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Cheap flights from Toronto to Chicago O'Hare Intl Airport from C$ 168

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 to Chicago O'Hare Intl Airport departing on 10/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Toronto to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Toronto 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 to Chicago.

Cheap last-minute flights

Planning a quick getaway from Toronto 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 to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:40 p.m. - 7:37 p.m.YYZ-ORD
1h 57mdirect
12:51 p.m. - 3:45 p.m.ORD-YYZ
1h 54mdirect
C$ 317Air Canada
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Thu, 9 Jan - Sat, 18 Jan
3:30 p.m. - 4:41 p.m.YYZ-ORD
2h 11mdirect
11:35 a.m. - 6:05 p.m.ORD-YYZ
5h 30m1 stop
C$ 324Air Canada
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Thu, 9 Jan - Sat, 18 Jan
7:00 a.m. - 1:54 p.m.YYZ-ORD
7h 54m1 stop
3:25 p.m. - 11:53 p.m.ORD-YYZ
7h 28m1 stop
C$ 325
Find Deal
Thu, 9 Jan - Mon, 13 Jan
10:00 a.m. - 11:32 p.m.YYZ-ORD
14h 32m1 stop
5:11 a.m. - 11:55 p.m.ORD-YYZ
17h 44m1 stop
C$ 337
Find Deal
Wed, 15 Jan - Tue, 21 Jan
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
9:49 a.m. - 12:30 p.m.ORD-YYZ
1h 41mdirect
C$ 338British Airways
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Sat, 18 Jan - Sun, 19 Jan
9:00 a.m. - 10:10 a.m.YYZ-ORD
2h 10mdirect
7:05 a.m. - 9:58 a.m.ORD-YYZ
1h 53mdirect
C$ 350United Airlines
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Thu, 9 Jan - Sun, 12 Jan
9:00 p.m. - 10:13 p.m.YYZ-ORD
2h 13mdirect
6:00 a.m. - 11:46 a.m.ORD-YYZ
4h 46m1 stop
C$ 351United Airlines
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Fri, 17 Jan - Sun, 19 Jan
6:00 a.m. - 10:38 a.m.YYZ-ORD
5h 38m1 stop
8:11 a.m. - 10:51 a.m.ORD-YYZ
1h 40mdirect
C$ 354American Airlines
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Sun, 19 Jan - Thu, 30 Jan
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
9:49 a.m. - 12:30 p.m.ORD-YYZ
1h 41mdirect
C$ 372American Airlines
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Sat, 11 Jan - Sun, 26 Jan
4:44 p.m. - 5:44 p.m.YYZ-ORD
2h 00mdirect
8:11 a.m. - 10:51 a.m.ORD-YYZ
1h 40mdirect
C$ 396British Airways
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Thu, 13 Feb - Sun, 16 Feb
7:00 a.m. - 9:16 p.m.YYZ-ORD
15h 16m1 stop
C$ 168
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Fri, 10 Jan
12:20 p.m. - 1:11 p.m.YYZ-ORD
1h 51mdirect
C$ 171Air Canada
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Wed, 12 Feb
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
C$ 210American Airlines
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Sat, 18 Jan
6:00 a.m. - 1:28 p.m.YYZ-ORD
8h 28m1 stop
C$ 215Delta
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Sat, 18 Jan
7:45 a.m. - 12:55 p.m.YYZ-ORD
6h 10m1 stop
C$ 217Delta
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Sun, 19 Jan
1:14 p.m. - 2:14 p.m.YYZ-ORD
2h 00mdirect
C$ 220American Airlines
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Thu, 23 Jan
3:30 p.m. - 4:41 p.m.YYZ-ORD
2h 11mdirect
C$ 236United Airlines
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Sun, 19 Jan
7:00 a.m. - 9:22 p.m.YYZ-ORD
15h 22m2 stops
C$ 248WestJet
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Fri, 17 Jan
5:30 p.m. - 6:43 p.m.YYZ-ORD
2h 13mdirect
C$ 261United Airlines
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Wed, 8 Jan
6:30 a.m. - 3:56 p.m.YYZ-ORD
10h 26m1 stop
C$ 298WestJet
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Mon, 17 Mar
12:20 p.m. - 6:38 p.m.YYZ-ORD
7h 18m1 stop
9:05 p.m. - 8:34 a.m.ORD-YYZ
10h 29m1 stop
C$ 608United Airlines
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Wed, 25 Dec - Mon, 30 Dec
9:00 p.m. - 10:13 p.m.YYZ-ORD
2h 13mdirect
8:30 p.m. - 11:11 p.m.ORD-YYZ
1h 41mdirect
C$ 616United Airlines
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Mon, 23 Dec - Mon, 6 Jan
5:15 p.m. - 9:21 a.m.YYZ-ORD
17h 06m1 stop
5:50 p.m. - 1:21 p.m.ORD-YYZ
18h 31m1 stop
C$ 624WestJet
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Sun, 22 Dec - Thu, 26 Dec
8:10 a.m. - 6:42 p.m.YYZ-ORD
11h 32m1 stop
12:45 p.m. - 10:15 p.m.ORD-YYZ
8h 30m1 stop
C$ 625United Airlines
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Mon, 23 Dec - Mon, 6 Jan
3:25 p.m. - 7:55 p.m.YTZ-ORD
5h 30m1 stop
2:01 p.m. - 7:50 p.m.ORD-YTZ
4h 49m1 stop
C$ 635Air Canada
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Tue, 24 Dec - Fri, 3 Jan
6:00 a.m. - 9:21 a.m.YYZ-ORD
4h 21m1 stop
10:30 a.m. - 9:09 a.m.ORD-YYZ
21h 39m1 stop
C$ 652WestJet
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Wed, 25 Dec - Fri, 27 Dec
6:20 p.m. - 7:20 p.m.YYZ-ORD
2h 00mdirect
6:31 a.m. - 3:30 p.m.ORD-YYZ
7h 59m1 stop
C$ 660American Airlines
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Mon, 23 Dec - Tue, 31 Dec
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
6:00 a.m. - 4:38 p.m.ORD-YYZ
9h 38m1 stop
C$ 662American Airlines
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Wed, 25 Dec - Sun, 29 Dec
12:30 a.m. - 8:03 a.m.YYZ-ORD
8h 33m1 stop
4:00 p.m. - 6:41 p.m.ORD-YYZ
1h 41mdirect
C$ 664Air Canada
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Tue, 24 Dec - Mon, 30 Dec
6:30 a.m. - 2:38 p.m.YYZ-ORD
9h 08m1 stop
3:18 p.m. - 11:08 p.m.ORD-YYZ
6h 50m1 stop
C$ 739Delta
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Mon, 23 Dec - Wed, 25 Dec
6:40 p.m. - 7:37 p.m.YYZ-ORD
1h 57mdirect
12:51 p.m. - 3:45 p.m.ORD-YYZ
1h 54mdirect
C$ 317Air Canada
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Thu, 9 Jan - Sat, 18 Jan
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
9:49 a.m. - 12:30 p.m.ORD-YYZ
1h 41mdirect
C$ 338British Airways
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Sat, 18 Jan - Sun, 19 Jan
9:00 p.m. - 10:13 p.m.YYZ-ORD
2h 13mdirect
7:05 a.m. - 9:58 a.m.ORD-YYZ
1h 53mdirect
C$ 344Lufthansa
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Thu, 9 Jan - Sun, 12 Jan
8:00 a.m. - 8:57 a.m.YYZ-ORD
1h 57mdirect
9:50 a.m. - 12:25 p.m.ORD-YYZ
1h 35mdirect
C$ 350Air Canada
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Fri, 17 Jan - Tue, 11 Feb
2:00 p.m. - 2:51 p.m.YYZ-ORD
1h 51mdirect
7:05 a.m. - 9:58 a.m.ORD-YYZ
1h 53mdirect
C$ 351United Airlines
Find Deal
Fri, 17 Jan - Sun, 19 Jan
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
3:00 p.m. - 5:35 p.m.ORD-YYZ
1h 35mdirect
C$ 366American Airlines
Find Deal
Tue, 14 Jan - Wed, 15 Jan
4:44 p.m. - 5:44 p.m.YYZ-ORD
2h 00mdirect
1:25 p.m. - 4:00 p.m.ORD-YYZ
1h 35mdirect
C$ 370American Airlines
Find Deal
Mon, 17 Feb - Fri, 21 Feb
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
9:49 a.m. - 12:30 p.m.ORD-YYZ
1h 41mdirect
C$ 372American Airlines
Find Deal
Sat, 11 Jan - Sun, 26 Jan
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$ 435United Airlines
Find Deal
Thu, 9 Jan - Sun, 12 Jan
8:00 a.m. - 8:57 a.m.YYZ-ORD
1h 57mdirect
8:25 p.m. - 11:06 p.m.ORD-YYZ
1h 41mdirect
C$ 576
Find Deal
Mon, 30 Dec - Tue, 31 Dec

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

Our best Air Canada deals on Toronto to Chicago O'Hare Intl Airport flight tickets
Air Canada
9 Jan
YYZ6:40 p.m.Toronto Pearson Intl
1h 57m
ORD7:37 p.m.Chicago O'Hare Intl
18 Jan
ORD12:51 p.m.Chicago O'Hare Intl
1h 54m
YYZ3:45 p.m.Toronto Pearson Intl
Air Canada
9 Jan
YYZ3:30 p.m.Toronto Pearson Intl
2h 11m
ORD4:41 p.m.Chicago O'Hare Intl
18 Jan
ORD11:35 a.m.Chicago O'Hare Intl
5h 30m
1 stop
YYZ6:05 p.m.Toronto Pearson Intl
Air Canada
9 Jan
YYZ12:20 p.m.Toronto Pearson Intl
7h 18m
1 stop
ORD6:38 p.m.Chicago O'Hare Intl
18 Jan
ORD7:20 a.m.Chicago O'Hare Intl
6h 21m
1 stop
YYZ2:41 p.m.Toronto Pearson Intl

British Airways flights from Toronto to Chicago O'Hare Intl Airport

Our best British Airways deals on Toronto to Chicago O'Hare Intl Airport flight tickets
British Airways
18 Jan
YYZ6:15 a.m.Toronto Pearson Intl
2h 15m
ORD7:30 a.m.Chicago O'Hare Intl
19 Jan
ORD9:49 a.m.Chicago O'Hare Intl
1h 41m
YYZ12:30 p.m.Toronto Pearson Intl
British Airways
13 Feb
YYZ4:44 p.m.Toronto Pearson Intl
2h 00m
ORD5:44 p.m.Chicago O'Hare Intl
16 Feb
ORD8:11 a.m.Chicago O'Hare Intl
1h 40m
YYZ10:51 a.m.Toronto Pearson Intl

See travel insights to Chicago from

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

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

In general, January is the cheapest month to fly from Toronto 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$ 360. The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Toronto averaging around C$ 389.

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$ 394. 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 to Chicago O'Hare Intl Airport for around C$ 475.

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 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$ 439 on average. Flights to Chicago O'Hare Intl Airport from Toronto in the evening are generally more expensive because this time of day is more convenient for travellers’ schedules.

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

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

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

The best time to book a flight to Chicago O'Hare Intl Airport from Toronto is 48 days out, which is when prices tend to be around C$ 424. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Toronto for as low as C$ 500 on momondo.

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

There are 4 cabin classes available to choose from on Toronto 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.

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

You could potentially save up to 1% on your flight if you consider stops on a Toronto to Chicago O'Hare Intl Airport flight.

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

As of December 2024, prices for Toronto to Chicago O'Hare Intl Airport flights are approximately 6% more expensive when compared to flights at the same time last year.

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

Are you open to changing your travel dates? Check out the ideal times to fly from Toronto 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 to Chicago O'Hare Intl Airport (YTO to ORD) flight deals and tips

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

Best price found

C$ 168

Fastest flight time

1h 51m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Toronto in the past 72 hours is C$ 168. The best round-trip flight deal from Toronto to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is C$ 317.
The fastest flight from Toronto to Chicago O'Hare Intl Airport takes 1h 51m
Direct flights go from Toronto to Chicago O'Hare Intl Airport every day.

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

    There are 718.7 km between Toronto and Chicago O'Hare Intl. By plane, this route typically takes 1h 51m.

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

    Prices for flights from Toronto to Chicago O'Hare Intl Airport are refreshed on a daily basis.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Toronto to Chicago O'Hare Intl Airport.

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

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

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


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

Compare and see reviews for airlines that fly from Toronto to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom C$ 301Free CancellationRating
7.9
283 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 315Free CancellationRating
7.0
8,401 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 359Free CancellationRating
7.4
9,043 reviews
Search United Airlines flights
American AirlinesPriceFrom C$ 359Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom C$ 463Free CancellationRating
7.2
2,816 reviews
Search WestJet flights
  • United Airlines Flights From Toronto to Chicago O'Hare Intl Airport

    United Airlines is one of the most popular airlines flying from Toronto to Chicago O'Hare Intl Airport, operating 62 flights/week on average for this route. A good United Airlines flight deal for Toronto to Chicago O'Hare Intl Airport starts from C$ 249 round-trip, up to an average price of C$ 321. Our users have rated United Airlines at 7.4/10.

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

    American Airlines is also a popular choice for this route. American Airlines flight deals for Toronto to Chicago O'Hare Intl Airport start from as low as C$ 250 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around C$ 383. American Airlines operates 22 flights to Chicago O'Hare Intl Airport from Toronto in an average week. Users have rated it 7.2/10 across 10,000 reviews.


Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Toronto to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. All flights to Chicago from Toronto on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo provides multiple filters to help you find the best flight to Chicago from Toronto. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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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