Far Southwest Side Waterpark Holidays

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Top flight + Waterpark hotel deals in Far Southwest Side

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
£1,017
per person
3 Nov - 10 Nov
found 21 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (157 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
£2,025
per person
8 Oct - 15 Oct
found 1 day ago
Return direct flight included
Leeds (LBA) to Chicago (ORD)
9.4/10 Exceptional! (5,045 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
£1,588
per person
3 Nov - 10 Nov
found 21 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,986 reviews)
Nice place and location, especially if you have a good room. It's expensive but you get good experiance

Reviewed on 26 Aug 2026

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
Save 100% on your flight
£1,246
per person
3 Nov - 10 Nov
found 21 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,008 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
Save 100% on your flight
£1,152
per person
3 Nov - 10 Nov
found 21 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (3,553 reviews)
Pros: Location is excellent. View was excellent. They upgraded my room from the 4th floor to the 28th floor at no extra cost. Cleaned when I requested. Cons: Staff was a bit snooty snooty hoity toity. Didn't know I had to pay for parking so that cost more than I budgeted for, it was also an unnecessary hassle to do due to poor internet connection. Confusing amenity fees that I thought I was properly taking advantage of but toward the end felt was taking advantage of me to extract more money. I requested some items be brought up to our room only for staff to tell me I had to come down to the lobby myself to grab them. Ultimately I can summarize the experience easily as its not worth what I paid for. Also no pool but thats more on me for not checking for that ahead of time.

Reviewed on 26 Aug 2026

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5* Waterpark holidays in Far Southwest Side

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
£1,588
per person
3 Nov - 10 Nov
found 21 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,986 reviews)
Nice place and location, especially if you have a good room. It's expensive but you get good experiance

Reviewed on 26 Aug 2026

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
£1,813
per person
9 Oct - 12 Oct
found 5 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Amazing hotel in excellent location. We loved our stay and hope to return for another trip to Chicago.

Reviewed on 23 Aug 2026

Nobu Hotel Chicago

Nobu Hotel Chicago

Downtown Chicago
£1,822
per person
9 Oct - 12 Oct
found 5 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (897 reviews)
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3 Night Waterpark holidays in Far Southwest Side

Price found within the past 48 hours. Click for updated prices.
Chicago Marriott Southwest at Burr Ridge

Chicago Marriott Southwest at Burr Ridge

£786
per person
9 Oct - 12 Oct
found 5 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.8/10 Excellent! (1,003 reviews)
I

Reviewed on 24 Aug 2026

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
£1,813
per person
9 Oct - 12 Oct
found 5 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Amazing hotel in excellent location. We loved our stay and hope to return for another trip to Chicago.

Reviewed on 23 Aug 2026

Nobu Hotel Chicago

Nobu Hotel Chicago

Downtown Chicago
£1,822
per person
9 Oct - 12 Oct
found 5 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (897 reviews)
Don't see what you're looking for?
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4 Night Waterpark holidays in Far Southwest Side

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
£1,056
per person
21 Oct - 25 Oct
found 21 hours ago
Return flight included
London (LGW) to Chicago (ORD)
8.2/10 Very good! (2,960 reviews)
Room very small

Reviewed on 26 Aug 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£1,297
per person
21 Oct - 25 Oct
found 21 hours ago
Return flight included
London (LGW) to Chicago (ORD)
9.4/10 Exceptional! (5,045 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
£1,368
per person
21 Oct - 25 Oct
found 21 hours ago
Return flight included
London (LGW) to Chicago (ORD)
9/10 Wonderful! (3,553 reviews)
Pros: Location is excellent. View was excellent. They upgraded my room from the 4th floor to the 28th floor at no extra cost. Cleaned when I requested. Cons: Staff was a bit snooty snooty hoity toity. Didn't know I had to pay for parking so that cost more than I budgeted for, it was also an unnecessary hassle to do due to poor internet connection. Confusing amenity fees that I thought I was properly taking advantage of but toward the end felt was taking advantage of me to extract more money. I requested some items be brought up to our room only for staff to tell me I had to come down to the lobby myself to grab them. Ultimately I can summarize the experience easily as its not worth what I paid for. Also no pool but thats more on me for not checking for that ahead of time.

Reviewed on 26 Aug 2026

Don't see what you're looking for?
See all available trips from London to Far Southwest Side
View all trips

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

£35
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£18
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Far Southwest Side

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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.