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Find cheap flights from Chicago Midway Airport to Toronto Pearson Airport from $117

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Pearson Intl departing on 4/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 4/18
Thu 4/25

Search hundreds of travel sites at once for deals on flights to Toronto Pearson Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Toronto, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Toronto, as well as popular online travel agencies
In the last 7 days travelers have searched 47,600,107 times on KAYAK, and here is why:

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Cheap flight deals from Midway to Pearson Intl

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Pearson Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
9:30 am - 5:09 pmMDW-YYZ
6h 39m1 stop
6:45 am - 10:37 amYYZ-MDW
4h 52m1 stop
$293Aeromexico
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Thu, Apr 11 - Sun, Apr 14
4:56 pm - 11:00 pmMDW-YYZ
5h 04m1 stop
6:15 am - 12:45 pmYYZ-MDW
7h 30m1 stop
$304Delta
Find Deal
Mon, Apr 8 - Thu, Apr 11
9:30 am - 5:09 pmMDW-YYZ
6h 39m1 stop
6:15 am - 12:45 pmYYZ-MDW
7h 30m1 stop
$309Delta
Find Deal
Thu, Apr 11 - Sun, Apr 14
9:32 am - 5:09 pmMDW-YYZ
6h 37m1 stop
6:15 am - 8:44 amYYZ-MDW
3h 29m1 stop
$314Delta
Find Deal
Tue, Jun 4 - Sun, Jun 9
9:32 am - 5:09 pmMDW-YYZ
6h 37m1 stop
6:15 am - 8:44 amYYZ-MDW
3h 29m1 stop
$315Delta
Find Deal
Tue, Jun 4 - Sat, Jun 8
6:30 am - 6:21 pmMDW-YYZ
10h 51m1 stop
6:45 am - 10:37 amYYZ-MDW
4h 52m1 stop
$348WestJet
Find Deal
Thu, Apr 11 - Sun, Apr 14
11:20 am - 11:15 pmMDW-YYZ
10h 55m1 stop
12:30 pm - 9:32 pmYYZ-MDW
10h 02m1 stop
$352WestJet
Find Deal
Wed, Apr 17 - Sat, Apr 27
4:56 pm - 11:00 pmMDW-YYZ
5h 04m1 stop
10:45 am - 7:53 pmYYZ-MDW
10h 08m1 stop
Mon, Apr 1 - Wed, Apr 3
6:19 am - 11:00 pmMDW-YYZ
15h 41m1 stop
7:00 am - 2:15 pmYYZ-MDW
32h 15m2 stops
Sun, Mar 24 - Mon, Mar 25
5:06 pm - 11:59 pmMDW-YYZ
5h 53m1 stop
6:30 am - 10:47 amYYZ-MDW
5h 17m1 stop
$1,012Undisclosed Carrier
Find Deal
Sun, Mar 24 - Thu, Mar 28

Flights from Midway to Pearson Intl - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Pearson Intl to help you find the cheapest flights, the best time to fly and much more.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Toronto Pearson Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Toronto Pearson Intl Airport is January, where tickets cost $251 on average. On the other hand, the most expensive months are July and September, where the average cost of tickets is $460 and $413 respectively.

How far in advance should I book a flight from Chicago Midway Airport to Toronto Pearson Intl Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to Toronto Pearson Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago Midway Airport to Toronto Pearson Intl Airport, you should book around 5 days before departure. For the absolute cheapest price, our data suggests you should book 66 days before departure.

Which airlines provide the cheapest flights from Chicago Midway Airport to Toronto Pearson Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The best deals for a one-way ticket found by KAYAK users over the last 3 days were on Delta ($126) and Aeromexico ($140). The cheapest round-trip tickets were found on Aeromexico ($293) and Delta ($304).

How long does a flight from Chicago Midway Airport to Toronto Pearson Airport take?

This flight route requires at least one stop and takes a minimum of 4h 01m.

Good to know

Cheapest flight

$117
Flight from Chicago Midway Airport to Toronto Pearson Airport

When to book flights from Midway to Pearson Intl

Are your dates flexible? Find out the best times to travel from Midway to Pearson Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Toronto Pearson Airport flights

  • What is the cheapest flight from Chicago Midway Airport to Toronto Pearson Intl Airport?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Toronto Pearson Intl Airport was $117 for a one-way ticket and $293 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Toronto Pearson Airport?

    Yes, you’ll need a passport to travel to Toronto Pearson Airport from Chicago Midway Airport.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Toronto Pearson Airport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago Midway Airport to Toronto Pearson Airport?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Toronto Pearson Airport.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Toronto Pearson Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Toronto Pearson Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Toronto Pearson Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Toronto Pearson Airport from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Toronto Pearson Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Toronto Pearson Airport with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and YYZ can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Toronto Pearson Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Toronto Pearson Airport from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Book cheap flights from Chicago to Toronto

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Toronto found on KAYAK in the last 72 hours.
4/16Tue
2 stops
15h 22mMDW-YYZ
$117
4/9Tue
1 stop
18h 37mMDW-YYZ
$124
4/10Wed
1 stopDelta
6h 01mMDW-YYZ
$126
6/4Tue
1 stopDelta
8h 00mMDW-YYZ
$132
4/9Tue
2 stops
18h 35mMDW-YYZ
$134
6/1Sat
1 stopAeromexico
4h 01mMDW-YYZ
$140
5/29Wed
2 stops
29h 33mMDW-YYZ
$141
5/29Wed
2 stops
29h 33mMDW-YYZ
$142
6/1Sat
1 stopWestJet
5h 14mMDW-YYZ
$156
4/9Tue
1 stopWestJet
5h 10mMDW-YYZ
$157

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Last minute flights from Midway to Pearson Intl

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Toronto that are departing in the next 10 days.
3/21Thu
multi-stopDelta
6h 19mMDW-YYZ
4/7Sun
multi-stopDelta
3h 46mYYZ-MDW
$514
3/20Wed
multi-stopDelta
5h 51mMDW-YYZ
3/27Wed
multi-stopDelta
3h 46mYYZ-MDW
$532
3/19Tue
multi-stopWestJet
23h 32mMDW-YYZ
6/10Mon
multi-stopWestJet
24h 55mYYZ-MDW
$563
3/19Tue
multi-stopWestJet
23h 32mMDW-YYZ
6/10Mon
multi-stopWestJet
22h 59mYYZ-MDW
$568
3/20Wed
multi-stopWestJet
10h 00mMDW-YYZ
3/23Sat
multi-stopWestJet
16h 14mYYZ-MDW
$575
3/20Wed
multi-stopWestJet
5h 17mMDW-YYZ
3/22Fri
multi-stopWestJet
5h 06mYYZ-MDW
$613
3/22Fri
multi-stopDelta
4h 50mMDW-YYZ
3/27Wed
multi-stopDelta
3h 46mYYZ-MDW
$638
3/19Tue
multi-stopDelta
5h 51mMDW-YYZ
3/21Thu
multi-stopDelta
7h 34mYYZ-MDW
$654
3/19Tue
multi-stopWestJet
23h 32mMDW-YYZ
3/21Thu
multi-stopWestJet
18h 50mYYZ-MDW
$671
3/19Tue
multi-stopDelta
5h 51mMDW-YYZ
3/21Thu
multi-stopDelta
7h 11mYYZ-MDW
$761

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Chicago Midway Airport - Toronto Pearson Airport Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

Toronto Pearson Airport (YYZ)Canada

Return flight deals:

Toronto Pearson Airport - Chicago Midway Airport

Cabin classes: