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.

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.

How often are flights from Chicago to Toronto delayed?

About 18% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 76 minutes.

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 25% 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$ 145+ 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 9 September 2026.

Thu 8/109:29 a.m. -

1 stop6h 50m

Sun 11/106:00 a.m. -

1 stop4h 32m

Deal found 5/9C$ 370

Thu 24/99:29 a.m. -

1 stop6h 51m

Thu 1/106:00 a.m. -

1 stop4h 07m

Deal found 9/9C$ 371

Sat 3/106:40 p.m. -

1 stop3h 19m

Mon 5/102:24 p.m. -

1 stop5h 09m

Deal found 6/9C$ 382

Mon 28/99:29 a.m. -

1 stop6h 51m

Fri 2/1012:08 p.m. -

1 stop7h 25m

Deal found 8/9C$ 392

Sun 15/119:30 a.m. -

1 stop6h 50m

Wed 18/116:00 a.m. -

1 stop4h 42m

Deal found 5/9C$ 422

Fri 2/109:29 a.m. -

1 stop6h 51m

Sun 4/106:00 a.m. -

1 stop7h 39m

Deal found 8/9C$ 432

Wed 9/129:37 a.m. -

1 stop6h 43m

Mon 11/16:00 a.m. -

1 stop3h 45m

Deal found 9/9C$ 459

Thu 22/101:27 p.m. -

1 stop8h 29m

Sat 31/106:00 a.m. -

1 stop4h 32m

Deal found 8/9C$ 461

Fri 11/121:41 p.m. -

1 stop8h 26m

Wed 16/129:45 a.m. -

1 stop4h 16m

Deal found 4/9C$ 466

Fri 2/109:29 a.m. -

1 stop4h 46m

Sat 3/104:05 p.m. -

1 stop3h 17m

Deal found 5/9C$ 468

Find flight deals from Midway to Pearson Intl

Round-trip from	C$ 370
One-way from	C$ 145
Popular in	September
Cheapest in	July
Average price	C$ 1,048

KLM
8/10-11/10
2 total stops
11h 22m total
Chicago to Toronto

Search Deals

Delta
26/9-31/12
1 total stop
4h 46m total
Chicago to Toronto

Search Deals

Highest demand for flights based on searches. 24% potential increase in price (C$ 233 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 10% potential price decrease (C$ 67 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in September 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.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sat 10/10

1:27 p.m.-10:56 p.m.

1 stop8h 29m

Toronto Pearson Intl

Wed 31/12

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

Nonstop0h 00m

C$ 145

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sat 24/10

1:27 p.m.-10:56 p.m.

1 stop8h 29m

Toronto Pearson Intl

Wed 31/12

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

Nonstop0h 00m

C$ 145

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sun 22/11

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$ 145

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sat 3/10

6:40 p.m.-10:59 p.m.

1 stop3h 19m

Toronto Pearson Intl

Wed 31/12

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

Nonstop0h 00m

C$ 152

Quickest round-trip

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Wed 4/11

6:44 p.m.-10:56 p.m.

1 stop3h 12m

Toronto Pearson Intl

Wed 31/12

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

Nonstop0h 00m

C$ 152

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sun 18/10

1:27 p.m.-10:56 p.m.

1 stop8h 29m

Toronto Pearson Intl

Wed 31/12

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

Nonstop0h 00m

C$ 152

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Fri 16/10

9:29 a.m.-5:19 p.m.

1 stop6h 50m

Toronto Pearson Intl

Wed 31/12

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

Nonstop0h 00m

C$ 152

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sat 17/10

1:27 p.m.-10:56 p.m.

1 stop8h 29m

Toronto Pearson Intl

Wed 31/12

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

Nonstop0h 00m

C$ 152

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Tue 13/10

9:29 a.m.-5:19 p.m.

1 stop6h 50m

Toronto Pearson Intl

Wed 31/12

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

Nonstop0h 00m

C$ 152

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sun 15/11

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

1 stop3h 00m

Toronto Pearson Intl

Wed 18/11

6:00 a.m.-12:51 p.m.

1 stop7h 51m

C$ 371

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/9

Showing 1-10 of 21 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$ 228). Flying from Chicago Midway Airport to Toronto Pearson Intl Airport in September is currently the most expensive (average of C$ 1,048). 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 3h. Fly via Delta to get the fastest option. The distance between Chicago Midway Airport and Toronto Pearson Intl Airport is about 695 km.
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$ 228). Flying from Chicago Midway Airport to Toronto Pearson Intl Airport in September is currently the most expensive (average of C$ 1,048). 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$ 145

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 10/10. 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 9 September 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 9 September 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 9 September 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 9 September 2026.

Last-minute flights from Midway to Pearson IntlDiscover last-minute flight deals from Midway to Pearson Intl. Data last updated 9 September 2026 and is based on user searches.

Discover last-minute flight deals from Midway to Pearson Intl. Data last updated 9 September 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 9 September 2026.

Search for one-way flight options from Midway to Pearson Intl. Find affordable one-way fares based on user searches. Data last updated 9 September 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 18% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 76 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 25% 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.

Direct flights to Ontario

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Midway and Pearson Intl flights

Browse other Midway and Pearson Intl flight options. Last updated on 9 September 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 9 September 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 9 September 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 9 September 2026.

Last-minute flights from Midway to Pearson Intl
Discover last-minute flight deals from Midway to Pearson Intl. Data last updated 9 September 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 9 September 2026.