
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 €95 for one-way flights and €174 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, 17 Jun - Sat, 20 Jun
YYZ
Toronto
ORD
Chicago
€174 Return, found 5 hours ago
€174
Return
found 5 hours ago

Wed, 17 Jun - Sat, 20 Jun
YYZ
Toronto
ORD
Chicago
€196 Return, found 5 hours ago
€196
Return
found 5 hours ago

Wed, 17 Jun - Sat, 20 Jun
YYZ
Toronto
ORD
Chicago
€204 Return, found 5 hours ago
€204
Return
found 5 hours ago

Wed, 17 Jun - Sat, 20 Jun
YYZ
Toronto
ORD
Chicago
€212 Return, found 5 hours ago
€212
Return
found 5 hours ago

Wed, 17 Jun - Sat, 20 Jun
YYZ
Toronto
ORD
Chicago
€223 Return, found 5 hours ago
€223
Return
found 5 hours ago

Wed, 17 Jun - Sat, 20 Jun
YYZ
Toronto
ORD
Chicago
€226 Return, found 5 hours ago
€226
Return
found 5 hours ago

Thu, 6 Nov - Sun, 9 Nov
YYZ
Toronto
ORD
Chicago
€227 Return, found 1 day ago
€227
Return
found 1 day ago

Thu, 6 Nov - Sun, 9 Nov
YYZ
Toronto
ORD
Chicago
€227 Return, found 1 day ago
€227
Return
found 1 day ago

Sat, 1 Nov - Mon, 3 Nov
YYZ
Toronto
ORD
Chicago
€227 Return, found 1 day ago
€227
Return
found 1 day ago

Wed, 17 Jun - Sat, 20 Jun
YYZ
Toronto
ORD
Chicago
€231 Return, found 5 hours ago
€231
Return
found 5 hours ago
Find the cheapest month to fly from Toronto (YYZ) to Chicago (ORD)
September is typically the cheapest month to fly
From €140 - €157 per traveller.
Frequently asked questions
Travel information
Travel information
Origin airport | Pearson Intl. |
Destination airport | O'Hare Intl. |
Airlines serving | Air Canada, American Airlines, Delta, United, WestJet |
Return price | €173 |
Distance | 697 km |
Book with confidence
Book with confidence
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 €95 and roundtrip prices from €174. 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.
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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Top Routes from Toronto
- Toronto to Newark Liberty Intl. Airport (YYZ - EWR)
- Toronto to Calgary (YYZ - YYC)
- Toronto to Los Angeles (YYZ - LAX)
- Toronto to New York (YYZ - LGA)
- Toronto to Paris (YYZ - CDG)
- Toronto to Delhi (YYZ - DEL)
- Toronto to Québec (YYZ - YQB)
- Toronto to New York (YYZ - JFK)
- Toronto to Dublin (YYZ - DUB)
- Toronto to Montreal (YYZ - YUL)
- Toronto to Vancouver (YYZ - YVR)
- Toronto to Nashville (YYZ - BNA)
Top Routes to Chicago
- Newark Liberty Intl. Airport to Chicago (EWR - ORD)
- Los Angeles to Chicago (LAX - 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)
- Budapest to Chicago (BUD - ORD)
- Shannon to Chicago (SNN - ORD)
- Vienna to Chicago (VIE - ORD)
- Frankfurt to Chicago (FRA - ORD)
Top Flight Destinations
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Expedia's Latest Trends
Flights
- Flights from New York (JFK) to Chicago (ORD)
- Flights from Chicago (ORD) to Shannon (SNN)
- Flights from Chicago (ORD) to Orlando (MCO)
- Flights from Shannon (SNN) to Chicago (ORD)
- Flights from Ottawa (YOW) to Dublin (DUB)
- Flights from Chicago (ORD) to Los Angeles (LAX)
- Flights from Chicago (ORD) to San Diego (SAN)
- Flights from Dublin (DUB) to Chicago (ORD)
- Flights from Chicago (ORD) to Dallas (DFW)
- Flights from Naples (NAP) to Chicago (ORD)
- 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)
- Flights from Chicago (ORD) to Minneapolis - St. Paul (MSP)
- 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)
*Available to Expedia members.