How often are flights from Chicago to Toronto delayed?

Historically, on average around 22% of flights between Chicago and Toronto have experienced a delay on any given week. The average delay length over the past 12 months has been 113 minutes.

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

Friday is statistically the day of the week which experiences the fewest number of delays on this flight route. Saturday has historically seen more delays on average compared to the rest of the week.

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

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What is the cheapest airline that flies from Chicago Midway to Toronto Pearson Intl?

Delta and WestJet are the most popular carriers operating from Chicago Midway to Toronto Pearson Intl

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

According to our data, East Coast Flight Services have had the least number of delays on this route over the last 12 months; with no flights being classified as delayed.

How old do you have to be to fly from Chicago Midway Airport to Toronto Pearson Intl Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Toronto Pearson Intl Airport.

What documentation or ID do you need to fly to Toronto Pearson Intl Airport?

The travel and health documents you'll need for your trip to Toronto Pearson Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Toronto Pearson Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$89 Cheap Flights from Chicago Midway Airport to Toronto Pearson Intl Airport in 2025/26

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1:14 pm - 5:15 pmMDW-YYZ

3h 01m1 stop

6:05 am - 12:34 pmYYZ-MDW

7h 29m1 stop

$233Delta

Find Deal

Fri, Dec 5 - Sun, Dec 7

9:34 am - 2:48 pmMDW-YYZ

4h 14m1 stop

6:30 am - 1:07 pmYYZ-MDW

7h 37m1 stop

$250Delta

Find Deal

Tue, Nov 18 - Mon, Nov 24

1:47 pm - 11:21 pmMDW-YYZ

8h 34m1 stop

12:08 pm - 6:14 pmYYZ-MDW

7h 06m1 stop

$268Delta

Find Deal

Mon, Nov 17 - Fri, Nov 21

9:34 am - 5:15 pmMDW-YYZ

6h 41m1 stop

9:54 am - 5:26 pmYYZ-MDW

8h 32m1 stop

$287Delta

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Thu, Dec 11 - Sun, Dec 21

9:07 pm - 2:20 pmMDW-YYZ

16h 13m2 stops

5:15 pm - 1:09 pmYYZ-MDW

20h 54m1 stop

$298Multiple Airlines

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Thu, Jan 15 - Mon, Jan 19

9:34 am - 2:48 pmMDW-YYZ

4h 14m1 stop

6:05 am - 12:34 pmYYZ-MDW

7h 29m1 stop

$300KLM

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Thu, Dec 4 - Sun, Dec 7

9:41 am - 4:02 pmMDW-YYZ

5h 21m1 stop

6:10 pm - 9:54 amYYZ-MDW

16h 44m1 stop

$302WestJet

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Tue, Nov 25 - Mon, Dec 1

1:47 pm - 11:21 pmMDW-YYZ

8h 34m1 stop

6:30 pm - 9:54 amYYZ-MDW

16h 24m2 stops

$303WestJet

Find Deal

Sat, Nov 29 - Mon, Dec 1

9:34 am - 5:15 pmMDW-YYZ

6h 41m1 stop

3:38 pm - 6:00 pmYYZ-MDW

3h 22m1 stop

$304Delta

Find Deal

Thu, Dec 4 - Tue, Dec 9

5:30 pm - 5:53 pmMDW-YYZ

23h 23m1 stop

6:10 pm - 9:54 amYYZ-MDW

16h 44m1 stop

$317Multiple Airlines

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Wed, Nov 26 - Mon, Dec 1

Delta flights from Chicago Midway Airport to Toronto Pearson Intl Airport

Our best Delta deals on Chicago Midway Airport to Toronto Pearson Intl Airport flight tickets

Delta

Dec 5

MDW1:14 pmChicago Midway

3h 01m

1 stop

YYZ5:15 pmToronto Pearson Intl

Dec 7

YYZ6:05 amToronto Pearson Intl

7h 29m

1 stop

MDW12:34 pmChicago Midway

$233

Find similar

Delta

Nov 18

MDW9:34 amChicago Midway

4h 14m

1 stop

YYZ2:48 pmToronto Pearson Intl

Nov 24

YYZ6:30 amToronto Pearson Intl

7h 37m

1 stop

MDW1:07 pmChicago Midway

$250

Find similar

Delta

Nov 17

MDW1:47 pmChicago Midway

8h 34m

1 stop

YYZ11:21 pmToronto Pearson Intl

Nov 21

YYZ12:08 pmToronto Pearson Intl

7h 06m

1 stop

MDW6:14 pmChicago Midway

$268

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WestJet flights from Chicago Midway Airport to Toronto Pearson Intl Airport

Our best WestJet deals on Chicago Midway Airport to Toronto Pearson Intl Airport flight tickets

WestJet

Nov 25

MDW9:41 amChicago Midway

5h 21m

1 stop

YYZ4:02 pmToronto Pearson Intl

Dec 1

YYZ6:10 pmToronto Pearson Intl

16h 44m

1 stop

MDW9:54 amChicago Midway

$302

Find similar

WestJet

Nov 29

MDW1:47 pmChicago Midway

8h 34m

1 stop

YYZ11:21 pmToronto Pearson Intl

Dec 1

YYZ6:30 pmToronto Pearson Intl

16h 24m

2 stops

MDW9:54 amChicago Midway

$303

Find similar

WestJet

Dec 17

MDW1:50 pmChicago Midway

8h 37m

1 stop

YYZ11:27 pmToronto Pearson Intl

Dec 24

YYZ12:14 pmToronto Pearson Intl

21h 51m

1 stop

MDW9:05 amChicago Midway

$312

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momondo 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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Route

Depart

Return

Price

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 12/5

1:14 pm-5:15 pm

1 stop3h 01m

Toronto Pearson Intl

Sun 12/7

6:05 am-12:34 pm

1 stop7h 29m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 11/18

9:34 am-2:48 pm

1 stop4h 14m

Toronto Pearson Intl

Mon 11/24

6:30 am-1:07 pm

1 stop7h 37m

$250

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Mon 11/17

1:47 pm-11:21 pm

1 stop8h 34m

Toronto Pearson Intl

Fri 11/21

12:08 pm-6:14 pm

1 stop7h 06m

$268

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 12/11

9:34 am-5:15 pm

1 stop6h 41m

Toronto Pearson Intl

Sun 12/21

9:54 am-5:26 pm

1 stop8h 32m

$287

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 1/15

9:07 pm-2:20 pm

2 stops16h 13m

Toronto Pearson Intl

Mon 1/19

5:15 pm-1:09 pm

1 stop20h 54m

$298

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 12/4

9:34 am-2:48 pm

1 stop4h 14m

Toronto Pearson Intl

Sun 12/7

6:05 am-12:34 pm

1 stop7h 29m

$300

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 11/25

9:41 am-4:02 pm

1 stop5h 21m

Toronto Pearson Intl

Mon 12/1

6:10 pm-9:54 am

1 stop16h 44m

$302

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 11/29

1:47 pm-11:21 pm

1 stop8h 34m

Toronto Pearson Intl

Mon 12/1

6:30 pm-9:54 am

2 stops16h 24m

$303

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 12/4

9:34 am-5:15 pm

1 stop6h 41m

Toronto Pearson Intl

Tue 12/9

3:38 pm-6:00 pm

1 stop3h 22m

$304

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 11/26

5:30 pm-5:53 pm

1 stop23h 23m

Toronto Pearson Intl

Mon 12/1

6:10 pm-9:54 am

1 stop16h 44m

$317

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How to get the cheapest flight ticket from Chicago Midway Airport to Toronto Pearson Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Delays

What is the cheapest day to depart on your flight to Toronto Pearson Intl Airport?

The cheapest day to depart from Chicago Midway Airport to Toronto Pearson Intl Airport is on a Thursday when prices can be found for as low as $605. The most expensive day to fly to Toronto Pearson Intl Airport is Sunday, with ticket prices averaging around $768.

What is the cheapest time of day to depart on your flight to Toronto Pearson Intl Airport?

Flying to Toronto Pearson Intl Airport from Chicago Midway Airport in the morning is the least expensive time of day to depart. momondo users have found prices as low as $591 when looking at flights departing in the morning. Flights in the afternoon are often more expensive with an average ticket price of $761.

When to book flights from Chicago Midway Airport to Toronto Pearson Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Toronto Pearson Intl Airport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago Midway Airport to Toronto Pearson Intl Airport (MDW to YYZ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Toronto Pearson Intl Airport

Direct flights	None

There are no direct flights from Chicago Midway Airport to Toronto Pearson Intl Airport. There are no popular flight routes from Chicago Midway Airport to Toronto Pearson Intl Airport.

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How far is Chicago Midway to Toronto Pearson Intl by plane?
The distance between Chicago Midway and Toronto Pearson Intl is about 432.2 mi. A reasonable flight in good conditions will take 3h 01m.
When did momondo last update prices for flights from Chicago Midway Airport to Toronto Pearson Intl Airport?
Prices for flights from Chicago Midway Airport to Toronto Pearson Intl Airport are refreshed on a daily basis.
How old do you have to be to fly from Chicago Midway Airport to Toronto Pearson Intl Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Toronto Pearson Intl Airport.
What documentation or ID do you need to fly to Toronto Pearson Intl Airport?
The travel and health documents you'll need for your trip to Toronto Pearson Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Toronto Pearson Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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Burlington

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Why should I use momondo to find a flight deal from Chicago to Toronto?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Toronto. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Toronto with flexible booking policies on momondo?

Yes. All flights to Toronto from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Toronto?

Once all potential Chicago to Toronto flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Toronto right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Toronto from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Cheap flights from Chicago Midway Airport to Toronto from $89

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Find the cheapest flights from Chicago Midway Airport to Toronto

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Delta flights from Chicago Midway Airport to Toronto Pearson Intl Airport

Our best Delta deals on Chicago Midway Airport to Toronto Pearson Intl Airport flight tickets

WestJet flights from Chicago Midway Airport to Toronto Pearson Intl Airport

Our best WestJet deals on Chicago Midway Airport to Toronto Pearson Intl Airport flight tickets

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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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How to get the cheapest flight ticket from Chicago Midway Airport to Toronto Pearson Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Toronto Pearson Intl Airport?

The cheapest day to depart from Chicago Midway Airport to Toronto Pearson Intl Airport is on a Thursday when prices can be found for as low as $605. The most expensive day to fly to Toronto Pearson Intl Airport is Sunday, with ticket prices averaging around $768.

What is the cheapest time of day to depart on your flight to Toronto Pearson Intl Airport?

What is the cheapest airline that flies from Chicago Midway to Toronto Pearson Intl?

Delta and WestJet are the most popular carriers operating from Chicago Midway to Toronto Pearson Intl

How often are flights from Chicago to Toronto delayed?

Historically, on average around 22% of flights between Chicago and Toronto have experienced a delay on any given week. The average delay length over the past 12 months has been 113 minutes.

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

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

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

Friday is statistically the day of the week which experiences the fewest number of delays on this flight route. Saturday has historically seen more delays on average compared to the rest of the week.

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

According to our data, East Coast Flight Services have had the least number of delays on this route over the last 12 months; with no flights being classified as delayed.

When to book flights from Chicago Midway Airport to Toronto Pearson Intl Airport

Cheap Chicago Midway Airport to Toronto Pearson Intl Airport (MDW to YYZ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Toronto Pearson Intl Airport

Direct flights

How far is Chicago Midway to Toronto Pearson Intl by plane?

When did momondo last update prices for flights from Chicago Midway Airport to Toronto Pearson Intl Airport?

How old do you have to be to fly from Chicago Midway Airport to Toronto Pearson Intl Airport?

What documentation or ID do you need to fly to Toronto Pearson Intl Airport?

Traveling to a place near Toronto?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Toronto?

Can I find flights from Chicago to Toronto with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Toronto?

I’m not ready to book a flight from Chicago to Toronto right now. Can momondo alert me if prices change?

An easier way to manage your Toronto Pearson Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Toronto

Popular cities in Canada

Popular flights according to clicks in the last 7 days on momondo