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Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from $142

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 12/17. 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 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
4:00 pm - 6:41 pmORD-YYZ
1h 41mnonstop
$178Air Canada
Find Deal
Fri, Jan 10 - Mon, Jan 13
12:00 pm - 6:41 pmYYZ-ORD
7h 41m1 stop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$237Air Canada
Find Deal
Wed, Dec 11 - Thu, Dec 12
11:00 am - 11:59 amYYZ-ORD
1h 59mnonstop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$245United Airlines
Find Deal
Wed, Dec 11 - Thu, Dec 12
6:25 am - 10:54 amYYZ-ORD
5h 29m1 stop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
Thu, Dec 12 - Sun, Dec 15
2:45 pm - 11:20 pmYYZ-ORD
9h 35m1 stop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$260United Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$262Lufthansa
Find Deal
Thu, Dec 12 - Sun, Dec 15
6:52 am - 8:05 amYYZ-ORD
2h 13mnonstop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$266Lufthansa
Find Deal
Thu, Dec 12 - Sun, Dec 15
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
9:13 pm - 11:59 pmORD-YYZ
1h 46mnonstop
Thu, Dec 12 - Wed, Dec 25
7:35 am - 12:15 pmYYZ-ORD
5h 40m1 stop
7:22 am - 1:00 pmORD-YYZ
4h 38m1 stop
$297American Airlines
Find Deal
Wed, Jan 1 - Fri, Jan 17
7:35 am - 3:11 pmYYZ-ORD
8h 36m1 stop
8:02 am - 4:40 pmORD-YYZ
7h 38m1 stop
$298American Airlines
Find Deal
Wed, Dec 11 - Thu, Dec 12
6:35 pm - 7:32 pmYYZ-ORD
1h 57mnonstop
$142Air Canada
Find Deal
Tue, Dec 17
8:00 am - 8:57 amYYZ-ORD
1h 57mnonstop
$143Air Canada
Find Deal
Mon, Dec 16
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
$147United Airlines
Find Deal
Sat, Dec 14
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
$158American Airlines
Find Deal
Sat, Jan 18
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
$159American Airlines
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Wed, Jan 8
12:30 pm - 6:31 pmYYZ-ORD
7h 01m1 stop
$162Delta
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Thu, Dec 12
12:20 pm - 6:38 pmYYZ-ORD
7h 18m1 stop
$163United Airlines
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Sat, Jan 18
6:00 am - 9:24 amYYZ-ORD
4h 24m1 stop
$164Delta
Find Deal
Mon, Dec 16
8:35 am - 11:11 pmYYZ-ORD
15h 36m1 stop
Fri, Dec 6
7:30 am - 7:16 pmYYZ-ORD
12h 46m1 stop
Mon, Nov 25
7:30 am - 7:16 pmYYZ-ORD
12h 46m1 stop
1:20 pm - 9:21 pmORD-YYZ
7h 01m1 stop
Mon, Nov 25 - Fri, Nov 29
6:25 am - 10:54 amYYZ-ORD
5h 29m1 stop
4:00 pm - 6:41 pmORD-YYZ
1h 41mnonstop
$354Air Canada
Find Deal
Mon, Nov 25 - Fri, Nov 29
1:10 pm - 2:10 pmYYZ-ORD
2h 00mnonstop
1:25 pm - 4:00 pmORD-YYZ
1h 35mnonstop
$389American Airlines
Find Deal
Fri, Nov 22 - Tue, Dec 3
6:20 pm - 7:20 pmYYZ-ORD
2h 00mnonstop
5:00 am - 11:00 amORD-YYZ
5h 00m1 stop
$398American Airlines
Find Deal
Fri, Nov 22 - Tue, Dec 3
9:00 am - 10:05 amYYZ-ORD
2h 05mnonstop
4:52 pm - 7:45 pmORD-YYZ
1h 53mnonstop
$409United Airlines
Find Deal
Sat, Nov 23 - Tue, Dec 3
7:30 am - 7:16 pmYYZ-ORD
12h 46m1 stop
1:20 pm - 9:21 pmORD-YYZ
7h 01m1 stop
Mon, Nov 25 - Fri, Nov 29
10:05 am - 12:50 pmYYZ-ORD
3h 45m1 stop
5:55 pm - 11:24 amORD-YYZ
16h 29m1 stop
$440WestJet
Find Deal
Mon, Nov 25 - Mon, Dec 2
6:15 am - 7:33 pmYYZ-ORD
14h 18m1 stop
6:17 am - 11:34 pmORD-YYZ
16h 17m1 stop
$456WestJet
Find Deal
Sat, Nov 23 - Sun, Dec 1
6:35 pm - 7:32 pmYYZ-ORD
1h 57mnonstop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$473United Airlines
Find Deal
Sat, Nov 23 - Thu, Nov 28
6:30 am - 2:43 pmYYZ-ORD
9h 13m1 stop
3:30 pm - 11:34 pmORD-YYZ
7h 04m1 stop
$507Delta
Find Deal
Sat, Nov 23 - Fri, Nov 29
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
4:00 pm - 6:41 pmORD-YYZ
1h 41mnonstop
$178Air Canada
Find Deal
Fri, Jan 10 - Mon, Jan 13
9:00 pm - 10:07 pmYYZ-ORD
2h 07mnonstop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$237Air Canada
Find Deal
Mon, Dec 9 - Thu, Dec 12
11:00 am - 11:59 amYYZ-ORD
1h 59mnonstop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$245United Airlines
Find Deal
Wed, Dec 11 - Thu, Dec 12
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$262Lufthansa
Find Deal
Thu, Dec 12 - Sun, Dec 15
6:52 am - 8:05 amYYZ-ORD
2h 13mnonstop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$266Lufthansa
Find Deal
Thu, Dec 12 - Sun, Dec 15
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
$268United Airlines
Find Deal
Wed, Dec 11 - Thu, Dec 12
11:31 am - 12:31 pmYYZ-ORD
2h 00mnonstop
8:11 am - 10:51 amORD-YYZ
1h 40mnonstop
$280British Airways
Find Deal
Mon, Jan 27 - Wed, Jan 29
1:10 pm - 2:10 pmYYZ-ORD
2h 00mnonstop
6:35 pm - 9:20 pmORD-YYZ
1h 45mnonstop
$297British Airways
Find Deal
Tue, Dec 31 - Tue, Jan 7
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
6:30 pm - 9:20 pmORD-YYZ
1h 50mnonstop
$415American Airlines
Find Deal
Sat, Nov 30 - Sat, Dec 7
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
6:34 pm - 9:29 pmORD-YYZ
1h 55mnonstop
$474American Airlines
Find Deal
Sat, Nov 30 - Mon, Dec 2

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

Our best Delta deals on Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight tickets
Delta
Dec 12
YYZ6:30 amToronto Pearson Intl
9h 13m
1 stop
ORD2:43 pmChicago O'Hare Intl
Dec 19
ORD7:00 amChicago O'Hare Intl
8h 14m
1 stop
YYZ4:14 pmToronto Pearson Intl
Delta
Dec 31
YYZ6:30 amToronto Pearson Intl
9h 08m
1 stop
ORD2:38 pmChicago O'Hare Intl
Jan 16
ORD12:35 pmChicago O'Hare Intl
6h 56m
1 stop
YYZ8:31 pmToronto Pearson Intl
Delta
Dec 31
YYZ6:30 amToronto Pearson Intl
9h 08m
1 stop
ORD2:38 pmChicago O'Hare Intl
Jan 19
ORD10:05 amChicago O'Hare Intl
6h 09m
1 stop
YYZ5:14 pmToronto Pearson Intl

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
Jan 10
YYZ12:20 pmToronto Pearson Intl
1h 51m
ORD1:11 pmChicago O'Hare Intl
Jan 13
ORD4:00 pmChicago O'Hare Intl
1h 41m
YYZ6:41 pmToronto Pearson Intl
Air Canada
Dec 11
YYZ12:00 pmToronto Pearson Intl
7h 41m
1 stop
ORD6:41 pmChicago O'Hare Intl
Dec 12
ORD7:19 amChicago O'Hare Intl
1h 39m
YYZ9:58 amToronto Pearson Intl
Air Canada
Dec 14
YYZ8:00 amToronto Pearson Intl
7h 45m
1 stop
ORD2:45 pmChicago O'Hare Intl
Jan 10
ORD11:35 amChicago O'Hare Intl
5h 30m
1 stop
YYZ6:05 pmToronto 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. Most expensive is August

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

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 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% 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

$142

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 $142. 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 $178.
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 $196Free CancellationRating
7.0
8,237 reviews
Search Air Canada flights
United AirlinesPriceFrom $219Free CancellationRating
7.4
9,171 reviews
Search United Airlines flights
Porter AirlinesPriceFrom $221Free CancellationRating
7.8
288 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 65 United Airlines flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport this week, the average price was $288, with the best United Airlines deals starting from $219 round-trip. 9,171 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 $327 round-trip. American Airlines operates 30 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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