S$213 Cheap Flights from Toronto to Chicago

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Cheap Flights from Toronto to Chicago (YYZ-ORD)

Prices were available within the past 7 days and start at S$213 for one-way flights and S$362 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, 13 Jun - Wed, 19 Jun
YYZ
Toronto
ORD
Chicago
S$362 Return, found 11 hours ago
S$362
Return
found 11 hours ago
Select Air Canada flight, departing Thu, 13 Jun from Toronto to Chicago, returning Wed, 19 Jun, priced at S$362 found 11 hours ago
United
Thu, 13 Jun - Wed, 19 Jun
YYZ
Toronto
ORD
Chicago
S$362 Return, found 11 hours ago
S$362
Return
found 11 hours ago
Select United flight, departing Thu, 13 Jun from Toronto to Chicago, returning Wed, 19 Jun, priced at S$362 found 11 hours ago
United
Sun, 9 Jun - Thu, 13 Jun
YYZ
Toronto
ORD
Chicago
S$391 Return, found 4 days ago
S$391
Return
found 4 days ago
Select United flight, departing Sun, 9 Jun from Toronto to Chicago, returning Thu, 13 Jun, priced at S$391 found 4 days ago
Air Canada
Thu, 13 Jun - Mon, 17 Jun
YYZ
Toronto
ORD
Chicago
S$391 Return, found 5 days ago
S$391
Return
found 5 days ago
Select Air Canada flight, departing Thu, 13 Jun from Toronto to Chicago, returning Mon, 17 Jun, priced at S$391 found 5 days ago
United
Mon, 10 Jun - Fri, 14 Jun
YYZ
Toronto
ORD
Chicago
S$392 Return, found 11 hours ago
S$392
Return
found 11 hours ago
Select United flight, departing Mon, 10 Jun from Toronto to Chicago, returning Fri, 14 Jun, priced at S$392 found 11 hours ago
United
Thu, 13 Jun - Wed, 19 Jun
YYZ
Toronto
ORD
Chicago
S$394 Return, found 11 hours ago
S$394
Return
found 11 hours ago
Select United flight, departing Thu, 13 Jun from Toronto to Chicago, returning Wed, 19 Jun, priced at S$394 found 11 hours ago
United
Tue, 10 Sep - Thu, 19 Sep
YYZ
Toronto
ORD
Chicago
S$395 Return, found 4 days ago
S$395
Return
found 4 days ago
Select United flight, departing Tue, 10 Sep from Toronto to Chicago, returning Thu, 19 Sep, priced at S$395 found 4 days ago
Air Canada
Thu, 23 May - Fri, 31 May
YYZ
Toronto
ORD
Chicago
S$399 Return, found 4 days ago
S$399
Return
found 4 days ago
Select Air Canada flight, departing Thu, 23 May from Toronto to Chicago, returning Fri, 31 May, priced at S$399 found 4 days ago
Delta
Mon, 10 Jun - Fri, 14 Jun
YYZ
Toronto
ORD
Chicago
S$401 Return, found 11 hours ago
S$401
Return
found 11 hours ago
Select Delta flight, departing Mon, 10 Jun from Toronto to Chicago, returning Fri, 14 Jun, priced at S$401 found 11 hours ago
United
Tue, 10 Sep - Thu, 19 Sep
YYZ
Toronto
ORD
Chicago
S$402 Return, found 4 days ago
S$402
Return
found 4 days ago
Select United flight, departing Tue, 10 Sep from Toronto to Chicago, returning Thu, 19 Sep, priced at S$402 found 4 days ago
0
Toronto to Chicago route information
Origin airport
Pearson Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, American Airlines, Delta, United
Return price
S$361
Distance
697 km

Flights from Toronto to Chicago

There are several airlines that operate frequent flights from Toronto (YYZ) to Chicago (ORD) including

The earliest flight leaves Pearson Intl. Airport at 06:30 and arrives at O'Hare Intl. Airport at 07:13. The last flight of the day departs Toronto at 20:55 and arrives at Chicago at 21:42.

The flight distance from Toronto to Chicago is about 703 km, the shortest flight is 01 hours 42 minutes with WestJet.

Expedia lets you search across the largest number of airlines and Chicago flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Toronto Chicago flight!

Browse through dozens of options and rest assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Toronto to Chicago trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your Chicago flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Toronto to Chicago with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!

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 S$362. 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.
Chicago Airports

Chicago

Toronto to Midway Intl.
S$443.20
Toronto Airports

Toronto

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