Chicago Holidays

Choose two or more items and save on your trip:

Chicago Holidays

Can't stop daydreaming about Chicago? From flights to room nights, car hire to tours, the committed team at ebookers are the ultimate travel whisperers.

With over 500 partner airlines and more than 500,000 worldwide properties, it's never been easier to escape.

Remember, if you book a Flight + Hotel package with ebookers and see a better deal elsewhere within 48 hours pre check in, we'll match it and repay the difference. That's our Price Guarantee.

Now is the time to start ticking off your lifetime travel dreams. Whether it's a freezing mountain peak or a scorching desert, we'll help you satisfy each and every last wanderlust. Terms and Conditions apply.

More Chicago hotels

Don't see what you're looking for?
See all available properties in Chicago
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cheap flights to Chicago

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings with Flight + Hotel made on ebookers.ie from as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.