S$144 Cheap Flights from Chicago to Toronto

View S$144 flight on Mon, 3 Aug, 2026Opens in a new window

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

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Cheap Flights from Chicago to Toronto (ORD-YYZ)

Prices were available within the past 7 days and start at S$144 for one-way flights and S$336 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Wed, 6 May - Sat, 9 May
ORD
Chicago
YYZ
Toronto
S$336 Return, found 6 days ago
S$336
Return
found 6 days ago
Select Air Canada flight, departing Wed, 6 May from Chicago to Toronto, returning Sat, 9 May, priced at S$336 found 6 days ago
Delta
Sat, 6 Jun - Wed, 10 Jun
ORD
Chicago
YYZ
Toronto
S$352 Return, found 5 days ago
S$352
Return
found 5 days ago
Select Delta flight, departing Sat, 6 Jun from Chicago to Toronto, returning Wed, 10 Jun, priced at S$352 found 5 days ago
Delta
Fri, 8 May - Sun, 10 May
ORD
Chicago
YYZ
Toronto
S$362 Return, found 5 days ago
S$362
Return
found 5 days ago
Select Delta flight, departing Fri, 8 May from Chicago to Toronto, returning Sun, 10 May, priced at S$362 found 5 days ago
United
Wed, 6 May - Sat, 9 May
ORD
Chicago
YYZ
Toronto
S$365 Return, found 6 days ago
S$365
Return
found 6 days ago
Select United flight, departing Wed, 6 May from Chicago to Toronto, returning Sat, 9 May, priced at S$365 found 6 days ago
United
Fri, 5 Jun - Sun, 7 Jun
ORD
Chicago
YYZ
Toronto
S$365 Return, found 7 hours ago
S$365
Return
found 7 hours ago
Select United flight, departing Fri, 5 Jun from Chicago to Toronto, returning Sun, 7 Jun, priced at S$365 found 7 hours ago
Delta
Fri, 8 May - Sun, 10 May
ORD
Chicago
YYZ
Toronto
S$369 Return, found 5 days ago
S$369
Return
found 5 days ago
Select Delta flight, departing Fri, 8 May from Chicago to Toronto, returning Sun, 10 May, priced at S$369 found 5 days ago
Air Canada
Fri, 5 Jun - Sun, 7 Jun
ORD
Chicago
YYZ
Toronto
S$373 Return, found 7 hours ago
S$373
Return
found 7 hours ago
Select Air Canada flight, departing Fri, 5 Jun from Chicago to Toronto, returning Sun, 7 Jun, priced at S$373 found 7 hours ago
American Airlines
Sat, 6 Jun - Wed, 10 Jun
ORD
Chicago
YYZ
Toronto
S$381 Return, found 5 days ago
S$381
Return
found 5 days ago
Select American Airlines flight, departing Sat, 6 Jun from Chicago to Toronto, returning Wed, 10 Jun, priced at S$381 found 5 days ago
Air Canada
Fri, 5 Jun - Sun, 7 Jun
ORD
Chicago
YYZ
Toronto
S$394 Return, found 7 hours ago
S$394
Return
found 7 hours ago
Select Air Canada flight, departing Fri, 5 Jun from Chicago to Toronto, returning Sun, 7 Jun, priced at S$394 found 7 hours ago
United
Fri, 5 Jun - Sun, 7 Jun
ORD
Chicago
YYZ
Toronto
S$399 Return, found 7 hours ago
S$399
Return
found 7 hours ago
Select United flight, departing Fri, 5 Jun from Chicago to Toronto, returning Sun, 7 Jun, priced at S$399 found 7 hours ago

Frequently asked questions

How much is a flight from O'Hare Intl. Airport (ORD) to Toronton Pearson?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price available for a round-trip journey between O'Hare Intl. Airport (ORD) and YYZ was S$336. Fares this good don't stick around for long, so book yours today. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Intl. Airport (ORD) to Pearson Intl. Airport (YYZ)?
Every air carrier has its own set of terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from ORD to YYZ that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for O'Hare Intl. Airport (ORD) to YYZ flights, you'll see a "no change fees" filter for you to select.
How far is the flight from ORD to Toronton Pearson?
It's just 700 kilometres between Chicago and Mississauga. Chances are you'll spend more time travelling to and from the airport than actually flying!
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Toronto Pearson Airport?
A leading airline that services the route from O'Hare Airport to Toronton Pearson is American Airlines (AA). It offers 152 flights monthly. Offering 147 flights each month along this route, United Airlines (UA) is another traveller favourite.
Are ORD to Toronton Pearson flight tickets cheaper when they're purchased at the last minute?
Booking last minute from ORD to Toronto Pearson Airport can be hit-or-miss. You might be lucky and score a bargain, but you could also miss out entirely! If you'd rather start planning your trip early, Expedia compares flight deals up to 12 months in advance. Just remember that not all airlines issue their prices so far in advance. Our top tip? Check back often as prices are updated regularly.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Pearson Intl.
Airlines serving
Air Canada, American Airlines, Delta, United
Return price
S$327
Distance
697 km
Average flight time
2 hours 41 mins

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