Photo by Richard Remington
Hotels with Parking & Resorts in South Side from NZ$145
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on South Side Hotels with Parking
Our top choices for South Side hotels with parking
8.6 out of 10, Excellent, (2956)
"Great location and great staff!!"
lynne
The price is NZ$164
includes taxes & fees
4 Jan - 5 Jan 2026
8.0 out of 10, Very good, (2638)
"The room was spotless and the staff where great!"
Maria
The price is NZ$145
includes taxes & fees
8 Jan - 9 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (2258)
"This place was amazing !"
Jayla Danyell
The price is NZ$246
includes taxes & fees
6 Jan - 7 Jan 2026
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Saratoga Motel By Capital O Near Midway Airport Chicago ILAshburn
7.0 out of 10, Good, (29)
"Clean room friendly staff "
Christian
The price is NZ$151
includes taxes & fees
14 Dec - 15 Dec
7.0 out of 10, Good, (203)
"Everything was very nice even staff"
Maurice
The price is NZ$145
includes taxes & fees
13 Jan - 14 Jan 2026
Hyatt Place Chicago-South/University Medical Center
Hyatt Place Chicago-South/University Medical CenterHyde Park
8.8 out of 10, Excellent, (1001)
"Great stay"
Nikhil
The price is NZ$273
includes taxes & fees
20 Dec - 21 Dec
8.6 out of 10, Excellent, (78)
"My stay was very pleasant. The accommodation was comfortable, easily accessible, and well connected to public transport. I highly recommend it to anyone visiting the area."
Lizeth
The price is NZ$152
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHGBedford Park
8.8 out of 10, Excellent, (1233)
"Will definitely stay there again ."
Jose Remedios
The price is NZ$227
includes taxes & fees
21 Dec - 22 Dec
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.
Top South Side Hotel Reviews
Jaslin Hotel
10/10 Excellent
Explore a world of travel with Expedia
What kind of hotels are in South Side?
- Adults Only in South Side
- Adventure Sport Hotels in South Side
- Beach Hotels in South Side
- Boutique Hotels in South Side
- Business Hotels in South Side
- Casino Hotels in South Side
- Cheap Hotels in South Side
- Family Hotels in South Side
- Golf Hotels in South Side
- Green Hotels in South Side
- Historic Hotels in South Side
- Hotels with Pool in South Side
- LGBT Welcoming Hotels in South Side
- Luxury Hotels in South Side
- Pet Friendly Hotels in South Side
- Romantic Hotels in South Side
- Spa Hotels in South Side
More accommodation types in South Side
Hotels near popular Chicago Attractions
Explore more hotels
- Admiral Motel By Oyo Chicago I-94
- Chicago Lake Shore Hotel
- Rainbow Motel
- Stylish Apartment near Chicago Downtown
- Best Motel By OYO Chicago I-90
- LakeHouse
- A Home Away From Home!
- South Shore Chicago Condo-1 Block to Lake-WiFi-AC-Elevator-420 Friendly
- House with garage, outdoor dining and basement bar
- Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions
- Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
- Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
- Stay, Relax & Explore Chicago
- Modern Studio Near UChicago
- Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!
Expedia's Latest Trends
Hotels
- The Essex Arms
- Hotels near Lollapalooza
- Luxury Hotels in Te Awamutu
- Pipitea Accommodation
- Cabin Rentals Omarama
- Luxury Hotels in Auckland
- B&B Raglan
- Holiday Inn Express Auckland City Centre by IHG
- Hotels with Pool in Whanganui
- Cheap Hotels in Taupō
- Resort Niue
- Maison Des Lys
- Best Western Plus Launceston
- Bella Vista Motel Greymouth
- 970 Lonely Bay Lodge
- Hotel Monteleone, New Orleans
Flights