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4 Night Kid friendly vacations in South Side

Price found within the past 48 hours. Click for updated prices.

Best Western Grant Park Hotel

Downtown Chicago

￥127,765

per person

Apr 1 - Apr 5

found 1 day ago

Roundtrip non-stop flight included

Mexico City (MEX) to Chicago (ORD)

8.2/10 Very Good! (2,619 reviews)

Yes. Room was clean. I enjoyed visiting with the cleaning staff. The desk staff was always helpful giving directions. The adjoining restaurant had great food. The location could not be better for going to the "Chicago sites" that Chicago is known for. I plan to post a copy of the business card in a local chat group.

Reviewed on Jan 13, 2026

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Top Kid friendly South Side Hotels

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL

11 min drive from University of Chicago

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...

9/10 Wonderful! (1,056 reviews)

The room and staff were great

Reviewed on Jan 6, 2026

Best Western Grant Park Hotel

1100 S Michigan Ave Chicago IL

14 min drive from University of Chicago

Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...

8/10 Very Good! (2,677 reviews)

Rooms were a little run down but the thing that was most confusing is that the pictures on the Expedia site are of the restaurant in the same building but not actually of the hotel. The pictures gives a sense of one thing then showing up I actually thought I was in the wrong hotel, a little bait ...

Reviewed on Jan 11, 2026

Jaslin Hotel

261 West Cermak Rd Chicago IL

11 min drive from University of Chicago

Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...

8.8/10 Excellent! (1,179 reviews)

Have to pay for parking

Reviewed on Jan 6, 2026

See all 469 properties in South Side

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.