How many flights depart from Chicago Midway Airport to Toronto on average per day?

The number of flights available between Chicago Midway Airport and Toronto is 1 per day as of February 2026. The most frequent departure time is 11:00AM, with 100% of daily flights leaving at noon.

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

Porter Airlines and Delta are the most popular carriers operating from Chicago Midway to Toronto

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

According to our data, Porter Airlines have had the least number of delays on this route over the last 12 months; with about 14% of their flights experiencing any sort of delay.

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

Thursday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday 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 in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

How many flights depart from Chicago Midway Airport to Toronto on average per week?

10 flights are operational weekly from Chicago Midway Airport to Toronto as of February 2026. The most popular departure day for this route is Tue, with 20% of flights per week taking off on this day.

How often are flights from Chicago to Toronto delayed?

Historically, on average around 15% 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 120 minutes.

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

Prices for flights from Chicago Midway Airport to Toronto are refreshed on a daily basis.

How many operators does momondo search for flights from Chicago Midway Airport to Toronto?

There are 2 operators available for flights from Chicago Midway Airport to Toronto as of February 2026.

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

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.

What documentation or ID do you need to fly to Toronto?

The travel and health documents you'll need for your trip to Toronto 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. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$85 Cheap Flights from Chicago Midway Airport to Toronto in 2026

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Find the cheapest flights from Chicago Midway Airport to Toronto

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:00 am - 1:42 pm

MDW

YTZ

1h 42mnonstop

9:15 am - 10:05 am

YTZ

MDW

1h 50mnonstop

$181Porter Airlines

Wed, Mar 18 - Thu, Mar 26

11:00 am - 1:42 pm

MDW

YTZ

1h 42mnonstop

2:30 pm - 3:20 pm

YTZ

MDW

1h 50mnonstop

$182Porter Airlines

Thu, Mar 5 - Sun, Mar 8

11:00 am - 1:42 pm

MDW

YTZ

1h 42mnonstop

2:30 pm - 3:20 pm

YTZ

MDW

1h 50mnonstop

$186Porter Airlines

Thu, Mar 5 - Sun, Mar 8

4:15 pm - 6:57 pm

MDW

YTZ

1h 42mnonstop

9:15 am - 10:05 am

YTZ

MDW

1h 50mnonstop

$187Porter Airlines

Fri, Apr 3 - Sun, Apr 5

4:15 pm - 6:57 pm

MDW

YTZ

1h 42mnonstop

2:30 pm - 3:20 pm

YTZ

MDW

1h 50mnonstop

$189Porter Airlines

Thu, Apr 16 - Sun, Apr 19

9:35 am - 3:08 pm

MDW

YYZ

4h 33m

1 stop

10:05 am - 12:29 pm

YYZ

MDW

3h 24m

1 stop

$271Delta

Mon, Mar 16 - Thu, Mar 19

6:34 pm - 10:39 pm

MDW

YYZ

3h 05m

1 stop

10:05 am - 12:29 pm

YYZ

MDW

3h 24m

1 stop

$272Delta

Fri, Mar 13 - Tue, Mar 17

11:25 am - 12:14 am

MDW

YYZ

35h 49m

2 stops

6:20 pm - 1:02 pm

YYZ

MDW

19h 42m

1 stop

$301Multiple Airlines

Wed, Mar 11 - Wed, Mar 18

9:14 am - 8:05 pm

MDW

YYZ

9h 51m

1 stop

6:10 am - 8:43 am

YYZ

MDW

3h 33m

1 stop

$322Multiple Airlines

Fri, May 15 - Sat, May 23

6:34 pm - 10:39 pm

MDW

YYZ

3h 05m

1 stop

6:20 am - 8:53 am

YYZ

MDW

3h 33m

1 stop

$329WestJet

Tue, Mar 24 - Thu, Mar 26

Delta flights from Chicago Midway Airport to Toronto

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

Delta

Mar 16

MDW6:34 pmChicago Midway

3h 05m

1 stop

YYZ10:39 pmToronto Pearson Intl

Mar 22

YYZ6:20 amToronto Pearson Intl

3h 33m

1 stop

MDW8:53 amChicago Midway

$271

Delta

Mar 13

MDW6:34 pmChicago Midway

3h 05m

1 stop

YYZ10:39 pmToronto Pearson Intl

Mar 17

YYZ10:05 amToronto Pearson Intl

3h 24m

1 stop

MDW12:29 pmChicago Midway

$272

Delta

Jun 7

MDW9:30 amChicago Midway

6h 53m

1 stop

YYZ5:23 pmToronto Pearson Intl

Jun 15

YYZ12:15 pmToronto Pearson Intl

7h 16m

1 stop

MDW6:31 pmChicago Midway

$304

WestJet flights from Chicago Midway Airport to Toronto

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

WestJet

Mar 24

MDW6:34 pmChicago Midway

3h 05m

1 stop

YYZ10:39 pmToronto Pearson Intl

Mar 26

YYZ6:20 amToronto Pearson Intl

3h 33m

1 stop

MDW8:53 amChicago Midway

$329

WestJet

Mar 14

MDW9:35 amChicago Midway

4h 33m

1 stop

YYZ3:08 pmToronto Pearson Intl

Mar 22

YYZ10:05 amToronto Pearson Intl

3h 24m

1 stop

MDW12:29 pmChicago Midway

$333

WestJet

Mar 6

MDW9:50 amChicago Midway

12h 48m

2 stops

YYZ11:38 pmToronto Pearson Intl

Mar 9

YYZ10:05 amToronto Pearson Intl

3h 24m

1 stop

MDW12:29 pmChicago Midway

$336

momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Toronto that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 3/18

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Thu 3/26

9:15 am-10:05 am

Nonstop1h 50m

$181

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 3/5

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Sun 3/8

2:30 pm-3:20 pm

Nonstop1h 50m

$182

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 3/5

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Sun 3/8

2:30 pm-3:20 pm

Nonstop1h 50m

$186

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 4/3

4:15 pm-6:57 pm

Nonstop1h 42m

Toronto Island

Sun 4/5

9:15 am-10:05 am

Nonstop1h 50m

$187

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 4/16

4:15 pm-6:57 pm

Nonstop1h 42m

Toronto Island

Sun 4/19

2:30 pm-3:20 pm

Nonstop1h 50m

$189

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Mon 3/16

9:35 am-3:08 pm

1 stop4h 33m

Toronto Pearson Intl

Thu 3/19

10:05 am-12:29 pm

1 stop3h 24m

$271

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 3/13

6:34 pm-10:39 pm

1 stop3h 05m

Toronto Pearson Intl

Tue 3/17

10:05 am-12:29 pm

1 stop3h 24m

$272

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 3/11

11:25 am-12:14 am

2 stops35h 49m

Toronto Pearson Intl

Wed 3/18

6:20 pm-1:02 pm

1 stop19h 42m

$301

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 5/15

9:14 am-8:05 pm

1 stop9h 51m

Toronto Pearson Intl

Sat 5/23

6:10 am-8:43 am

1 stop3h 33m

$322

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 3/24

6:34 pm-10:39 pm

1 stop3h 05m

Toronto Pearson Intl

Thu 3/26

6:20 am-8:53 am

1 stop3h 33m

$329

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

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

Other information

What is the cheapest month to fly to Toronto?

The month of July is, on average, the cheapest month to fly to Toronto from Chicago Midway Airport, with most prices found around $179. If you are unable to visit Toronto during the month of July, then departing from Chicago Midway Airport during the month January is also very affordable. Most momondo users find prices during this month for around $187.

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

On average, the least expensive day to fly to Toronto from Chicago Midway Airport is on a Thursday. momondo users have found tickets for Thursday departures for as low as $398. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Toronto is Tuesday, with ticket prices averaging around $700.

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

In the morning is the cheapest time of day to fly from Chicago Midway Airport to Toronto when you can find flight prices for as low as $402. Flying to Toronto in the morning is an ideal time because this is during off-peak travel hours. Flights to Toronto are more costly in the afternoon, with an average ticket price of $701. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago Midway to Toronto flight route?

Fly from Chicago Midway to Toronto Island for the best Chicago Midway - Toronto flight prices

What cabin class options are available on Chicago Midway to Toronto flights?

There are 3 cabin classes available to choose from on Chicago Midway to Toronto flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Toronto flights?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to Toronto.

How have Chicago Midway Airport to Toronto flight prices changed over time?

As of February 2026, prices for Chicago Midway Airport to Toronto flights are approximately 64% more expensive when compared to flights at the same time last year.

When to book flights from Chicago Midway Airport to Toronto

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Toronto 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 (MDW to YTO) flight deals and tips

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

Best Price Found	$174
Fastest flight time	1h 40m
Direct flights	Every day
Airports in Toronto	3 airports

The best one-way flight to Toronto from Chicago Midway Airport in the past 72 hours is $174. The best round-trip flight deal from Chicago Midway Airport to Toronto found on momondo in the last 72 hours is $208.

The fastest flight from Chicago Midway Airport to Toronto takes 1h 40m

Direct flights go from Chicago Midway Airport to Toronto every day.

There are 3 airports in Toronto. From Chicago Midway Airport there are direct flights to Toronto Island (YTZ).

Search flight deals

How far is Chicago Midway to Toronto by plane?
Toronto is 443.1 mi away from Chicago Midway. In terms of flight time, this usually takes a little over 1h 40m.
When did momondo last update prices for flights from Chicago Midway Airport to Toronto?
Prices for flights from Chicago Midway Airport to Toronto are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago Midway Airport to Toronto?
There are 2 operators available for flights from Chicago Midway Airport to Toronto as of February 2026.
How old do you have to be to fly from Chicago Midway Airport to Toronto?
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.
What documentation or ID do you need to fly to Toronto?
The travel and health documents you'll need for your trip to Toronto 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. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago Midway Airport to Toronto?
momondo data reveals that the most frequently booked plane model on the route from Chicago Midway Airport to Toronto is De Havilland (Bombardier) DHC-8-400 Dash 8Q, representing 30.89% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 19.44%, Embraer 170 at 19.35%, and Embraer 175 at 10.48%.
What is the most popular airline from Chicago Midway Airport to Toronto?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago Midway Airport to Toronto is Porter Airlines (100% of total bookings).

Best airlines flying from Chicago Midway Airport to Toronto

Compare and see reviews for airlines that fly from Chicago Midway Airport to Toronto with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $88	Free Cancellation	Rating 7.9 8,200 reviews		Search Delta flights
Porter Airlines	PriceFrom $172	Free Cancellation	Rating 7.9 415 reviews		Search Porter Airlines flights

Porter Airlines Flights From Chicago Midway Airport to Toronto
The lowest priced Porter Airlines flight from Chicago Midway Airport to Toronto from the last 72 hours was $172. Generally, Porter Airlines has 5 flights on this route every week with an average price of $225. Porter Airlines is rated 7.9/10 by our users.

Why use momondo?

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

It is quick and easy to find Chicago to Toronto flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Toronto that suits you.

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 you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Toronto from Chicago.

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

If you are not ready to book a flight from Chicago to Toronto now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Toronto and let you know when they change.

An easier way to manage your Toronto 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.

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Cheap flights from Chicago Midway Airport to Toronto from $85

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Toronto departing on 5/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Delta flights from Chicago Midway Airport to Toronto

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

WestJet flights from Chicago Midway Airport to Toronto

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

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Use the filters below to find and compare flights from Chicago Midway Airport to Toronto that are best for you.

See travel insights to Toronto from

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

What is the cheapest month to fly to Toronto?

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

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

What is the cheapest Chicago Midway to Toronto flight route?

What cabin class options are available on Chicago Midway to Toronto flights?

Can stopping save me money on Chicago Midway Airport to Toronto flights?

How have Chicago Midway Airport to Toronto flight prices changed over time?

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

How often are flights from Chicago to Toronto delayed?

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

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

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

How many flights depart from Chicago Midway Airport to Toronto on average per day?

How many flights depart from Chicago Midway Airport to Toronto on average per week?

When to book flights from Chicago Midway Airport to Toronto

Cheap Chicago Midway Airport to Toronto (MDW to YTO) flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Toronto

Best airlines flying from Chicago Midway Airport to Toronto

Compare and see reviews for airlines that fly from Chicago Midway Airport to Toronto with momondo

Porter Airlines Flights From Chicago Midway Airport to 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 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 Canada

Fly into one of these airports located in Toronto

Airports listed have a maximum distance of 52.0 mi from Toronto

Fly your favorite airline to Toronto

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Toronto

List of cabin classes available on flights landing in Toronto. Availability may vary depending on flight origin and airline.

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