Cheap flights from Chicago Midway Airport to Toronto Pearson Intl Airport from C$ 124
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 19/11. Fares are subject to change and may not be available on all flights or dates of travel.
Find flight deals from Midway to Pearson Intl
Cheapest flights from Midway to Pearson IntlExplore the most affordable flight options available from Midway to Pearson Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 October 2025.
Explore the most affordable flight options available from Midway to Pearson Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 October 2025.
Cheap flight deals from Midway to Pearson Intl
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Pearson Intl (YYZ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 29 October 2025.
Cheapflights Fare Finder
Use the filters below to find and compare flights from Chicago Midway Airport to Toronto Pearson Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Fri 5/12
9:59 a.m.-4:15 p.m.
1 stop5h 16m
Toronto Pearson Intl
Sun 7/12
12:13 p.m.-6:00 p.m.
1 stop6h 47m
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Fri 5/12
1:50 p.m.-11:27 p.m.
1 stop8h 37m
Toronto Pearson Intl
Mon 8/12
3:38 p.m.-6:00 p.m.
1 stop3h 22m
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Thu 11/12
1:50 p.m.-11:27 p.m.
1 stop8h 37m
Toronto Pearson Intl
Sun 14/12
12:13 p.m.-6:00 p.m.
1 stop6h 47m
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Fri 12/12
9:34 a.m.-5:15 p.m.
1 stop6h 41m
Toronto Pearson Intl
Sun 14/12
12:13 p.m.-6:00 p.m.
1 stop6h 47m
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Wed 4/3
1:00 p.m.-7:09 p.m.
1 stop5h 09m
Toronto Pearson Intl
Wed 11/3
6:00 a.m.-12:35 p.m.
1 stop7h 35m
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Tue 18/11
9:34 a.m.-2:48 p.m.
1 stop4h 14m
Toronto Pearson Intl
Wed 19/11
3:38 p.m.-6:08 p.m.
1 stop3h 30m
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Fri 21/11
6:54 p.m.-11:05 p.m.
1 stop3h 11m
Toronto Pearson Intl
Wed 3/12
9:52 a.m.-12:34 p.m.
1 stop3h 42m
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Tue 25/11
1:47 p.m.-11:21 p.m.
1 stop8h 34m
Toronto Pearson Intl
Tue 2/12
12:13 p.m.-6:00 p.m.
1 stop6h 47m
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Mon 5/1
1:49 p.m.-11:13 p.m.
1 stop8h 24m
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Tue 9/12
6:40 p.m.-11:11 p.m.
1 stop3h 31m
Best time to book a flight from Midway to Pearson Intl
Have a flexible travel schedule? Discover the best time to fly to Pearson Intl from Midway with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Toronto Pearson Intl Airport
How often are flights from Chicago to Toronto delayed?
About 22% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 113 minutes.
What is the most punctual flight time for Chicago to Toronto flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Friday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Toronto flights?
Over the past year, East Coast Flight Services has had the lowest number of delays on this route, with no flights being classified as delayed.
Related info for your journey
Find useful and relevant information for your journey from Midway to Pearson Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Travelling to a place near Toronto Pearson Intl Airport?
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Alternative routes for Midway to Pearson Intl
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How does Cheapflights help users find flights from Midway to Pearson Intl?
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Why should you use Cheapflights to find cheap flight tickets from Midway to Pearson Intl?
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Can Cheapflights find flights from Midway to Pearson Intl with no change fees?
Need flexible booking options for your flight to Pearson Intl from Midway? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.
Can Cheapflights notify me if prices for flights from Midway to Pearson Intl become cheaper?
Yes! Start tracking prices for Midway to Pearson Intl flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.