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 Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was £1,400, price is now £838 per person
£838
per person
8 Nov - 13 Nov
found 18 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend.
Also the coffee bags ? PERFECTION. Just had to add that
Reviewed on 22 Aug 2025
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Save 100% on your flight
Price was £1,683, price is now £1,074 per person
£1,074
per person
8 Oct - 12 Oct
found 8 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,014 reviews)
Loved the hotel. Very clean and comfortable. The gentleman who checked us out was not the most friendly, but everyone else was super helpful!
Reviewed on 18 Aug 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,488, price is now £956 per person
£956
per person
13 Nov - 17 Nov
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug 2025
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was £2,086, price is now £1,365 per person
£1,365
per person
8 Oct - 15 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.2/10 Very Good! (2,061 reviews)
Amazing service and friendly staff! Great place and within walkable distances to near by shops.
Reviewed on 23 Aug 2025
5* Waterpark holidays in South Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,488, price is now £956 per person
£956
per person
13 Nov - 17 Nov
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug 2025
The Langham, Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,631, price is now £1,138 per person
£1,138
per person
8 Nov - 13 Nov
found 18 hours ago
Return direct flight included
London (LHR) 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
The Peninsula Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,940, price is now £1,368 per person
£1,368
per person
8 Nov - 13 Nov
found 18 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
This is a truly luxurious hotel. I highly recommend it. You can not find a better hotel in Chicago
Reviewed on 20 Aug 2025
3 Night Waterpark holidays in South Side
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was £557, price is now £350 per person
£350
per person
15 Oct - 18 Oct
found 19 hours ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
8.2/10 Very Good! (2,061 reviews)
Amazing service and friendly staff! Great place and within walkable distances to near by shops.
Reviewed on 23 Aug 2025
The Royal Sonesta Chicago River North
Downtown Chicago
Save 100% on your flight
Price was £688, price is now £437 per person
£437
per person
15 Oct - 18 Oct
found 19 hours ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Front desk staff and housekeeping staff were great, quick to respond to any concerns and good at answering my questions. The room was large and comfortable (altho the a/c was a bit noisy, since the fan turned on and off). Excellent location for a very short walk to many restaurants and reasonable (but a bit confusing) walk to Michigan Ave and many sights. But there were always hookers and strung out people on the street corners in front of the hotel - while 2 blocks away (at any of the comparable hotels) it was much more pleasant. After 9 pm, hotel guests must use a key card to enter the hotel, which made it feel less welcoming. My one breakfast in the hotel was fine.
Reviewed on 24 Aug 2025
4 Night Waterpark holidays in South Side
Price found within the past 48 hours. Click for updated prices.
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Save 100% on your flight
Price was £1,683, price is now £1,074 per person
£1,074
per person
8 Oct - 12 Oct
found 8 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,014 reviews)
Loved the hotel. Very clean and comfortable. The gentleman who checked us out was not the most friendly, but everyone else was super helpful!
Reviewed on 18 Aug 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,488, price is now £956 per person
£956
per person
13 Nov - 17 Nov
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug 2025
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.