Book Kid-Friendly Hotels in South Side from $104

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Top South Side Kid Friendly Hotels

The Wheeler Mansion
Great for families

The Wheeler Mansion

2020 South Calumet Avenue, Chicago, IL
$616 nightly
The price is $724 total per night from Aug 12 to Aug 13
$724 total
Aug 12 - Aug 13
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. Families will appreciate the arcade/game ...
10/10 Exceptional! (1 review)

Families like: Game room, babysitting, close to beach, bicycle rentals

Travelers say...
"A unique place to stay near the convention centre."

Reviewed on Jun 23, 2025

The Wheeler Mansion
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $245 total per night from Aug 20 to Aug 21
$245 total
Aug 20 - Aug 21
Total includes taxes and fees
This eco-certified hotel includes 3 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in ...
9/10 Wonderful! (1,012 reviews)
"Amazing"

Reviewed on Jul 22, 2025

Hyatt Regency McCormick Place Chicago
Marriott Marquis Chicago

Marriott Marquis Chicago

2121 South Prairie Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$242 nightly
The price is $284 total per night from Aug 21 to Aug 22
$284 total
Aug 21 - Aug 22
Total includes taxes and fees
This smoke-free hotel features 9 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public ...
9/10 Wonderful! (1,000 reviews)
"The housekeepers were amazing! So friendly and did an excellent job!"

Reviewed on Jul 23, 2025

Marriott Marquis Chicago
Jaslin Hotel

Jaslin Hotel

261 West Cermak Rd, Chicago, IL
$126 nightly
The price is $148 total per night from Aug 10 to Aug 11
$148 total
Aug 10 - Aug 11
Total includes taxes and fees
A 24-hour gym is featured at this hotel, along with luggage storage and a safe deposit box. Multilingual staff at the 24-hour front desk can provide around-the-clock ...
8.8/10 Excellent! (1,101 reviews)
"Overall good, not many ports for charging though. They’re there but they’re obsolete."

Reviewed on Jul 27, 2025

Jaslin Hotel
Best Western Grant Park Hotel

Best Western Grant Park Hotel

1100 S Michigan Ave, Chicago, IL
$123 nightly
The price is $145 total per night from Aug 24 to Aug 25
$145 total
Aug 24 - Aug 25
Total includes taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. WiFi in public areas is free. Valet parking, a computer station, and dry cleaning are also ...
8/10 Very Good! (2,598 reviews)
"Clean room, easy access to red line train as well as the river walk."

Reviewed on Jul 28, 2025

Best Western Grant Park Hotel
Chinatown Hotel Chicago

Chinatown Hotel Chicago

214 West 22nd Place, Chicago, IL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $104 total per night from Aug 5 to Aug 6
$104 total
Aug 5 - Aug 6
Total includes taxes and fees
Free WiFi in public areas, a communal living room, and express check-out are available at this hotel. Luggage storage and a safe deposit box are also ...
5.4/10 (1,003 reviews)
"It’s OK"

Reviewed on Jul 24, 2025

Chinatown Hotel Chicago
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.

Hotels With Pools in South Side

Hotels with Childcare in South Side

The Wheeler Mansion

The Wheeler Mansion

2020 South Calumet Avenue, Chicago, IL
$616 nightly
The price is $724 total per night from Aug 12 to Aug 13
$724 total
Aug 12 - Aug 13
Total includes taxes and fees
10/10 Exceptional! (1 review)

Book a stay at the best kid-friendly hotels in South Side

How much does it cost to stay in a family hotel in South Side?


You can book a stay at a kid-friendly resort in South Side from just $104 per night. Our prices range up $724 per night if you want to enjoy the high life.


How many family-friendly hotels are there in South Side?


With over 457 hotels in South Side, you have a great selection of kid-friendly places to stay. Whether you’re looking for a cheap-and-cheerful property with plenty of space or an activity-filled kid-friendly resort, there’s a getaway to suit your style and your budget at Travelocity.


What is Travelocity’s cancellation policy for family hotels in South Side?


We offer free cancellation on select hotels. Policies can vary per property so it's best to check before you book. If you need to amend or cancel your vacation, just visit our Customer Service Portal. 


What are the best kid-friendly hotels in South Side?


At Travelocity, you can book the best family-friendly South Side hotel for you and your family by filtering your search by price, property type, and a range of amenities such as breakfast included or free airport shuttle. Use the map to see where the hotels are and the attractions they’re near.


What should I expect in the family-friendly hotels in South Side?


When you book a kid-friendly South Side resort, you can expect fun for all the family. Think pools, waterparks, and hot tubs. Think babysitting, kids’ menus, games rooms, and sport facilities—discover your ideal family vacation. Many resorts keep the kids happy, so you can indulge in bars, restaurants, and spas. Check details for each property as offers may vary.


How can I find family hotel deals in South Side?


Just enter your travel dates and sort your results by price. You can even filter your results by budget, so you’ll only see the deals that are right for your pocket. It’s easy to find great deals on family-friendly hotels in South Side with Travelocity. 


When is the cheapest time to go to South Side with your family?


The cheapest time to visit South Side is usually .


When is the best time to go to South Side with your kids?


The most popular months are and are great for booking in at a South Side kid-friendly resort. If you want a quieter vacation—or the kids aren’t in school yet— are usually less busy, but you can find incredible deals all year round with Travelocity. 


Why book a South Side child-friendly hotel with Travelocity?


Because we search the entire market, so you don’t have to. You’ll find great deals on everything from weekend trips to two-week family vacations. Whatever your budget or your wish list, we’ve got what you’re looking for.


Package deals, things to do & more in South Side


Recent South Side Hotel Reviews By Fellow Wanderers

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