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Cheap flights from Chicago Midway Airport to Toronto Island Airport from $105

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 Island Airport departing on 12/24. 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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Find the cheapest flights from Chicago Midway Airport to Toronto

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport to Toronto that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago Midway Airport to Toronto.

Cheap last minute flights

Planning a quick getaway from Chicago Midway Airport to Toronto? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Toronto, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago Midway Airport to Toronto

Find recent round-trip train or bus tickets from Chicago Midway Airport to Toronto.

All round-trip flight deals to Toronto

The cheapest plane tickets to Toronto found on KAYAK recently.
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$253Porter Airlines
Find Deal
Tue, Dec 24 - Tue, Dec 31
11:25 am - 2:07 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$254Porter Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$255Porter Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$256Porter Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
11:25 am - 2:07 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$257Porter Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
Sat, Dec 21 - Tue, Dec 31
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:40 am - 10:30 amYTZ-MDW
1h 50mnonstop
Tue, Dec 24 - Sat, Dec 28
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$351Air Transat
Find Deal
Fri, Jan 31 - Sun, Feb 2
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$486APG Airlines
Find Deal
Fri, Jan 3 - Fri, Jan 10
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$490Air Transat
Find Deal
Tue, Apr 15 - Fri, Apr 18
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
$105Porter Airlines
Find Deal
Tue, Dec 24
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
$110Porter Airlines
Find Deal
Tue, Dec 24
11:25 am - 2:07 pmMDW-YTZ
1h 42mnonstop
$121Porter Airlines
Find Deal
Thu, Dec 19
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
$122Porter Airlines
Find Deal
Wed, Dec 18
11:25 am - 2:07 pmMDW-YTZ
1h 42mnonstop
$123Porter Airlines
Find Deal
Thu, Dec 19
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
$127Porter Airlines
Find Deal
Tue, Dec 24
12:05 pm - 2:47 pmMDW-YTZ
1h 42mnonstop
$135Porter Airlines
Find Deal
Mon, Jan 6
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
$161Air Transat
Find Deal
Sat, Dec 21
10:50 am - 10:23 pmMDW-YTZ
10h 33m2 stops
Wed, Dec 18
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
$165Air Transat
Find Deal
Sun, Jan 5
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$484Porter Airlines
Find Deal
Mon, Nov 25 - Fri, Nov 29
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$491Porter Airlines
Find Deal
Mon, Nov 25 - Tue, Nov 26
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$501Porter Airlines
Find Deal
Sun, Nov 24 - Tue, Nov 26
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$558Porter Airlines
Find Deal
Fri, Nov 22 - Tue, Feb 18
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$578Porter Airlines
Find Deal
Sun, Nov 24 - Fri, Nov 29
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
11:10 am - 12:00 pmYTZ-MDW
1h 50mnonstop
Fri, Nov 22 - Sat, Nov 23
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
11:10 am - 12:00 pmYTZ-MDW
1h 50mnonstop
Fri, Nov 22 - Sat, Nov 23
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
11:10 am - 12:00 pmYTZ-MDW
1h 50mnonstop
$628Porter Airlines
Find Deal
Fri, Nov 22 - Sat, Nov 23
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$642Porter Airlines
Find Deal
Fri, Nov 22 - Mon, Nov 25
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$1,194Air Transat
Find Deal
Thu, Nov 21 - Fri, Nov 22
11:25 am - 2:07 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$252Porter Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$253Porter Airlines
Find Deal
Tue, Dec 24 - Tue, Dec 31
11:25 am - 2:07 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$254Porter Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$255Porter Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$256Porter Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
Sat, Dec 21 - Tue, Dec 31
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:40 am - 10:30 amYTZ-MDW
1h 50mnonstop
Tue, Dec 24 - Sat, Dec 28
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$351Air Transat
Find Deal
Fri, Jan 31 - Sun, Feb 2
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$486APG Airlines
Find Deal
Fri, Jan 3 - Fri, Jan 10
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$490Air Transat
Find Deal
Tue, Apr 15 - Fri, Apr 18

Air Transat flights from Chicago Midway Airport to Toronto Island Airport

Our best Air Transat deals on Chicago Midway Airport to Toronto Island Airport flight tickets
Air Transat
Jan 31
MDW1:05 pmChicago Midway
1h 42m
YTZ3:47 pmToronto Island
Feb 2
YTZ11:20 amToronto Island
1h 50m
MDW12:10 pmChicago Midway
Air Transat
Apr 15
MDW11:15 amChicago Midway
1h 42m
YTZ1:57 pmToronto Island
Apr 18
YTZ3:50 pmToronto Island
1h 50m
MDW4:40 pmChicago Midway
Air Transat
May 9
MDW5:15 pmChicago Midway
1h 42m
YTZ7:57 pmToronto Island
May 12
YTZ3:30 pmToronto Island
1h 50m
MDW4:20 pmChicago Midway

Porter Airlines flights from Chicago Midway Airport to Toronto Island Airport

Our best Porter Airlines deals on Chicago Midway Airport to Toronto Island Airport flight tickets
Porter Airlines
Dec 24
MDW11:15 amChicago Midway
1h 42m
YTZ1:57 pmToronto Island
Dec 31
YTZ9:30 amToronto Island
1h 50m
MDW10:20 amChicago Midway
Porter Airlines
Dec 12
MDW11:25 amChicago Midway
1h 42m
YTZ2:07 pmToronto Island
Dec 15
YTZ3:50 pmToronto Island
1h 50m
MDW4:40 pmChicago Midway
Porter Airlines
Dec 12
MDW5:35 pmChicago Midway
1h 42m
YTZ8:17 pmToronto Island
Dec 15
YTZ3:50 pmToronto Island
1h 50m
MDW4:40 pmChicago Midway

See travel insights to Toronto from

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

What is the cheapest month to fly from Chicago Midway Airport to Toronto Island Airport?

February. The cheapest time of year to fly to Toronto Island Airport from Chicago Midway Airport is February. Most expensive is September

What is the cheapest day to depart Chicago Midway Airport for Toronto Island Airport?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Wednesday

When is the cheapest time to fly from Chicago Midway Airport to Toronto Island Airport?

In the morning. Chicago Midway Airport to Toronto Island Airport flights are approximately 9% more expensive in the afternoon than in the morning

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

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

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

$105

Fastest flight time

1h 42m

Direct flights

Every day
The best one-way flight to Toronto Island Airport from Chicago Midway Airport in the past 72 hours is $105. The best round-trip flight deal from Chicago Midway Airport to Toronto Island Airport found on momondo in the last 72 hours is $253.
The fastest flight from Chicago Midway Airport to Toronto Island Airport takes 1h 42m
Direct flights go from Chicago Midway Airport to Toronto Island Airport every day.

  • How far is Chicago Midway to Toronto Island by plane?

    The straight-line distance from Chicago Midway to Toronto Island is 442.0 mi. In terms of flight time, this usually takes a little over 1h 42m.

  • 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 are refreshed on a daily basis.

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

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

    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 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?

  • What is the most popular airline from Chicago Midway Airport to Toronto Island Airport?


Best airlines flying from Chicago Midway Airport to Toronto Island Airport

Compare and see reviews for airlines that fly from Chicago Midway Airport to Toronto Island Airport with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom $203Free CancellationRating
7.8
288 reviews
Search Porter Airlines flights
  • Porter Airlines Flights From Chicago Midway Airport to Toronto Island Airport

    Porter Airlines operates around 9 flights from Chicago Midway Airport to Toronto Island Airport every week. The average price of these flights found in the last 72 hours has been $276, but momondo users have found Porter Airlines deals from Chicago Midway Airport to Toronto Island Airport from as low as $203 round-trip. Porter Airlines has been scored 7.8/10 in 288 reviews.


Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Toronto for you.

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

All flight searches from Chicago to Toronto on momondo can be filtered to show those which offer flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight 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?

If you are simply researching potential flights to Toronto, momondo offers a useful price alert feature which will track prices for flights to Toronto from Chicago and alert you when they change.


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