South Side Hotel Guide - Hotels with Parking in South Side, Chicago

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on South Side Hotels with Parking

This weekend
Next weekend

Our top choices for South Side hotels with parking

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,389 reviews)
"Great stay"
United States
Blake
The price is €168
includes taxes & fees
24 Mar - 25 Mar
Sable at Navy Pier Chicago, Curio Collection by Hilton

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,215 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is €151
includes taxes & fees
24 Mar - 25 Mar
Swissotel - Chicago

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,007 reviews)
"Great location, clean hotel "
United States
Maricella
The price is €212
includes taxes & fees
6 Mar - 7 Mar
theWit Chicago, a Hilton Hotel

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

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
2.5 star property
Bedford Park
9.0 out of 10, Wonderful, (1,311 reviews)
"The breakfast was good, and the shuttle bus was very convenient."
United States
Shuchen
The price is €107
includes taxes & fees
25 Feb - 26 Feb
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1,013 reviews)
"Everything about the hotel was great. Awesome location and the staff was great!"
United States
Makessia
The price is €118
includes taxes & fees
1 Mar - 2 Mar
SpringHill Suites by Marriott Chicago Chinatown

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
3.0 star property
Hyde Park
8.8 out of 10, Excellent, (1,003 reviews)
"The staff was awesome! The experience was AMAZING! "
United States
April
The price is €134
includes taxes & fees
19 Mar - 20 Mar
Hyatt Place Chicago-South/University Medical Center

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.4 out of 10, Very good, (1,000 reviews)
"Staff very friendly "
United States
Kali
The price is €98
includes taxes & fees
25 Feb - 26 Feb
Holiday Inn Chicago – Midway Airport S by IHG

Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
2.0 star property
Washington Heights
7.2 out of 10, Good, (258 reviews)
"Good stay"
United States
NICHOLE
The price is €80
includes taxes & fees
24 Feb - 25 Feb
Motel 6 - Chicago, IL

Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very good, (921 reviews)
"Great service, friendly staff. Great stay"
United States
Adrian
The price is €128
includes taxes & fees
2 Mar - 3 Mar
Chicago Marriott Midway

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.4 out of 10, (1,001 reviews)
"It is a good place to stay."
United States
Paul Adrian
The price is €98
includes taxes & fees
25 Feb - 26 Feb
Carlton Inn Midway
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

Explore a world of travel with Expedia