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South Side Hotel Guide - Family Friendly Hotels in South Side, Chicago

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Check availability on South Side Family Friendly Hotels

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top South Side Family Friendly Hotels

Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2986)
"Great stay"
Canada
Lorrington Ashford
The price is €99
includes taxes & fees
2 Jan - 3 Jan 2026
Swissotel - Chicago
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3425)
"Great stay!"
United States
Rose
The price is €84
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2334)
"We had a great stay and will be back again."
United States
Amber
The price is €132
includes taxes & fees
26 Dec - 27 Dec
Hilton Chicago
Free WiFi, bed sheets
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2.0 star property
Washington Heights
6.8 out of 10, (191)
"Everything was very nice even staff"
United States
Maurice
The price is €73
includes taxes & fees
17 Dec - 18 Dec
Motel 6 - Chicago, IL
View from room
Jaslin Hotel

Jaslin Hotel

3.0 star property
Chinatown
9.0 out of 10, Wonderful, (1180)
"Great hotel "
United States
Anthony
The price is €130
includes taxes & fees
4 Dec - 5 Dec
Jaslin Hotel
View from property
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, (1014)
"Great stay"
United States
Nikhil
The price is €128
includes taxes & fees
8 Dec - 9 Dec
Hyatt Place Chicago-South/University Medical Center
Coffee and/or coffee maker
Carlton Inn Midway

Carlton Inn Midway

2.0 star property
Archer Heights
6.4 out of 10, (1001)
"Very friendly! With airport shuttle!"
United States
Guochong
The price is €70
includes taxes & fees
1 Jan - 2 Jan 2026
Carlton Inn Midway
Lobby
Admiral Motel By Oyo Chicago I-94

Admiral Motel By Oyo Chicago I-94

2.5 star property
Chatham
4.0 out of 10, (41)
"Fine stay "
United States
Sharmaine
The price is €63
includes taxes & fees
11 Dec - 12 Dec
Admiral Motel By Oyo Chicago I-94
Reception
Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport

2.5 star property
Burbank
6.6 out of 10, (1010)
"Room was very clean and staff did a great job at upkeeping. Not too far from Midway airport where you can use the CTA to get downtown if needed. "
United States
Markus
The price is €100
includes taxes & fees
14 Dec - 15 Dec
Best Western Inn & Suites - Midway Airport
Hallway
Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90

2.0 star property
Woodlawn
3.4 out of 10, (48)
"Clean room "
United States
Pierre
The price is €70
includes taxes & fees
15 Dec - 16 Dec
Best Motel By OYO Chicago I-90
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.
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Top South Side Hotel Reviews

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

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

10/10 Excellent
"The need to stay in Chicago overnight was unplanned so finding the room clean and looking comfortable right away made my stress level come down"
Mary 1-night trip
Posted 4 days ago
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

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