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Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from C$ 178

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 from Toronto Pearson Intl Airport to Chicago

The cheapest plane tickets from Toronto Pearson Intl Airport to Chicago found on KAYAK recently.
7:15 a.m. - 2:52 p.m.YYZ-ORD
8h 37m1 stop
6:15 p.m. - 11:25 a.m.ORD-YYZ
16h 10m1 stop
C$ 344
Find Deal
Thu, 6 Feb - Sun, 9 Feb
6:20 p.m. - 7:20 p.m.YYZ-ORD
2h 00mdirect
8:11 a.m. - 10:51 a.m.ORD-YYZ
1h 40mdirect
C$ 346American Airlines
Find Deal
Wed, 5 Feb - Wed, 12 Feb
8:00 a.m. - 2:45 p.m.YYZ-ORD
7h 45m1 stop
10:53 a.m. - 1:42 p.m.ORD-YYZ
1h 49mdirect
C$ 352Air Canada
Find Deal
Fri, 7 Feb - Mon, 10 Feb
9:00 a.m. - 10:10 a.m.YYZ-ORD
2h 10mdirect
2:05 p.m. - 4:46 p.m.ORD-YYZ
1h 41mdirect
C$ 356United Airlines
Find Deal
Thu, 6 Feb - Mon, 10 Feb
6:40 p.m. - 7:37 p.m.YYZ-ORD
1h 57mdirect
7:12 a.m. - 9:58 a.m.ORD-YYZ
1h 46mdirect
C$ 364United Airlines
Find Deal
Fri, 7 Feb - Sun, 23 Feb
12:20 p.m. - 1:11 p.m.YYZ-ORD
1h 51mdirect
9:50 a.m. - 12:25 p.m.ORD-YYZ
1h 35mdirect
C$ 365Air Canada
Find Deal
Fri, 7 Feb - Sun, 9 Feb
6:00 a.m. - 12:01 p.m.YYZ-ORD
7h 01m1 stop
4:15 p.m. - 11:07 p.m.ORD-YYZ
5h 52m1 stop
C$ 391Delta
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Thu, 13 Feb - Mon, 24 Feb
2:45 p.m. - 9:58 p.m.YYZ-ORD
8h 13m1 stop
6:59 a.m. - 11:56 a.m.ORD-YYZ
3h 57m1 stop
C$ 401Delta
Find Deal
Fri, 14 Feb - Sun, 16 Feb
2:30 p.m. - 10:36 p.m.YYZ-ORD
9h 06m1 stop
1:40 p.m. - 7:09 p.m.ORD-YYZ
4h 29m1 stop
C$ 454WestJet
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Mon, 27 Jan - Wed, 29 Jan
6:00 a.m. - 8:53 p.m.YYZ-ORD
15h 53m1 stop
10:10 a.m. - 11:33 p.m.ORD-YYZ
12h 23m2 stops
C$ 464WestJet
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Thu, 13 Feb - Mon, 17 Feb
12:20 p.m. - 1:11 p.m.YYZ-ORD
1h 51mdirect
C$ 178Air Canada
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Wed, 12 Feb
7:15 a.m. - 2:52 p.m.YYZ-ORD
8h 37m1 stop
C$ 200
Find Deal
Thu, 6 Feb
12:20 p.m. - 6:38 p.m.YYZ-ORD
7h 18m1 stop
C$ 214United Airlines
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Wed, 12 Feb
12:20 p.m. - 1:11 p.m.YYZ-ORD
1h 51mdirect
C$ 227United Airlines
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Thu, 13 Feb
6:30 a.m. - 3:30 p.m.YYZ-ORD
10h 00m1 stop
C$ 236Delta
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Thu, 13 Feb
1:20 p.m. - 4:13 p.m.YYZ-ORD
3h 53m1 stop
C$ 240Delta
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Sat, 15 Feb
11:31 a.m. - 12:31 p.m.YYZ-ORD
2h 00mdirect
C$ 241American Airlines
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Wed, 29 Jan
7:35 a.m. - 5:24 p.m.YYZ-ORD
10h 49m1 stop
C$ 257American Airlines
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Sun, 2 Feb
6:30 a.m. - 9:22 p.m.YYZ-ORD
15h 52m2 stops
C$ 270WestJet
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Fri, 7 Feb
6:00 a.m. - 12:55 p.m.YYZ-ORD
7h 55m1 stop
C$ 298WestJet
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Sun, 2 Feb
7:00 p.m. - 12:39 p.m.YYZ-ORD
18h 39m2 stops
5:11 a.m. - 11:55 p.m.ORD-YYZ
17h 44m1 stop
C$ 487
Find Deal
Tue, 21 Jan - Tue, 28 Jan
7:00 p.m. - 12:39 p.m.YYZ-ORD
18h 39m2 stops
7:00 a.m. - 11:55 p.m.ORD-YYZ
15h 55m2 stops
C$ 493
Find Deal
Tue, 21 Jan - Tue, 28 Jan
6:40 p.m. - 7:37 p.m.YYZ-ORD
1h 57mdirect
9:13 p.m. - 11:59 p.m.ORD-YYZ
1h 46mdirect
C$ 503Air Canada
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Tue, 21 Jan - Tue, 28 Jan
6:20 p.m. - 7:20 p.m.YYZ-ORD
2h 00mdirect
6:35 p.m. - 9:19 p.m.ORD-YYZ
1h 44mdirect
C$ 568American Airlines
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Tue, 21 Jan - Tue, 18 Feb
4:30 p.m. - 9:42 p.m.YYZ-ORD
6h 12m1 stop
10:37 a.m. - 7:00 p.m.ORD-YYZ
7h 23m1 stop
C$ 576American Airlines
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Tue, 21 Jan - Tue, 18 Feb
12:30 a.m. - 8:00 a.m.YYZ-ORD
8h 30m1 stop
2:05 p.m. - 4:46 p.m.ORD-YYZ
1h 41mdirect
C$ 622Air Canada
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Tue, 21 Jan - Sat, 25 Jan
2:45 p.m. - 9:58 p.m.YYZ-ORD
8h 13m1 stop
4:15 p.m. - 11:11 p.m.ORD-YYZ
5h 56m1 stop
C$ 627WestJet
Find Deal
Mon, 20 Jan - Mon, 27 Jan
6:30 a.m. - 11:20 a.m.YYZ-ORD
5h 50m1 stop
6:15 p.m. - 10:52 p.m.ORD-YYZ
3h 37m1 stop
C$ 628WestJet
Find Deal
Mon, 20 Jan - Sun, 26 Jan
6:52 a.m. - 8:05 a.m.YYZ-ORD
2h 13mdirect
12:51 p.m. - 3:45 p.m.ORD-YYZ
1h 54mdirect
C$ 688United Airlines
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Fri, 17 Jan - Fri, 17 Jan
6:20 a.m. - 11:01 a.m.YYZ-ORD
5h 41m1 stop
8:25 p.m. - 11:06 p.m.ORD-YYZ
1h 41mdirect
C$ 737United Airlines
Find Deal
Fri, 17 Jan - Fri, 17 Jan
9:00 p.m. - 10:13 p.m.YYZ-ORD
2h 13mdirect
12:51 p.m. - 3:45 p.m.ORD-YYZ
1h 54mdirect
C$ 344Air Canada
Find Deal
Fri, 7 Feb - Mon, 10 Feb
6:20 p.m. - 7:20 p.m.YYZ-ORD
2h 00mdirect
8:11 a.m. - 10:51 a.m.ORD-YYZ
1h 40mdirect
C$ 346American Airlines
Find Deal
Wed, 5 Feb - Wed, 12 Feb
9:00 a.m. - 10:10 a.m.YYZ-ORD
2h 10mdirect
2:05 p.m. - 4:46 p.m.ORD-YYZ
1h 41mdirect
C$ 356United Airlines
Find Deal
Thu, 6 Feb - Mon, 10 Feb
6:40 p.m. - 7:37 p.m.YYZ-ORD
1h 57mdirect
7:12 a.m. - 9:58 a.m.ORD-YYZ
1h 46mdirect
C$ 364United Airlines
Find Deal
Fri, 7 Feb - Sun, 23 Feb
12:20 p.m. - 1:11 p.m.YYZ-ORD
1h 51mdirect
9:50 a.m. - 12:25 p.m.ORD-YYZ
1h 35mdirect
C$ 365Air Canada
Find Deal
Fri, 7 Feb - Sun, 9 Feb
9:00 a.m. - 10:10 a.m.YYZ-ORD
2h 10mdirect
4:00 p.m. - 6:41 p.m.ORD-YYZ
1h 41mdirect
C$ 367Air Canada
Find Deal
Mon, 3 Feb - Tue, 4 Feb
6:20 p.m. - 7:20 p.m.YYZ-ORD
2h 00mdirect
3:00 p.m. - 5:35 p.m.ORD-YYZ
1h 35mdirect
C$ 374American Airlines
Find Deal
Sat, 1 Feb - Fri, 7 Feb
9:00 a.m. - 10:10 a.m.YYZ-ORD
2h 10mdirect
8:30 p.m. - 11:11 p.m.ORD-YYZ
1h 41mdirect
C$ 375
Find Deal
Fri, 7 Feb - Sun, 23 Feb
9:00 a.m. - 10:10 a.m.YYZ-ORD
2h 10mdirect
12:51 p.m. - 3:45 p.m.ORD-YYZ
1h 54mdirect
C$ 377Lufthansa
Find Deal
Thu, 6 Feb - Sun, 9 Feb
8:00 a.m. - 9:01 a.m.YYZ-ORD
2h 01mdirect
11:04 a.m. - 1:42 p.m.ORD-YYZ
1h 38mdirect
C$ 417Lufthansa
Find Deal
Tue, 4 Mar - Fri, 7 Mar

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
7 Feb
YYZ8:00 a.m.Toronto Pearson Intl
7h 45m
1 stop
ORD2:45 p.m.Chicago O'Hare Intl
10 Feb
ORD10:53 a.m.Chicago O'Hare Intl
1h 49m
YYZ1:42 p.m.Toronto Pearson Intl
Air Canada
7 Feb
YYZ12:20 p.m.Toronto Pearson Intl
1h 51m
ORD1:11 p.m.Chicago O'Hare Intl
9 Feb
ORD9:50 a.m.Chicago O'Hare Intl
1h 35m
YYZ12:25 p.m.Toronto Pearson Intl
Air Canada
7 Feb
YYZ6:40 p.m.Toronto Pearson Intl
1h 57m
ORD7:37 p.m.Chicago O'Hare Intl
9 Feb
ORD7:20 a.m.Chicago O'Hare Intl
5h 21m
1 stop
YYZ1:41 p.m.Toronto Pearson Intl

United Airlines flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

Our best United Airlines deals on Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight tickets
United Airlines
6 Feb
YYZ9:00 a.m.Toronto Pearson Intl
2h 10m
ORD10:10 a.m.Chicago O'Hare Intl
10 Feb
ORD2:05 p.m.Chicago O'Hare Intl
1h 41m
YYZ4:46 p.m.Toronto Pearson Intl
United Airlines
7 Feb
YYZ6:40 p.m.Toronto Pearson Intl
1h 57m
ORD7:37 p.m.Chicago O'Hare Intl
23 Feb
ORD7:12 a.m.Chicago O'Hare Intl
1h 46m
YYZ9:58 a.m.Toronto Pearson Intl
United Airlines
7 Feb
YYZ6:52 a.m.Toronto Pearson Intl
2h 13m
ORD8:05 a.m.Chicago O'Hare Intl
23 Feb
ORD2:05 p.m.Chicago O'Hare Intl
1h 41m
YYZ4:46 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 typical price of a round-trip flight between Toronto Pearson Intl Airport and Chicago O'Hare Intl Airport?

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

In general, February is the cheapest month to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 400. The month of July is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Toronto Pearson Intl Airport averaging around C$ 414.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Tuesday when prices can be found for as low as C$ 393. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport for around C$ 474.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

In the morning is the cheapest time of day to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 425. Flying to Chicago O'Hare Intl Airport in the morning is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are C$ 438 on average. Flights to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport in the evening are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Toronto Pearson Intl to Chicago O'Hare Intl flight route?

Fly from Toronto Pearson Intl to Chicago O'Hare Intl for the best Toronto Pearson Intl - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport when booking 18 weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around C$ 436 when searching 18 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport for as low as C$ 382 on momondo.

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

There are 4 cabin classes available to choose from on Toronto Pearson Intl to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

As of January 2025, prices for Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights are approximately 13% 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$ 178

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$ 178. 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$ 344.
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$ 300Free CancellationRating
7.9
276 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 320Free CancellationRating
7.0
8,587 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 359Free CancellationRating
7.4
8,964 reviews
Search United Airlines flights
American AirlinesPriceFrom C$ 359Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom C$ 462Free CancellationRating
7.2
2,824 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 65 times per week, with 8,965 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$ 325 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 22 times per week, with deals starting from C$ 250 round-trip and rising to an average price of around C$ 382.


Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Naperville
Lisle
Elk Grove Village
Wheeling
Skokie
Rosemont
Glenview
Great Lakes
Des Plaines
Benton Harbor
Elmhurst
Merrillville
Harvard
Oak Brook
Schaumburg
Bridgeview
Rockford

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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