CA $198 Cheap Flights from Toronto (YYZ) to Chicago (ORD)

View CA $198 flight on Sat, May 30, 2026Opens in a new window

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

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Cheap flights from Toronto (YYZ) to Chicago (ORD)

Prices were available within the past 7 days and start at CA $198 for one-way flights and CA $317 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, Aug 24 - Wed, Aug 26
YYZ
Toronto
ORD
Chicago
CA $317 Roundtrip, found 2 days ago
CA $317
Roundtrip
found 2 days ago
Select Air Canada flight, departing Mon, Aug 24 from Toronto to Chicago, returning Wed, Aug 26, priced at CA $317 found 2 days ago
Air Canada
Mon, May 11 - Wed, Aug 19
YYZ
Toronto
ORD
Chicago
CA $319 Roundtrip, found 2 days ago
CA $319
Roundtrip
found 2 days ago
Select Air Canada flight, departing Mon, May 11 from Toronto to Chicago, returning Wed, Aug 19, priced at CA $319 found 2 days ago
American Airlines
Thu, May 28 - Sat, May 30
YYZ
Toronto
ORD
Chicago
CA $323 Roundtrip, just found
CA $323
Roundtrip
just found
Select American Airlines flight, departing Thu, May 28 from Toronto to Chicago, returning Sat, May 30, priced at CA $323 just found
Air Canada
Sat, Jul 4 - Wed, Jul 8
YYZ
Toronto
ORD
Chicago
CA $326 Roundtrip, found 3 hours ago
CA $326
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Sat, Jul 4 from Toronto to Chicago, returning Wed, Jul 8, priced at CA $326 found 3 hours ago
Air Canada
Fri, Jun 26 - Mon, Jul 6
YYZ
Toronto
ORD
Chicago
CA $327 Roundtrip, found 5 hours ago
CA $327
Roundtrip
found 5 hours ago
Select Air Canada flight, departing Fri, Jun 26 from Toronto to Chicago, returning Mon, Jul 6, priced at CA $327 found 5 hours ago
United
Thu, Aug 27 - Sun, Aug 30
YYZ
Toronto
ORD
Chicago
CA $329 Roundtrip, just found
CA $329
Roundtrip
just found
Select United flight, departing Thu, Aug 27 from Toronto to Chicago, returning Sun, Aug 30, priced at CA $329 just found
United
Thu, Jul 30 - Sun, Aug 2
YYZ
Toronto
ORD
Chicago
CA $329 Roundtrip, found 3 hours ago
CA $329
Roundtrip
found 3 hours ago
Select United flight, departing Thu, Jul 30 from Toronto to Chicago, returning Sun, Aug 2, priced at CA $329 found 3 hours ago
Delta
Sat, May 30 - Tue, Jun 2
YYZ
Toronto
ORD
Chicago
CA $330 Roundtrip, just found
CA $330
Roundtrip
just found
Select Delta flight, departing Sat, May 30 from Toronto to Chicago, returning Tue, Jun 2, priced at CA $330 just found
United
Fri, Jun 19 - Mon, Jun 29
YYZ
Toronto
ORD
Chicago
CA $331 Roundtrip, found 5 hours ago
CA $331
Roundtrip
found 5 hours ago
Select United flight, departing Fri, Jun 19 from Toronto to Chicago, returning Mon, Jun 29, priced at CA $331 found 5 hours ago
Porter Airlines
Wed, Apr 29 - Thu, Apr 30
YYZ
Toronto
ORD
Chicago
CA $516 Roundtrip, just found
CA $516
Roundtrip
just found
Select Porter Airlines flight, departing Wed, Apr 29 from Toronto to Chicago, returning Thu, Apr 30, priced at CA $516 just found

Alternative airports near Chicago

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

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city centre is 16 minutes. Flights from CA $341
MDW
Midway Intl.
Closest
Average driving time to city centre16 min
Flights from CA $341

Frequently asked questions

How much is a flight from Toronto Pearson Airport to O'Hare Airport?
Round-trip flights from Toronton Pearson to O'Hare Intl. Airport (ORD) start from CA $317. This figure is based on fares listed within the last 7 days on Expedia for flights departing within the next year — book now to avoid missing out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Pearson Intl. Airport (YYZ) to O'Hare Airport?
This can differ from airline to airline, as each has its own terms and conditions. Visit the Customer Service Portal, where you'll find easy-to-follow instructions on how to cancel your flight online.
How do I find cheap flights from Pearson Intl. Airport (YYZ) to O'Hare Airport that have flexible change policies?
Use our "No change fees" filter to find flexible travel options for your flight from Toronto Pearson Airport to ORD. This allows you to snag a good price ahead of time and still have the freedom to make changes without any extra fees. Keep in mind that you'll need to cover the fare difference.
How many hours is the flight from Pearson Intl. Airport (YYZ) to O'Hare Airport?
The flight from YYZ to O'Hare Airport is around 2 hours and 5 minutes, so don't get too comfortable. There's a good chance the next time you glance out the window you'll be arriving in Chicago.
How far is the flight from Toronton Pearson to O'Hare Airport?
Forget about a movie marathon on this flight — it's just 700 kilometres from Mississauga to Chicago. Sit down, order some food and you'll be there in no time.
Which airlines fly direct from Toronto Pearson Airport to O'Hare Intl. Airport (ORD)?
A popular airline that services the route from YYZ to O'Hare Intl. Airport (ORD) is United Airlines (UA). It offers 178 flights a month. Operating 121 flights every month on this route, Air Canada (AC) is another traveller favourite.
Are Pearson Intl. Airport (YYZ) to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
It is possible to nab a great last-minute deal from Toronto Pearson Airport to O'Hare Airport, but it can also be hit-or-miss. As many airlines release prices up to a year in advance, it's worth keeping an eye on fares early and being ready to pounce when you see a bargain. Expedia compares carrier prices and updates flight deals frequently, so you can feel confident knowing you're always seeing the latest offers.

Travel information

0
Origin airport
Pearson Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, American Airlines, Delta, Porter Airlines, Sun Country Airlines, United, WestJet
Roundtrip price
CA $301
Distance
697 km

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