Find and compare 2 Star hotels in South Side

Name: Stylish Apartment near Chicago Downtown
Rating: 9

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Top South Side 2 Star hotels

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

Fully refundable

$162 nightly

$188 total

Sep 27 - Sep 28

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...

Motel 6 - Chicago, IL

10022 South Halsted Street Chicago IL

Fully refundableReserve now, pay when you stay

$100 nightly

$117 total

Sep 9 - Sep 10

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.

7/10 Good! (476 reviews)

"The towels have stain on them. When I asked for new towels, the staff asked me to bring back the old ones in my room for the exchange. This is the first time I’ve seen such a strange request."

Reviewed on Sep 7, 2026

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

6500 S Cicero Ave Chicago IL

Fully refundable

$193 nightly

$227 total

Sep 21 - Sep 22

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 ...

9/10 Wonderful! (1,367 reviews)

"Unfortunately, the room itself was pretty disappointing, especially for the price I paid. The entire room felt damp, almost like there was a moisture or humidity issue. The sheets and bedding even felt damp, which made it uncomfortable to sleep. I also noticed visible mold in a few different spots ..."

Reviewed on Sep 8, 2026

Carlton Inn Midway

4944 S Archer Ave Chicago IL

$119 nightly

$140 total

Sep 9 - Sep 10

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 ...

6/10 (1,004 reviews)

"Not the worst place I've ever stayed, but a close second. Hard to think of anything that was not broken or inoperable."

Reviewed on Sep 7, 2026

Saratoga Motel By Capital O Near Midway Airport Chicago IL

7701, S Cicero Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$95 nightly

$110 total

Sep 9 - Sep 10

Total with taxes and fees

A gym is featured at this hotel, along with free self parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock ...

5.8/10 (95 reviews)

"Definitely won’t stay here again. The rooms smelled like cigarette smoke even in “non-smoking” rooms. The whole room was gross, the towels hanging were wet and had other people’s hair on them and were stained with a brown something (we got new towels but were also stained). There were dead bugs and ..."

Reviewed on Sep 6, 2026

Rainbow Motel

7050 W Archer Ave Chicago IL

$86 nightly

$100 total

Sep 9 - Sep 10

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 ...

Best Motel By OYO Chicago I-90

6535 S King Dr Chicago IL

Fully refundableReserve now, pay when you stay

$94 nightly

$110 total

Sep 9 - Sep 10

Total with taxes and fees

Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free parking.

3.6/10 (134 reviews)

"Do not stay here. Go anywhere else. I saw a roach, the AC gave me a cough, the cigarette smell was on everything, the towels had stains on them, there was a condom wrapper in my room when I first arrived, the staff was rude and unprofessional, etc, etc."

Reviewed on Sep 7, 2026

Villa Dubois Guest House

3722 S Calumet Ave Chicago IL

$135 nightly

$158 total

Sep 10 - Sep 11

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 ...

7.6/10 Good! (134 reviews)

"They weren’t able to cater to a request and I ended up losing more than gaining. Not hospitalable by the slightest. Would not recommend."

Reviewed on Sep 7, 2026

Admiral Motel By Oyo Chicago I-94

9118 S Cottage Grove Ave Chicago IL

$94 nightly

$110 total

Sep 9 - Sep 10

Total with taxes and fees

Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free parking.

4/10 (79 reviews)

"Amazed that the Health Dept. allows this motel to operate... 'course if you like mice scurrying about, domestic arguments in the parking lot, noisy AC units - oh, but water flow in the shower was good, once I screwed the shower head back on ; ) WOW, yikes!"

Reviewed on Sep 2, 2026

Stylish Apartment near Chicago Downtown

3030 S Lyman St Chicago IL

Stay at this aparthotel in Chicago. Enjoy free WiFi and air conditioning. Popular attractions Soldier Field and United Center are located nearby.

9/10 Wonderful! (12 reviews)

"Check in was very smooth. They send a message with access info so check in was easy. Upon arriving at the property it was very nice looking and well furnished on the inside but like a hunted house on the outside. Now to the cons the were, several insects including spiders outside as well as inside ..."

Reviewed on Jun 30, 2026

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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.

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 6 hours ago

Travelocity Verified Review

"ALL GOOD , 1 ELEVATOR WAS BEING REPAIRED"

A verified traveler stayed at Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

SpringHill Suites by Marriott Chicago Chinatown

5 out of 5

Posted 9 hours ago

Travelocity Verified Review

"I loved the environment everything was walking distance for me and the station is right there. Staff was very friendly and helpful when I needed any assistance. I definitely will come back!"

A verified traveler stayed at SpringHill Suites by Marriott Chicago Chinatown