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Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from $42

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 2/12. 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.
3:30 pm - 4:30 pmYYZ-ORD
2h 00mnonstop
12:51 pm - 3:45 pmORD-YYZ
1h 54mnonstop
$231Air Canada
Find Deal
Tue, Dec 10 - Wed, Dec 25
6:40 pm - 7:37 pmYYZ-ORD
1h 57mnonstop
8:30 pm - 11:11 pmORD-YYZ
1h 41mnonstop
$232Air Canada
Find Deal
Mon, Jan 6 - Mon, Feb 3
9:00 pm - 10:13 pmYYZ-ORD
2h 13mnonstop
10:53 am - 1:42 pmORD-YYZ
1h 49mnonstop
$234United Airlines
Find Deal
Tue, Dec 24 - Wed, Jan 1
6:25 am - 10:54 amYYZ-ORD
5h 29m1 stop
12:51 pm - 3:45 pmORD-YYZ
1h 54mnonstop
$236Air Canada
Find Deal
Tue, Dec 10 - Wed, Dec 25
6:52 am - 8:05 amYYZ-ORD
2h 13mnonstop
6:08 pm - 11:46 pmORD-YYZ
4h 38m1 stop
$248United Airlines
Find Deal
Thu, Dec 26 - Tue, Dec 31
9:00 pm - 10:07 pmYYZ-ORD
2h 07mnonstop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$252Lufthansa
Find Deal
Thu, Nov 28 - Mon, Dec 2
6:30 am - 11:39 amYYZ-ORD
6h 09m1 stop
3:35 pm - 11:34 pmORD-YYZ
6h 59m1 stop
$269Delta
Find Deal
Sun, Dec 8 - Mon, Dec 9
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
5:10 am - 11:14 amORD-YYZ
5h 04m1 stop
$274American Airlines
Find Deal
Wed, Dec 4 - Thu, Dec 5
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
5:00 am - 11:00 amORD-YYZ
5h 00m1 stop
$278American Airlines
Find Deal
Wed, Nov 27 - Tue, Dec 3
1:20 pm - 4:13 pmYYZ-ORD
3h 53m1 stop
5:45 pm - 10:56 pmORD-YYZ
4h 11m1 stop
$285Delta
Find Deal
Wed, Feb 12 - Sun, Feb 16
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
$42Air Canada
Find Deal
Wed, Feb 12
6:25 am - 10:54 amYYZ-ORD
5h 29m1 stop
$93Air Canada
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Wed, Feb 12
2:00 pm - 2:51 pmYYZ-ORD
1h 51mnonstop
$140Air Canada
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Mon, Jan 6
3:30 pm - 4:30 pmYYZ-ORD
2h 00mnonstop
$144United Airlines
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Sat, Dec 7
12:20 pm - 6:38 pmYYZ-ORD
7h 18m1 stop
$145United Airlines
Find Deal
Tue, Jan 7
10:00 am - 9:07 pmYYZ-ORD
12h 07m1 stop
Tue, Dec 10
7:30 am - 8:15 pmYYZ-ORD
13h 45m1 stop
Wed, Dec 4
6:30 am - 2:38 pmYYZ-ORD
9h 08m1 stop
$161Delta
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Sun, Dec 8
1:14 pm - 2:14 pmYYZ-ORD
2h 00mnonstop
$220American Airlines
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Wed, Dec 4
1:10 pm - 2:10 pmYYZ-ORD
2h 00mnonstop
$232American Airlines
Find Deal
Thu, Nov 28
7:45 am - 8:15 pmYYZ-ORD
13h 30m2 stops
7:44 am - 3:56 pmORD-YYZ
7h 12m1 stop
Sat, Nov 9 - Sat, Nov 16
6:30 am - 4:49 pmYYZ-ORD
11h 19m1 stop
10:50 am - 9:09 amORD-YYZ
21h 19m1 stop
$403WestJet
Find Deal
Sat, Nov 9 - Sat, Nov 16
1:10 pm - 2:10 pmYYZ-ORD
2h 00mnonstop
6:34 pm - 9:24 pmORD-YYZ
1h 50mnonstop
$448American Airlines
Find Deal
Thu, Nov 7 - Sat, Nov 16
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
6:34 pm - 9:24 pmORD-YYZ
1h 50mnonstop
$450American Airlines
Find Deal
Thu, Nov 7 - Sat, Nov 16
1:25 pm - 10:56 amYYZ-ORD
22h 31m1 stop
1:31 pm - 11:06 amORD-YYZ
20h 35m1 stop
$452WestJet
Find Deal
Wed, Nov 6 - Mon, Nov 11
3:30 pm - 4:29 pmYYZ-ORD
1h 59mnonstop
7:28 am - 12:46 pmORD-YYZ
4h 18m1 stop
$467Air Canada
Find Deal
Fri, Nov 8 - Wed, Nov 13
6:52 am - 8:05 amYYZ-ORD
2h 13mnonstop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$471Air Canada
Find Deal
Fri, Nov 8 - Sun, Nov 10
4:30 pm - 8:14 pmYYZ-ORD
4h 44m1 stop
8:50 am - 4:06 pmORD-YYZ
6h 16m1 stop
$474United Airlines
Find Deal
Thu, Nov 7 - Sat, Nov 16
5:30 pm - 6:37 pmYYZ-ORD
2h 07mnonstop
9:14 pm - 11:59 pmORD-YYZ
1h 45mnonstop
$478United Airlines
Find Deal
Sat, Nov 9 - Mon, Nov 11
6:00 am - 1:16 pmYYZ-ORD
8h 16m1 stop
7:05 am - 11:29 amORD-YYZ
3h 24m1 stop
$552Delta
Find Deal
Wed, Nov 6 - Sat, Nov 9
3:30 pm - 4:30 pmYYZ-ORD
2h 00mnonstop
12:51 pm - 3:45 pmORD-YYZ
1h 54mnonstop
$231Air Canada
Find Deal
Tue, Dec 10 - Wed, Dec 25
6:40 pm - 7:37 pmYYZ-ORD
1h 57mnonstop
8:30 pm - 11:11 pmORD-YYZ
1h 41mnonstop
$232Air Canada
Find Deal
Mon, Jan 6 - Mon, Feb 3
9:00 am - 10:05 amYYZ-ORD
2h 05mnonstop
10:51 am - 1:42 pmORD-YYZ
1h 51mnonstop
$239Air Canada
Find Deal
Wed, Nov 27 - Wed, Dec 4
9:00 pm - 10:07 pmYYZ-ORD
2h 07mnonstop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$252Lufthansa
Find Deal
Thu, Nov 28 - Mon, Dec 2
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$254Air Canada
Find Deal
Thu, Nov 28 - Mon, Dec 2
1:10 pm - 2:10 pmYYZ-ORD
2h 00mnonstop
6:34 pm - 9:29 pmORD-YYZ
1h 55mnonstop
$261British Airways
Find Deal
Thu, Nov 28 - Mon, Dec 2
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$262United Airlines
Find Deal
Thu, Nov 28 - Mon, Dec 2
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
3:00 pm - 5:35 pmORD-YYZ
1h 35mnonstop
$274American Airlines
Find Deal
Sun, Dec 8 - Sun, Dec 8
11:00 am - 11:59 amYYZ-ORD
1h 59mnonstop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$280United Airlines
Find Deal
Thu, Dec 5 - Mon, Dec 9
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
6:34 pm - 9:29 pmORD-YYZ
1h 55mnonstop
$285American Airlines
Find Deal
Thu, Nov 28 - Mon, Dec 2

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
Dec 10
YYZ3:30 pmToronto Pearson Intl
2h 00m
ORD4:30 pmChicago O'Hare Intl
Dec 25
ORD12:51 pmChicago O'Hare Intl
1h 54m
YYZ3:45 pmToronto Pearson Intl
Air Canada
Jan 6
YYZ6:40 pmToronto Pearson Intl
1h 57m
ORD7:37 pmChicago O'Hare Intl
Feb 3
ORD8:30 pmChicago O'Hare Intl
1h 41m
YYZ11:11 pmToronto Pearson Intl
Air Canada
Dec 10
YYZ6:25 amToronto Pearson Intl
5h 29m
1 stop
ORD10:54 amChicago O'Hare Intl
Dec 25
ORD12:51 pmChicago O'Hare Intl
1h 54m
YYZ3:45 pmToronto 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
Dec 24
YYZ9:00 pmToronto Pearson Intl
2h 13m
ORD10:13 pmChicago O'Hare Intl
Jan 1
ORD10:53 amChicago O'Hare Intl
1h 49m
YYZ1:42 pmToronto Pearson Intl
United Airlines
Dec 26
YYZ6:52 amToronto Pearson Intl
2h 13m
ORD8:05 amChicago O'Hare Intl
Dec 31
ORD6:08 pmChicago O'Hare Intl
4h 38m
1 stop
YYZ11:46 pmToronto Pearson Intl
United Airlines
Nov 28
YYZ2:00 pmToronto Pearson Intl
1h 51m
ORD2:51 pmChicago O'Hare Intl
Dec 2
ORD7:19 amChicago O'Hare Intl
1h 39m
YYZ9:58 amToronto Pearson Intl

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. Most expensive is October

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

Wednesday. The cheapest day of the week is typically Wednesday. 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 morning. Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights are approximately 14% more expensive in the evening than in the morning

What is the cheapest airline that flies to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport?

Porter Airlines. Porter Airlines, Air Canada, and United Airlines are the most popular carriers operating from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

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

35 days before. The cheapest time to buy a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport is approximately 35 days to departure

How many flights depart from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport on average per day?

As of November 2024, there are 36 flights per week flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. The most common time of day flights depart is 3:00PM, with 49% of flights taking off in the afternoon.

How many flights depart from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport on average per week?

252 flights are operational weekly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport as of November 2024. The most popular departure day for this route is Monday, with 20% of flights per week taking off on this day.

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

There are 4 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% cheaper 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

$42

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 $42. 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 $231.
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?

    Chicago O'Hare Intl is 435.5 mi away from Toronto Pearson Intl. Flights usually cover this in 1h 51m, depending on flying conditions and air traffic around both airports.

  • 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 refresh 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?

    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 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
Air CanadaPriceFrom $207Free CancellationRating
7.0
8,130 reviews
Search Air Canada flights
United AirlinesPriceFrom $219Free CancellationRating
7.4
9,226 reviews
Search United Airlines flights
Porter AirlinesPriceFrom $221Free CancellationRating
7.8
293 reviews
Search Porter Airlines flights
American AirlinesPriceFrom $236Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
  • United Airlines Flights From Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

    Across 62 United Airlines flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport this week, the average price was $290, with the best United Airlines deals starting from $219 round-trip. 9,226 users have rated United Airlines on momondo, with an average score of 7.4/10.

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

    The best American Airlines deal for Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight tickets found on momondo in the last 72 hours was $236, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $326 round-trip. American Airlines operates 2 flights out of Toronto Pearson Intl Airport into Chicago O'Hare Intl Airport in an average week, so prices vary by time and availability. 10,000 American Airlines reviews by users on momondo have scored the airline at 7.2/10.


Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Toronto to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

momondo does allow users to show only those flights to Chicago from Toronto which offer a flexible booking policy as well as other useful filters and features.

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?

Price alerts on flights to Chicago from Toronto are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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