South Side Holidays

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Where to stay in South Side

Find the best South Side areas and neighborhoods for the activities you enjoy most. Learn more about South Side
A classical building with a dome and columns, featuring Charlie Brown exhibit banners.

Hyde Park

3 out of top 10 points of interest in this area
3/5(1 area review)

Hyde Park is noteworthy for its museums, and you can make a stop at top attractions like Lake Michigan and Robie House.

Find hotels in Hyde Park

Top hotels in South Side

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is 3.195.207 ₫ per night from 5 Jul to 6 Jul
3.195.207 ₫
4.014.127 ₫ total
5 Jul - 6 Jul
includes taxes & fees
8.2/10 Very good! (1,006 reviews)
"There was a moldy smell in my room when I entered it. Thought it may have been bathroom water, but later figured out that the a/c unit was leaking onto the carpet. I let the night desk person know. She was very dismissive & said there was nothing that she could do about it because they were sold ..."

Reviewed on 25 Jun 2026

Holiday Inn Chicago – Midway Airport S by IHG
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2 out of 5
10022 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is 2.603.239 ₫ per night from 12 Jul to 13 Jul
2.603.239 ₫
3.055.828 ₫ total
12 Jul - 13 Jul
includes taxes & fees
7.4/10 Good! (373 reviews)
"One of the most comfortable and affordable Motel 6s I’ve stayed at! Room had everything you need (fridge, microwave, TV) and quiet/peaceful. A bit of a trek from Chicago downtown, but not bad (15-20 minutes). Highly recommended!"

Reviewed on 23 Jun 2026

Motel 6 - Chicago, IL
Jaslin Hotel

Jaslin Hotel

3 out of 5
261 West Cermak Rd Chicago IL
Fully refundableReserve now, pay when you stay
The price is 3.225.516 ₫ per night from 1 Jul to 2 Jul
3.225.516 ₫
3.834.561 ₫ total
1 Jul - 2 Jul
includes taxes & fees
9/10 Wonderful! (1,227 reviews)
"The room was clean, quiet and comfortable. I prefer rooms without carpeting as carpets can get pretty nasty but these rooms are carpeted and appear clean but dated. The staff was helpful and friendly and assisted me with local restaurant and public transportation suggestions. There is no food served ..."

Reviewed on 26 Jun 2026

Jaslin Hotel
See all 460 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

8.6/5 (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 acclaimed art galleries in this vibrant area.
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