MDW - YYZ

$114 Find Cheap Flights from Chicago Midway Airport to Toronto Pearson Airport - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$285
Typical prices: $302-$535
Delta
Thu 1/18Tue 1/23
MDW - YYZ • 1 stop
Cheapest one-way
$114
Typical prices: $143-$291
WestJet
Wed 11/28
MDW - YYZ • 1 stop
Avoid delays
Most punctual • 60% on-time
Best time • Fewest delays
Insights
Insights
When to travel
Cheapest • 34% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $292 (round-trip)
Shortest trip • 4h 29m (one-way)
Insights
Insights
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Flight Deals
Booking Insights
Flight Deals

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

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

Recent round-trip flight deals from Midway to Pearson Intl

Mon, Jan 18 - Sat, Jan 23
Delta Logo
6:40 pm - 10:59 pmMDW  Chicago Midway-YYZ Toronto Pearson Intl
3h 19m1 stop Detroit Metropolitan Wayne County
Delta Logo
7:45 am - 1:01 pmYYZ  Toronto Pearson Intl-MDW Chicago Midway
6h 16m1 stop Detroit Metropolitan Wayne County
$285Delta
Tue, Feb 23 - Fri, Feb 26
Delta Logo
9:30 am - 4:04 pmMDW  Chicago Midway-YYZ Toronto Pearson Intl
5h 34m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:45 am - 12:33 pmYYZ  Toronto Pearson Intl-MDW Chicago Midway
3h 48m1 stop Detroit Metropolitan Wayne County
$303Delta
Tue, Apr 13 - Sat, Apr 17
Delta Logo
9:30 am - 5:22 pmMDW  Chicago Midway-YYZ Toronto Pearson Intl
6h 52m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:45 am - 12:33 pmYYZ  Toronto Pearson Intl-MDW Chicago Midway
3h 48m1 stop Detroit Metropolitan Wayne County
$303Delta
Tue, Apr 20 - Fri, Apr 23
Delta Logo
9:30 am - 5:22 pmMDW  Chicago Midway-YYZ Toronto Pearson Intl
6h 52m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:00 am - 12:33 pmYYZ  Toronto Pearson Intl-MDW Chicago Midway
7h 33m1 stop Detroit Metropolitan Wayne County
$303Delta
Thu, Dec 3 - Sun, Dec 6
Delta Logo
1:41 pm - 11:07 pmMDW  Chicago Midway-YYZ Toronto Pearson Intl
8h 26m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:00 am - 9:37 amYYZ  Toronto Pearson Intl-MDW Chicago Midway
4h 37m1 stop Detroit Metropolitan Wayne County
$303Delta
Mon, Nov 16 - Mon, Nov 23
Delta Logo
1:31 pm - 10:57 pmMDW  Chicago Midway-YYZ Toronto Pearson Intl
8h 26m1 stop Detroit Metropolitan Wayne County
Delta Logo
12:15 pm - 6:04 pmYYZ  Toronto Pearson Intl-MDW Chicago Midway
6h 49m1 stop Detroit Metropolitan Wayne County
$303Delta
Thu, Nov 19 - Sun, Nov 22
Delta Logo
9:30 am - 5:20 pmMDW  Chicago Midway-YYZ Toronto Pearson Intl
6h 50m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:45 am - 12:51 pmYYZ  Toronto Pearson Intl-MDW Chicago Midway
4h 06m1 stop Detroit Metropolitan Wayne County
$303Delta
Sun, Nov 15 - Wed, Nov 18
Delta Logo
9:30 am - 5:20 pmMDW  Chicago Midway-YYZ Toronto Pearson Intl
6h 50m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:45 am - 12:51 pmYYZ  Toronto Pearson Intl-MDW Chicago Midway
4h 06m1 stop Detroit Metropolitan Wayne County
$303Delta
Thu, Nov 12 - Sun, Nov 15
Multiple Airlines Logo
9:30 am - 1:30 pmMDW  Chicago Midway-YYZ Toronto Pearson Intl
3h 00m1 stop Detroit Metropolitan Wayne County
Multiple Airlines Logo
6:00 am - 12:51 pmYYZ  Toronto Pearson Intl-MDW Chicago Midway
7h 51m1 stop Detroit Metropolitan Wayne County
$395Multiple Airlines
Wed, Dec 2 - Fri, Dec 4
Multiple Airlines Logo
12:28 pm - 1:40 pmMDW  Chicago Midway-YYZ Toronto Pearson Intl
24h 12m2 stops Atlanta Hartsfield-Jackson Orlando
Multiple Airlines Logo
6:30 am - 2:41 pmYYZ  Toronto Pearson Intl-MDW Chicago Midway
9h 11m1 stop Orlando
$405Multiple Airlines
Booking Insights

Price, demand and travel trends for Chicago Midway Airport to Toronto Pearson Intl Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Chicago Midway Airport to Toronto Pearson Intl Airport?

Round-trip flights from Chicago Midway Airport to Toronto Pearson Intl Airport typically range from $302 to $535. The lowest price found in the past 5 days was $285, on Delta.

Key details for Chicago Midway Airport to Toronto Pearson Intl Airport flights

Cheapest flight

$114
The most popular month to fly with an average 4% increase in travelers.
One-way flight from Chicago Midway Airport to Toronto Pearson Intl 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

Your Chicago Midway Airport to Toronto Pearson Intl Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Chicago Midway Airport to Toronto Pearson Intl Airport?

    Two cabin classes are available on flights from Chicago Midway Airport to Toronto Pearson Intl Airport:

    • Economy Class
    • First Class

  • How long is a flight from Chicago Midway Airport to Toronto Pearson Intl Airport?

    There are currently no nonstop flights available from Chicago Midway Airport to Toronto Pearson Intl Airport. Flights with 1 layover take between 4h 29m and 10h 54m in total, depending on the connection.

  • Do I need a passport to fly from Chicago Midway Airport to Toronto Pearson Intl Airport?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How does on-time performance compare across airlines flying from Chicago Midway Airport to Toronto Pearson Intl Airport?

    Delta is the only airline operating Chicago Midway Airport to Toronto Pearson Intl Airport flights. 60% of its flights are on time.

  • Have flight prices from Chicago Midway Airport to Toronto Pearson Intl Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $285 to $1,949. That means the highest observed fare was about 7x higher than the lowest one.

  • How are flight prices from Chicago Midway Airport to Toronto Pearson Intl Airport looking right now?

    One-way fares from Chicago Midway Airport to Toronto Pearson Intl Airport are currently lower than usual. Average one-way flight prices are about $120, which is 41% below the typical average for this route.

  • What car rental options are available at Toronto Pearson Intl Airport (YYZ)?

    Toronto Pearson Intl Airport (YYZ) hosts 5 major car rental companies, with daily rates averaging $36 for economy cars. Top options include:

    • Ace
    • City Car & Truck Rental
    • Routes Car & Truck Rentals
    • Zoom Rent A Car
    • Hertz

  • Which airports can I use when flying from Chicago Midway Airport to Toronto Pearson Intl Airport?

    Flights from Chicago Midway Airport to Toronto Pearson Intl Airport usually depart from Chicago Midway (MDW) and arrive at Toronto Pearson Intl (YYZ).

  • What time of day has the fewest delays on flights from Chicago Midway Airport to Toronto Pearson Intl Airport?

    Night flights have the fewest delays on this route, while afternoon departures tend to have the most.

  • At what point is a flight considered delayed from Chicago Midway Airport to Toronto Pearson Intl Airport?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago Midway Airport to Toronto Pearson Intl Airport route, 40% of flights were delayed in the past 3 months, with delays averaging 1h 18m.

  • Which airports do connecting flights from Chicago Midway Airport to Toronto Pearson Intl Airport pass through?

    Connecting flights from Chicago Midway Airport to Toronto Pearson Intl Airport most commonly pass through:

    • Detroit Metropolitan Wayne County (DTW) - 96% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 4% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago Midway Airport to Toronto Pearson Intl Airport?

    Yes. Flexible dates can save you up to 52% on flights from Chicago Midway Airport to Toronto Pearson Intl Airport. Wednesday is the cheapest departure day at $302 round-trip on average, while Tuesday is the most expensive at $622, a difference of $320.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Chicago Midway Airport to Toronto Pearson Intl Airport?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 29m, compared with 10h 54m via Atlanta Hartsfield-Jackson (ATL).

  • What is the time difference between Chicago Midway Airport and Toronto Pearson Intl Airport?

    Toronto Pearson Intl Airport is 1 hour ahead of Chicago Midway Airport (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Toronto Pearson Intl Airport?

    Some of the most popular sights in Toronto Pearson Intl Airport are Rogers Centre, Union Station and Scotiabank Arena. These are among the most viewed places in Toronto Pearson Intl Airport on KAYAK.

Your guide to booking Chicago Midway Airport to Toronto Pearson Intl Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Wednesday departure and avoid flying on Tuesday. On this route, Wednesday flights average $302, about $320 less than Tuesday fares (51% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago Midway Airport to Toronto Pearson Intl Airport trip for November. Fares historically average $292 round-trip in that month - typically $330 less than the most expensive month, which is September (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Toronto Pearson Intl Airport.

    • Crowne Plaza Toronto Airport By IHG
    • Sheraton Gateway Hotel in Toronto International Airport
    • Spark by Hilton Toronto Airport

More options for your flight from Midway to Pearson Intl

Complete your trip to Pearson Intl with a hotel stay or car rental