
Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Toronto Pearson Intl. Airport (YYZ)
- American Airlines
American Airlines
- Air Canada
Air Canada
- Delta
Delta
- United
United
- Plan, book, fly with confidence
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Cheap Flights from Chicago to Toronto (ORD-YYZ)
Prices were available within the past 7 days and start at S$94 for one-way flights and S$249 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, 15 Dec - Thu, 25 Dec
ORD
Chicago
YYZ
Toronto
S$249 Return, found 18 hours ago
S$249
Return
found 18 hours ago

Thu, 6 Nov - Wed, 12 Nov
ORD
Chicago
YYZ
Toronto
S$252 Return, found 2 days ago
S$252
Return
found 2 days ago

Mon, 15 Dec - Thu, 25 Dec
ORD
Chicago
YYZ
Toronto
S$256 Return, found 18 hours ago
S$256
Return
found 18 hours ago

Thu, 6 Nov - Wed, 12 Nov
ORD
Chicago
YYZ
Toronto
S$259 Return, found 2 days ago
S$259
Return
found 2 days ago

Mon, 15 Dec - Thu, 25 Dec
ORD
Chicago
YYZ
Toronto
S$263 Return, found 18 hours ago
S$263
Return
found 18 hours ago

Thu, 14 Aug - Thu, 21 Aug
ORD
Chicago
YYZ
Toronto
S$263 Return, found 17 hours ago
S$263
Return
found 17 hours ago

Thu, 6 Nov - Wed, 12 Nov
ORD
Chicago
YYZ
Toronto
S$265 Return, found 2 days ago
S$265
Return
found 2 days ago

Mon, 15 Dec - Thu, 25 Dec
ORD
Chicago
YYZ
Toronto
S$270 Return, found 18 hours ago
S$270
Return
found 18 hours ago

Mon, 15 Dec - Thu, 25 Dec
ORD
Chicago
YYZ
Toronto
S$276 Return, found 18 hours ago
S$276
Return
found 18 hours ago

Mon, 15 Dec - Thu, 25 Dec
ORD
Chicago
YYZ
Toronto
S$289 Return, found 18 hours ago
S$289
Return
found 18 hours ago
Find the cheapest month to fly from Chicago (ORD) to Toronto (YYZ)
October is typically the cheapest month to fly
From S$177 - S$617 per traveller.
Graph displaying average flight prices per month
Origin airport | O'Hare Intl. |
Destination airport | Pearson Intl. |
Airlines serving | Air Canada, American Airlines, Delta, United |
Return price | S$247 |
Distance | 697 km |
Average flight time | 2 hours 43 mins |
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, United, American Airlines, Delta, 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$94 and roundtrip prices from S$249*.
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 Toronto. 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.
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Popular flights from Chicago
- Chicago to Newark Liberty Intl. Airport (ORD - EWR)
- Chicago to Los Angeles (ORD - LAX)
- Chicago to Taipei (ORD - TSA)
- Chicago to Miami (ORD - MIA)
- Chicago to Cape Town (ORD - CPT)
- Chicago to Fort Lauderdale (ORD - FLL)
- Chicago to New York (ORD - LGA)
- Chicago to Taipei (ORD - TPE)
- Chicago to New York (ORD - JFK)
- Chicago to Tokyo (ORD - NRT)
- Chicago to Rome (ORD - FCO)
- Chicago to Ontario (ORD - ONT)
Popular flights to Toronto
- Shanghai to Toronto (PVG - YYZ)
- Newark Liberty Intl. Airport to Toronto (EWR - YYZ)
- Calgary to Toronto (YYC - YYZ)
- Auckland to Toronto (AKL - YYZ)
- Bangkok to Toronto (BKK - YYZ)
- Hong Kong to Toronto (HKG - YYZ)
- New York to Toronto (LGA - YYZ)
- New York to Toronto (JFK - YYZ)
- Vancouver to Toronto (YVR - YYZ)
- Seoul to Toronto (ICN - YYZ)
- London to Toronto (LHR - YYZ)
- Beijing to Toronto (PEK - YYZ)
Top Flight Destinations Near Here
- Flights to Toronto
- Flights to Niagara Falls
- Flights to Vancouver
- Flights to Montreal
- Flights to Calgary
- Flights to Québec City
- Flights to Banff
- Flights to Victoria
- Flights to Ottawa
- Flights to Edmonton
- Flights to Canmore
- Flights to Kelowna
- Flights to Halifax
- Flights to Whistler
- Flights to Winnipeg
- Flights to Richmond
- Flights to Niagara-on-the-Lake
- Flights to Jasper
- Flights to Tofino
- Flights to Lake Louise
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 Windsor (SIN - YQG)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 - JFK)Chicago to New York (ORD - NYC)Chicago to Singapore (ORD - SIN)Chicago to Columbia (ORD - COU)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.