South Side Waterpark Holidays

Book a Waterpark Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Top flight + Waterpark hotel deals in South Side

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

The Talbott, Autograph Collection

Downtown Chicago
£980
per person
21 Nov - 28 Nov
found 12 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (165 reviews)
The Emily Hotel

The Emily Hotel

Downtown Chicago
Save 100% on your flight
£1,684
per person
17 Oct - 23 Oct
found 17 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)
Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
Save 100% on your flight
£1,498
per person
17 Oct - 23 Oct
found 17 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (561 reviews)
The pool & jacuzzi was perfect, this hotel is beautiful

Reviewed on 7 Sept 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
Save 100% on your flight
£1,429
per person
17 Oct - 23 Oct
found 17 hours ago
Return flight included
London (LHR) to Chicago (ORD)
8.2/10 Very good! (3,012 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£1,023
per person
21 Nov - 28 Nov
found 12 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Exceptionally clean

Reviewed on 11 Sept 2026

Don't see what you're looking for?
See all available trips from Edinburgh to South Side
View all trips

5* Waterpark holidays in South Side

Price found within the past 48 hours. Click for updated prices.
The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
Save 100% on your flight
£2,368
per person
17 Oct - 23 Oct
found 17 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.8/10 Exceptional! (1,001 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£2,712
per person
22 Oct - 26 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
Don't see what you're looking for?
See all available trips from London to South Side
View all trips

3 Night Waterpark holidays in South Side

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£1,078
per person
26 Oct - 29 Oct
found 15 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Exceptionally clean

Reviewed on 11 Sept 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
£1,246
per person
26 Oct - 29 Oct
found 15 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,681 reviews)
Other then the spiders it was a really peaceful stay

Reviewed on 10 Sept 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,361
per person
26 Oct - 29 Oct
found 15 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
Don't see what you're looking for?
See all available trips from London to South Side
View all trips

4 Night Waterpark holidays in South Side

Price found within the past 48 hours. Click for updated prices.
The Wade

The Wade

Downtown Chicago
£866
per person
4 Dec - 8 Dec
found 11 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
8.6/10 Excellent! (2,042 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£895
per person
4 Dec - 8 Dec
found 11 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Exceptionally clean

Reviewed on 11 Sept 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago
£944
per person
4 Dec - 8 Dec
found 11 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (3,839 reviews)
Don't see what you're looking for?
See all available trips from Edinburgh to South 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
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in South Side

More holidays you might like

All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays
Golf Holidays
Golf Holidays
Luxury Holidays
Luxury Holidays
gay friendly holiday packages
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
Ski Holidays
Ski Holidays
Pet Friendly Holidays
Pet Friendly Holidays
Where to go when
Where to go when

* 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.