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.
Viceroy Chicago
Downtown Chicago
£853
per person
20 Jan - 24 Jan
found 24 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,309 reviews)
Great location and 5-Star service by friendly staff. At the front desk Harrison was amazing helping us plan our days.
Reviewed on 25 Oct 2026
5* Cheap holidays in West Side
Price found within the past 48 hours. Click for updated prices.
3 Night Cheap holidays in West Side
Price found within the past 48 hours. Click for updated prices.
4 Night Cheap holidays in West Side
Price found within the past 48 hours. Click for updated prices.
Things to do
Skydeck Chicago at Willis Tower
£32
per adult
84% 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.
