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

South Side Two Star Hotels from S$114

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Check availability on South Side 2 Star Hotels

Tonight
9 Sept - 10 Sept
Tomorrow
10 Sept - 11 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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 reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.
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.

1. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Fabian
S$238
includes taxes & fees
27 Sept - 28 Sept
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 bathroom with a marble wall, a bathtub, a toilet, and a shower curtain.
A multi-story motel with a parking lot.

2. Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
Washington Heights
United States
Asia
S$134
includes taxes & fees
23 Sept - 24 Sept
Motel 6 - Chicago, IL
A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.
A hotel room with a blue sofa, a small table, a TV, a desk with a chair, and a large window.
A conference room with a long table, yellow chairs, and water bottles.
A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.

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
Judy
S$287
includes taxes & fees
27 Sept - 28 Sept
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 flat-screen TV mounted above a fireplace, flanked by two potted plants.
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.

4. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
Icaro
S$155
includes taxes & fees
21 Sept - 22 Sept
Carlton Inn Midway
A hotel room with a bed, a desk, a chair, a lamp, and a window with curtains.
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.
A motel with a row of parking spaces and a building with a red roof and beige walls.

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

Saratoga Motel By Capital O Near Midway Airport Chicago IL
Ashburn
United States
Roseanne
S$139
includes taxes & fees
14 Sept - 15 Sept
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 kitchen with a dining table and chairs, a built-in oven, and a refrigerator.
A compact kitchenette with a built-in refrigerator, a coffee maker, and a small countertop.

6. Rainbow Motel

Rainbow Motel
Garfield Ridge
United States
Noel
S$114
includes taxes & fees
22 Sept - 23 Sept
Rainbow Motel
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.

7. Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
Woodlawn
United States
Saul
S$122
includes taxes & fees
8 Oct - 9 Oct
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 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.

8. Villa Dubois Guest House

Villa Dubois Guest House
Bronzeville
United States
Robert
S$182
includes taxes & fees
21 Sept - 22 Sept
Villa Dubois Guest House
A multi-story building with a brick facade, multiple windows, and a covered walkway.
A bathroom with a toilet, sink, and bathtub.
A hallway with a glass door, a window with a view of the outside, and a ceiling-mounted air conditioning unit.
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
S$122
includes taxes & fees
11 Oct - 12 Oct
Admiral Motel By Oyo Chicago I-94
A modern kitchen with grey cabinets, a stainless steel stove, and a white countertop.
A modern living room with a round dining table, gray chairs, a black sofa, and a flat-screen TV mounted on the wall.
A modern kitchen with a built-in stove, a refrigerator, and a dining area with a table and chairs.

10. Stylish Apartment near Chicago Downtown

Stylish Apartment near Chicago Downtown
Bridgeport
United States
Lane
Stylish Apartment near Chicago Downtown
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.

11. Chicago Lake Shore Hotel

Chicago Lake Shore Hotel
Kenwood
United States
Irma
Chicago Lake Shore Hotel

12. 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

13. 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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SpringHill Suites by Marriott Chicago Chinatown

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SpringHill Suites by Marriott Chicago Chinatown
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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

Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

8/10 Good
"He was a good stay can’t complain"
Exauce de claude 3-night trip
Posted 1 day ago
Motel 6 - Chicago, IL
Rainbow Motel

Rainbow Motel

10/10 Excellent
"Las toallas son algo pequeñas pero todo bien"
Manuel 1-night trip
Posted 5 days ago
Rainbow Motel

Find out more about South Side

Find Your Ideal 2 Star Hotels in South Side

When you've got to get away to a new or favourite destination without breaking the bank, South Side awaits with top 2 star hotels and a change of scenery. Stay on your feet visiting top attractions that draw several of visitors, or settle in for a hot cuppa nearby and enjoy some R & R. You're about to find out why locals and travellers alike love this place. Pack your bags and get ready for new experiences and a relaxing stay in a city with strong overall 2 star hotels ratings. Guest reviews recommend their 2 star hotels in South Side, and it's time to find out why.

The Ideal Hotel at the Perfect Price

Motels are in high demand in South Side. You'll find the best deals right here, so book early and save on a great getaway. Thanks to budget-friendly prices and traveller-friendly amenities, past travellers have found an accommodation that's just right. Browse guest reviews to find out what they loved, liked, and can't wait to try again. The best travel is all about hospitality, and these motels have a strong service, these rooms are tidy and cosy. When you book with Expedia, you can stay all over the world, and the journey starts in South Side.

Reserve a Stay in a Two-Star Hotel Today!

Book your stay in this popular place today -- South Side is a destination on the rise. It's no secret that South Side is a great place to stay, so get the best deals while you can, and get to know exactly what everyone loves about South Side. Your home away from home is waiting. Book the best deals on 2-star hotels and motels in South Side now.

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