₹9,819 Cheap Flights from Toronto (YYZ) to Chicago (ORD)

View ₹9,819 flight on Wed, 12 Nov 2025Opens in a new window

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

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 25% on select hotels after you book a flight*
  • payments icon

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

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

Prices were available within the past 7 days and start at ₹9,819 for one-way flights and ₹16,285 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, 25 Sep - Thu, 20 Nov
YYZ
Toronto
ORD
Chicago
₹16,285 Return, found 5 days ago
₹16,285
Return
found 5 days ago
Select Air Canada flight, departing Thu, 25 Sep from Toronto to Chicago, returning Thu, 20 Nov, priced at ₹16,285 found 5 days ago
Air Canada
Fri, 19 Sep - Sat, 4 Oct
YYZ
Toronto
ORD
Chicago
₹17,261 Return, found 4 days ago
₹17,261
Return
found 4 days ago
Select Air Canada flight, departing Fri, 19 Sep from Toronto to Chicago, returning Sat, 4 Oct, priced at ₹17,261 found 4 days ago
Air Canada
Thu, 4 Sep - Sun, 7 Sep
YYZ
Toronto
ORD
Chicago
₹17,272 Return, found 6 days ago
₹17,272
Return
found 6 days ago
Select Air Canada flight, departing Thu, 4 Sep from Toronto to Chicago, returning Sun, 7 Sep, priced at ₹17,272 found 6 days ago
Air Canada
Sat, 13 Sep - Sat, 20 Sep
YYZ
Toronto
ORD
Chicago
₹17,282 Return, found 6 days ago
₹17,282
Return
found 6 days ago
Select Air Canada flight, departing Sat, 13 Sep from Toronto to Chicago, returning Sat, 20 Sep, priced at ₹17,282 found 6 days ago
United
Sat, 13 Sep - Sat, 20 Sep
YYZ
Toronto
ORD
Chicago
₹17,764 Return, found 6 days ago
₹17,764
Return
found 6 days ago
Select United flight, departing Sat, 13 Sep from Toronto to Chicago, returning Sat, 20 Sep, priced at ₹17,764 found 6 days ago
Air Canada
Thu, 25 Sep - Thu, 20 Nov
YYZ
Toronto
ORD
Chicago
₹17,775 Return, found 5 days ago
₹17,775
Return
found 5 days ago
Select Air Canada flight, departing Thu, 25 Sep from Toronto to Chicago, returning Thu, 20 Nov, priced at ₹17,775 found 5 days ago
Air Canada
Sat, 13 Sep - Sat, 20 Sep
YYZ
Toronto
ORD
Chicago
₹18,389 Return, found 6 days ago
₹18,389
Return
found 6 days ago
Select Air Canada flight, departing Sat, 13 Sep from Toronto to Chicago, returning Sat, 20 Sep, priced at ₹18,389 found 6 days ago
Air Canada
Fri, 29 Aug - Sat, 13 Sep
YYZ
Toronto
ORD
Chicago
₹18,574 Return, found 4 days ago
₹18,574
Return
found 4 days ago
Select Air Canada flight, departing Fri, 29 Aug from Toronto to Chicago, returning Sat, 13 Sep, priced at ₹18,574 found 4 days ago
Delta
Thu, 25 Sep - Thu, 20 Nov
YYZ
Toronto
ORD
Chicago
₹18,890 Return, found 5 days ago
₹18,890
Return
found 5 days ago
Select Delta flight, departing Thu, 25 Sep from Toronto to Chicago, returning Thu, 20 Nov, priced at ₹18,890 found 5 days ago
American Airlines
Mon, 18 Aug - Mon, 1 Sep
YYZ
Toronto
ORD
Chicago
₹19,056 Return, found 4 days ago
₹19,056
Return
found 4 days ago
Select American Airlines flight, departing Mon, 18 Aug from Toronto to Chicago, returning Mon, 1 Sep, priced at ₹19,056 found 4 days ago

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

November is typically the cheapest month to fly

From ₹13,090 - ₹30,254 per traveller.

Graph displaying average flight prices per month

0
Flight from Toronto to Chicago route information
Origin airport
Pearson Intl.
Destination airport
O'Hare Intl.
Return price
₹16,285
Distance
697 km

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.

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 ₹16,285. 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 cancelled 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 kilometres between Toronto Pearson Airport and O'Hare Intl. Airport (ORD). Chances are you'll spend more time travelling 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 travellers 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.

Explore a world of travel with Expedia

Chicago Airports

Chicago

Toronto Airports

Hamilton

John C. Munro Hamilton Intl. to Chicago
₹16,285.00

Kitchener

Region of Waterloo Intl. to Chicago
₹16,285.00

Toronto

*Available to Expedia members.