Photo by Richard Remington
South Side Two Star Hotels from S$94
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Our top choices for South Side 2-star hotels
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Bedford Park
9.0 out of 10, Wonderful, (1230)
"Will definitely stay there again ."
Jose Remedios
The price is S$177
includes taxes & fees
2 Jan - 3 Jan, 2026
Motel 6 - Chicago, IL
Washington Heights
7.0 out of 10, Good, (199)
"Everything was very nice even staff"
Maurice
The price is S$110
includes taxes & fees
24 Dec - 25 Dec
Carlton Inn Midway
Archer Heights
6.4 out of 10, (1004)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
Charles
The price is S$151
includes taxes & fees
8 Jan - 9 Jan, 2026
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Ashburn
7.0 out of 10, Good, (28)
"Clean room friendly staff "
Christian
The price is S$114
includes taxes & fees
11 Dec - 12 Dec
Villa Dubois Guest House
Bronzeville
8.6 out of 10, Excellent, (78)
"My stay was very pleasant. The accommodation was comfortable, easily accessible, and well connected to public transport. I highly recommend it to anyone visiting the area."
Lizeth
The price is S$114
includes taxes & fees
23 Dec - 24 Dec
Best Western Inn & Suites - Midway Airport
Burbank
6.6 out of 10, (1000)
"Room was very clean and staff did a great job at upkeeping. Not too far from Midway airport where you can use the CTA to get downtown if needed. "
Markus
The price is S$138
includes taxes & fees
21 Dec - 22 Dec
Capital O Empire Motel Chicago I-94
Greater Grand Crossing
3.2 out of 10, (26)
"They were closed when I got there."
Carter
Rainbow Motel
Garfield Ridge
5.8 out of 10, (18)
"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "
Conner
The price is S$161
includes taxes & fees
17 Dec - 18 Dec
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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.
SpringHill Suites by Marriott Chicago Chinatown
2357 S WENTWORTH AVE Chicago IL
The price is S$171 per night from 8 Jan to 9 Jan
S$171
8 Jan - 9 Jan, 2026
includes taxes & fees
9.4/10 Exceptional! (1,001 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.
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Discover the metropolitan area of South Side—museums, skyscrapers and top sights like Lake Michigan.
Photo by Richard Remington
Open Photo by Richard Remington
Top South Side Hotel Reviews
Motel 6 - Chicago, IL
10/10 Excellent
Rainbow Motel
10/10 Excellent
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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