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

Saturday tends to have the lowest number of delays on this route, whereas Thursday has historically faced a higher average of delays compared to other days of the week.

How often are flights from Chicago to Toronto delayed?

About 21% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 74 minutes.

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

Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.

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

Over the past year, Delta has had the lowest number of delays on this route, with just 27% of flights being delayed.

In terms of precipitation, rainfall in Toronto Pearson Intl Airport ranges from 51.0 - 83.0 mm per month. June is typically the wettest month, when rainfall can reach 83.0 mm. February is typically the driest time to visit Toronto Pearson Intl Airport when rainfall is around 51.0 mm.

If weather is an important factor for your trip to Toronto Pearson Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -6.0 C).

What is the cheapest time of day to fly from MDW to YYZ?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Toronto Pearson Intl Airport as you normally would.

Can I find deals for flights from Midway to Pearson Intl that include hotel bookings?

Yes. In addition to deals on Midway to Pearson Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Midway to Pearson Intl?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Pearson Intl.

Can I find deals for business class flights from Midway to Pearson Intl?

Yes. Cheapflights offers flight deals from Midway to Pearson Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

C$ 171+ Cheap Flights from Chicago Midway Airport to Toronto Pearson Intl Airport

Cheap flight deals from Midway to Pearson Intl

Enter your travel dates to find the best prices.

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Cheapest flights from Midway to Pearson Intl
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 23 October 2026.

Thu 12/119:30 a.m. -

1 stop6h 50m

Mon 16/1112:15 p.m. -

1 stop6h 49m

Deal found 21/10C$ 401

Thu 12/111:31 p.m. -

1 stop8h 26m

Thu 26/116:00 a.m. -

1 stop6h 25m

Deal found 21/10C$ 424

Fri 18/121:41 p.m. -

1 stop8h 26m

Tue 5/112:15 p.m. -

1 stop7h 22m

Deal found 22/10C$ 425

Fri 13/119:30 a.m. -

1 stop6h 50m

Sun 15/116:00 a.m. -

1 stop4h 46m

Deal found 22/10C$ 454

Sat 21/111:31 p.m. -

1 stop8h 26m

Sat 28/1112:15 p.m. -

1 stop6h 49m

Deal found 23/10C$ 457

Fri 4/126:41 p.m. -

1 stop3h 26m

Fri 11/1212:15 p.m. -

1 stop6h 46m

Deal found 20/10C$ 468

Wed 11/119:30 a.m. -

1 stop3h 00m

Fri 13/1112:15 p.m. -

1 stop6h 49m

Deal found 21/10C$ 470

Wed 11/119:30 a.m. -

1 stop6h 50m

Mon 30/116:00 a.m. -

1 stop7h 51m

Deal found 21/10C$ 477

Thu 26/1112:05 p.m. -

1 stop4h 15m

Sun 29/1112:15 p.m. -

1 stop6h 49m

Deal found 19/10C$ 489

Thu 19/119:30 a.m. -

1 stop3h 00m

Sun 22/1112:15 p.m. -

1 stop6h 49m

Deal found 20/10C$ 503

Find flight deals from Midway to Pearson Intl

Round-trip from	C$ 401
One-way from	C$ 171
Popular in	February
Cheapest in	July
Average price	C$ 944

KLM
12/11-16/11
2 total stops
13h 39m total
Chicago to Toronto

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Delta
25/11-31/12
1 total stop
3h 00m total
Chicago to Toronto

Search Deals

Highest demand for flights based on searches. 0% potential increase in price (C$ 4 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 6% potential price decrease (C$ 49 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in October 2026

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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.

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Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Wed 21/4

1:00 p.m.-5:22 p.m.

1 stop3h 22m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 171

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Fri 1/1

6:15 p.m.-10:59 p.m.

1 stop3h 44m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 187

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Tue 5/1

1:00 p.m.-7:07 p.m.

1 stop5h 07m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 187

Quickest round-trip

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Wed 25/11

9:30 a.m.-1:30 p.m.

1 stop3h 00m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 195

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sat 21/11

1:31 p.m.-10:57 p.m.

1 stop8h 26m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 195

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sun 29/11

9:30 a.m.-1:30 p.m.

1 stop3h 00m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 195

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Tue 24/11

9:30 a.m.-5:20 p.m.

1 stop6h 50m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 195

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Fri 27/11

12:05 p.m.-5:20 p.m.

1 stop4h 15m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 227

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sun 6/12

1:41 p.m.-11:07 p.m.

1 stop8h 26m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 240

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Mon 16/11

9:30 a.m.-5:20 p.m.

1 stop6h 50m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 240

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/10

Showing 1-10 of 20 resultsSorted by cheapest first

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.

MDW-YYZ

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Toronto Pearson Intl Airport

Prices

Delays

What is the cheapest month to book a flight from Chicago Midway Airport to Toronto Pearson Intl Airport?

Currently, July is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto Pearson Intl Airport (average of C$ 231). Flying from Chicago Midway Airport to Toronto Pearson Intl Airport in February is currently the most expensive (average of C$ 944). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

How long is the flight from Chicago Midway Airport to Toronto Pearson Intl Airport?
There are many flights that can get you from Chicago Midway Airport to Toronto Pearson Intl Airport in 6h 50m. Fly via KLM or Delta to get the fastest option. The distance between Chicago Midway Airport and Toronto Pearson Intl Airport is about 695 km. This flight may include one or multiple stops.
Can I find deals for flights from Midway to Pearson Intl that include hotel bookings?
Yes. In addition to deals on Midway to Pearson Intl flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Midway to Pearson Intl?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Pearson Intl.
Can I find deals for business class flights from Midway to Pearson Intl?
Yes. Cheapflights offers flight deals from Midway to Pearson Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Chicago Midway Airport to Toronto Pearson Intl Airport?
Currently, July is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto Pearson Intl Airport (average of C$ 231). Flying from Chicago Midway Airport to Toronto Pearson Intl Airport in February is currently the most expensive (average of C$ 944). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Midway to Pearson Intl. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Midway to Pearson Intl?

Millions of users choose and trust Cheapflights to book the best flight deals from Midway to Pearson Intl for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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.

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Cheap flights from Chicago Midway Airport to Toronto Pearson Intl Airport from C$ 171

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 25/11. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap 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 23 October 2026.

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 23 October 2026.

Best flights from Midway to Pearson IntlDiscover carefully curated flight deals from Midway to Pearson Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 23 October 2026.

Discover carefully curated flight deals from Midway to Pearson Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 23 October 2026.

Last-minute flights from Midway to Pearson IntlDiscover last-minute flight deals from Midway to Pearson Intl. Data last updated 23 October 2026 and is based on user searches.

Discover last-minute flight deals from Midway to Pearson Intl. Data last updated 23 October 2026 and is based on user searches.

One-way flights from Midway to Pearson IntlSearch for one-way flight options from Midway to Pearson Intl. Find affordable one-way fares based on user searches. Data last updated 23 October 2026.

Search for one-way flight options from Midway to Pearson Intl. Find affordable one-way fares based on user searches. Data last updated 23 October 2026.

Find flight deals from Midway to Pearson Intl

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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.

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

What is the cheapest month to book a flight from Chicago Midway Airport to Toronto Pearson Intl Airport?

How often are flights from Chicago to Toronto delayed?

About 21% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 74 minutes.

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

Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.

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

Saturday tends to have the lowest number of delays on this route, whereas Thursday 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, Delta has had the lowest number of delays on this route, with just 27% of flights being delayed.

Related info for your journey

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

Can I find deals for flights from Midway to Pearson Intl that include hotel bookings?

How can I find direct flights from Midway to Pearson Intl?

Can I find deals for business class flights from Midway to Pearson Intl?

What is the cheapest month to book a flight from Chicago Midway Airport to Toronto Pearson Intl Airport?

Travelling to a place near Toronto Pearson Intl Airport?

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Alternative routes for Midway to Pearson Intl

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Complete your trip

Complete your trip to Pearson Intl by adding a car rental and/or hotel reservation to your travel itinerary.

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Midway and Pearson Intl flights

Browse other Midway and Pearson Intl flight options. Last updated on 23 October 2026.

Other flights from Midway

Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on 23 October 2026.

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How does Cheapflights help users find flights from Midway to Pearson Intl?

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Can Cheapflights notify me if prices for flights from Midway to Pearson Intl become cheaper?

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Cheapest flights from Midway to Pearson Intl
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 23 October 2026.

Best flights from Midway to Pearson Intl
Discover carefully curated flight deals from Midway to Pearson Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 23 October 2026.

Last-minute flights from Midway to Pearson Intl
Discover last-minute flight deals from Midway to Pearson Intl. Data last updated 23 October 2026 and is based on user searches.

One-way flights from Midway to Pearson Intl
Search for one-way flight options from Midway to Pearson Intl. Find affordable one-way fares based on user searches. Data last updated 23 October 2026.