West Side Cheap Holidays
Book a Cheap 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 + Cheap hotel deals in West Side
Price found within the past 48 hours. Click for updated prices.
5* Cheap holidays in West Side
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3 Night Cheap holidays in West Side
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Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
£1,246
per person
26 Oct - 29 Oct
found 20 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,681 reviews)
The breakfast was very expensive and our eggs and potatoes were cold and they gave my mom the wrong bread
Reviewed on 11 Sept 2026
4 Night Cheap holidays in West Side
Price found within the past 48 hours. Click for updated prices.
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
£35
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
£30
per adult
94% 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.
