Cheap Flights to Chicago

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

" YYZ Toronto to ORD Chicago $336.00 "

" YTZ Toronto to MDW Chicago $353.92 "

" YUL Montreal to MDW Chicago $369.00 "

" DTW Detroit to ORD Chicago $408.02 "

" BUF Buffalo to ORD Chicago $413.40 "

" YOW Ottawa to MDW Chicago $471.61 "

" YOW Ottawa to ORD Chicago $492.19 "

" YHZ Halifax to ORD Chicago $502.31 "

" YQB Quebec to ORD Chicago $515.92 "

" YEG Edmonton to ORD Chicago $540.48 "

Flights to Chicago

When you’re looking for Chicago flights, you can’t beat the deals on Travelocity. With our easy-to-use system and access to the best deals on flights, your trip to Chicago is sure to start off right. When you book with us, it’s always hassle-free and reasonably priced, so you can enjoy every vacation more. Finding flight deals to Chicago has never been easier. Just enter your departure dates and we will find the most inexpensive flights to make your trip to Chicago memorable. Whether travelling for business or for fun, Travelocity has the best Chicago flight deals. Book now!

Experience Chicago

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Chicago Airports

  • O'Hare Intl. (ORD)
  • Midway Intl. (MDW)