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Compare South Side 2 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

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

2.5 star property
Bedford Park
9.0 out of 10, Wonderful, (1193)
"Will definitely stay there again ."
United States
Jose Remedios
$123 nightly
The price is $145
Nov 25 - Nov 26
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Motel 6 - Chicago, IL

2.0 star property
Washington Heights
6.8 out of 10, (175)
"Everything was very nice even staff"
United States
Maurice
$75 nightly
The price is $88
Nov 23 - Nov 24
Total with taxes and fees
Motel 6 - Chicago, IL

Carlton Inn Midway

2.0 star property
Archer Heights
6.4 out of 10, (1006)
"Very friendly! With airport shuttle!"
United States
Guochong
$119 nightly
The price is $140
Nov 23 - Nov 24
Total with taxes and fees
Carlton Inn Midway

Saratoga Motel By Capital O Near Midway Airport Chicago IL

2.5 star property
Ashburn
6.2 out of 10, (19)
"Clean room friendly staff "
United States
Christian
$82 nightly
The price is $95
Nov 23 - Nov 24
Total with taxes and fees
Saratoga Motel By Capital O Near Midway Airport Chicago IL

Villa Dubois Guest House

2.0 star property
Bronzeville
8.8 out of 10, Excellent, (74)
"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
$75 nightly
The price is $88
Nov 23 - Nov 24
Total with taxes and fees
Villa Dubois Guest House

Best Western Inn & Suites - Midway Airport

2.5 star property
Burbank
6.6 out of 10, (1003)
"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
$105 nightly
The price is $116
Nov 30 - Dec 1
Total with taxes and fees
Best Western Inn & Suites - Midway Airport

Capital O Empire Motel Chicago I-94

2.5 star property
Greater Grand Crossing
3.4 out of 10, (22)
"I would feel safer sleeping on the street than this motel. "
Canada
Toshimi
Capital O Empire Motel Chicago I-94

Rainbow Motel

2.0 star property
Garfield Ridge
6.0 out of 10, (15)
"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
$105 nightly
The price is $122
Nov 25 - Nov 26
Total with taxes and fees
Rainbow Motel

Admiral Motel By Oyo Chicago I-94

2.5 star property
Chatham
4.0 out of 10, (39)
"Fine stay "
United States
Sharmaine
$63 nightly
The price is $73
Dec 1 - Dec 2
Total with taxes and fees
Admiral Motel By Oyo Chicago I-94

Best Motel By OYO Chicago I-90

2.0 star property
Woodlawn
3.4 out of 10, (48)
"Clean room "
United States
Pierre
$64 nightly
The price is $74
Dec 22 - Dec 23
Total with taxes and fees
Best Motel By OYO Chicago I-90

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
$84 nightly
The price is $99
Nov 30 - Dec 1
Total with taxes and fees
Skylark Motel

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

2.5 star property
West Lawn
8.4 out of 10, Very Good, (1000)
"Great stay"
United States
Maria
Holiday Inn Chicago – Midway Airport S by IHG

Bronzeville Jazz Room. Beautiful, cozy, centered, relaxing, rustic.

2.0 star property
Bronzeville
10.0 out of 10, Exceptional, (1)
"The property was clean. The house was nice and neat. I enjoyed my stay. "
United States
Lamyha S.
Bronzeville Jazz Room. Beautiful, cozy, centered, relaxing, rustic.

Charming 2-bedroom apartment in awesome Chicago with WiFi, AC

2.0 star property
Gage Park
Charming 2-bedroom apartment in awesome Chicago with WiFi, AC

Stylish Apartment near Chicago Downtown

2.0 star property
Bridgeport
$331 nightly
The price is $389
Dec 1 - Dec 2
Total with taxes and fees
Stylish Apartment near Chicago Downtown

Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.

2.5 star property
Woodlawn
5.8 out of 10, (6)
"The house was absolutely beautiful ! Very spacious and nice! Comfy beds and clean. "
United States
Brandy W.
Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.

The Landmark; a comfy suite near McCormick Place

2.0 star property
Bronzeville
10.0 out of 10, Exceptional, (8)
"A lovely place to rest after busy days in Chicago! Quiet and clean with all that is needed to catch-up with yourself."
United States
Kate D.
The Landmark; a comfy suite near McCormick Place

Gorgeous 5 Bedroom Gem Sleeps 18 with Pool, Ping Pong, Pac Man, Tons of Games!

2.0 star property
Auburn Gresham
10.0 out of 10, Exceptional, (1)
"Great lot of space "
United States
phyllis d.
Gorgeous 5 Bedroom Gem Sleeps 18 with Pool, Ping Pong, Pac Man, Tons of Games!

Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago

2.0 star property
Bronzeville
9.8 out of 10, Exceptional, (14)
"I really enjoyed my stay. Host was very nice and attentive. The place was clean and cozy. "
United States
Ashley M.
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago
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Learn more about South Side

Discover the metropolitan area of South Side—museums, skyscrapers, and top sights like Lake Michigan.

Chicago, IL featuring interior views and an airport as well as a couple
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Top South Side Hotel Reviews

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South Side Motel Guide

Planning a getaway with only a few bucks to spare? Expedia can help! With the inexpensive rates at the top motels in South Side, Chicago you can put together the vacation of your dreams without spending every penny of your yearly travel budget.

These smaller places are ideal if you need a home base that lets you easily explore the local sights; many of the best motels in South Side are located near major freeways and public transportation. Plus, when you book a cheap deal on a motel in South Side, you’ll find quiet rooms, complimentary toiletries, and comfortable sleeping areas, so you can unwind after a long day.

No matter which motel you choose, don't forget to use the travel tools at Expedia to search for local discounts, compare rates on the hottest motels, and plan your next vacation. You won't believe how budget-friendly an amazing getaway can be.

Also, feel free to check out the motels near me page to find the cheapest deals on motels near your current location.

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