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Cheap flights from Chicago Midway Airport to Toronto Island Airport from $98

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 1/22. 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.
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$216Porter Airlines
Find Deal
Sat, Jan 11 - Fri, Jan 24
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$220Porter Airlines
Find Deal
Sat, Jan 11 - Fri, Jan 24
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$222Porter Airlines
Find Deal
Sat, Feb 1 - Sat, Feb 8
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$224Porter Airlines
Find Deal
Thu, Jan 9 - Sun, Jan 12
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$225Porter Airlines
Find Deal
Sat, Feb 1 - Sat, Feb 8
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$226Porter Airlines
Find Deal
Sat, Feb 1 - Sat, Feb 8
5:30 am - 4:48 pmMDW-YTZ
10h 18m2 stops
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
Fri, Jan 17 - Fri, Jan 24
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$505Air Transat
Find Deal
Sat, Dec 28 - Tue, Dec 31
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$513Air Transat
Find Deal
Sat, Feb 1 - Sat, Feb 8
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$615Air Transat
Find Deal
Fri, Apr 25 - Sun, Apr 27
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$98Porter Airlines
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Wed, Jan 22
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$106Porter Airlines
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Fri, Jan 24
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$109Porter Airlines
Find Deal
Sun, Jan 12
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$125Porter Airlines
Find Deal
Fri, Feb 14
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$138Porter Airlines
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Sat, Feb 1
12:05 pm - 2:47 pmMDW-YTZ
1h 42mnonstop
$148Porter Airlines
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Thu, Jan 2
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
$188Porter Airlines
Find Deal
Sat, Jan 4
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
$273Air Transat
Find Deal
Wed, Dec 25
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
$323Air Transat
Find Deal
Tue, Dec 24
4:21 pm - 8:15 amMDW-YTZ
14h 54m2 stops
Sun, Jan 12
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$406Porter Airlines
Find Deal
Sat, Dec 21 - Sat, Jan 11
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$436Porter Airlines
Find Deal
Sat, Dec 21 - Wed, Jan 1
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$451Porter Airlines
Find Deal
Mon, Dec 23 - Wed, Jan 1
6:00 am - 4:58 pmMDW-YTZ
9h 58m2 stops
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
Mon, Dec 23 - Mon, Dec 30
6:00 am - 6:53 pmMDW-YTZ
11h 53m2 stops
9:40 am - 10:30 amYTZ-MDW
1h 50mnonstop
Mon, Dec 23 - Sat, Dec 28
6:00 am - 4:58 pmMDW-YTZ
9h 58m2 stops
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
Mon, Dec 23 - Thu, Dec 26
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:40 am - 10:30 amYTZ-MDW
1h 50mnonstop
$487Porter Airlines
Find Deal
Mon, Dec 23 - Thu, Dec 26
6:00 am - 4:58 pmMDW-YTZ
9h 58m2 stops
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
Mon, Dec 23 - Wed, Dec 25
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$501Porter Airlines
Find Deal
Sat, Dec 21 - Mon, Dec 30
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$624Air Transat
Find Deal
Sat, Dec 21 - Tue, Dec 31
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$216Porter Airlines
Find Deal
Sat, Jan 11 - Fri, Jan 24
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$220Porter Airlines
Find Deal
Sat, Jan 11 - Fri, Jan 24
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$222Porter Airlines
Find Deal
Sat, Feb 1 - Sat, Feb 8
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$223Porter Airlines
Find Deal
Wed, Jan 22 - Fri, Jan 24
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$224Porter Airlines
Find Deal
Thu, Jan 9 - Sun, Jan 12
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$225Porter Airlines
Find Deal
Wed, Jan 15 - Wed, Jan 22
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
Sat, Jan 18 - Sat, Jan 25
12:55 pm - 3:37 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$480Air Transat
Find Deal
Sat, Apr 12 - Sun, Apr 20
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$505Air Transat
Find Deal
Sun, Dec 29 - Tue, Dec 31
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$513Air Transat
Find Deal
Sat, Feb 1 - Sat, Feb 8

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
Jan 11
MDW1:05 pmChicago Midway
1h 42m
YTZ3:47 pmToronto Island
Jan 24
YTZ11:20 amToronto Island
1h 50m
MDW12:10 pmChicago Midway
Porter Airlines
Jan 11
MDW1:05 pmChicago Midway
1h 42m
YTZ3:47 pmToronto Island
Jan 24
YTZ11:20 amToronto Island
1h 50m
MDW12:10 pmChicago Midway
Porter Airlines
Feb 1
MDW1:05 pmChicago Midway
1h 42m
YTZ3:47 pmToronto Island
Feb 8
YTZ11:20 amToronto Island
1h 50m
MDW12:10 pmChicago Midway

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
Dec 28
MDW5:35 pmChicago Midway
1h 42m
YTZ8:17 pmToronto Island
Dec 31
YTZ9:30 amToronto Island
1h 50m
MDW10:20 amChicago Midway
Air Transat
Feb 1
MDW1:05 pmChicago Midway
1h 42m
YTZ3:47 pmToronto Island
Feb 8
YTZ11:20 amToronto Island
1h 50m
MDW12:10 pmChicago Midway
Air Transat
Apr 25
MDW11:15 amChicago Midway
1h 42m
YTZ1:57 pmToronto Island
Apr 27
YTZ9:30 amToronto Island
1h 50m
MDW10:20 amChicago 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 to Toronto Island Airport?

If you aren’t able to travel during the month of February, then book flights to Toronto Island Airport from Chicago Midway Airport during October instead. Flights to Toronto Island Airport in October, while not as cheap as those in February, still average around $239.

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

The cheapest day to depart on your flight to Toronto Island Airport is on a Tuesday when prices can be found for as low as $236. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $286. 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?

Our data shows that the cheapest Chicago Midway Airport to Toronto Island Airport flights are usually those with departure times in the morning. Our users have found flights to Toronto Island Airport in the morning for as low as $267. In contrast, the most expensive time of day to depart to Toronto Island Airport is at noon when prices are around $401.

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 to Toronto Island flights?

There are 3 cabin classes available to choose from on Chicago Midway to Toronto Island 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

$98

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 $98. The best round-trip flight deal from Chicago Midway Airport to Toronto Island Airport found on momondo in the last 72 hours is $216.
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 $218Free CancellationRating
7.9
283 reviews
Search Porter Airlines flights
  • Porter Airlines Flights From Chicago Midway Airport to Toronto Island Airport

    Porter Airlines operates around 12 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 $292, but momondo users have found Porter Airlines deals from Chicago Midway Airport to Toronto Island Airport from as low as $218 round-trip. Porter Airlines has been scored 7.9/10 in 283 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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