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 17% of their flights experiencing any sort of delay.

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

Saturday 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 often are flights from Chicago to Toronto delayed?

Historically, on average around 17% 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.

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

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 Island Airport.

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

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

C$ 280 Cheap Flights from Chicago Midway Airport to Toronto Island Airport in 2026/27

Find the cheapest flights from Chicago Midway Airport to Toronto

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:02 p.m. - 9:39 a.m.MDW Chicago Midway-YTZ Toronto Island

15h 37m2 stops Atlanta Hartsfield-Jackson Newark

4:15 p.m. - 11:33 a.m.YTZ Toronto Island-MDW Chicago Midway

20h 18m2 stops Washington, D.C. Dulles Intl Atlanta Hartsfield-Jackson

C$ 730Multiple Airlines

Mon, 7 Dec - Mon, 14 Dec

12:28 p.m. - 9:39 a.m.MDW Chicago Midway-YTZ Toronto Island

20h 11m2 stops Atlanta Hartsfield-Jackson Newark

7:10 p.m. - 11:33 a.m.YTZ Toronto Island-MDW Chicago Midway

17h 23m2 stops Newark Atlanta Hartsfield-Jackson

C$ 751Multiple Airlines

Wed, 9 Dec - Fri, 11 Dec

3:36 p.m. - 12:50 p.m.MDW Chicago Midway-YTZ Toronto Island

20h 14m2 stops Orlando Baltimore/Washington

7:10 p.m. - 4:06 p.m.YTZ Toronto Island-MDW Chicago Midway

21h 56m2 stops Newark Atlanta Hartsfield-Jackson

C$ 766Multiple Airlines

Fri, 4 Dec - Sun, 6 Dec

5:02 p.m. - 9:39 a.m.MDW Chicago Midway-YTZ Toronto Island

15h 37m2 stops Atlanta Hartsfield-Jackson Newark

7:10 p.m. - 11:33 a.m.YTZ Toronto Island-MDW Chicago Midway

17h 23m2 stops Newark Atlanta Hartsfield-Jackson

C$ 776Multiple Airlines

Sun, 6 Dec - Fri, 11 Dec

5:02 p.m. - 11:19 a.m.MDW Chicago Midway-YTZ Toronto Island

17h 17m2 stops Atlanta Hartsfield-Jackson Newark

4:15 p.m. - 11:33 a.m.YTZ Toronto Island-MDW Chicago Midway

20h 18m2 stops Washington, D.C. Dulles Intl Atlanta Hartsfield-Jackson

C$ 790Multiple Airlines

Fri, 11 Dec - Mon, 14 Dec

5:02 p.m. - 9:39 a.m.MDW Chicago Midway-YTZ Toronto Island

15h 37m2 stops Atlanta Hartsfield-Jackson Newark

7:35 a.m. - 7:42 p.m.YTZ Toronto Island-MDW Chicago Midway

13h 07m2 stops Newark Orlando

C$ 832Multiple Airlines

Thu, 10 Dec - Sun, 13 Dec

5:02 p.m. - 1:34 p.m.MDW Chicago Midway-YTZ Toronto Island

19h 32m2 stops Atlanta Hartsfield-Jackson Newark

7:35 a.m. - 7:42 p.m.YTZ Toronto Island-MDW Chicago Midway

13h 07m2 stops Newark Orlando

C$ 835Multiple Airlines

Thu, 3 Dec - Sun, 6 Dec

5:02 p.m. - 11:19 a.m.MDW Chicago Midway-YTZ Toronto Island

17h 17m2 stops Atlanta Hartsfield-Jackson Newark

7:35 a.m. - 7:42 p.m.YTZ Toronto Island-MDW Chicago Midway

13h 07m2 stops Newark Orlando

C$ 836Multiple Airlines

Thu, 3 Dec - Sun, 6 Dec

5:02 p.m. - 9:39 a.m.MDW Chicago Midway-YTZ Toronto Island

15h 37m2 stops Atlanta Hartsfield-Jackson Newark

7:35 a.m. - 7:42 p.m.YTZ Toronto Island-MDW Chicago Midway

13h 07m2 stops Newark Orlando

C$ 838Multiple Airlines

Thu, 3 Dec - Sun, 6 Dec

5:02 p.m. - 9:39 a.m.MDW Chicago Midway-YTZ Toronto Island

15h 37m2 stops Atlanta Hartsfield-Jackson Newark

7:35 a.m. - 7:42 p.m.YTZ Toronto Island-MDW Chicago Midway

13h 07m2 stops Newark Orlando

C$ 839Multiple Airlines

Thu, 3 Dec - Sun, 6 Dec

Cheap last-minute flights

Enter your travel dates to find the best prices.

7:15 a.m. - 12:50 p.m.MDW Chicago Midway-YTZ Toronto Island

28h 35m2 stops Atlanta Hartsfield-Jackson Washington, D.C. Dulles Intl

9:10 a.m. - 11:47 p.m.YTZ Toronto Island-MDW Chicago Midway

15h 37m2 stops Washington, D.C. Dulles Intl Atlanta Hartsfield-Jackson

C$ 1,216Multiple Airlines

Sat, 14 Nov - Tue, 17 Nov

7:15 a.m. - 12:50 p.m.MDW Chicago Midway-YTZ Toronto Island

28h 35m2 stops Atlanta Hartsfield-Jackson Washington, D.C. Dulles Intl

7:35 a.m. - 5:47 p.m.YTZ Toronto Island-MDW Chicago Midway

11h 12m2 stops Newark Atlanta Hartsfield-Jackson

C$ 1,240Multiple Airlines

Sat, 14 Nov - Tue, 17 Nov

6:42 p.m. - 9:58 p.m.MDW Chicago Midway-YTZ Toronto Island

26h 16m3 stops Atlanta Hartsfield-Jackson Fort Lauderdale Ottawa

9:10 a.m. - 11:25 a.m.YTZ Toronto Island-MDW Chicago Midway

27h 15m3 stops Washington, D.C. Dulles Intl Atlanta Hartsfield-Jackson Dallas/Fort Worth

C$ 1,452Multiple Airlines

Thu, 12 Nov - Sat, 14 Nov

12:20 p.m. - 6:15 p.m.MDW Chicago Midway-YTZ Toronto Island

28h 55m3 stops Dallas/Fort Worth Orlando Nashville Intl

4:15 p.m. - 11:25 a.m.YTZ Toronto Island-MDW Chicago Midway

20h 10m3 stops Washington, D.C. Dulles Intl Atlanta Hartsfield-Jackson Dallas/Fort Worth

C$ 1,455Multiple Airlines

Fri, 13 Nov - Sun, 15 Nov

7:15 a.m. - 9:39 a.m.MDW Chicago Midway-YTZ Toronto Island

25h 24m3 stops Atlanta Hartsfield-Jackson Orlando Newark

7:35 a.m. - 5:47 p.m.YTZ Toronto Island-MDW Chicago Midway

11h 12m2 stops Newark Atlanta Hartsfield-Jackson

C$ 1,497Multiple Airlines

Sat, 14 Nov - Tue, 17 Nov

6:42 p.m. - 7:55 p.m.MDW Chicago Midway-YTZ Toronto Island

24h 13m3 stops Atlanta Hartsfield-Jackson Orlando Washington, D.C. Dulles Intl

9:10 a.m. - 11:47 p.m.YTZ Toronto Island-MDW Chicago Midway

15h 37m2 stops Washington, D.C. Dulles Intl Atlanta Hartsfield-Jackson

C$ 1,524Multiple Airlines

Sat, 14 Nov - Tue, 17 Nov

6:42 p.m. - 9:58 p.m.MDW Chicago Midway-YTZ Toronto Island

26h 16m3 stops Atlanta Hartsfield-Jackson Fort Lauderdale Ottawa

7:35 a.m. - 5:47 p.m.YTZ Toronto Island-MDW Chicago Midway

11h 12m2 stops Newark Atlanta Hartsfield-Jackson

C$ 1,588Multiple Airlines

Fri, 13 Nov - Sun, 15 Nov

9:30 a.m. - 9:19 p.m.MDW Chicago Midway-YTZ Toronto Island

10h 49m2 stops Detroit Metropolitan Wayne County Montreal Pierre Elliott Trudeau Intl

7:35 a.m. - 5:47 p.m.YTZ Toronto Island-MDW Chicago Midway

11h 12m2 stops Newark Atlanta Hartsfield-Jackson

C$ 2,359Multiple Airlines

Tue, 10 Nov - Wed, 11 Nov

9:30 a.m. - 9:19 p.m.MDW Chicago Midway-YTZ Toronto Island

10h 49m2 stops Detroit Metropolitan Wayne County Montreal Pierre Elliott Trudeau Intl

1:10 p.m. - 5:47 p.m.YTZ Toronto Island-MDW Chicago Midway

29h 37m3 stops Nashville Intl Orlando Atlanta Hartsfield-Jackson

C$ 2,397Multiple Airlines

Tue, 10 Nov - Wed, 11 Nov

6:44 p.m. - 11:09 a.m.MDW Chicago Midway-YTZ Toronto Island

15h 25m2 stops Detroit Metropolitan Wayne County Montreal Pierre Elliott Trudeau Intl

8:55 p.m. - 9:46 a.m.YTZ Toronto Island-MDW Chicago Midway

13h 51m2 stops Montreal Pierre Elliott Trudeau Intl Detroit Metropolitan Wayne County

C$ 2,596Multiple Airlines

Thu, 12 Nov - Thu, 19 Nov

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Mon 7/12

5:02 p.m.-9:39 a.m.

2 stops15h 37m

Toronto Island

Mon 14/12

4:15 p.m.-11:33 a.m.

2 stops20h 18m

C$ 730

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Wed 9/12

12:28 p.m.-9:39 a.m.

2 stops20h 11m

Toronto Island

Fri 11/12

7:10 p.m.-11:33 a.m.

2 stops17h 23m

C$ 751

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Fri 4/12

3:36 p.m.-12:50 p.m.

2 stops20h 14m

Toronto Island

Sun 6/12

7:10 p.m.-4:06 p.m.

2 stops21h 56m

C$ 766

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Sun 6/12

5:02 p.m.-9:39 a.m.

2 stops15h 37m

Toronto Island

Fri 11/12

7:10 p.m.-11:33 a.m.

2 stops17h 23m

C$ 776

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Fri 11/12

5:02 p.m.-11:19 a.m.

2 stops17h 17m

Toronto Island

Mon 14/12

4:15 p.m.-11:33 a.m.

2 stops20h 18m

C$ 790

Quickest round-trip

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Thu 10/12

5:02 p.m.-9:39 a.m.

2 stops15h 37m

Toronto Island

Sun 13/12

7:35 a.m.-7:42 p.m.

2 stops13h 07m

C$ 832

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Thu 3/12

5:02 p.m.-1:34 p.m.

2 stops19h 32m

Toronto Island

Sun 6/12

7:35 a.m.-7:42 p.m.

2 stops13h 07m

C$ 835

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Thu 3/12

5:02 p.m.-11:19 a.m.

2 stops17h 17m

Toronto Island

Sun 6/12

7:35 a.m.-7:42 p.m.

2 stops13h 07m

C$ 836

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Thu 3/12

5:02 p.m.-9:39 a.m.

2 stops15h 37m

Toronto Island

Sun 6/12

7:35 a.m.-7:42 p.m.

2 stops13h 07m

C$ 838

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Thu 3/12

5:02 p.m.-9:39 a.m.

2 stops15h 37m

Toronto Island

Sun 6/12

7:35 a.m.-7:42 p.m.

2 stops13h 07m

C$ 839

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 Island 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

Delays

What is the cheapest month to fly to Toronto Island Airport?

The cheapest month to fly to Toronto Island Airport from Chicago Midway Airport is in November. Flight prices, which tend to average around C$ 0, are often lower during this time because this is during the off-season. If you aren’t able to travel to Toronto Island Airport during the month of November, then flying in April is also cheap. Prices for this month can be found on momondo for an average of C$ 277.

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

On average, the least expensive day to fly to Toronto Island Airport from Chicago Midway Airport is on a Thursday. momondo users have found tickets for Thursday departures for as low as C$ 341. However, this price may fluctuate depending on the airline, the season, and holidays. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 743. These prices are subject to change though, so be sure to set up a Price Alert for flights to Toronto Island Airport.

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

Flying to Toronto Island Airport from Chicago Midway Airport at noon is the least expensive time of day to depart. momondo users have found prices as low as C$ 195 when looking at flights departing at noon. In contrast, the most expensive time of day to depart to Toronto Island Airport is in the afternoon when prices are around C$ 470.

What is the cheapest Chicago Midway to Toronto Island flight route?

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

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

There is only 1 cabin class available to choose from on Chicago Midway Airport to Toronto Island Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Chicago Midway Airport to Toronto Island Airport

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

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

Best price found	C$ 280
Fastest flight time	15h 29m
Direct flights	None

The best one-way flight to Toronto Island Airport from Chicago Midway Airport in the past 72 hours is C$ 280. The best round-trip flight deal from Chicago Midway Airport to Toronto Island Airport found on momondo in the last 72 hours is C$ 730.

The fastest flight from Chicago Midway Airport to Toronto Island Airport takes 15h 29m

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

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Frequently asked questions about flying from Chicago Midway Airport to Toronto Island Airport

How far is Chicago Midway to Toronto Island by plane?
There are 711.3 km between Chicago Midway and Toronto Island. A reasonable flight in good conditions will take 15h 29m.
When did momondo last update prices for flights from Chicago Midway Airport to Toronto Island Airport?
Prices for flights from Chicago Midway Airport to Toronto Island Airport were last updated today.
How old do you have to be to fly from Chicago Midway Airport to Toronto Island Airport?
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 Island Airport.
What documentation or ID do you need to fly to Toronto Island Airport?
The travel and health documents you'll need for your trip to Toronto Island 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 Island Airport. 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 Island Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago Midway Airport to Toronto Island Airport is De Havilland (Bombardier) DHC-8-400 Dash 8Q (40.35% of total bookings). The next most popular plane models are Embraer 175 (11.29%), Embraer 175 (Enhanced Winglets) (9.65%), and Embraer 170 (7.02%).

Apsley

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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. 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?

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 C$ 280

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See travel insights to Toronto from

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

What is the cheapest month to fly to Toronto Island Airport?

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

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

What is the cheapest Chicago Midway to Toronto Island flight route?

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

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?

When to book flights from Chicago Midway Airport to Toronto Island Airport

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

Best price found

Fastest flight time

Direct flights

Frequently asked questions about flying from Chicago Midway Airport to Toronto Island Airport

Travelling to a place near Toronto?

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An easier way to manage your Toronto Island Airport trip

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

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