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 $117

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Check availability on South Side 2 Star Hotels

Tonight
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 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 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 lobby with a vending machine, a statue, and an exit sign.

1. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Paulina
CA $192
CA $240 total
includes taxes & fees
Nov 1 - Nov 2
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 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.
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
Canada
Nazli
CA $128
CA $150 total
includes taxes & fees
Oct 18 - Oct 19
Motel 6 - Chicago, IL
A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.
A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.
A Holiday Inn Express & Suites hotel with a modern facade, multiple parking spaces, and a well-lit entrance.
A hotel room with a blue sofa, a small table, a TV, a desk with a chair, and a large window.

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
Roberto
CA $204
CA $240 total
includes taxes & fees
Nov 13 - Nov 14
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 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 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.

4. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
stephen T
CA $152
CA $179 total
includes taxes & fees
Oct 15 - Oct 16
Carlton Inn Midway
A room with large windows, a wooden floor, and a built-in air conditioning unit.
Reception
Parking
Property entrance

5. Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
Woodlawn
United States
Saul
CA $117
CA $138 total
includes taxes & fees
Oct 18 - Oct 19
Best Motel By OYO Chicago I-90
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 kitchen with a dining table and chairs, a built-in oven, and a refrigerator.
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.

6. Rainbow Motel

Rainbow Motel
Garfield Ridge
United States
Jerry
CA $99
CA $117 total
includes taxes & fees
Oct 16 - Oct 17
Rainbow Motel
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.
Fitness facility
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.

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

Saratoga Motel By Capital O Near Midway Airport Chicago IL
Ashburn
United States
Aniya
CA $122
CA $156 total
includes taxes & fees
Oct 15 - Oct 16
Saratoga Motel By Capital O Near Midway Airport Chicago IL
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 modern kitchen with white cabinets, stainless steel appliances, and patterned wallpaper.
A neatly made bed with a headboard, two bedside tables with lamps, and a wall-mounted artwork above the bed.

8. Villa Dubois Guest House

Villa Dubois Guest House
Bronzeville
United States
Yohannes
CA $153
CA $180 total
includes taxes & fees
Nov 2 - Nov 3
Villa Dubois Guest House
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 hallway with a glass door, a window with a view of the outside, and a ceiling-mounted air conditioning unit.
A bathroom with a toilet, sink, and bathtub.

9. Admiral Motel By Oyo Chicago I-94

Admiral Motel By Oyo Chicago I-94
Chatham
United States
Arlex
CA $117
CA $137 total
includes taxes & fees
Nov 3 - Nov 4
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
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Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in South Side.
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

4900 S Lake Shore Dr Chicago IL
CA $226
CA $265 total
Nov 1 - Nov 2
includes taxes & fees
Chicago Lake Shore Hotel
Jaslin Hotel

Jaslin Hotel

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CA $211
CA $251 total
Nov 10 - Nov 11
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9/10 Wonderful! (1,404 reviews)
Jaslin Hotel
SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

2357 S WENTWORTH AVE Chicago IL
CA $267
CA $318 total
Nov 1 - Nov 2
includes taxes & fees
SpringHill Suites by Marriott Chicago Chinatown
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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

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 8 hours 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 14 hours 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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