Far Southwest Side Resorts

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Our top choices for Far 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

HK$1,194 total

includes taxes & fees

1 Nov - 2 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

HK$1,574 total

includes taxes & fees

13 Oct - 14 Oct

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Top Far Southwest Side Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"Great location and there is parking close by in a garage for $40 per night. The hotel itself is nice but the room we stayed in had stained carpets and couch cushions. Assuming all rooms are alike, rooms need a deep clean and some updates. Overall, pretty solid stay if you’re on a budget but want to stay in a quiet and old-money neighborhood"

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

8/10 Good

"There was no place to hang clothes in our very small room. The feather pillows were comfortable. The AC fan can be run continuously to drown out the nearby EL. We had a $2000 plus hold placed on our credit card even though we prepaid for the room."

Sports Illustrated Resorts Chicago

10/10 Excellent

"Absolutely loved it! Staff were all so nice and helpful. So closed to everything! River walk, The Bean, Chicago theater, Hello Kitty cafe, London House rooftop, Michigan Ave, you can also get The Wendella boat tour just walking distance as well, definitely staying here again!"

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