MDW - YYZ

$107 Find Cheap Flights from Chicago Midway Airport to Toronto Pearson Airport - Compare and Save

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 11/4. 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
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$252
Typical prices: $387-$455
KLM
Thu 8/27Sun 8/30
MDW - YYZ • 1 stop
Cheapest one-way
$107
Delta
Wed 11/4
MDW - YYZ • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Midway and Pearson Intl. You'll need at least 1 connection.
Insights
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Insights
Avoid delays
Air Canada
Most punctual • 75% on-time
Evening flights
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to travel
July
Cheapest • 57% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Pearson Intl!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Pearson Intl (MDW-YYZ)

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Pearson Intl

Thu, Aug 27 - Sun, Aug 30
KLM Logo
9:24 am - 5:24 pm
MDW
-
YYZ
7h 00m
1 stop
KLM Logo
6:10 am - 12:39 pm
YYZ
-
MDW
7h 29m
1 stop
$252KLM
Thu, Aug 27 - Sun, Aug 30
KLM Logo
1:25 pm - 11:03 pm
MDW
-
YYZ
8h 38m
1 stop
KLM Logo
12:09 pm - 6:33 pm
YYZ
-
MDW
7h 24m
1 stop
$252KLM
Thu, Aug 27 - Sun, Aug 30
KLM Logo
9:24 am - 5:24 pm
MDW
-
YYZ
7h 00m
1 stop
KLM Logo
6:10 am - 12:39 pm
YYZ
-
MDW
7h 29m
1 stop
$258KLM
Thu, Aug 27 - Sun, Aug 30
KLM Logo
9:24 am - 5:24 pm
MDW
-
YYZ
7h 00m
1 stop
KLM Logo
6:10 am - 12:39 pm
YYZ
-
MDW
7h 29m
1 stop
$259KLM
Thu, Aug 27 - Sun, Aug 30
KLM Logo
1:25 pm - 11:03 pm
MDW
-
YYZ
8h 38m
1 stop
KLM Logo
12:09 pm - 6:33 pm
YYZ
-
MDW
7h 24m
1 stop
$261KLM
Thu, Aug 27 - Sun, Aug 30
KLM Logo
9:24 am - 5:24 pm
MDW
-
YYZ
7h 00m
1 stop
KLM Logo
6:10 am - 12:39 pm
YYZ
-
MDW
7h 29m
1 stop
$261KLM
Sun, Aug 23 - Wed, Aug 26
KLM Logo
1:25 pm - 11:03 pm
MDW
-
YYZ
8h 38m
1 stop
KLM Logo
6:10 am - 12:39 pm
YYZ
-
MDW
7h 29m
1 stop
$262KLM
Fri, Sep 25 - Sun, Sep 27
Delta Logo
9:29 am - 3:15 pm
MDW
-
YYZ
4h 46m
1 stop
Delta Logo
6:00 am - 9:07 am
YYZ
-
MDW
4h 07m
1 stop
$266Delta
Thu, Aug 27 - Sun, Aug 30
Delta Logo
9:24 am - 5:24 pm
MDW
-
YYZ
7h 00m
1 stop
Delta Logo
6:10 am - 12:39 pm
YYZ
-
MDW
7h 29m
1 stop
$266Delta
Thu, Oct 1 - Sun, Oct 4
Delta Logo
9:29 am - 5:20 pm
MDW
-
YYZ
6h 51m
1 stop
Delta Logo
12:08 pm - 6:33 pm
YYZ
-
MDW
7h 25m
1 stop
$266Delta
Booking Insights

KAYAK's insights & trends for Midway to Pearson Intl flights

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 round-trip 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 July, where tickets cost $165 (return) on average. On the other hand, the most expensive months are September and February, where the average cost of round-trip tickets is $760 and $673 respectively.

Find deals

Good to know

Low season

January

Cheapest flight

$107
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly and prices are also 21% lower on average.
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 5 days, the lowest price for a flight from Chicago Midway Airport to Toronto Pearson Intl Airport was $107 for a one-way ticket and $252 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.

Everything you need to know for your flight from Midway to Pearson Intl

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Pearson Intl (YYZ)