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Cheap flights from Chicago to Toronto Pearson Intl Airport from $100

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Toronto Pearson Intl Airport departing on 12/3. 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 Chicago to Toronto

Cheap round-trip flights

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

Cheap last minute flights

Planning a quick getaway from Chicago to Toronto? 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 Toronto, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Toronto

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

All round-trip flight deals to Toronto

The cheapest plane tickets to Toronto found on KAYAK recently.
7:39 pm - 11:55 pmORD-YYZ
27h 16m1 stop
7:55 pm - 1:49 pmYYZ-ORD
18h 54m1 stop
Tue, Dec 3 - Tue, Dec 17
8:27 pm - 11:55 pmORD-YYZ
26h 28m1 stop
7:00 am - 9:38 amYYZ-ORD
27h 38m1 stop
Tue, Dec 3 - Sun, Dec 8
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
12:20 pm - 6:36 pmYYZ-ORD
7h 16m1 stop
$274United Airlines
Find Deal
Thu, Dec 12 - Thu, Dec 12
9:05 pm - 8:34 amORD-YYZ
10h 29m1 stop
11:00 am - 11:59 amYYZ-ORD
1h 59mnonstop
$279United Airlines
Find Deal
Sat, Dec 7 - Sun, Dec 8
7:19 am - 9:58 amORD-YYZ
1h 39mnonstop
8:00 am - 8:57 amYYZ-ORD
1h 57mnonstop
$289Air Canada
Find Deal
Thu, Dec 5 - Sun, Dec 8
1:55 pm - 8:25 pmORD-YYZ
5h 30m1 stop
6:52 am - 8:05 amYYZ-ORD
2h 13mnonstop
$297Air Canada
Find Deal
Wed, Dec 25 - Fri, Dec 27
8:25 am - 4:39 pmORD-YYZ
7h 14m1 stop
12:30 pm - 6:31 pmYYZ-ORD
7h 01m1 stop
$317Delta
Find Deal
Thu, Dec 5 - Mon, Dec 9
5:42 pm - 10:36 pmMDW-YYZ
3h 54m1 stop
6:00 am - 8:58 amYYZ-MDW
3h 58m1 stop
$317Delta
Find Deal
Tue, Dec 3 - Tue, Dec 17
9:48 am - 12:33 pmORD-YYZ
1h 45mnonstop
5:25 pm - 10:05 pmYYZ-ORD
5h 40m1 stop
$323American Airlines
Find Deal
Fri, Dec 13 - Sun, Jan 5
7:30 am - 1:00 pmORD-YYZ
4h 30m1 stop
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
$328American Airlines
Find Deal
Wed, Nov 20 - Fri, Nov 22
5:00 am - 11:55 pmORD-YYZ
17h 55m1 stop
Tue, Dec 3
5:00 am - 11:55 pmORD-YYZ
17h 55m1 stop
Tue, Dec 3
2:05 pm - 4:46 pmORD-YYZ
1h 41mnonstop
$122United Airlines
Find Deal
Tue, Dec 3
2:00 pm - 8:25 pmORD-YYZ
5h 25m1 stop
$127Air Canada
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Sat, Nov 30
9:05 pm - 8:34 amORD-YYZ
10h 29m1 stop
$132United Airlines
Find Deal
Sun, Nov 24
4:50 pm - 11:08 pmMDW-YYZ
5h 18m1 stop
$132Delta
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Tue, Dec 24
6:00 am - 11:53 amORD-YYZ
4h 53m1 stop
$148American Airlines
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Thu, Dec 19
1:00 pm - 7:06 pmMDW-YYZ
5h 06m1 stop
$148Delta
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Fri, Jan 10
6:01 am - 11:59 amORD-YYZ
4h 58m1 stop
$158American Airlines
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Mon, Nov 18
2:05 pm - 4:46 pmORD-YYZ
1h 41mnonstop
$198Air Canada
Find Deal
Sat, Feb 1
5:00 am - 3:17 pmORD-YYZ
9h 17m1 stop
7:05 am - 2:31 pmYYZ-ORD
8h 26m1 stop
Tue, Nov 5 - Sat, Nov 23
5:00 am - 3:17 pmORD-YYZ
9h 17m1 stop
4:15 pm - 5:24 pmYYZ-ORD
26h 09m1 stop
Tue, Nov 5 - Sun, Nov 10
6:38 pm - 9:25 pmORD-YYZ
1h 47mnonstop
9:00 am - 10:05 amYYZ-ORD
2h 05mnonstop
$405United Airlines
Find Deal
Tue, Nov 5 - Sat, Nov 23
7:28 am - 12:46 pmORD-YYZ
4h 18m1 stop
8:00 am - 8:57 amYYZ-ORD
1h 57mnonstop
$416Air Canada
Find Deal
Tue, Nov 5 - Sat, Nov 23
8:30 am - 11:15 amORD-YYZ
1h 45mnonstop
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
$507American Airlines
Find Deal
Sat, Nov 2 - Sun, Dec 22
9:14 pm - 11:59 pmORD-YYZ
1h 45mnonstop
3:30 pm - 4:30 pmYYZ-ORD
2h 00mnonstop
$518United Airlines
Find Deal
Tue, Nov 5 - Wed, Nov 6
10:49 am - 9:57 pmMDW-YYZ
10h 08m1 stop
6:15 am - 9:46 pmYYZ-MDW
16h 31m1 stop
$526WestJet
Find Deal
Tue, Nov 5 - Sat, Nov 23
9:50 am - 12:31 pmORD-YYZ
1h 41mnonstop
2:00 pm - 2:51 pmYYZ-ORD
1h 51mnonstop
$536Air Canada
Find Deal
Tue, Nov 5 - Fri, Nov 22
7:05 am - 11:29 amORD-YYZ
3h 24m1 stop
5:45 pm - 9:05 pmYYZ-ORD
4h 20m1 stop
$538WestJet
Find Deal
Sat, Nov 2 - Sat, Nov 9
11:47 am - 2:27 pmORD-YYZ
1h 40mnonstop
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
$572American Airlines
Find Deal
Sat, Nov 2 - Sun, Dec 22
8:11 am - 10:56 amORD-YYZ
1h 45mnonstop
9:00 am - 10:06 amYYZ-ORD
2h 06mnonstop
Thu, Dec 5 - Sun, Dec 8
6:38 pm - 9:25 pmORD-YYZ
1h 47mnonstop
11:00 am - 11:59 amYYZ-ORD
1h 59mnonstop
$292United Airlines
Find Deal
Tue, Dec 3 - Sun, Dec 8
4:00 pm - 6:41 pmORD-YYZ
1h 41mnonstop
2:00 pm - 2:51 pmYYZ-ORD
1h 51mnonstop
$297Air Canada
Find Deal
Tue, Dec 24 - Mon, Jan 6
4:52 pm - 7:45 pmORD-YYZ
1h 53mnonstop
9:00 am - 10:10 amYYZ-ORD
2h 10mnonstop
$308United Airlines
Find Deal
Fri, Dec 13 - Mon, Jan 6
9:50 am - 12:31 pmORD-YYZ
1h 41mnonstop
2:00 pm - 2:51 pmYYZ-ORD
1h 51mnonstop
$309Air Canada
Find Deal
Sat, Dec 14 - Sat, Dec 21
1:25 pm - 4:00 pmORD-YYZ
1h 35mnonstop
1:14 pm - 2:14 pmYYZ-ORD
2h 00mnonstop
$311American Airlines
Find Deal
Wed, Nov 27 - Wed, Dec 4
9:50 am - 12:31 pmORD-YYZ
1h 41mnonstop
8:00 am - 8:57 amYYZ-ORD
1h 57mnonstop
$316Air Canada
Find Deal
Thu, Dec 19 - Sat, Dec 21
8:10 am - 10:59 amORD-YYZ
1h 49mnonstop
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
$335American Airlines
Find Deal
Thu, Dec 19 - Sun, Dec 22
1:25 pm - 4:00 pmORD-YYZ
1h 35mnonstop
4:44 pm - 5:44 pmYYZ-ORD
2h 00mnonstop
$497British Airways
Find Deal
Mon, Nov 18 - Wed, Dec 4
1:25 pm - 4:00 pmORD-YYZ
1h 35mnonstop
4:44 pm - 5:44 pmYYZ-ORD
2h 00mnonstop
$524British Airways
Find Deal
Mon, Nov 18 - Wed, Dec 4

Air Canada flights from Chicago to Toronto Pearson Intl Airport

Our best Air Canada deals on Chicago to Toronto Pearson Intl Airport flight tickets
Air Canada
Dec 5
ORD7:19 amChicago O'Hare Intl
1h 39m
YYZ9:58 amToronto Pearson Intl
Dec 8
YYZ8:00 amToronto Pearson Intl
1h 57m
ORD8:57 amChicago O'Hare Intl
Air Canada
Dec 25
ORD1:55 pmChicago O'Hare Intl
5h 30m
1 stop
YYZ8:25 pmToronto Pearson Intl
Dec 27
YYZ6:52 amToronto Pearson Intl
2h 13m
ORD8:05 amChicago O'Hare Intl
Air Canada
Dec 2
ORD7:28 amChicago O'Hare Intl
4h 18m
1 stop
YYZ12:46 pmToronto Pearson Intl
Dec 5
YYZ10:00 amToronto Pearson Intl
5h 45m
1 stop
ORD2:45 pmChicago O'Hare Intl

Delta flights from Chicago to Toronto Pearson Intl Airport

Our best Delta deals on Chicago to Toronto Pearson Intl Airport flight tickets
Delta
Dec 5
ORD8:25 amChicago O'Hare Intl
7h 14m
1 stop
YYZ4:39 pmToronto Pearson Intl
Dec 9
YYZ12:30 pmToronto Pearson Intl
7h 01m
1 stop
ORD6:31 pmChicago O'Hare Intl
Delta
Dec 5
ORD8:25 amChicago O'Hare Intl
7h 14m
1 stop
YYZ4:39 pmToronto Pearson Intl
Dec 8
YYZ6:30 amToronto Pearson Intl
9h 08m
1 stop
ORD2:38 pmChicago O'Hare Intl
Delta
Dec 13
MDW5:50 pmChicago Midway
3h 46m
1 stop
YYZ10:36 pmToronto Pearson Intl
Jan 5
YYZ6:30 amToronto Pearson Intl
5h 38m
1 stop
MDW11:08 amChicago Midway

How to get the cheapest flight ticket from Chicago to Toronto Pearson 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 Chicago and Toronto Pearson Intl Airport?

What is the cheapest month to fly from Chicago to Toronto Pearson Intl Airport?

February. The cheapest time of year to fly to Toronto Pearson Intl Airport from Chicago is February. Most expensive is November

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

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Monday

When is the cheapest time to fly from Chicago to Toronto Pearson Intl Airport?

In the evening. Chicago to Toronto Pearson Intl Airport flights are approximately 12% more expensive in the afternoon than in the evening

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

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

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

48 days before. The cheapest time to buy a flight from Chicago to Toronto Pearson Intl Airport is approximately 48 days to departure

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

The number of flights available between Chicago and Toronto Pearson Intl Airport is 40 per day as of October 2024. The most frequent departure time is 6:00PM, with 37% of daily flights leaving at noon.

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

280 flights are operational weekly from Chicago to Toronto Pearson Intl Airport as of October 2024. The most popular departure day for this route is Monday, with 19% of flights per week taking off on this day.

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

There are 3 cabin classes available to choose from on Chicago to Toronto Pearson 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 Chicago to Toronto Pearson Intl Airport flights?

You could potentially save up to 18% on your flight if you consider stops on a Chicago to Toronto Pearson Intl Airport flight.

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

As of October 2024, prices for Chicago to Toronto Pearson Intl Airport flights are approximately 18% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Toronto Pearson Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Toronto Pearson Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Toronto Pearson Intl Airport (CHI to YYZ) flight deals and tips

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

Best Price Found

$100

Fastest flight time

1h 35m

Direct flights

Every day
The best one-way flight to Toronto Pearson Intl Airport from Chicago in the past 72 hours is $100. The best round-trip flight deal from Chicago to Toronto Pearson Intl Airport found on momondo in the last 72 hours is $243.
The fastest flight from Chicago to Toronto Pearson Intl Airport takes 1h 35m
Direct flights go from Chicago to Toronto Pearson Intl Airport every day.

  • How far is Chicago to Toronto Pearson Intl by plane?

    Toronto Pearson Intl is 424.4 mi away from Chicago. By plane, this route typically takes 1h 39m.

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

    Prices for flights from Chicago to Toronto Pearson Intl Airport refresh daily.

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

  • How old do you have to be to fly from Chicago to Toronto Pearson Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Toronto Pearson Intl Airport.

  • What documentation or ID do you need to fly to Toronto Pearson Intl Airport?

    The travel and health documents required for your trip to Toronto Pearson Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Toronto Pearson Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago to Toronto Pearson Intl Airport?

  • What is the most popular airline from Chicago to Toronto Pearson Intl Airport?


Best airlines flying from Chicago to Toronto Pearson Intl Airport

Compare and see reviews for airlines that fly from Chicago to Toronto Pearson Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $122Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom $122Free CancellationRating
7.0
8,095 reviews
Search Air Canada flights
Porter AirlinesPriceFrom $129Free CancellationRating
7.8
294 reviews
Search Porter Airlines flights
United AirlinesPriceFrom $143Free CancellationRating
7.4
9,240 reviews
Search United Airlines flights
  • United Airlines Flights From Chicago to Toronto Pearson Intl Airport

    Across 37 United Airlines flights from Chicago to Toronto Pearson Intl Airport this week, the average price was $340, with the best United Airlines deals starting from $143 round-trip. 9,240 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • American Airlines Flights From Chicago to Toronto Pearson Intl Airport

    Another popular option for Chicago to Toronto Pearson Intl Airport flights is American Airlines (7.2/10, 10,000 ratings). American Airlines flies from Chicago to Toronto Pearson Intl Airport around 10 times per week, with deals starting from $122 round-trip and rising to an average price of around $305.


Why use momondo?

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

Finding the right flight to Toronto from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Toronto quick and easy, saving you time and money.

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

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

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

Once all potential Chicago to Toronto flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Toronto right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Toronto flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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