South Side, IL Resorts from ₩201,354

A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

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Our top choices for South Side resorts

A large hotel with a central courtyard, a lake, and a bridge.

1. Hilton Chicago/Oak Brook Hills Resort & Conference Center

Oak Brook

James

₩201,354 total

includes taxes & fees

Nov 9 - Nov 10

A modern spa with a circular hot tub, a sofa, and a view of the city.

2. Wind Creek Chicago Southland Casino and Hotel

East Hazel Crest

Lloyd

₩265,359 total

includes taxes & fees

Oct 27 - Oct 28

A patio area with outdoor seating, a fire pit, and a view of a golf course.

3. Eaglewood Resort and Spa

Itasca

Lynda

₩216,969 total

includes taxes & fees

Nov 21 - Nov 22

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Top South Side Hotel Reviews

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

8/10 Good

"Room was clean. Building well maintained. Breakfast was usual hotel fare. Parking was a bit congested. Had to park a good way from building. Only complaint, we were on 4th floor. There was a loud roar all night long. Must have been something on the roof. It was not the planes from the airport. Those were not bothersome. Over all it was a good hotel and area. We would stay there again."