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Cheap Flights from Chicago to Toronto (ORD-YYZ)
Prices were available within the past 7 days and start at S$143 for one-way flights and S$331 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, 30 Apr - Sun, 18 May
ORD
Chicago
YYZ
Toronto
S$331 Return, found 1 day ago
S$331
Return
found 1 day ago

Wed, 30 Apr - Sun, 18 May
ORD
Chicago
YYZ
Toronto
S$331 Return, found 1 day ago
S$331
Return
found 1 day ago

Sun, 1 Jun - Thu, 5 Jun
ORD
Chicago
YYZ
Toronto
S$336 Return, found 5 days ago
S$336
Return
found 5 days ago

Wed, 30 Apr - Sun, 18 May
ORD
Chicago
YYZ
Toronto
S$338 Return, found 1 day ago
S$338
Return
found 1 day ago

Sun, 20 Apr - Mon, 12 May
ORD
Chicago
YYZ
Toronto
S$345 Return, found 5 days ago
S$345
Return
found 5 days ago

Wed, 30 Apr - Sun, 18 May
ORD
Chicago
YYZ
Toronto
S$348 Return, found 1 day ago
S$348
Return
found 1 day ago

Wed, 30 Apr - Sun, 18 May
ORD
Chicago
YYZ
Toronto
S$355 Return, found 1 day ago
S$355
Return
found 1 day ago

Wed, 30 Apr - Sun, 18 May
ORD
Chicago
YYZ
Toronto
S$357 Return, found 1 day ago
S$357
Return
found 1 day ago

Wed, 30 Apr - Sun, 18 May
ORD
Chicago
YYZ
Toronto
S$357 Return, found 1 day ago
S$357
Return
found 1 day ago

Sun, 20 Apr - Mon, 12 May
ORD
Chicago
YYZ
Toronto
S$358 Return, found 5 days ago
S$358
Return
found 5 days ago
Origin airport | O'Hare Intl. |
Destination airport | Pearson Intl. |
Airlines serving | Air Canada, American Airlines, Delta, United |
Return price | S$330 |
Distance | 697 km |
Perfect flights from Chicago to Toronto
Your Journey from Chicago to Toronto
Start your unforgettable journey with Expedia. Our broad selection of flights from Chicago to Toronto caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
Choosing Your Ideal Flight
With Expedia, you have access to a wide range of airlines, including Air Canada, American Airlines, Delta, United, WestJet. Our selection of flights from O'Hare Intl. to Pearson Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
Maximizing Value with Chicago to Toronto Flights
Experience the joy of finding cheap flights from O'Hare Intl. to Pearson Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$143 and roundtrip prices from S$331*.
Pre-Flight Essentials
Ensure a smooth journey from Chicago to Toronto with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
Experience the Vibrant Toronto
Picture yourself stepping off the plane in Toronto and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
Added Convenience on Your Chicago to Toronto Flight
Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Chicago to Toronto.
Beyond the Flight – Exploring Toronto
With Expedia, your adventure extends beyond the flight. Explore Toronto at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
Book Your Flight from Chicago to Toronto with Confidence
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Chicago to Toronto with confidence. Book your travel arrangements with Expedia today.
*Note: Prices may vary based on availability and are subject to change.
Frequently asked questions
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Trending Routes
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Popular flights from Chicago
- Chicago to Newark Liberty Intl. Airport (ORD - EWR)
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Toronto Airports
Toronto
Kitchener
Hamilton
Chicago Airports
Chicago
Expedia's Latest Trends
Flights
Chicago to San Francisco (ORD - SFO)Chicago to Miami (ORD - MIA)Chicago to Buffalo (ORD - BUF)Chicago to Beijing (ORD - PEK)Newark Liberty Intl. Airport to Chicago (EWR - ORD)Seoul to Chicago (ICN - ORD)Chicago to Newark Liberty Intl. Airport (ORD - EWR)Ottawa to Toronto (YOW - YYZ)Los Angeles to Chicago (LAX - ORD)Singapore to Chicago (SIN - ORD)Chicago to Boston (ORD - BOS)Chicago to Cedar Rapids (ORD - CID)San Francisco to Chicago (SFO - ORD)Ottawa to Singapore (YOW - SIN)Singapore to Kingston (SIN - YGK)New York to Chicago (LGA - ORD)Singapore to Champaign (SIN - CMI)Chicago to New York (ORD - LGA)Chicago to New York (ORD - NYC)Chicago to New York (ORD - JFK)Chicago to Singapore (ORD - SIN)Chicago to Columbia (ORD - COU)New York to Chicago (JFK - ORD)Singapore to Ottawa (SIN - YOW)Shanghai to Chicago (PVG - ORD)Chicago to Los Angeles (ORD - LAX)New York to Ottawa (JFK - YOW)Houston to Chicago (HOU - ORD)Chicago to Minneapolis (ORD - MSP)Newark Liberty Intl. Airport to Ottawa (EWR - YOW)
*Available to Expedia members.