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

2 Stars Hotels in South Side, Chicago from CA $135

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Check availability on South Side 2 Star Hotels

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

Our top choices for South Side 2-star hotels

A modern bar area with a bar counter, seating, and large windows offering a view of the street.
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 curved counter, multiple stools, and pendant lighting. A menu board is visible on the wall, and a coffee machine is on the counter.
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
CA $155
CA $196 total
includes taxes & fees
Nov 22 - Nov 23
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 modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.
A room with a window, a white shelf, a colorful striped rug, and a large number '6' on the wall.
A multi-story motel with a parking lot.

2. Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
Washington Heights
United States
DENNIS
CA $126
CA $148 total
includes taxes & fees
Oct 26 - Oct 27
Motel 6 - Chicago, IL
A modern interior with a staircase, green upholstered seating, and artwork on the walls.
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 colorful rug.
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
CA $178
CA $209 total
includes taxes & fees
Nov 22 - Nov 23
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 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.
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
CA $150
CA $176 total
includes taxes & fees
Oct 26 - Oct 27
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.
Reception

5. Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
Woodlawn
United States
Saul
CA $115
CA $135 total
includes taxes & fees
Oct 26 - Oct 27
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 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.
A modern kitchen with white cabinets, stainless steel appliances, and patterned wallpaper.

6. Villa Dubois Guest House

Villa Dubois Guest House
Bronzeville
United States
Yohannes
CA $151
CA $177 total
includes taxes & fees
Nov 4 - Nov 5
Villa Dubois Guest House
A hotel room with a bed, a desk, a chair, a lamp, and a window with curtains.
Fitness facility
A reception desk with various notices and a security camera.
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
CA $120
CA $153 total
includes taxes & fees
Oct 26 - Oct 27
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 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
CA $117
CA $138 total
includes taxes & fees
Oct 26 - Oct 27
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 hotel room with a bed, a dresser, a desk, and a mirror.
A hallway with a glass door, a window with a view of the outside, and a ceiling-mounted air conditioning unit.

9. Admiral Motel By Oyo Chicago I-94

Admiral Motel By Oyo Chicago I-94
Chatham
United States
Arlex
CA $115
CA $135 total
includes taxes & fees
Oct 26 - Oct 27
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
Reception
Bathroom
Front of property
Room

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
Dining
Living area
Room
Room

12. Amber Inn

Amber Inn
Bronzeville
United States
Anonymous traveller
Amber Inn
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Explore similar 3-star hotels

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Chicago Lake Shore Hotel

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CA $197
CA $232 total
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includes taxes & fees
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CA $208 total
Nov 22 - Nov 23
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
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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 5 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

Find out more about South Side

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in South Side, South Side you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in South Side are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in South Side.

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