Southern Wisconsin Adventure Holidays
Book a Adventure Hotel + Flight or Car together to unlock savings
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- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top flight + Adventure hotel deals in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was £2,123, price is now £1,464 per person
£1,464
per person
11 Jul - 18 Jul
found 7 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (455 reviews)
Great and helpful staff very clean, a place where you don’t feel out of place
Reviewed on 25 Apr 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was £2,406, price is now £1,690 per person
£1,690
per person
11 Jul - 18 Jul
found 7 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
I loved it. The location was perfect and I specifically pick this hotel based on the view and it did not disappoint. If you don’t wanna go far, there are plenty of restaurants and things to do right around the hotel so that was also convenient. I will definitely be going back.
Reviewed on 1 May 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was £2,867, price is now £2,034 per person
£2,034
per person
11 Jul - 18 Jul
found 7 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
Absolutely fantastic will be back
Reviewed on 27 Apr 2026
Don't see what you're looking for?
See all available trips from London to Southern Wisconsin
View all trips5* Adventure holidays in Southern Wisconsin
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 £2,867, price is now £2,034 per person
£2,034
per person
11 Jul - 18 Jul
found 7 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
Absolutely fantastic will be back
Reviewed on 27 Apr 2026
Waldorf Astoria Chicago
Downtown Chicago
Save 100% on your flight
Price was £3,747, price is now £2,874 per person
£2,874
per person
7 Jun - 14 Jun
found 23 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Wonderful Hotel will definitely be looking forward to going back.
Reviewed on 25 Apr 2026
Don't see what you're looking for?
See all available trips from London to Southern Wisconsin
View all trips4 Night Adventure holidays in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was £1,506, price is now £1,146 per person
£1,146
per person
24 Jun - 28 Jun
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (455 reviews)
Great and helpful staff very clean, a place where you don’t feel out of place
Reviewed on 25 Apr 2026
Don't see what you're looking for?
See all available trips from London to Southern Wisconsin
View all tripsMore holidays you might like
* 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.
