₩222,200 Cheap Flights from Toronto (YYZ) to Chicago (ORD)

View ₩222,200 flight on Thu, Nov 6, 2025Opens in a new window

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

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Cheap Flights from Toronto to Chicago (YYZ-ORD)

Prices were available within the past 7 days and start at ₩222,200 for one-way flights and ₩373,700 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, Nov 6 - Sun, Nov 9
YYZ
Toronto
ORD
Chicago
₩373,700 Roundtrip, found 1 day ago
₩373,700
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu, Nov 6 from Toronto to Chicago, returning Sun, Nov 9, priced at ₩373,700 found 1 day ago
United
Thu, Nov 6 - Sun, Nov 9
YYZ
Toronto
ORD
Chicago
₩373,700 Roundtrip, found 1 day ago
₩373,700
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 6 from Toronto to Chicago, returning Sun, Nov 9, priced at ₩373,700 found 1 day ago
United
Thu, Nov 6 - Sun, Nov 9
YYZ
Toronto
ORD
Chicago
₩373,700 Roundtrip, found 1 day ago
₩373,700
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 6 from Toronto to Chicago, returning Sun, Nov 9, priced at ₩373,700 found 1 day ago
United
Thu, Nov 6 - Sun, Nov 9
YYZ
Toronto
ORD
Chicago
₩381,600 Roundtrip, found 1 day ago
₩381,600
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 6 from Toronto to Chicago, returning Sun, Nov 9, priced at ₩381,600 found 1 day ago
WestJet
Thu, Nov 6 - Sun, Nov 9
YYZ
Toronto
ORD
Chicago
₩392,200 Roundtrip, found 1 day ago
₩392,200
Roundtrip
found 1 day ago
Select WestJet flight, departing Thu, Nov 6 from Toronto to Chicago, returning Sun, Nov 9, priced at ₩392,200 found 1 day ago
United
Thu, Nov 6 - Sun, Nov 9
YYZ
Toronto
ORD
Chicago
₩407,900 Roundtrip, found 1 day ago
₩407,900
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 6 from Toronto to Chicago, returning Sun, Nov 9, priced at ₩407,900 found 1 day ago
United
Thu, Nov 6 - Sun, Nov 9
YYZ
Toronto
ORD
Chicago
₩415,800 Roundtrip, found 1 day ago
₩415,800
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 6 from Toronto to Chicago, returning Sun, Nov 9, priced at ₩415,800 found 1 day ago
WestJet
Thu, Oct 16 - Sun, Oct 19
YYZ
Toronto
ORD
Chicago
₩423,800 Roundtrip, found 3 days ago
₩423,800
Roundtrip
found 3 days ago
Select WestJet flight, departing Thu, Oct 16 from Toronto to Chicago, returning Sun, Oct 19, priced at ₩423,800 found 3 days ago
American Airlines
Thu, Nov 6 - Sun, Nov 9
YYZ
Toronto
ORD
Chicago
₩471,500 Roundtrip, found 1 day ago
₩471,500
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Nov 6 from Toronto to Chicago, returning Sun, Nov 9, priced at ₩471,500 found 1 day ago
Delta
Thu, Oct 16 - Sun, Oct 19
YYZ
Toronto
ORD
Chicago
₩797,500 Roundtrip, found 3 days ago
₩797,500
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Oct 16 from Toronto to Chicago, returning Sun, Oct 19, priced at ₩797,500 found 3 days ago

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

November is typically the cheapest month to fly

From ₩225,717 - ₩399,327 per traveler.

Frequently asked questions

How much is a flight from Toronto Pearson Airport to O'Hare Airport?
The lowest price advertised for a round-trip flight between Toronton Pearson and O'Hare Airport is ₩373,700. But you better get a move on. This price is based on fares available within the last 7 days on Expedia for flights departing within the next year. 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 ORD?
Most flights can be canceled online, but every airline has its own terms and conditions. If you do decide to cancel your flight, go to our Customer Service Portal and follow the instructions.
How do I find cheap flights from Pearson Intl. Airport (YYZ) to ORD 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 Pearson Intl. Airport (YYZ) to O'Hare Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
It's just 700 kilometers between Toronto Pearson Airport and O'Hare Intl. Airport (ORD). Chances are you'll spend more time traveling to and from the airport than you will actually flying!
Which airlines fly direct from YYZ to ORD?
American Airlines (AA) is one of the top choices for travelers jetting between YYZ and O'Hare Intl. Airport (ORD). Select from the 152 flights it offers on this route each month. You could also have a look at the deals on offer with United Airlines (UA). This carrier operates 152 flights a month between Mississauga and Chicago.
Are Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Pearson Intl. Airport (YYZ) to O'Hare Airport at the last minute could save you some serious cash. However, it could end up costing a good deal more! If you'd rather avoid the risk, book well ahead of your departure date. In fact, Expedia has some of the best bargains as far ahead as 12 months in advance. If your preferred carrier hasn't released tickets yet, check back frequently as deals are updated on Expedia all the time.

Travel information

Travel information

0
Origin airport
Pearson Intl.
Destination airport
O'Hare Intl.
Roundtrip price
₩373,700
Distance
697 km

Book with confidence

Book with confidence

Toronto to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Toronto to Chicago will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with YYZ to ORD flights that won’t make your bank account wince. Ready to temporarily leave behind Toronto for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to ORD with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Toronto to Chicago Flights

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