MDW - YYZ

$89 Find Cheap Flights from Chicago Midway Airport to Toronto Pearson Airport

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 2/18. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Toronto Pearson Intl 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$233
Delta
Mon 2/2Fri 2/6
MDW - YYZ • 1 stop
Cheapest one-way
$89
Delta
Wed 2/18
MDW - YYZ • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
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

Mon, Feb 2 - Fri, Feb 6
Delta Logo
6:35 pm - 10:42 pm
MDW
-
YYZ
3h 07m1 stop
Delta Logo
10:05 am - 5:55 pm
YYZ
-
MDW
8h 50m1 stop
$233Delta
Thu, Feb 19 - Tue, Feb 24
Delta Logo
9:50 am - 3:59 pm
MDW
-
YYZ
5h 09m1 stop
Delta Logo
6:30 am - 1:07 pm
YYZ
-
MDW
7h 37m1 stop
$234Delta
Thu, Jan 29 - Mon, Feb 2
Delta Logo
9:33 am - 4:12 pm
MDW
-
YYZ
5h 39m1 stop
Delta Logo
10:05 am - 5:55 pm
YYZ
-
MDW
8h 50m1 stop
$250Delta
Thu, Jan 29 - Mon, Feb 2
Delta Logo
1:26 pm - 7:08 pm
MDW
-
YYZ
4h 42m1 stop
Delta Logo
6:00 am - 12:46 pm
YYZ
-
MDW
7h 46m1 stop
$251Delta
Thu, Jan 15 - Sat, Jan 17
Delta Logo
1:28 pm - 10:41 pm
MDW
-
YYZ
8h 13m1 stop
Delta Logo
6:30 am - 11:05 am
YYZ
-
MDW
5h 35m1 stop
$268Delta
Wed, Jan 14 - Fri, Jan 23
WestJet Logo
1:28 pm - 7:13 pm
MDW
-
YYZ
4h 45m1 stop
WestJet Logo
6:00 am - 8:52 am
YYZ
-
MDW
3h 52m1 stop
$302WestJet
Wed, Mar 25 - Mon, Mar 30
WestJet Logo
6:35 pm - 10:38 pm
MDW
-
YYZ
3h 03m1 stop
WestJet Logo
10:05 am - 12:29 pm
YYZ
-
MDW
3h 24m1 stop
$303WestJet
Wed, Jan 7 - Wed, Jan 14
WestJet Logo
7:16 pm - 3:59 pm
MDW
-
YYZ
19h 43m1 stop
WestJet Logo
10:05 am - 12:48 pm
YYZ
-
MDW
3h 43m1 stop
$307WestJet
Fri, Jan 16 - Mon, Jan 19
WestJet Logo
7:16 pm - 3:53 pm
MDW
-
YYZ
19h 37m2 stops
WestJet Logo
7:45 am - 12:46 pm
YYZ
-
MDW
6h 01m1 stop
$308WestJet
Fri, Jan 16 - Mon, Jan 19
WestJet Logo
6:30 pm - 10:41 pm
MDW
-
YYZ
3h 11m1 stop
WestJet Logo
6:10 am - 5:29 pm
YYZ
-
MDW
12h 19m1 stop
$310WestJet
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.

How often are flights from Chicago to Toronto delayed?

Weekly flights between Chicago and Toronto historically see delays in approximately 25% of cases, with the average delay over the past year being 105 minutes.

What is the most punctual flight time for Chicago to Toronto flights?

Typically, flights leaving at night tend to face fewer delays, whereas flights in the evening have historically encountered delays more often.

What day of the week experiences the fewest flight delays on this route?

Statistically, Tuesday is the day of the week with the fewest delays on this flight route, while Saturday has typically experienced more delays than other days.

Which airline has the best punctuality record on Chicago to Toronto flights?

Based on our data, Contour have experienced the fewest delays on this route in the past 12 months, with only about 25% of their flights encountering any delays.

Find deals

Good to know

Cheapest flight$89
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 $89 for a one-way ticket and $233 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.

  • 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)