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MDW - YYZ

Find cheap flights from Chicago Midway Airport to Toronto Pearson Airport from C$ 167

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 6/5. 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 16/5
Thu 23/5

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, travellers have searched 43,990,755 times on KAYAK, and here is why:

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Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
9:46 a.m. - 6:20 p.m.MDW-YYZ
7h 34m1 stop
12:30 p.m. - 5:06 p.m.YYZ-MDW
5h 36m1 stop
C$ 432Delta
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Tue, 14 May - Tue, 21 May
9:46 a.m. - 6:20 p.m.MDW-YYZ
7h 34m1 stop
12:30 p.m. - 6:07 p.m.YYZ-MDW
6h 37m1 stop
C$ 454Delta
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Tue, 14 May - Wed, 22 May
5:00 p.m. - 11:14 p.m.MDW-YYZ
5h 14m1 stop
12:30 p.m. - 5:06 p.m.YYZ-MDW
5h 36m1 stop
C$ 462Delta
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Sat, 18 May - Tue, 21 May
5:05 p.m. - 11:15 p.m.MDW-YYZ
5h 10m1 stop
12:30 p.m. - 6:07 p.m.YYZ-MDW
6h 37m1 stop
C$ 469Delta
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Mon, 29 Apr - Tue, 7 May
1:21 p.m. - 10:46 p.m.MDW-YYZ
8h 25m1 stop
12:31 p.m. - 6:36 p.m.YYZ-MDW
7h 05m1 stop
C$ 490Delta
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Sun, 2 Jun - Mon, 17 Jun
9:32 a.m. - 5:09 p.m.MDW-YYZ
6h 37m1 stop
6:04 a.m. - 9:06 a.m.YYZ-MDW
4h 02m1 stop
C$ 491Delta
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Tue, 7 May - Thu, 9 May
1:05 p.m. - 11:50 p.m.MDW-YYZ
9h 45m1 stop
7:12 p.m. - 6:06 p.m.YYZ-MDW
23h 54m1 stop
C$ 516WestJet
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Wed, 21 Aug - Fri, 23 Aug
9:46 a.m. - 11:14 p.m.MDW-YYZ
12h 28m1 stop
7:10 p.m. - 11:02 a.m.YYZ-MDW
16h 52m1 stop
C$ 528WestJet
Find Deal
Tue, 7 May - Fri, 10 May
6:00 a.m. - 12:10 p.m.MDW-YYZ
5h 10m1 stop
11:59 a.m. - 11:02 a.m.YYZ-MDW
24h 03m2 stops
C$ 535WestJet
Find Deal
Tue, 7 May - Fri, 10 May
9:44 p.m. - 2:28 p.m.MDW-YYZ
15h 44m2 stops
7:45 a.m. - 6:48 p.m.YYZ-MDW
12h 03m1 stop
C$ 608
Find Deal
Tue, 23 Jul - Fri, 26 Jul

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 C$ 345 on average. On the other hand, the most expensive months are July and September, where the average cost of tickets is C$ 633 and C$ 568 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 (C$ 167) and WestJet (C$ 239). The cheapest round-trip tickets were found on Delta (C$ 432) and WestJet (C$ 516).

Good to know

Cheapest flight

C$ 167
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 C$ 121 for a one-way ticket and C$ 314 for a round-trip.

  • Which airports will I be using when flying from Chicago Midway Airport to Toronto Pearson Airport?

    On your way to Toronto Pearson Airport, you’ll fly out from Chicago Midway. You’ll be landing at Toronto Pearson Intl.

  • 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 travellers 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.

  • 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.
6/5Mon
1 stopDelta
5h 10mMDW-YYZ
C$ 167
14/5Tue
2 stops
24h 05mMDW-YYZ
C$ 176
14/5Tue
2 stops
24h 05mMDW-YYZ
C$ 178
6/5Mon
1 stopDelta
5h 10mMDW-YYZ
C$ 189
14/5Tue
2 stops
24h 05mMDW-YYZ
C$ 194
19/6Wed
1 stopDelta
6h 33mMDW-YYZ
C$ 195
21/6Fri
1 stop
9h 59mMDW-YYZ
C$ 211
15/5Wed
1 stopWestJet
7h 34mMDW-YYZ
C$ 239
25/5Sat
2 stopsWestJet
11h 50mMDW-YYZ
C$ 242
12/5Sun
2 stopsWestJet
12h 15mMDW-YYZ
C$ 246

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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.
17/4Wed
multi-stop
16h 52mMDW-YYZ
21/4Sun
multi-stop
9h 54mYYZ-MDW
C$ 695
19/4Fri
multi-stop
15h 43mMDW-YYZ
22/4Mon
multi-stop
21h 38mYYZ-MDW
C$ 702
17/4Wed
multi-stop
27h 55mMDW-YYZ
21/4Sun
multi-stop
5h 37mYYZ-MDW
C$ 738
21/4Sun
multi-stopWestJet
5h 10mMDW-YYZ
24/4Wed
multi-stopWestJet
5h 10mYYZ-MDW
C$ 762
19/4Fri
multi-stopDelta
4h 01mMDW-YYZ
23/4Tue
multi-stopDelta
4h 52mYYZ-MDW
C$ 804
21/4Sun
multi-stopWestJet
5h 54mMDW-YYZ
24/4Wed
multi-stopWestJet
5h 10mYYZ-MDW
C$ 808
20/4Sat
multi-stopWestJet
16h 18mMDW-YYZ
23/4Tue
multi-stopWestJet
16h 01mYYZ-MDW
C$ 809
18/4Thu
multi-stopWestJet
5h 54mMDW-YYZ
23/4Tue
multi-stopWestJet
5h 10mYYZ-MDW
C$ 816
17/4Wed
multi-stop
6h 01mMDW-YYZ
19/4Fri
multi-stop
27h 12mYYZ-MDW
C$ 871
18/4Thu
multi-stopDelta
6h 01mMDW-YYZ
21/4Sun
multi-stopDelta
4h 00mYYZ-MDW
C$ 893

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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

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