
South Side Waterpark Holidays
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Top flight + Waterpark hotel deals in South Side
Price found within the past 48 hours. Click for updated prices.

The Wade
Downtown Chicago
Price was NZ$3,356, price is now NZ$2,610 per person
NZ$2,610
per person
29 Oct - 5 Nov
found 1 day ago
Return flight included
Wellington (WLG) to Chicago (ORD)
8.2/10 Very Good! (1,207 reviews)
Seeing other reviews made me weary about staying here but I had a great experience. Room was beautiful, clean, amazing location. I was about to check-in hours earlier than stated. Would definitely stay here again.
Reviewed on 24 Aug. 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was NZ$4,134, price is now NZ$3,085 per person
NZ$3,085
per person
29 Oct - 5 Nov
found 1 day ago
Return flight included
Wellington (WLG) to Chicago (ORD)
9.4/10 Exceptional! (2,087 reviews)
I give this hotel five stars. A very clean atmosphere. The staff is amazing, the valet workers knew my name, but the best was when I opened that door and seen that window view. It was amazing, gorgeous absolutely beautiful!! I would definitely stay again and tell people what a great experience I had here!
Reviewed on 24 Aug. 2025

The Langham, Chicago
Downtown Chicago
Price was NZ$5,770, price is now NZ$4,323 per person
NZ$4,323
per person
29 Oct - 5 Nov
found 1 day ago
Return flight included
Wellington (WLG) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on 12 Aug. 2025

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was NZ$4,142, price is now NZ$3,126 per person
NZ$3,126
per person
29 Oct - 5 Nov
found 1 day ago
Return flight included
Wellington (WLG) to Chicago (ORD)
9.4/10 Exceptional! (3,344 reviews)
I recently stayed in at The London House in Chicago while work was being done on my primary residence. I booked their Presidential Suite which I was told was the nicest room on the property. The room itself was very large and quite lovely. When I spoke with them on the phone I stated that we’d be checking in late and we would still want to order room service. Our check in was a little after and I was told that room service would be available to order until 10:45pm. When I called room service 10:30 it went to their voicemail response that said something like there is a high volume of calls leave a name and room number and we will call you back shortly. I left a message. After not hearing back I called again- and again the same automated message. So I called the front desk who placed me on hold to try to transfer me. They later came back on and told me that they weren’t able to get a hold of them and proceeded to recommend take out options near me. All things said and done (I.e. parking, late checkout, ect..) our night in the “Presidential Suite” came out to around $1,000. At that price the service should’ve been exception. The linens were also not very comfortable and the bad lacked a traditional comforter and instead had some sort of furr throw.
Reviewed on 24 Aug. 2025

Palmer House a Hilton Hotel
Downtown Chicago
Price was NZ$3,786, price is now NZ$2,934 per person
NZ$2,934
per person
29 Oct - 5 Nov
found 1 day ago
Return flight included
Wellington (WLG) to Chicago (ORD)
8.4/10 Very Good! (1,872 reviews)
Always love staying at The Palmer. The location is super convenient and the property oozes with Chicago charm. The staff is kind and always willing to help. Looking forward to my next stay.
Reviewed on 23 Aug. 2025
5* Waterpark holidays in South Side
Price found within the past 48 hours. Click for updated prices.

The Langham, Chicago
Downtown Chicago
Price was NZ$5,770, price is now NZ$4,323 per person
NZ$4,323
per person
29 Oct - 5 Nov
found 1 day ago
Return flight included
Wellington (WLG) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on 12 Aug. 2025
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.