
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$100 for one-way flights and S$258 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, 23 Aug - Sun, 28 Sep
ORD
Chicago
YYZ
Toronto
S$258 Return, found 10 hours ago
S$258
Return
found 10 hours ago

Sat, 23 Aug - Sun, 28 Sep
ORD
Chicago
YYZ
Toronto
S$258 Return, found 10 hours ago
S$258
Return
found 10 hours ago

Thu, 14 Aug - Thu, 21 Aug
ORD
Chicago
YYZ
Toronto
S$263 Return, found 4 days ago
S$263
Return
found 4 days ago

Thu, 14 Aug - Thu, 21 Aug
ORD
Chicago
YYZ
Toronto
S$270 Return, found 4 days ago
S$270
Return
found 4 days ago

Sat, 23 Aug - Sun, 28 Sep
ORD
Chicago
YYZ
Toronto
S$271 Return, found 10 hours ago
S$271
Return
found 10 hours ago

Sat, 23 Aug - Sun, 28 Sep
ORD
Chicago
YYZ
Toronto
S$271 Return, found 10 hours ago
S$271
Return
found 10 hours ago

Sat, 23 Aug - Sun, 28 Sep
ORD
Chicago
YYZ
Toronto
S$276 Return, found 10 hours ago
S$276
Return
found 10 hours ago

Thu, 14 Aug - Thu, 21 Aug
ORD
Chicago
YYZ
Toronto
S$278 Return, found 4 days ago
S$278
Return
found 4 days ago

Sat, 23 Aug - Sun, 28 Sep
ORD
Chicago
YYZ
Toronto
S$279 Return, found 10 hours ago
S$279
Return
found 10 hours ago

Mon, 18 Aug - Mon, 25 Aug
ORD
Chicago
YYZ
Toronto
S$282 Return, found 1 day ago
S$282
Return
found 1 day ago
Find the cheapest month to fly from Chicago (ORD) to Toronto (YYZ)
October is typically the cheapest month to fly
From S$176 - S$613 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$258 |
Distance | 697 km |
Average flight time | 2 hours 42 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$100 and roundtrip prices from S$258*.
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 Mumbai (ORD - BOM)
- Chicago to Los Angeles (ORD - LAX)
- Chicago to Auckland (ORD - AKL)
- Chicago to Bangkok (ORD - BKK)
- Chicago to Miami (ORD - MIA)
- Chicago to Jakarta (ORD - CGK)
- Chicago to New York (ORD - LGA)
- Chicago to Fort Lauderdale (ORD - FLL)
- Chicago to New York (ORD - JFK)
- Chicago to Tokyo (ORD - NRT)
- Chicago to Seoul (ORD - ICN)
Popular flights to Toronto
- Mumbai to Toronto (BOM - YYZ)
- Newark Liberty Intl. Airport to Toronto (EWR - YYZ)
- Calgary to Toronto (YYC - YYZ)
- Bangkok to Toronto (BKK - YYZ)
- New York to Toronto (LGA - YYZ)
- Boston to Toronto (BOS - YYZ)
- Amsterdam to Toronto (AMS - YYZ)
- Delhi to Toronto (DEL - YYZ)
- Manila to Toronto (MNL - YYZ)
- Halifax to Toronto (YHZ - YYZ)
- New York to Toronto (JFK - YYZ)
- Montreal to Toronto (YUL - YYZ)
Top Flight Destinations Near Here
- Flights to Toronto
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- Flights to Whistler
- Flights to Halifax
- Flights to Winnipeg
- Flights to Richmond
- Flights to Niagara-on-the-Lake
- Flights to Jasper
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- Flights to Mont-Tremblant
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.