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

Thursday is statistically the day of the week that experiences the fewest 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 departing 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?

As of March 2026, 12 flights take off from Chicago Midway Airport and land in Toronto each week. The most common flight departure day for this route is Mon, with 17% of weekly flights taking off on this day.

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

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

How often are flights from Chicago to Toronto delayed?

Historically, on average around 14% 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 121 minutes.

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

1 flights are operational daily from Chicago Midway Airport to Toronto as of March 2026. The most popular departure time for this route is 11:00a.m., with 80% of flights per day taking off at noon.

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

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

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

Prices for flights from Chicago Midway Airport to Toronto were last updated today.

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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.

C$ 100 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.

12:55 p.m. - 3:37 p.m.

MDW

YTZ

1h 42mdirect

2:30 p.m. - 3:20 p.m.

YTZ

MDW

1h 50mdirect

C$ 296Porter Airlines

Sat, 11 Apr - Sun, 12 Apr

12:55 p.m. - 3:37 p.m.

MDW

YTZ

1h 42mdirect

9:25 a.m. - 10:15 a.m.

YTZ

MDW

1h 50mdirect

C$ 299Porter Airlines

Sat, 18 Apr - Mon, 20 Apr

12:55 p.m. - 3:37 p.m.

MDW

YTZ

1h 42mdirect

9:25 a.m. - 10:15 a.m.

YTZ

MDW

1h 50mdirect

C$ 301Porter Airlines

Sat, 18 Apr - Mon, 20 Apr

3:20 p.m. - 6:00 p.m.

MDW

YTZ

1h 40mdirect

1:45 p.m. - 2:35 p.m.

YTZ

MDW

1h 50mdirect

C$ 302Porter Airlines

Wed, 6 May - Wed, 13 May

4:05 p.m. - 6:47 p.m.

MDW

YTZ

1h 42mdirect

2:30 p.m. - 3:20 p.m.

YTZ

MDW

1h 50mdirect

C$ 303Porter Airlines

Fri, 10 Apr - Sun, 12 Apr

10:25 a.m. - 1:05 p.m.

MDW

YTZ

1h 40mdirect

8:50 a.m. - 9:40 a.m.

YTZ

MDW

1h 50mdirect

C$ 305Porter Airlines

Thu, 4 Jun - Sun, 7 Jun

11:00 a.m. - 1:42 p.m.

MDW

YTZ

1h 42mdirect

9:25 a.m. - 10:15 a.m.

YTZ

MDW

1h 50mdirect

C$ 306Porter Airlines

Thu, 23 Apr - Mon, 27 Apr

10:25 a.m. - 1:05 p.m.

MDW

YTZ

1h 40mdirect

8:50 a.m. - 9:40 a.m.

YTZ

MDW

1h 50mdirect

C$ 307Porter Airlines

Tue, 12 May - Sun, 17 May

1:49 p.m. - 11:14 p.m.

MDW

YYZ

8h 25m

1 stop

12:09 p.m. - 6:25 p.m.

YYZ

MDW

7h 16m

1 stop

C$ 339Delta

Thu, 9 Jul - Fri, 17 Jul

5:59 p.m. - 10:57 p.m.

MDW

YYZ

3h 58m

1 stop

6:00 a.m. - 12:30 p.m.

YYZ

MDW

7h 30m

1 stop

C$ 340Delta

Sat, 4 Jul - Wed, 15 Jul

WestJet flights from Chicago Midway Airport to Toronto

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

WestJet

11 May

MDW6:23 a.m.Chicago Midway

9h 52m

1 stop

YYZ5:15 p.m.Toronto Pearson Intl

12 May

YYZ6:10 a.m.Toronto Pearson Intl

3h 33m

1 stop

MDW8:43 a.m.Chicago Midway

C$ 560

WestJet

17 Apr

MDW6:38 p.m.Chicago Midway

3h 18m

1 stop

YYZ10:56 p.m.Toronto Pearson Intl

19 Apr

YYZ6:10 a.m.Toronto Pearson Intl

3h 37m

1 stop

MDW8:47 a.m.Chicago Midway

C$ 569

WestJet

23 Apr

MDW6:38 p.m.Chicago Midway

3h 18m

1 stop

YYZ10:56 p.m.Toronto Pearson Intl

27 Apr

YYZ2:15 p.m.Toronto Pearson Intl

4h 43m

1 stop

MDW5:58 p.m.Chicago Midway

C$ 571

Delta flights from Chicago Midway Airport to Toronto

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

Delta

9 Jul

MDW1:49 p.m.Chicago Midway

8h 25m

1 stop

YYZ11:14 p.m.Toronto Pearson Intl

17 Jul

YYZ12:09 p.m.Toronto Pearson Intl

7h 16m

1 stop

MDW6:25 p.m.Chicago Midway

C$ 339

Delta

5 Jul

MDW9:30 a.m.Chicago Midway

6h 53m

1 stop

YYZ5:23 p.m.Toronto Pearson Intl

8 Jul

YYZ12:15 p.m.Toronto Pearson Intl

7h 16m

1 stop

MDW6:31 p.m.Chicago Midway

C$ 340

Delta

23 Jun

MDW2:00 p.m.Chicago Midway

7h 58m

1 stop

YYZ10:58 p.m.Toronto Pearson Intl

4 Jul

YYZ6:30 a.m.Toronto Pearson Intl

7h 41m

1 stop

MDW1:11 p.m.Chicago Midway

C$ 354

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

Cheapest round-trip

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 11/4

12:55 p.m.-3:37 p.m.

Nonstop1h 42m

Toronto Island

Sun 12/4

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

C$ 296

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 18/4

12:55 p.m.-3:37 p.m.

Nonstop1h 42m

Toronto Island

Mon 20/4

9:25 a.m.-10:15 a.m.

Nonstop1h 50m

C$ 299

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 18/4

12:55 p.m.-3:37 p.m.

Nonstop1h 42m

Toronto Island

Mon 20/4

9:25 a.m.-10:15 a.m.

Nonstop1h 50m

C$ 301

Quickest round-trip

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 6/5

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Wed 13/5

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 302

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 10/4

4:05 p.m.-6:47 p.m.

Nonstop1h 42m

Toronto Island

Sun 12/4

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

C$ 303

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 4/6

10:25 a.m.-1:05 p.m.

Nonstop1h 40m

Toronto Island

Sun 7/6

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

C$ 305

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 23/4

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Mon 27/4

9:25 a.m.-10:15 a.m.

Nonstop1h 50m

C$ 306

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 12/5

10:25 a.m.-1:05 p.m.

Nonstop1h 40m

Toronto Island

Sun 17/5

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

C$ 307

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 9/7

1:49 p.m.-11:14 p.m.

1 stop8h 25m

Toronto Pearson Intl

Fri 17/7

12:09 p.m.-6:25 p.m.

1 stop7h 16m

C$ 339

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 4/7

5:59 p.m.-10:57 p.m.

1 stop3h 58m

Toronto Pearson Intl

Wed 15/7

6:00 a.m.-12:30 p.m.

1 stop7h 30m

C$ 340

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 C$ 246. The month of January is another great option to travel to Toronto, with average flight prices from Chicago Midway Airport averaging around C$ 257.

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

According to our data, Friday is the cheapest day to fly to Toronto from Chicago Midway Airport. The lowest ticket price found for a Friday departure recently was C$ 308. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Chicago Midway Airport to Toronto on a Monday will generally be more expensive and average around C$ 474. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Flying to Toronto from Chicago Midway Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as C$ 265 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around C$ 403. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 is only 1 cabin class 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?

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	C$ 109
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 C$ 109. The best round-trip flight deal from Chicago Midway Airport to Toronto found on momondo in the last 72 hours is C$ 416.

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?
A flight from Chicago Midway to Toronto will travel around 713.1 km. Flights usually cover this in 1h 40m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago Midway Airport to Toronto?
Prices for flights from Chicago Midway Airport to Toronto were last updated today.
How old do you have to be to fly from Chicago Midway Airport to Toronto?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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?
Based on momondo bookings for flights between Chicago Midway Airport and Toronto, the leading plane model is De Havilland (Bombardier) DHC-8-400 Dash 8Q, making up 30.21% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 18.72%, Embraer 170 with 17.02%, and Embraer 175 with 14.08%.
What is the most popular airline from Chicago Midway Airport to Toronto?
momondo data reveals that the most frequently booked airline on the route from Chicago Midway Airport to Toronto is Porter Airlines, representing 100% of all bookings.

Apsley

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Toronto . Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo enables you to select and highlight flights to Toronto from Chicago with this policy.

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

momondo provides multiple filters to help you find the best flight to Toronto from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of Chicago to Toronto flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Fly into one of these airports located in Toronto

Toronto Region of Waterloo Intl Airport

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Toronto Pearson Intl Airport

Cheap flights from Chicago Midway Airport to Toronto from C$ 129

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 12/6. 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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Big names, great deals

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Filter for what you want

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WestJet flights from Chicago Midway Airport to Toronto

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

Delta flights from Chicago Midway Airport to Toronto

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

momondo Fare Finder

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

Travelling to a place near Toronto?

Why use momondo?

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 83.6 km from Toronto

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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