Book Kid-Friendly Hotels in South Side from $81

Name: The Wheeler Mansion
Price range: $724 total

Find & compare hotels, resorts and vacation rentals for the whole family

Top South Side Kid Friendly Hotels

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL

$209 nightly

$245 total

Feb 22 - Feb 23

Total with taxes and fees

This hotel's 3 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, ...

9.2/10 Wonderful! (1,068 reviews)

Clean and courteous staff

Reviewed on Feb 16, 2026

Marriott Marquis Chicago

2121 South Prairie Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$254 nightly

$298 total

Mar 6 - Mar 7

Total with 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 ...

9.2/10 Wonderful! (1,000 reviews)

The room view is to die for. Nice, clean room and hotel in general!

Reviewed on Feb 17, 2026

Jaslin Hotel

261 West Cermak Rd Chicago IL

Fully refundableReserve now, pay when you stay

$98 nightly

$115 total

Feb 23 - Feb 24

Total with taxes and fees

A 24-hour gym is featured at this hotel, along with free WiFi in public areas and luggage storage. Multilingual staff at the 24-hour front desk can provide around-the-clock ...

8.8/10 Excellent! (1,178 reviews)

Staff are friendly, room is a bit small

Reviewed on Feb 19, 2026

Best Western Grant Park Hotel

1100 S Michigan Ave Chicago IL

Fully refundableReserve now, pay when you stay

$71 nightly

$84 total

Mar 1 - Mar 2

Total with 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 ...

8.2/10 Very Good! (2,680 reviews)

Room was unclean and bed begs in the room it waa terrible.

Reviewed on Feb 19, 2026

Chinatown Hotel Chicago

214 West 22nd Place Chicago IL

Fully refundableReserve now, pay when you stay

$69 nightly

$81 total

Feb 22 - Feb 23

Total with 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 (1,001 reviews)

The hotel is safe and FOR THE PRICE it was mostly clean, except under the bed. Fixtures and the hallways show wear and water pressure was a little weak, but shower was hot. If the room rate was typical for Chicago, it would have been disappointing. So that needs to be considered.

Reviewed on Feb 20, 2026

The Wheeler Mansion

2020 South Calumet Avenue Chicago IL

$620 nightly

$724 total

Feb 23 - Feb 24

Total with 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 ...

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

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL

$209 nightly

$245 total

Feb 22 - Feb 23

Total with taxes and fees

9.2/10 Wonderful! (1,068 reviews)

Hotels with Childcare in South Side

The Wheeler Mansion

2020 South Calumet Avenue Chicago IL

$620 nightly

$724 total

Feb 23 - Feb 24

Total with taxes and fees

South Side Kid-Friendly Hotels

It’s not a family vacation if you can’t bring the entire clan with you, is it? Next time you have a few days off from work, plan a family-friendly getaway. Set off on an adventure the entire family will love, and book your stay at one of the kid-friendly hotels in South Side.

Your little ones are the most important thing in your life, so make sure they enjoy your accommodation as much as you do. From a kids-only room service menu (macaroni and cheese, anyone?) to special perks like in-room video game consoles, these lodgings provide a little something extra for the smaller members of your crew. The best family-friendly hotels in South Side may even offer playgrounds and other activities to keep the kiddos busy. What’s more, some hotels provide a babysitting service so you can get a few hours to yourself!

Whether you’re traveling with one small child or hauling around your entire extended family, Travelocity is here to help. Let us hook you up with hotels for kids in South Side that will keep your youngsters happy without breaking the bank. You can save even more when you bundle your flight and hotel together, so what are you waiting for? Grab your family and get ready to explore!