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Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from C$ 159

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport departing on 12/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Toronto Pearson Intl Airport to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Toronto Pearson Intl Airport to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Toronto Pearson Intl Airport to Chicago.

Cheap last-minute flights

Planning a quick getaway from Toronto Pearson Intl Airport to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Toronto Pearson Intl Airport to Chicago

Find recent round-trip train or bus tickets from Toronto Pearson Intl Airport to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
12:20 p.m. - 1:11 p.m.YYZ-ORD
1h 51mdirect
4:00 p.m. - 6:41 p.m.ORD-YYZ
1h 41mdirect
C$ 249Air Canada
Find Deal
Fri, 10 Jan - Mon, 13 Jan
2:00 p.m. - 2:51 p.m.YYZ-ORD
1h 51mdirect
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 342United Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
6:30 a.m. - 12:58 p.m.YYZ-ORD
7h 28m1 stop
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 349Air Canada
Find Deal
Wed, 11 Dec - Thu, 12 Dec
2:05 p.m. - 6:38 p.m.YYZ-ORD
5h 33m1 stop
8:30 p.m. - 11:11 p.m.ORD-YYZ
1h 41mdirect
C$ 355Air Canada
Find Deal
Fri, 10 Jan - Mon, 13 Jan
2:45 p.m. - 11:20 p.m.YYZ-ORD
9h 35m1 stop
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 363United Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
6:52 a.m. - 8:05 a.m.YYZ-ORD
2h 13mdirect
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 372Lufthansa
Find Deal
Thu, 12 Dec - Sun, 15 Dec
7:55 a.m. - 4:13 p.m.YYZ-ORD
9h 18m1 stop
10:05 a.m. - 11:18 a.m.ORD-YYZ
24h 13m1 stop
C$ 401WestJet
Find Deal
Fri, 17 Jan - Sun, 19 Jan
10:57 a.m. - 4:07 p.m.YYZ-ORD
6h 10m1 stop
8:05 a.m. - 3:45 p.m.ORD-YYZ
6h 40m1 stop
C$ 404American Airlines
Find Deal
Tue, 3 Dec - Tue, 10 Dec
6:00 a.m. - 12:30 p.m.YYZ-ORD
7h 30m1 stop
6:00 a.m. - 11:56 a.m.ORD-YYZ
4h 56m1 stop
C$ 405American Airlines
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Sun, 8 Dec - Wed, 11 Dec
6:00 a.m. - 12:55 p.m.YYZ-ORD
7h 55m1 stop
6:55 a.m. - 4:12 p.m.ORD-YYZ
8h 17m1 stop
C$ 419WestJet
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Sat, 18 Jan - Mon, 20 Jan
2:00 p.m. - 2:51 p.m.YYZ-ORD
1h 51mdirect
C$ 159Air Canada
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Wed, 12 Feb
6:35 p.m. - 7:32 p.m.YYZ-ORD
1h 57mdirect
C$ 205United Airlines
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Tue, 17 Dec
12:20 p.m. - 6:36 p.m.YYZ-ORD
7h 16m1 stop
C$ 212United Airlines
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Fri, 13 Dec
10:00 a.m. - 2:45 p.m.YYZ-ORD
5h 45m1 stop
C$ 219Air Canada
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Wed, 12 Feb
2:55 p.m. - 10:25 p.m.YYZ-ORD
8h 30m1 stop
C$ 231Delta
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Sat, 14 Dec
10:05 a.m. - 6:41 p.m.YYZ-ORD
9h 36m1 stop
C$ 242Delta
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Fri, 17 Jan
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
C$ 247American Airlines
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Thu, 5 Dec
7:35 a.m. - 12:18 p.m.YYZ-ORD
5h 43m1 stop
C$ 254American Airlines
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Sun, 8 Dec
6:15 p.m. - 10:49 a.m.YYZ-ORD
17h 34m1 stop
C$ 274WestJet
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Mon, 16 Dec
6:00 a.m. - 4:40 p.m.YYZ-ORD
11h 40m1 stop
C$ 281WestJet
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Mon, 30 Dec
7:30 a.m. - 7:16 p.m.YYZ-ORD
12h 46m1 stop
1:20 p.m. - 9:21 p.m.ORD-YYZ
7h 01m1 stop
C$ 573
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Mon, 25 Nov - Fri, 29 Nov
6:25 a.m. - 10:54 a.m.YYZ-ORD
5h 29m1 stop
7:20 a.m. - 1:41 p.m.ORD-YYZ
5h 21m1 stop
C$ 587Air Canada
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Sun, 24 Nov - Tue, 3 Dec
7:05 a.m. - 2:31 p.m.YYZ-ORD
8h 26m1 stop
1:20 p.m. - 9:21 p.m.ORD-YYZ
7h 01m1 stop
C$ 618
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Sun, 24 Nov - Fri, 29 Nov
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
8:11 a.m. - 10:51 a.m.ORD-YYZ
1h 40mdirect
C$ 619American Airlines
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Sat, 23 Nov - Sat, 30 Nov
10:00 a.m. - 8:03 p.m.YYZ-ORD
11h 03m1 stop
12:57 p.m. - 5:55 a.m.ORD-YYZ
15h 58m1 stop
C$ 623
Find Deal
Sun, 24 Nov - Tue, 3 Dec
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
5:00 a.m. - 11:00 a.m.ORD-YYZ
5h 00m1 stop
C$ 633American Airlines
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Sat, 23 Nov - Sat, 30 Nov
5:30 p.m. - 8:25 p.m.YYZ-ORD
3h 55m1 stop
5:55 p.m. - 10:36 p.m.ORD-YYZ
3h 41m1 stop
C$ 640WestJet
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Mon, 25 Nov - Tue, 3 Dec
6:15 a.m. - 7:33 p.m.YYZ-ORD
14h 18m1 stop
6:17 a.m. - 11:34 p.m.ORD-YYZ
16h 17m1 stop
C$ 646WestJet
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Sat, 23 Nov - Sun, 1 Dec
8:00 a.m. - 8:57 a.m.YYZ-ORD
1h 57mdirect
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 661United Airlines
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Sat, 23 Nov - Sun, 1 Dec
9:00 p.m. - 10:07 p.m.YYZ-ORD
2h 07mdirect
8:57 a.m. - 2:18 p.m.ORD-YYZ
4h 21m1 stop
C$ 704United Airlines
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Fri, 22 Nov - Mon, 25 Nov
12:20 p.m. - 1:11 p.m.YYZ-ORD
1h 51mdirect
4:00 p.m. - 6:41 p.m.ORD-YYZ
1h 41mdirect
C$ 249Air Canada
Find Deal
Fri, 10 Jan - Mon, 13 Jan
2:00 p.m. - 2:51 p.m.YYZ-ORD
1h 51mdirect
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 342United Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
9:00 p.m. - 10:07 p.m.YYZ-ORD
2h 07mdirect
8:25 p.m. - 11:06 p.m.ORD-YYZ
1h 41mdirect
C$ 366
Find Deal
Fri, 13 Dec - Tue, 17 Dec
9:00 p.m. - 10:07 p.m.YYZ-ORD
2h 07mdirect
10:51 a.m. - 1:42 p.m.ORD-YYZ
1h 51mdirect
C$ 370Air Canada
Find Deal
Tue, 3 Dec - Tue, 10 Dec
6:52 a.m. - 8:05 a.m.YYZ-ORD
2h 13mdirect
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 372Lufthansa
Find Deal
Thu, 12 Dec - Sun, 15 Dec
2:00 p.m. - 2:51 p.m.YYZ-ORD
1h 51mdirect
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 375Air Canada
Find Deal
Thu, 12 Dec - Sun, 15 Dec
9:00 a.m. - 10:05 a.m.YYZ-ORD
2h 05mdirect
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 376United Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
6:35 p.m. - 9:20 p.m.ORD-YYZ
1h 45mdirect
C$ 415British Airways
Find Deal
Tue, 31 Dec - Tue, 7 Jan
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
1:25 p.m. - 4:00 p.m.ORD-YYZ
1h 35mdirect
C$ 636American Airlines
Find Deal
Sun, 1 Dec - Wed, 4 Dec
1:10 p.m. - 2:10 p.m.YYZ-ORD
2h 00mdirect
1:25 p.m. - 4:00 p.m.ORD-YYZ
1h 35mdirect
C$ 644American Airlines
Find Deal
Mon, 2 Dec - Wed, 4 Dec

Air Canada flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

Our best Air Canada deals on Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight tickets
Air Canada
10 Jan
YYZ12:20 p.m.Toronto Pearson Intl
1h 51m
ORD1:11 p.m.Chicago O'Hare Intl
13 Jan
ORD4:00 p.m.Chicago O'Hare Intl
1h 41m
YYZ6:41 p.m.Toronto Pearson Intl
Air Canada
11 Dec
YYZ6:30 a.m.Toronto Pearson Intl
7h 28m
1 stop
ORD12:58 p.m.Chicago O'Hare Intl
12 Dec
ORD7:19 a.m.Chicago O'Hare Intl
1h 39m
YYZ9:58 a.m.Toronto Pearson Intl
Air Canada
10 Jan
YYZ2:05 p.m.Toronto Pearson Intl
5h 33m
1 stop
ORD6:38 p.m.Chicago O'Hare Intl
13 Jan
ORD8:30 p.m.Chicago O'Hare Intl
1h 41m
YYZ11:11 p.m.Toronto Pearson Intl

WestJet flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

Our best WestJet deals on Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight tickets
WestJet
17 Jan
YYZ7:55 a.m.Toronto Pearson Intl
9h 18m
1 stop
ORD4:13 p.m.Chicago O'Hare Intl
19 Jan
ORD10:05 a.m.Chicago O'Hare Intl
24h 13m
1 stop
YYZ11:18 a.m.Toronto Pearson Intl
WestJet
18 Jan
YYZ6:00 a.m.Toronto Pearson Intl
7h 55m
1 stop
ORD12:55 p.m.Chicago O'Hare Intl
20 Jan
ORD6:55 a.m.Chicago O'Hare Intl
8h 17m
1 stop
YYZ4:12 p.m.Toronto Pearson Intl
WestJet
27 Feb
YYZ5:05 p.m.Toronto Pearson Intl
6h 31m
1 stop
ORD10:36 p.m.Chicago O'Hare Intl
7 Mar
ORD6:15 p.m.Chicago O'Hare Intl
3h 37m
1 stop
YYZ10:52 p.m.Toronto Pearson Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

February. The cheapest time of year to fly to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport is February. The most expensive is August.

What is the cheapest day to depart Toronto Pearson Intl Airport for Chicago O'Hare Intl Airport?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Friday

When is the cheapest time to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

In the afternoon. Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights are approximately 6% more expensive in the evening than in the afternoon

How far in advance should you book Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights?

59 days before. The cheapest time to buy a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport is approximately 59 days to departure

What cabin class options are available on Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights?

There are 3 cabin classes available to choose from on Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport.

How have Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight prices changed over time?

As of November 2024, prices for Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights are approximately 1% more expensive when compared to flights at the same time last year.

When to book flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (YYZ to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

Best price found

C$ 159

Fastest flight time

1h 51m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport in the past 72 hours is C$ 159. The best round-trip flight deal from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is C$ 249.
The fastest flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport takes 1h 51m
Direct flights go from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport every day.

  • How far is Toronto Pearson Intl to Chicago O'Hare Intl by plane?

    A flight from Toronto Pearson Intl to Chicago O'Hare Intl will travel around 700.9 km. In terms of flight time, this usually takes a little over 1h 51m.

  • When did momondo last update prices for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?


Best airlines flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom C$ 283Free CancellationRating
7.8
286 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 303Free CancellationRating
7.0
8,238 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 348Free CancellationRating
7.4
9,173 reviews
Search United Airlines flights
American AirlinesPriceFrom C$ 349Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom C$ 433Free CancellationRating
7.3
2,810 reviews
Search WestJet flights
  • United Airlines Flights From Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

    United Airlines flies from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport around 64 times per week, with 9,173 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in the last 72 hours was C$ 249 (round-trip), much lower than the average airfare cost of C$ 314 for United Airlines flights on this route.

  • American Airlines Flights From Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

    Another popular option for Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights is American Airlines (7.2/10, 10,000 ratings). American Airlines flies from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport around 30 times per week, with deals starting from C$ 250 round-trip and rising to an average price of around C$ 376.


Why use momondo?

Why should I use momondo to find a flight deal from Toronto to Chicago?

Finding the right flight to Chicago from Toronto is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Toronto to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Toronto with this policy.

How can momondo help me find flights from Toronto to Chicago?

Once you have performed a search for Toronto to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Toronto to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Toronto to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.


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