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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Resort in Southwest Side

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Front of property - evening/night

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1007)
"Will stay here again! "
The price is NZ$255
includes taxes & fees
1 Sept - 2 Sept
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Eaglewood Resort and Spa
Front of property - evening/night

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1012)
"The staff was great coming back again"
The price is NZ$297
includes taxes & fees
17 Aug - 18 Aug
Eaglewood Resort and Spa
Wind Creek Southland Casino and Hotel
Couples treatment room(s), sauna, body treatments, aromatherapy

Wind Creek Southland Casino and Hotel

4.0 star property
9.4 out of 10, Exceptional, (81)
"Nice hotel for the area."
The price is NZ$374
includes taxes & fees
8 Sept - 9 Sept
Wind Creek 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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Top Southwest Side Hotel Reviews

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"My only issue was my room was right next to the elevator and I can hear it running throughout the day when I was trying to take a nap"
Guy 2-night trip
Posted 21 hours ago
Crowne Plaza Chicago West Loop by IHG