Find 2 Star Hotels in South Side, IL from $75

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

Free daily buffet breakfast
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
2.5 star property
9.0 out of 10, Wonderful, (1157)
"Everything was geat. I would stay again and recommended."
United States
Terri
$127 nightly
The price is $149
Nov 18 - Nov 19
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Free WiFi, bed sheets
Motel 6 - Chicago, IL
Motel 6 - Chicago, IL
2.0 star property
6.6 out of 10, (143)
"Everything was very nice even staff"
United States
Maurice
$75 nightly
The price is $88
Oct 27 - Oct 28
Total with taxes and fees
Motel 6 - Chicago, IL
Coffee and/or coffee maker
Carlton Inn Midway
Carlton Inn Midway
2.0 star property
6.4 out of 10, (1001)
"Very friendly! With airport shuttle!"
United States
Guochong
$119 nightly
The price is $140
Oct 25 - Oct 26
Total with taxes and fees
Carlton Inn Midway
Living room
Villa Dubois Guest House
Villa Dubois Guest House
2.0 star property
8.8 out of 10, Excellent, (72)
"Highly recommend!"
United States
Melanie
$67 nightly
The price is $79
Nov 11 - Nov 12
Total with taxes and fees
Villa Dubois Guest House
Reception
Best Western Inn & Suites - Midway Airport
Best Western Inn & Suites - Midway Airport
2.5 star property
6.6 out of 10, (1001)
"Pleasant stuff, comfy bed, would stay again."
United States
Monika
$114 nightly
The price is $126
Oct 30 - Oct 31
Total with taxes and fees
Best Western Inn & Suites - Midway Airport
Hallway
Best Motel By OYO Chicago I-90
Best Motel By OYO Chicago I-90
2.0 star property
3.4 out of 10, (47)
"Easy, safe parking "
United States
Ramon
$72 nightly
The price is $83
Nov 23 - Nov 24
Total with taxes and fees
Best Motel By OYO Chicago I-90
Reception
Capital O Empire Motel Chicago I-94
Capital O Empire Motel Chicago I-94
2.5 star property
3.6 out of 10, (21)
"I would feel safer sleeping on the street than this motel. "
Canada
Toshimi
$65 nightly
The price is $75
Oct 26 - Oct 27
Total with taxes and fees
Capital O Empire Motel Chicago I-94
Lobby
Admiral Motel By Oyo Chicago I-94
Admiral Motel By Oyo Chicago I-94
2.5 star property
4.0 out of 10, (36)
"Fine stay "
United States
Sharmaine
$71 nightly
The price is $82
Oct 28 - Oct 29
Total with taxes and fees
Admiral Motel By Oyo Chicago I-94
Exterior
Skylark Motel
Skylark Motel
2.0 star property
4.6 out of 10, (118)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
United States
Stephen
$80 nightly
The price is $94
Oct 30 - Oct 31
Total with taxes and fees
Skylark Motel
Classic Apartment | Private kitchen
Stylish Apartment near Chicago Downtown
Stylish Apartment near Chicago Downtown
2.0 star property
$289 nightly
The price is $340
Oct 26 - Oct 27
Total with taxes and fees
Stylish Apartment near Chicago Downtown
Room, 1 Queen Bed, Jetted Tub | Jetted tub
Rainbow Motel
Rainbow Motel
2.0 star property
6.0 out of 10, (13)
"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
$97 nightly
The price is $114
Oct 25 - Oct 26
Total with taxes and fees
Rainbow Motel
Room, 1 King Bed, Non Smoking (Jetted Tub) | Jetted tub
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Saratoga Motel By Capital O Near Midway Airport Chicago IL
2.5 star property
7.6 out of 10, Good, (5)
"Nice place "
United States
Albert
$86 nightly
The price is $101
Oct 26 - Oct 27
Total with taxes and fees
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Smart TV, books
Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.
Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.
2.5 star property
7.4 out of 10, Good, (3)
"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.
Microwave
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago
2.0 star property
9.8 out of 10, Exceptional, (14)
"Served us well for our event near the McCormick Center. Hospitality was second to none! "
United States
Tammy
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago
Exterior detail
Chicago Lake Shore Hotel
Chicago Lake Shore Hotel
2.0 star property
10.0 out of 10, Exceptional, (1)
"Clean room but in need of renovation "
United States
Irma
Chicago Lake Shore Hotel
Lobby
Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
8.4 out of 10, Very Good, (1000)
"Great stay"
United States
Maria
Holiday Inn Chicago – Midway Airport S by IHG
Exterior detail
Historic feel, Modern comfort Walk to parks and food in beautiful Chicago
Historic feel, Modern comfort Walk to parks and food in beautiful Chicago
2.0 star property
Historic feel, Modern comfort Walk to parks and food in beautiful Chicago
Fridge, microwave, oven, stovetop
Charming 2-bedroom apartment in awesome Chicago with WiFi, AC
Charming 2-bedroom apartment in awesome Chicago with WiFi, AC
2.0 star property
Charming 2-bedroom apartment in awesome Chicago with WiFi, AC
Terrace/patio
The Landmark; a comfy suite near McCormick Place
The Landmark; a comfy suite near McCormick Place
2.0 star property
10.0 out of 10, Exceptional, (6)
"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
Microwave, oven, stovetop
Cozy 3-bedroom condo near University of Chicago
Cozy 3-bedroom condo near University of Chicago
2.0 star property
10.0 out of 10, Exceptional, (1)
"Property was nice and clean. Had everything we needed. About 20 mins to most places we wanted to go and very close to MSI. We had a great stay. "
United States
Deb C.
Cozy 3-bedroom condo near University of Chicago
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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

SpringHill Suites by Marriott Chicago Chinatown

2357 S WENTWORTH AVE, Chicago, IL
$116 nightly
The price is $136 total per night from Nov 23 to Nov 24
$136 total
Nov 23 - Nov 24
Total with taxes and fees
9.4/10 Exceptional! (1,014 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.

Top South Side Hotel Reviews

Carlton Inn Midway

Carlton Inn Midway

10/10 Excellent
"Very friendly! With airport shuttle!"
Guochong 1-night trip
Posted 6 days ago
Carlton Inn Midway

Find out more about South Side

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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