Find and compare 2 Star hotels in South Side
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Top South Side 2 Star hotels
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
6500 S Cicero Ave Chicago IL
Fully refundable
$112 nightly
The price is $132 total per night from Dec 27 to Dec 28
$132 total
Dec 27 - Dec 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and a free airport shuttle. Traveling for business? Take advantage of ...
8.8/10 Excellent! (1,248 reviews)
The broom was clean and everything was pleasant. The staff was very professional and friendly.
Reviewed on Dec 23, 2025
Motel 6 - Chicago, IL
10022 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $94 total per night from Dec 26 to Dec 27
$94 total
Dec 26 - Dec 27
Total with taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Laundry facilities are provided for your convenience.
6.8/10 (208 reviews)
The handle for the sink wasn’t put on properly making it difficult to turn the water on. Otherwise everything was great.
Reviewed on Dec 17, 2025
Carlton Inn Midway
4944 S Archer Ave Chicago IL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $116 total per night from Jan 1 to Jan 2
$116 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Traveling on business? Take ...
6.2/10 (1,000 reviews)
The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport.
Reviewed on Dec 7, 2025
Saratoga Motel By Capital O Near Midway Airport Chicago IL
7701, S Cicero Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $102 total per night from Dec 28 to Dec 29
$102 total
Dec 28 - Dec 29
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock ...
7/10 Good! (29 reviews)
Front desk staff were friendly and helpful
Reviewed on Nov 23, 2025
Villa Dubois Guest House
3722 S Calumet Ave Chicago IL
$75 nightly
The price is $88 total per night from Dec 26 to Dec 27
$88 total
Dec 26 - Dec 27
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a communal living room, and express check-in are also on ...
8.6/10 Excellent! (78 reviews)
Villa Dubouis is a good guesthouse, however the security deposit complication and the area it lays in makes it difficult to call it great! Ah and yes the tv worked the first night but the sound did not work the second night! 😎
Reviewed on Nov 24, 2025
Best Western Inn & Suites - Midway Airport
8220 S Cicero Ave Burbank IL
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $106 total per night from Jan 1 to Jan 2
$106 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
6.6/10 (1,001 reviews)
Surprisingly very nice!!
Reviewed on Dec 16, 2025
Capital O Empire Motel Chicago I-94
7621 S Cottage Grove Ave Chicago IL
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock ...
3.2/10 (26 reviews)
If you are wanting a cheap motel for the night, this is it. Just keep in mind that it’s cheap for a reason. Upon arrival, we noticed a used needle/syringe on the ground. The sheets of the bed were stained so we had to ask for new ones. The shower leaked, there was no mini fridge/kitchenette, no lamps ...
Reviewed on Sep 4, 2025
Rainbow Motel
7050 W Archer Ave Chicago IL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $124 total per night from Dec 26 to Dec 27
$124 total
Dec 26 - Dec 27
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock ...
5.8/10 (18 reviews)
At one point, Rainbow Motel.may have been down, but the new owners are worki g to turn the experience around. What you get: a clean room with TV and a comfortable bed and shower. But, youre also RIGHT across from arguably one of the BEST bakeries in the country (Weber's Bakery -fresh morning sonuts ...
Reviewed on Sep 22, 2025
Admiral Motel By Oyo Chicago I-94
9118 S Cottage Grove Ave Chicago IL
$93 nightly
The price is $108 total per night from Dec 26 to Dec 27
$108 total
Dec 26 - Dec 27
Total with taxes and fees
Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free parking.
3.8/10 (45 reviews)
Fine stay
Reviewed on Oct 9, 2025
Best Motel By OYO Chicago I-90
6535 S King Dr Chicago IL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $82 total per night from Jan 13 to Jan 14
$82 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free parking.
3.4/10 (48 reviews)
Clean room
Reviewed on Nov 17, 2025
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.
2 Star Hotels South Side
Looking to break out of your routine for some much needed rest and relaxation? Or maybe you’ve already decided it’s time for a trip and are trying to find affordable hotels in South Side that won’t bust your travel budget?
South Side 2 star hotels will give you everything you need to enjoy the city like a local, saving a ton of money so you can hit all the hot spots in town.
Have a delicious breakfast at your hotel to fuel up for your day of sightseeing, then enjoy amenities like fresh towels and linens, as well as a nice hot shower to unwind after a busy day of experiencing everything the city has to offer.
As you explore a new locale, or one you love to visit over and over, you can rest easy knowing you’re staying in a great hotel that lets you discover South Side and welcomes you back to a clean, comfortable room at night.
Browse Travelocity’s wide selection of 2 star hotels in South Side and find one that’s perfectly priced and places you next to all the best activities and sights. The town is your oyster, and we can help you seek out its secrets while sticking to your budget.
Recent South Side hotel reviews by fellow wanderers
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"The broom was clean and everything was pleasant. The staff was very professional and friendly. "
A verified traveler stayed at Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
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