Resorts in Far Southwest Side
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your current months are November, 2026 and December, 2026.

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Our top choices for Far Southwest Side resorts

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

A golf course with a swimming pool, lounge area, and a pond.

A spacious, modern interior with large windows offering views of a golf course and a lake.

A room with a large window, a bed, and a sofa.

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

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property

Oak Brook

9.0 out of 10, Wonderful, (1,008 reviews)

9.0/10

Wonderful

(1,008 reviews)

"excelent , convenient location, nice pool , healthy breakfast options"

Thomas

The price is AED 389

AED 389

AED 492 total

includes taxes & fees

4 Dec - 5 Dec

Hilton Chicago/Oak Brook Hills Resort & Conference Center

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

A modern lobby with a central reception desk, seating areas, and decorative lighting.

A spacious room with a large bed, a TV, a mirror, and a view of the city.

A bar area with a round bar, multiple seating arrangements, and pendant lighting.

2. Wind Creek Chicago Southland Casino and Hotel

Wind Creek Chicago Southland Casino and Hotel

4.5 star property

East Hazel Crest

9.4 out of 10, Exceptional, (862 reviews)

9.4/10

Exceptional

(862 reviews)

"Had a amazing Staycation.. the entire staff is friendly and hotel was clean and well managed"

Jeanette

The price is AED 503

AED 503

AED 563 total

includes taxes & fees

3 Dec - 4 Dec

Wind Creek Chicago Southland Casino and Hotel

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.

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Search Resorts in Far Southwest Side

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Far Southwest Side resorts

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

2. Wind Creek Chicago Southland Casino and Hotel

Explore a world of travel with Expedia