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

$124 nightly

$144 total

Sep 8 - Sep 9

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. ...

8.2/10 Very Good! (1,003 reviews)

"Staff were nice"

Reviewed on Aug 12, 2026

Motel 6 - Chicago, IL

10022 South Halsted Street Chicago IL

Fully refundableReserve now, pay when you stay

$85 nightly

$100 total

Sep 1 - Sep 2

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.

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

6500 S Cicero Ave Chicago IL

Fully refundable

$161 nightly

$189 total

Aug 30 - Aug 31

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! (1,342 reviews)

"Everything was great!"

Reviewed on Aug 12, 2026

Carlton Inn Midway

4944 S Archer Ave Chicago IL

$119 nightly

$140 total

Aug 13 - Aug 14

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 ...

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

Aug 13 - Aug 14

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 ...

Best Motel By OYO Chicago I-90

6535 S King Dr Chicago IL

$94 nightly

$110 total

Aug 13 - Aug 14

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 (115 reviews)

"They are very very rude"

Reviewed on Aug 10, 2026

Villa Dubois Guest House

3722 S Calumet Ave Chicago IL

$150 nightly

$176 total

Aug 16 - Aug 17

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 ...

7.8/10 Good! (121 reviews)

"BEWARE OF THIS PROPERTY! Upon arrival you will be charged a high security deposit $500+. You will have to send the security deposit via Zelle or Venmo before you can enter the property. Your security deposit may or may not be returned in it's entirety. You will be given the runaround until you give ..."

Reviewed on Aug 12, 2026

Rainbow Motel

7050 W Archer Ave Chicago IL

Fully refundableReserve now, pay when you stay

$86 nightly

$100 total

Aug 17 - Aug 18

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 ...

Admiral Motel By Oyo Chicago I-94

9118 S Cottage Grove Ave Chicago IL

$94 nightly

$110 total

Aug 13 - Aug 14

Total with taxes and fees

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

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.