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

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

Generally, flights departing in the evening tend to experience fewer delays. Flights departing at night 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 May 2026, 26 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 15% 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 many flights depart from Chicago Midway Airport to Toronto on average per day?

3 flights are operational daily from Chicago Midway Airport to Toronto as of May 2026. The most popular departure time for this route is 10:00a.m., with 53% of flights per day taking off at noon.

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.

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 116 minutes.

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.

10:30 a.m. - 1:10 p.m.

MDW

YTZ

1h 40mdirect

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

YTZ

MDW

1h 50mdirect

C$ 302Porter Airlines

Thu, 28 May - Sun, 31 May

10:30 a.m. - 1:10 p.m.

MDW

YTZ

1h 40mdirect

8:55 a.m. - 9:45 a.m.

YTZ

MDW

1h 50mdirect

C$ 305Porter Airlines

Thu, 28 May - Sun, 31 May

10:30 a.m. - 1:10 p.m.

MDW

YTZ

1h 40mdirect

8:45 a.m. - 9:35 a.m.

YTZ

MDW

1h 50mdirect

C$ 306Porter Airlines

Thu, 28 May - Mon, 1 Jun

10:15 a.m. - 12:55 p.m.

MDW

YTZ

1h 40mdirect

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

YTZ

MDW

1h 50mdirect

C$ 308Porter Airlines

Wed, 17 Jun - Sun, 21 Jun

10:30 a.m. - 1:10 p.m.

MDW

YTZ

1h 40mdirect

8:55 a.m. - 9:45 a.m.

YTZ

MDW

1h 50mdirect

C$ 309Porter Airlines

Thu, 28 May - Sun, 31 May

10:15 a.m. - 12:55 p.m.

MDW

YTZ

1h 40mdirect

8:45 a.m. - 9:35 a.m.

YTZ

MDW

1h 50mdirect

C$ 313Porter Airlines

Wed, 3 Jun - Wed, 10 Jun

10:30 a.m. - 1:10 p.m.

MDW

YTZ

1h 40mdirect

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

YTZ

MDW

1h 50mdirect

C$ 315Porter Airlines

Thu, 28 May - Sun, 31 May

10:30 a.m. - 1:10 p.m.

MDW

YTZ

1h 40mdirect

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

YTZ

MDW

1h 50mdirect

C$ 316Porter Airlines

Sun, 31 May - Thu, 4 Jun

9:22 a.m. - 1:30 p.m.

MDW

YYZ

3h 08m

1 stop

6:30 a.m. - 1:19 p.m.

YYZ

MDW

7h 49m

1 stop

C$ 416Delta

Thu, 28 May - Sun, 31 May

9:17 a.m. - 1:34 p.m.

MDW

YYZ

3h 17m

1 stop

6:05 a.m. - 12:46 p.m.

YYZ

MDW

7h 41m

1 stop

C$ 443Delta

Wed, 24 Jun - Mon, 29 Jun

WestJet flights from Chicago Midway Airport to Toronto

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

WestJet

2 Jul

MDW1:54 p.m.Chicago Midway

8h 25m

1 stop

YYZ11:19 p.m.Toronto Pearson Intl

6 Jul

YYZ12:14 p.m.Toronto Pearson Intl

7h 22m

1 stop

MDW6:36 p.m.Chicago Midway

C$ 566

WestJet

24 May

MDW2:04 p.m.Chicago Midway

8h 15m

1 stop

YYZ11:19 p.m.Toronto Pearson Intl

26 May

YYZ12:14 p.m.Toronto Pearson Intl

7h 24m

1 stop

MDW6:38 p.m.Chicago Midway

C$ 596

WestJet

28 May

MDW9:22 a.m.Chicago Midway

3h 08m

1 stop

YYZ1:30 p.m.Toronto Pearson Intl

31 May

YYZ6:15 a.m.Toronto Pearson Intl

10h 57m

1 stop

MDW4:12 p.m.Chicago Midway

C$ 626

Delta flights from Chicago Midway Airport to Toronto

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

Delta

28 May

MDW9:22 a.m.Chicago Midway

3h 08m

1 stop

YYZ1:30 p.m.Toronto Pearson Intl

31 May

YYZ6:30 a.m.Toronto Pearson Intl

7h 49m

1 stop

MDW1:19 p.m.Chicago Midway

C$ 416

Delta

24 Jun

MDW9:17 a.m.Chicago Midway

3h 17m

1 stop

YYZ1:34 p.m.Toronto Pearson Intl

29 Jun

YYZ6:05 a.m.Toronto Pearson Intl

7h 41m

1 stop

MDW12:46 p.m.Chicago Midway

C$ 443

Delta

2 Jun

MDW9:22 a.m.Chicago Midway

6h 59m

1 stop

YYZ5:21 p.m.Toronto Pearson Intl

5 Jun

YYZ12:09 p.m.Toronto Pearson Intl

7h 24m

1 stop

MDW6:33 p.m.Chicago Midway

C$ 451

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

Quickest round-trip

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 28/5

10:30 a.m.-1:10 p.m.

Nonstop1h 40m

Toronto Island

Sun 31/5

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

Nonstop1h 50m

C$ 302

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 28/5

10:30 a.m.-1:10 p.m.

Nonstop1h 40m

Toronto Island

Sun 31/5

8:55 a.m.-9:45 a.m.

Nonstop1h 50m

C$ 305

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 28/5

10:30 a.m.-1:10 p.m.

Nonstop1h 40m

Toronto Island

Mon 1/6

8:45 a.m.-9:35 a.m.

Nonstop1h 50m

C$ 306

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 17/6

10:15 a.m.-12:55 p.m.

Nonstop1h 40m

Toronto Island

Sun 21/6

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

Nonstop1h 50m

C$ 308

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 28/5

10:30 a.m.-1:10 p.m.

Nonstop1h 40m

Toronto Island

Sun 31/5

8:55 a.m.-9:45 a.m.

Nonstop1h 50m

C$ 309

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 3/6

10:15 a.m.-12:55 p.m.

Nonstop1h 40m

Toronto Island

Wed 10/6

8:45 a.m.-9:35 a.m.

Nonstop1h 50m

C$ 313

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 28/5

10:30 a.m.-1:10 p.m.

Nonstop1h 40m

Toronto Island

Sun 31/5

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

Nonstop1h 50m

C$ 314

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 31/5

10:30 a.m.-1:10 p.m.

Nonstop1h 40m

Toronto Island

Thu 4/6

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

Nonstop1h 50m

C$ 316

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 28/5

9:22 a.m.-1:30 p.m.

1 stop3h 08m

Toronto Pearson Intl

Sun 31/5

6:30 a.m.-1:19 p.m.

1 stop7h 49m

C$ 416

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 24/6

9:17 a.m.-1:34 p.m.

1 stop3h 17m

Toronto Pearson Intl

Mon 29/6

6:05 a.m.-12:46 p.m.

1 stop7h 41m

C$ 443

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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 typical price of a round-trip flight between Chicago Midway Airport and Toronto?

What is the cheapest month to fly to Toronto?

The month of March is, on average, the cheapest month to fly to Toronto from Chicago Midway Airport, with most prices found around C$ 79. The month of July is another great option to travel to Toronto, with average flight prices from Chicago Midway Airport averaging around C$ 85.

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

According to our data, Thursday is the cheapest day to fly to Toronto from Chicago Midway Airport. The lowest ticket price found for a Thursday departure recently was C$ 306. 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$ 486. 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$ 259 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around C$ 402. 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

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$ 128
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$ 128. The best round-trip flight deal from Chicago Midway Airport to Toronto found on momondo in the last 72 hours is C$ 327.

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).

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Frequently asked questions about flying from Chicago Midway Airport to Toronto

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 36.30% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 15.71%, Embraer 170 with 10.89%, and Embraer 175 with 10.58%.
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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Cheap flights from Chicago Midway Airport to Toronto from C$ 134

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 15/6. 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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WestJet flights from Chicago Midway Airport to Toronto

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

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

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See travel insights to Toronto from

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

What is the typical price of a round-trip flight between Chicago Midway Airport and 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?

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

Frequently asked questions about flying from Chicago Midway Airport to 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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