$645
HK$757 total
includes taxes & fees
9 Nov - 10 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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Learn more about South Side

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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 2 days 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 12 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 13 days ago
Rainbow Motel

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