South Side 2 Stars Hotels

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Our top choices for South Side 2-star hotels

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
2.5 star property
Bedford Park
8.8 out of 10, Excellent, (1248)
"Will definitely stay there again ."
United States
Jose Remedios
The price is P6,577
P7,727 total
includes taxes & fees
Dec 24 - Dec 25
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
2.0 star property
Washington Heights
7.0 out of 10, Good, (208)
"Everything was very nice even staff"
United States
Maurice
The price is P4,227
P4,963 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Motel 6 - Chicago, IL

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.4 out of 10, (1001)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
United States
Charles
The price is P5,813
P6,824 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Carlton Inn Midway

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL
2.5 star property
Ashburn
7.0 out of 10, Good, (29)
"Clean room friendly staff "
United States
Christian
The price is P3,993
P5,157 total
includes taxes & fees
Dec 22 - Dec 23
Saratoga Motel By Capital O Near Midway Airport Chicago IL

Villa Dubois Guest House

Villa Dubois Guest House
2.0 star property
Bronzeville
8.8 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."
United States
Lizeth
The price is P4,404
P5,170 total
includes taxes & fees
Dec 22 - Dec 23
Villa Dubois Guest House

Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
2.5 star property
Burbank
6.6 out of 10, (1001)
"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. "
United States
Markus
The price is P5,633
P6,251 total
includes taxes & fees
Dec 28 - Dec 29
Best Western Inn & Suites - Midway Airport

Capital O Empire Motel Chicago I-94

Capital O Empire Motel Chicago I-94
2.5 star property
Greater Grand Crossing
3.2 out of 10, (26)
"They were closed when I got there."
United States
Carter
Capital O Empire Motel Chicago I-94

Rainbow Motel

Rainbow Motel
2.0 star property
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 "
United States
Conner
The price is P5,696
P7,274 total
includes taxes & fees
Dec 22 - Dec 23
Rainbow Motel

Admiral Motel By Oyo Chicago I-94

Admiral Motel By Oyo Chicago I-94
2.5 star property
Chatham
3.8 out of 10, (45)
"Fine stay "
United States
Sharmaine
The price is P4,419
P5,598 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Admiral Motel By Oyo Chicago I-94

Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
2.0 star property
Woodlawn
3.4 out of 10, (48)
"Clean room "
United States
Pierre
The price is P3,288
P4,271 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Best Motel By OYO Chicago I-90

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (119)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
United States
Stephen
The price is P5,226
P6,135 total
includes taxes & fees
Dec 22 - Dec 23
Skylark Motel

Chicago Lake Shore Hotel

Chicago Lake Shore Hotel
2.0 star property
Kenwood
10.0 out of 10, Exceptional, (1)
"Clean room but in need of renovation "
United States
Irma
Chicago Lake Shore Hotel

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.4 out of 10, Very Good, (1000)
"Great stay"
United States
Maria
The price is P5,990
P7,618 total
includes taxes & fees
Dec 23 - Dec 24
Holiday Inn Chicago – Midway Airport S by IHG

Stylish Apartment near Chicago Downtown

Stylish Apartment near Chicago Downtown
2.0 star property
Bridgeport
Stylish Apartment near Chicago Downtown

Amber Inn

Amber Inn
2.0 star property
Bronzeville
5.6 out of 10, (180)
"There was chew cups, blunt wrappers, cigarette and cereal left in the room..so leave me to believe the room wasn't cleaned and the bedding was dirty! Wouldn't recommend this hotel to anyone"
United States
Anonymous traveler
Amber Inn
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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.