Resorts near Southwest Side in 2026

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Our top choices for Southwest 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

MARGOT CAROLE BOGNI

₹14,722 total

includes taxes & fees

2 Nov - 3 Nov

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

2. Wind Creek Southland Casino and Hotel

East Hazel Crest

Lloyd

₹16,111 total

includes taxes & fees

13 Oct - 14 Oct

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

3. Eaglewood Resort and Spa

Itasca

Lynda

₹15,872 total

includes taxes & fees

31 Oct - 1 Nov

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Top Southwest Side Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"We were on the 3rd floor, which was very quiet. Our room was nice and comfortable. It's downtown so parking is a challenge. When choosing this hotel, I read that there was on site parking for $58 a night. I was fine with that but when we checked in, I was told that there was no in/out allowed. So, we paid $82 per night for valet parking. We checked in around 9pm. The lobby was fairly empty but there was a DJ playing very loud music. I had trouble hearing what the front desk clerk was saying to me, especially when explaining the parking situation. We would stay there again as the location was perfect for walking to the Harry Potter Store!"