
Popular airlines from Toronto Pearson Intl. Airport (YYZ) to Chicago O'Hare Intl. 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 to Chicago (YYZ-ORD)
Prices were available within the past 7 days and start at €101 for one-way flights and €159 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, 8 Jan - Sun, 11 Jan
YYZ
Toronto
ORD
Chicago
€159 Return, found 1 hour ago
€159
Return
found 1 hour ago

Thu, 8 Jan - Sun, 11 Jan
YYZ
Toronto
ORD
Chicago
€181 Return, found 1 hour ago
€181
Return
found 1 hour ago

Thu, 8 Jan - Sun, 11 Jan
YYZ
Toronto
ORD
Chicago
€182 Return, found 1 hour ago
€182
Return
found 1 hour ago

Thu, 8 Jan - Sun, 11 Jan
YYZ
Toronto
ORD
Chicago
€183 Return, found 1 hour ago
€183
Return
found 1 hour ago

Thu, 29 Jan - Sat, 31 Jan
YYZ
Toronto
ORD
Chicago
€195 Return, found 2 days ago
€195
Return
found 2 days ago

Fri, 12 Dec - Sun, 14 Dec
YYZ
Toronto
ORD
Chicago
€198 Return, found 3 days ago
€198
Return
found 3 days ago

Fri, 12 Dec - Sun, 14 Dec
YYZ
Toronto
ORD
Chicago
€200 Return, found 3 days ago
€200
Return
found 3 days ago

Thu, 8 Jan - Sun, 11 Jan
YYZ
Toronto
ORD
Chicago
€204 Return, found 1 hour ago
€204
Return
found 1 hour ago

Fri, 12 Dec - Sun, 14 Dec
YYZ
Toronto
ORD
Chicago
€212 Return, found 3 days ago
€212
Return
found 3 days ago

Thu, 8 Jan - Sun, 11 Jan
YYZ
Toronto
ORD
Chicago
€231 Return, found 1 hour ago
€231
Return
found 1 hour ago
Find the cheapest month to fly from Toronto (YYZ) to Chicago (ORD)
September is typically the cheapest month to fly
From €144 - €287 per traveller.
Origin airport | Pearson Intl. |
|---|---|
Destination airport | O'Hare Intl. |
Airlines serving | Air Canada, American Airlines, Delta, United, WestJet |
Return price | €159 |
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 €101 and roundtrip prices from €159. 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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Top Routes from Toronto
- Toronto to Newark Liberty Intl. Airport (YYZ - EWR)
- Toronto to Calgary (YYZ - YYC)
- Toronto to Belgrade (YYZ - BEG)
- Toronto to New York (YYZ - LGA)
- Toronto to Cork (YYZ - ORK)
- Toronto to Delhi (YYZ - DEL)
- Toronto to Manila (YYZ - MNL)
- Toronto to Québec (YYZ - YQB)
- Toronto to New York (YYZ - JFK)
- Toronto to Dublin (YYZ - DUB)
- Toronto to Montreal (YYZ - YUL)
- Toronto to Tokyo (YYZ - NRT)
Top Routes to Chicago
- Cluj-Napoca to Chicago (CLJ - ORD)
- Newark Liberty Intl. Airport to Chicago (EWR - ORD)
- New York to Chicago (LGA - ORD)
- Boston to Chicago (BOS - ORD)
- Cork to Chicago (ORK - ORD)
- Warsaw to Chicago (WAW - ORD)
- New York to Chicago (JFK - ORD)
- Dublin to Chicago (DUB - ORD)
- Shannon to Chicago (SNN - ORD)
- Baltimore to Chicago (BWI - ORD)
- Vilnius to Chicago (VNO - ORD)
- Lisbon to Chicago (LIS - ORD)
Top Routes from Toronto
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Expedia's Latest Trends
Flights
- Flights from New York (JFK) to Chicago (ORD)
- Flights from Chicago (ORD) to Shannon (SNN)
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- Flights from Shannon (SNN) to Chicago (ORD)
- Flights from Ottawa (YOW) to Dublin (DUB)
- Flights from Chicago (ORD) to Los Angeles (LAX)
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- Flights from Chicago (ORD) to Las Vegas (LAS)
- Flights from Chicago (ORD) to Dublin (DUB)
- Flights from Chicago (ORD) to St. Louis (STL)
- Flights from Philadelphia (PHL) to Chicago (ORD)
- Flights from Chicago (ORD) to Boston (BOS)
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- Flights from Los Angeles (LAX) to Chicago (ORD)
- Flights from Chicago (ORD) to Miami (MIA)
- Flights from Orlando (MCO) to Chicago (ORD)
- Flights from Chicago (ORD) to Nashville (BNA)
- Flights from Chicago (ORD) to Seattle (SEA)
- Flights from Cork (ORK) to Chicago (ORD)
- Flights from Toronto (YYZ) to Ottawa (YOW)
- Flights from Vancouver (YVR) to Chicago (ORD)
- Flights from Chicago (ORD) to Indianapolis (IND)
- Flights from New York (LGA) to Chicago (ORD)
- Flights from Dublin (DUB) to Ottawa (YOW)
- Flights from Chicago (ORD) to New York (LGA)
- Flights from Chicago (ORD) to Detroit (DTW)
- Flights from Chicago (ORD) to San Francisco (SFO)
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