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Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from $117

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 1/10. 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.
8:00 am - 9:01 amYYZ-ORD
2h 01mnonstop
4:51 pm - 7:45 pmORD-YYZ
1h 54mnonstop
$220Air Canada
Find Deal
Thu, Jan 9 - Sun, Jan 12
9:00 pm - 10:13 pmYYZ-ORD
2h 13mnonstop
6:00 am - 11:46 amORD-YYZ
4h 46m1 stop
$222Lufthansa
Find Deal
Thu, Jan 9 - Fri, Jan 10
7:00 am - 1:54 pmYYZ-ORD
7h 54m1 stop
3:25 pm - 11:53 pmORD-YYZ
7h 28m1 stop
Thu, Jan 9 - Mon, Jan 13
8:00 am - 8:57 amYYZ-ORD
1h 57mnonstop
7:10 am - 1:43 pmORD-YYZ
5h 33m1 stop
$229United Airlines
Find Deal
Mon, Jan 13 - Thu, Jan 16
10:00 am - 11:32 pmYYZ-ORD
14h 32m1 stop
5:11 am - 11:55 pmORD-YYZ
17h 44m1 stop
Wed, Jan 15 - Tue, Jan 21
3:30 pm - 4:41 pmYYZ-ORD
2h 11mnonstop
6:28 pm - 9:25 pmORD-YYZ
1h 57mnonstop
$243United Airlines
Find Deal
Thu, Jan 9 - Mon, Jan 13
7:00 am - 1:45 pmYYZ-ORD
7h 45m1 stop
8:11 am - 10:51 amORD-YYZ
1h 40mnonstop
$246American Airlines
Find Deal
Thu, Jan 16 - Thu, Jan 23
6:00 am - 1:23 pmYYZ-ORD
8h 23m1 stop
1:40 pm - 10:52 pmORD-YYZ
8h 12m1 stop
$249Delta
Find Deal
Thu, Jan 16 - Thu, Jan 23
7:55 am - 1:44 pmYYZ-ORD
6h 49m1 stop
6:00 am - 1:26 pmORD-YYZ
6h 26m1 stop
$250Delta
Find Deal
Wed, Feb 12 - Tue, Feb 25
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
3:00 pm - 5:35 pmORD-YYZ
1h 35mnonstop
$254American Airlines
Find Deal
Tue, Jan 14 - Wed, Jan 15
7:00 am - 9:16 pmYYZ-ORD
15h 16m1 stop
Fri, Jan 10
9:25 am - 8:45 pmYYZ-ORD
12h 20m1 stop
Fri, Jan 24
9:00 am - 10:10 amYYZ-ORD
2h 10mnonstop
$134United Airlines
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Fri, Jan 17
12:20 pm - 6:38 pmYYZ-ORD
7h 18m1 stop
$139United Airlines
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Wed, Jan 15
5:05 pm - 10:36 pmYYZ-ORD
6h 31m1 stop
$140Delta
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Wed, Jan 29
2:00 pm - 6:50 pmYYZ-ORD
5h 50m1 stop
$145Air Canada
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Sat, Feb 1
7:45 am - 12:55 pmYYZ-ORD
6h 10m1 stop
$151Delta
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Sun, Jan 19
8:00 am - 8:57 amYYZ-ORD
1h 57mnonstop
$164Air Canada
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Sun, Jan 19
1:14 pm - 2:14 pmYYZ-ORD
2h 00mnonstop
$165American Airlines
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Tue, Jan 7
1:14 pm - 2:14 pmYYZ-ORD
2h 00mnonstop
$174American Airlines
Find Deal
Tue, Jan 7
12:30 am - 8:03 amYYZ-ORD
8h 33m1 stop
11:35 am - 6:05 pmORD-YYZ
5h 30m1 stop
$380Air Canada
Find Deal
Tue, Dec 24 - Mon, Jan 27
12:20 pm - 6:38 pmYYZ-ORD
7h 18m1 stop
8:30 pm - 11:11 pmORD-YYZ
1h 41mnonstop
$424United Airlines
Find Deal
Tue, Dec 24 - Thu, Jan 2
2:45 pm - 11:25 pmYYZ-ORD
9h 40m1 stop
8:25 pm - 11:06 pmORD-YYZ
1h 41mnonstop
$430United Airlines
Find Deal
Sat, Dec 21 - Tue, Dec 31
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
4:30 pm - 10:34 pmORD-YYZ
5h 04m1 stop
$434American Airlines
Find Deal
Fri, Dec 20 - Fri, Jan 10
6:25 am - 10:54 amYYZ-ORD
5h 29m1 stop
7:20 am - 2:41 pmORD-YYZ
6h 21m1 stop
$444Air Canada
Find Deal
Fri, Dec 20 - Fri, Jan 10
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
5:02 am - 11:00 amORD-YYZ
4h 58m1 stop
$466American Airlines
Find Deal
Tue, Dec 24 - Tue, Dec 31
5:00 pm - 6:05 pmYYZ-ORD
26h 05m1 stop
11:50 am - 11:34 pmORD-YYZ
10h 44m2 stops
$471WestJet
Find Deal
Fri, Dec 20 - Fri, Jan 10
10:05 am - 4:40 pmYYZ-ORD
7h 35m1 stop
7:00 am - 4:14 pmORD-YYZ
8h 14m1 stop
$496Delta
Find Deal
Sun, Dec 22 - Sat, Dec 28
5:15 pm - 8:59 pmYYZ-ORD
4h 44m1 stop
7:00 am - 4:14 pmORD-YYZ
8h 14m1 stop
$513Delta
Find Deal
Sun, Dec 22 - Sat, Dec 28
2:11 pm - 9:10 amYYZ-ORD
19h 59m1 stop
10:05 am - 11:35 pmORD-YYZ
12h 30m2 stops
$525WestJet
Find Deal
Fri, Dec 20 - Wed, Dec 25
8:00 am - 9:01 amYYZ-ORD
2h 01mnonstop
4:51 pm - 7:45 pmORD-YYZ
1h 54mnonstop
$220Air Canada
Find Deal
Thu, Jan 9 - Sun, Jan 12
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
8:30 pm - 11:11 pmORD-YYZ
1h 41mnonstop
$230Air Canada
Find Deal
Sat, Feb 1 - Sat, Feb 8
3:30 pm - 4:41 pmYYZ-ORD
2h 11mnonstop
7:05 am - 9:58 amORD-YYZ
1h 53mnonstop
$233Air Canada
Find Deal
Thu, Jan 9 - Fri, Jan 10
9:00 pm - 10:13 pmYYZ-ORD
2h 13mnonstop
7:05 am - 9:58 amORD-YYZ
1h 53mnonstop
$239Lufthansa
Find Deal
Thu, Jan 9 - Sun, Jan 12
6:20 pm - 7:20 pmYYZ-ORD
2h 00mnonstop
9:50 am - 12:30 pmORD-YYZ
1h 40mnonstop
$240American Airlines
Find Deal
Mon, Feb 17 - Fri, Feb 21
8:00 am - 9:01 amYYZ-ORD
2h 01mnonstop
8:30 pm - 11:11 pmORD-YYZ
1h 41mnonstop
$242Air Canada
Find Deal
Thu, Jan 9 - Sun, Jan 12
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
2:05 pm - 4:46 pmORD-YYZ
1h 41mnonstop
Wed, Jan 15 - Tue, Jan 21
9:00 pm - 10:13 pmYYZ-ORD
2h 13mnonstop
12:51 pm - 3:45 pmORD-YYZ
1h 54mnonstop
$245United Airlines
Find Deal
Thu, Jan 16 - Sun, Jan 19
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
3:00 pm - 5:35 pmORD-YYZ
1h 35mnonstop
$254American Airlines
Find Deal
Tue, Jan 14 - Wed, Jan 15
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
10:53 am - 1:42 pmORD-YYZ
1h 49mnonstop
$273United Airlines
Find Deal
Tue, Dec 31 - Wed, Jan 8

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 9
YYZ8:00 amToronto Pearson Intl
2h 01m
ORD9:01 amChicago O'Hare Intl
Jan 12
ORD4:51 pmChicago O'Hare Intl
1h 54m
YYZ7:45 pmToronto Pearson Intl
Air Canada
Jan 9
YYZ2:05 pmToronto Pearson Intl
5h 33m
1 stop
ORD6:38 pmChicago O'Hare Intl
Jan 12
ORD8:30 pmChicago O'Hare Intl
1h 41m
YYZ11:11 pmToronto Pearson Intl
Air Canada
Jan 9
YYZ12:20 pmToronto Pearson Intl
7h 18m
1 stop
ORD6:38 pmChicago O'Hare Intl
Jan 18
ORD7:20 amChicago O'Hare Intl
6h 21m
1 stop
YYZ2:41 pmToronto 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
Jan 15
YYZ10:05 amToronto Pearson Intl
7h 08m
1 stop
ORD4:13 pmChicago O'Hare Intl
Jan 22
ORD1:40 pmChicago O'Hare Intl
4h 29m
1 stop
YYZ7:09 pmToronto Pearson Intl
WestJet
Feb 13
YYZ6:00 amToronto Pearson Intl
4h 16m
1 stop
ORD9:16 amChicago O'Hare Intl
Feb 22
ORD10:10 amChicago O'Hare Intl
22h 07m
1 stop
YYZ9:17 amToronto Pearson Intl
WestJet
Jan 14
YYZ10:10 amToronto Pearson Intl
24h 06m
1 stop
ORD9:16 amChicago O'Hare Intl
Jan 15
ORD11:50 amChicago O'Hare Intl
10h 45m
2 stops
YYZ11:35 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 to Chicago O'Hare Intl Airport?

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Toronto Pearson Intl Airport averaging around $270.

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 Sunday when prices can be found for as low as $274. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday is the most expensive day to depart from Toronto Pearson Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $329.

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

Flying to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport at noon is the least expensive time of day to depart. momondo users have found prices as low as $289 when looking at flights departing at noon. Try not to purchase tickets in the evening because they tend to be around $334. Of course, these prices can vary depending on the time of year and what airport you fly to.

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?

In general, most travelers find the cheapest time to book a flight to Chicago O'Hare Intl Airport is about 48 days prior to their departure date when tickets on average are $295. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $241.

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.

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

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

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

As of December 2024, prices for Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights are approximately 14% 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

$117

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 $117. 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 $220.
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 $204Free CancellationRating
7.0
8,391 reviews
Search Air Canada flights
United AirlinesPriceFrom $219Free CancellationRating
7.4
9,048 reviews
Search United Airlines flights
Porter AirlinesPriceFrom $221Free CancellationRating
7.9
283 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 53 United Airlines flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport this week, the average price was $303, with the best United Airlines deals starting from $219 round-trip. 9,048 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 $325 round-trip. American Airlines operates 18 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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