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 day?

3 flights are operational daily from Chicago Midway Airport to Toronto as of June 2026. The most popular departure time for this route is 10:00a.m., with 63% 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 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 115 minutes.

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

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

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

As of June 2026, 22 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 18% 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.

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$ 81 Cheap Flights from Chicago Midway Airport to Toronto in 2026

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

Prices are currently typical for flights on this route. Typical prices usually range from C$ 289 to C$ 455. The lowest price recently found on this route was C$ 321.

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.

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

MDW

YTZ

1h 40mdirect

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

YTZ

MDW

1h 50mdirect

C$ 321Porter Airlines

Fri, 17 Jul - Sat, 25 Jul

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

MDW

YTZ

1h 40mdirect

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

YTZ

MDW

1h 50mdirect

C$ 322Porter Airlines

Thu, 9 Jul - Thu, 16 Jul

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

MDW

YTZ

1h 40mdirect

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

YTZ

MDW

1h 50mdirect

C$ 323Porter Airlines

Thu, 16 Jul - Sun, 19 Jul

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

MDW

YTZ

1h 40mdirect

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

YTZ

MDW

1h 50mdirect

C$ 325Porter Airlines

Thu, 9 Jul - Sun, 12 Jul

9:24 a.m. - 5:24 p.m.

MDW

YYZ

7h 00m

1 stop

6:10 a.m. - 12:39 p.m.

YYZ

MDW

7h 29m

1 stop

C$ 372KLM

Fri, 4 Sep - Mon, 7 Sep

9:19 a.m. - 5:24 p.m.

MDW

YYZ

7h 05m

1 stop

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

YYZ

MDW

7h 16m

1 stop

C$ 377KLM

Fri, 24 Jul - Mon, 27 Jul

9:29 a.m. - 5:20 p.m.

MDW

YYZ

6h 51m

1 stop

9:45 a.m. - 12:33 p.m.

YYZ

MDW

3h 48m

1 stop

C$ 380KLM

Wed, 30 Sep - Sat, 17 Oct

9:29 a.m. - 5:20 p.m.

MDW

YYZ

6h 51m

1 stop

6:00 a.m. - 12:39 p.m.

YYZ

MDW

7h 39m

1 stop

C$ 386Delta

Wed, 9 Sep - Tue, 15 Sep

9:24 a.m. - 5:24 p.m.

MDW

YYZ

7h 00m

1 stop

12:09 p.m. - 6:33 p.m.

YYZ

MDW

7h 24m

1 stop

C$ 399Delta

Wed, 26 Aug - Fri, 4 Sep

1:26 p.m. - 11:02 p.m.

MDW

YYZ

8h 36m

1 stop

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

YYZ

MDW

7h 16m

1 stop

C$ 410Delta

Mon, 6 Jul - Thu, 9 Jul

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KLM flights from Chicago Midway Airport to Toronto

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

KLM

4 Sep

MDW9:24 a.m.Chicago Midway

7h 00m

1 stop

YYZ5:24 p.m.Toronto Pearson Intl

7 Sep

YYZ6:10 a.m.Toronto Pearson Intl

7h 29m

1 stop

MDW12:39 p.m.Chicago Midway

C$ 372

KLM

24 Jul

MDW9:19 a.m.Chicago Midway

7h 05m

1 stop

YYZ5:24 p.m.Toronto Pearson Intl

27 Jul

YYZ12:09 p.m.Toronto Pearson Intl

7h 16m

1 stop

MDW6:25 p.m.Chicago Midway

C$ 377

KLM

30 Sep

MDW9:29 a.m.Chicago Midway

6h 51m

1 stop

YYZ5:20 p.m.Toronto Pearson Intl

17 Oct

YYZ9:45 a.m.Toronto Pearson Intl

3h 48m

1 stop

MDW12:33 p.m.Chicago Midway

C$ 380

Delta flights from Chicago Midway Airport to Toronto

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

Delta

9 Sep

MDW9:29 a.m.Chicago Midway

6h 51m

1 stop

YYZ5:20 p.m.Toronto Pearson Intl

15 Sep

YYZ6:00 a.m.Toronto Pearson Intl

7h 39m

1 stop

MDW12:39 p.m.Chicago Midway

C$ 386

Delta

26 Aug

MDW9:24 a.m.Chicago Midway

7h 00m

1 stop

YYZ5:24 p.m.Toronto Pearson Intl

4 Sep

YYZ12:09 p.m.Toronto Pearson Intl

7h 24m

1 stop

MDW6:33 p.m.Chicago Midway

C$ 399

Delta

6 Jul

MDW1:26 p.m.Chicago Midway

8h 36m

1 stop

YYZ11:02 p.m.Toronto Pearson Intl

9 Jul

YYZ12:09 p.m.Toronto Pearson Intl

7h 16m

1 stop

MDW6:25 p.m.Chicago Midway

C$ 410

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

Fri 17/7

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

Nonstop1h 40m

Toronto Island

Sat 25/7

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

Nonstop1h 50m

C$ 321

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 9/7

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

Nonstop1h 40m

Toronto Island

Thu 16/7

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

Nonstop1h 50m

C$ 322

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 16/7

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

Nonstop1h 40m

Toronto Island

Sun 19/7

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

Nonstop1h 50m

C$ 323

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 9/7

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

Nonstop1h 40m

Toronto Island

Sun 12/7

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

Nonstop1h 50m

C$ 325

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 4/9

9:24 a.m.-5:24 p.m.

1 stop7h 00m

Toronto Pearson Intl

Mon 7/9

6:10 a.m.-12:39 p.m.

1 stop7h 29m

C$ 372

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 24/7

9:19 a.m.-5:24 p.m.

1 stop7h 05m

Toronto Pearson Intl

Mon 27/7

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

1 stop7h 16m

C$ 377

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 30/9

9:29 a.m.-5:20 p.m.

1 stop6h 51m

Toronto Pearson Intl

Sat 17/10

9:45 a.m.-12:33 p.m.

1 stop3h 48m

C$ 380

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 9/9

9:29 a.m.-5:20 p.m.

1 stop6h 51m

Toronto Pearson Intl

Tue 15/9

6:00 a.m.-12:39 p.m.

1 stop7h 39m

C$ 386

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 26/8

9:24 a.m.-5:24 p.m.

1 stop7h 00m

Toronto Pearson Intl

Fri 4/9

12:09 p.m.-6:33 p.m.

1 stop7h 24m

C$ 399

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Mon 6/7

1:26 p.m.-11:02 p.m.

1 stop8h 36m

Toronto Pearson Intl

Thu 9/7

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

1 stop7h 16m

C$ 410

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 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$ 82. The month of July is another great option to travel to Toronto, with average flight prices from Chicago Midway Airport averaging around C$ 88.

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$ 312. 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$ 478. 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$ 268 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around C$ 439. 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 Airport to Toronto flights?

There is only 1 cabin class available to choose from on Chicago Midway Airport 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?

You could potentially save up to 11% on your flight if you consider stops on a Chicago Midway Airport to Toronto flight.

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$ 159
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$ 159. The best round-trip flight deal from Chicago Midway Airport to Toronto found on momondo in the last 72 hours is C$ 323.

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

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 41.87% of the total bookings. Other popular models include Embraer 175 with 11.00%, Embraer 175 (Enhanced Winglets) with 10.96%, and Airbus A319 with 5.98%.
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

Toronto Island Airport

Toronto Pearson Intl Airport

Cheap flights from Chicago Midway Airport to Toronto from C$ 150

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 15/7. 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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KLM flights from Chicago Midway Airport to Toronto

Our best KLM 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 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?

What cabin class options are available on Chicago Midway Airport 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

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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