
Popular airlines from Toronto Pearson Intl. Airport (YYZ) to Chicago O'Hare International Airport (ORD)
- WestJet
WestJet
- Porter Airlines
Porter Airlines
- American Airlines
American Airlines
- Delta
Delta
- Air Canada
Air Canada
- United
United
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Cheap Flights from Toronto (YYZ) to Chicago (ORD)
Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, 8 Jan - Sun, 11 Jan
YYZ
Toronto
ORD
Chicago
NZ$326 Return, found 3 days ago
NZ$326
Return
found 3 days ago

Thu, 8 Jan - Sun, 11 Jan
YYZ
Toronto
ORD
Chicago
NZ$365 Return, found 3 days ago
NZ$365
Return
found 3 days ago

Thu, 8 Jan - Sun, 11 Jan
YYZ
Toronto
ORD
Chicago
NZ$371 Return, found 3 days ago
NZ$371
Return
found 3 days ago

Thu, 8 Jan - Sun, 11 Jan
YYZ
Toronto
ORD
Chicago
NZ$372 Return, found 3 days ago
NZ$372
Return
found 3 days ago

Thu, 8 Jan - Sun, 11 Jan
YYZ
Toronto
ORD
Chicago
NZ$375 Return, found 3 days ago
NZ$375
Return
found 3 days ago

Thu, 8 Jan - Sun, 11 Jan
YYZ
Toronto
ORD
Chicago
NZ$392 Return, found 3 days ago
NZ$392
Return
found 3 days ago

Thu, 8 Jan - Sun, 11 Jan
YYZ
Toronto
ORD
Chicago
NZ$395 Return, found 3 days ago
NZ$395
Return
found 3 days ago

Thu, 8 Jan - Sun, 11 Jan
YYZ
Toronto
ORD
Chicago
NZ$396 Return, found 3 days ago
NZ$396
Return
found 3 days ago

Thu, 8 Jan - Sun, 11 Jan
YYZ
Toronto
ORD
Chicago
NZ$399 Return, found 3 days ago
NZ$399
Return
found 3 days ago

Tue, 9 Dec - Wed, 24 Dec
YYZ
Toronto
ORD
Chicago
NZ$404 Return, found 4 days ago
NZ$404
Return
found 4 days ago
Alternative airports near Chicago
Prices were available within the past 7 days. Prices and availability are subject to change.
Origin airport | Pearson Intl. |
|---|---|
Destination airport | O'Hare Intl. |
Return price | NZ$325 |
Distance | 697 km |
Perfect flights from Toronto to Chicago
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Toronto to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of , surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible Pearson Intl. to O'Hare Intl. ticket options cater to your travel preferences, with incredible one-way fares from NZ$207 and roundtrip prices from NZ$326. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at O'Hare Intl. and explore and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Chicago.
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