S$102 Cheap Flights from Chicago to Toronto

View S$102 flight on Sat, 21 Mar, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Toronto

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Cheap Flights from Chicago to Toronto (ORD-YTO)

Prices were available within the past 7 days and start at S$102 for one-way flights and S$309 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 3 Dec - Wed, 10 Dec
ORD
Chicago
YYZ
Toronto
S$309 Return, found 3 days ago
S$309
Return
found 3 days ago
Select Delta flight, departing Wed, 3 Dec from Chicago to Toronto, returning Wed, 10 Dec, priced at S$309 found 3 days ago
Delta
Wed, 3 Dec - Wed, 10 Dec
ORD
Chicago
YYZ
Toronto
S$311 Return, found 3 days ago
S$311
Return
found 3 days ago
Select Delta flight, departing Wed, 3 Dec from Chicago to Toronto, returning Wed, 10 Dec, priced at S$311 found 3 days ago
Delta
Wed, 3 Dec - Wed, 10 Dec
ORD
Chicago
YYZ
Toronto
S$316 Return, found 3 days ago
S$316
Return
found 3 days ago
Select Delta flight, departing Wed, 3 Dec from Chicago to Toronto, returning Wed, 10 Dec, priced at S$316 found 3 days ago
American Airlines
Wed, 3 Dec - Wed, 10 Dec
ORD
Chicago
YYZ
Toronto
S$324 Return, found 3 days ago
S$324
Return
found 3 days ago
Select American Airlines flight, departing Wed, 3 Dec from Chicago to Toronto, returning Wed, 10 Dec, priced at S$324 found 3 days ago
Delta
Wed, 3 Dec - Wed, 10 Dec
ORD
Chicago
YYZ
Toronto
S$334 Return, found 3 days ago
S$334
Return
found 3 days ago
Select Delta flight, departing Wed, 3 Dec from Chicago to Toronto, returning Wed, 10 Dec, priced at S$334 found 3 days ago
Delta
Wed, 3 Dec - Wed, 10 Dec
ORD
Chicago
YYZ
Toronto
S$342 Return, found 3 days ago
S$342
Return
found 3 days ago
Select Delta flight, departing Wed, 3 Dec from Chicago to Toronto, returning Wed, 10 Dec, priced at S$342 found 3 days ago
Delta
Wed, 3 Dec - Wed, 10 Dec
ORD
Chicago
YYZ
Toronto
S$345 Return, found 3 days ago
S$345
Return
found 3 days ago
Select Delta flight, departing Wed, 3 Dec from Chicago to Toronto, returning Wed, 10 Dec, priced at S$345 found 3 days ago
Delta
Tue, 18 Nov - Fri, 21 Nov
ORD
Chicago
YYZ
Toronto
S$349 Return, found 3 days ago
S$349
Return
found 3 days ago
Select Delta flight, departing Tue, 18 Nov from Chicago to Toronto, returning Fri, 21 Nov, priced at S$349 found 3 days ago
United
Wed, 3 Dec - Wed, 10 Dec
ORD
Chicago
YYZ
Toronto
S$358 Return, found 3 days ago
S$358
Return
found 3 days ago
Select United flight, departing Wed, 3 Dec from Chicago to Toronto, returning Wed, 10 Dec, priced at S$358 found 3 days ago
Air Canada
Wed, 3 Dec - Wed, 10 Dec
ORD
Chicago
YTZ
Toronto
S$426 Return, found 3 days ago
S$426
Return
found 3 days ago
Select Air Canada flight, departing Wed, 3 Dec from Chicago to Toronto, returning Wed, 10 Dec, priced at S$426 found 3 days ago

Find the cheapest month to fly from Chicago (ORD) to Toronto (YTO)

September is typically the cheapest month to fly

From S$181 - S$549 per traveller.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Pearson Intl.
Return price
S$309
Distance
697 km

Book with confidence

Perfect flights from Chicago to Toronto

Your Journey from Chicago to Toronto

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Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Air Canada, United, Delta, American Airlines, WestJet. Our selection of flights from O'Hare Intl. to YTO-All Airports 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 YTO-All Airports that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$102 and roundtrip prices from S$309*.
 

Pre-Flight Essentials

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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

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*Note: Prices may vary based on availability and are subject to change.
Perfect flights from Chicago to Toronto

Explore a world of travel with Expedia

Toronto Airports

Toronto

Chicago to Pearson Intl.
S$308.60

Hamilton

Kitchener

Chicago Airports

Chicago

*Available to Expedia members.