Name: Holiday Inn Chicago – Midway Airport S by IHG
Price range: $164 total
Rating: 8

Chicago Lake Shore Hotel

4900 S Lake Shore Dr Chicago IL

$169 nightly

$199 total

Sep 29 - Sep 30

Total with taxes and fees

Stay at this hotel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the overall value in our reviews. ...

7/10 Good! (1,017 reviews)

"Good"

Reviewed on Sep 28, 2026

Jaslin Hotel

261 West Cermak Rd Chicago IL

Fully refundableReserve now, pay when you stay

$159 nightly

$189 total

Oct 15 - Oct 16

Total with taxes and fees

Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...

9/10 Wonderful! (1,388 reviews)

"- Friendly check-in - Clean lobby, elevator and hallways - No wait elevator - Clean quiet spacious room - Comfortable bed with quality bed linens - Sparkling clean bathroom with quality bath linens - Easily assessable and dependable WIFI - Coffee maker and fridge - Friendly checkout."

Reviewed on Sep 26, 2026

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

$141 nightly

$164 total

Oct 27 - Oct 28

Total with taxes and fees

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...

8/10 Very Good! (1,011 reviews)

"The staff is very friendly."

Reviewed on Sep 28, 2026

See all 491 properties in South Side

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.

Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago

Chicago IL

Stay at this condo in Chicago. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Soldier Field and Griffin Museum of Science and Industry ...

8.4/10 Very Good! (6 reviews)

"We were satisfied with this place. It was close to the thing we came to visit. Parking was convenient. It was quiet with comfortable beds. Our only surprise was that it was on two levels"

Reviewed on Sep 21, 2026

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

Chicago IL

Stay at this vacation home in Chicago. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Soldier Field and Grant Park are located ...

10/10 Exceptional! (9 reviews)

"Wonderful property in excellent location. Host was very responsive to questions and we loved the easy check-out with minimum of chores."

Reviewed on Sep 19, 2026

2MI to Obama Center - Pet-Friendly near UOC!

Chicago IL

Stay at this apartment in Chicago. Enjoy air conditioning. Popular attractions Soldier Field and Wintrust Arena are located nearby.

See all properties in South Side

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.

Stay near popular South Side attractions

A cityscape with historic buildings, a prominent church, and a view of the ocean.

University of Chicago

8.6/10 (3,689 reviews)

Take a campus tour or just explore the area around University of Chicago, a top university in Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.

See properties