S$158 Cheap Flights from Chicago to Toronto

View S$158 flight on Fri, 19 Jun, 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$158 for one-way flights and S$400 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sat, 18 Jul - Sat, 25 Jul
ORD
Chicago
YYZ
Toronto
S$400 Return, found 2 days ago
S$400
Return
found 2 days ago
Select United flight, departing Sat, 18 Jul from Chicago to Toronto, returning Sat, 25 Jul, priced at S$400 found 2 days ago
Air Canada
Sat, 18 Jul - Sat, 25 Jul
ORD
Chicago
YYZ
Toronto
S$405 Return, found 2 days ago
S$405
Return
found 2 days ago
Select Air Canada flight, departing Sat, 18 Jul from Chicago to Toronto, returning Sat, 25 Jul, priced at S$405 found 2 days ago
Delta
Sat, 18 Jul - Sat, 25 Jul
ORD
Chicago
YYZ
Toronto
S$408 Return, found 2 days ago
S$408
Return
found 2 days ago
Select Delta flight, departing Sat, 18 Jul from Chicago to Toronto, returning Sat, 25 Jul, priced at S$408 found 2 days ago
Air Canada
Sat, 18 Jul - Sat, 25 Jul
ORD
Chicago
YYZ
Toronto
S$412 Return, found 2 days ago
S$412
Return
found 2 days ago
Select Air Canada flight, departing Sat, 18 Jul from Chicago to Toronto, returning Sat, 25 Jul, priced at S$412 found 2 days ago
Air Canada
Fri, 10 Jul - Mon, 20 Jul
ORD
Chicago
YYZ
Toronto
S$433 Return, found 2 days ago
S$433
Return
found 2 days ago
Select Air Canada flight, departing Fri, 10 Jul from Chicago to Toronto, returning Mon, 20 Jul, priced at S$433 found 2 days ago
Air Canada
Sat, 18 Jul - Sat, 25 Jul
ORD
Chicago
YYZ
Toronto
S$433 Return, found 2 days ago
S$433
Return
found 2 days ago
Select Air Canada flight, departing Sat, 18 Jul from Chicago to Toronto, returning Sat, 25 Jul, priced at S$433 found 2 days ago
Delta
Wed, 17 Jun - Mon, 22 Jun
ORD
Chicago
YYZ
Toronto
S$434 Return, found 3 days ago
S$434
Return
found 3 days ago
Select Delta flight, departing Wed, 17 Jun from Chicago to Toronto, returning Mon, 22 Jun, priced at S$434 found 3 days ago
Air Canada
Sat, 18 Jul - Sat, 25 Jul
ORD
Chicago
YYZ
Toronto
S$438 Return, found 2 days ago
S$438
Return
found 2 days ago
Select Air Canada flight, departing Sat, 18 Jul from Chicago to Toronto, returning Sat, 25 Jul, priced at S$438 found 2 days ago
Air Canada
Sat, 18 Jul - Sat, 25 Jul
ORD
Chicago
YYZ
Toronto
S$439 Return, found 2 days ago
S$439
Return
found 2 days ago
Select Air Canada flight, departing Sat, 18 Jul from Chicago to Toronto, returning Sat, 25 Jul, priced at S$439 found 2 days ago
American Airlines
Thu, 16 Jul - Sun, 26 Jul
ORD
Chicago
YYZ
Toronto
S$490 Return, found 2 days ago
S$490
Return
found 2 days ago
Select American Airlines flight, departing Thu, 16 Jul from Chicago to Toronto, returning Sun, 26 Jul, priced at S$490 found 2 days ago

Alternative airports near Toronto

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Pearson Intl. YYZ. Cheapest option available. Average driving time to city centre is 22 minutes. Flights from S$357
YYZ
Pearson Intl.
Cheapest
Average driving time to city centre22 min
Flights from S$357

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

June is typically the cheapest month to fly

From S$277 - S$323 per traveller.

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$400. 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.
Return price
S$400
Distance
697 km
Average flight time
2 hours 43 mins

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Perfect flights from Chicago to Toronto

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*Note: Prices may vary based on availability and are subject to change.
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