Northwest Side Adventure Holidays
Book a Adventure Hotel + Flight or Car together to unlock savings
- 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 Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
£1,055
per person
1 Oct - 6 Oct
found 8 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Room and hotel was clean, gorgeous property great food. The rooftop bar has great views. Breakfast buffet is good, really nice variety it does get busy though.
Reviewed on 7 Aug 2026
Don't see what you're looking for?
See all available trips from Dublin to Northwest Side
View all trips5* Adventure holidays in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
£1,278
per person
8 Sept - 11 Sept
found 7 hours ago
Return direct flight included
London (LGW) to Chicago (ORD)
9.6/10 Exceptional! (1,957 reviews)
Beautiful hotel! The room was beautiful, very clean, spacious bathroom. The staff were all friendly and helpful. The spa and fitness center were clean and have many different options. Highly recommend and look forward to our next stay!
Reviewed on 7 Aug 2026
Don't see what you're looking for?
See all available trips from London to Northwest Side
View all trips3 Night Adventure holidays in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
£1,034
per person
10 Sept - 13 Sept
found 10 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Room and hotel was clean, gorgeous property great food. The rooftop bar has great views. Breakfast buffet is good, really nice variety it does get busy though.
Reviewed on 7 Aug 2026
Don't see what you're looking for?
See all available trips from Manchester to Northwest Side
View all trips4 Night Adventure holidays in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
£1,302
per person
21 Oct - 25 Oct
just found
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Room and hotel was clean, gorgeous property great food. The rooftop bar has great views. Breakfast buffet is good, really nice variety it does get busy though.
Reviewed on 7 Aug 2026
Don't see what you're looking for?
See all available trips from London to Northwest Side
View all tripsThings to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
£35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
£18
per adult
90% of travellers recommend
* 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.
