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Cheap flights from Chicago Midway Airport to Toronto from $103

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 12/17. 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.
12:05 pm - 2:47 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$226Porter Airlines
Find Deal
Wed, Dec 18 - Tue, Dec 31
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$227Porter Airlines
Find Deal
Tue, Dec 24 - Tue, Dec 31
12:05 pm - 2:47 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$233Porter Airlines
Find Deal
Wed, Dec 18 - Tue, Dec 31
11:25 am - 2:07 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
Thu, Dec 5 - Sun, Dec 8
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
Tue, Dec 24 - Fri, Jan 3
5:50 pm - 10:36 pmMDW-YYZ
3h 46m1 stop
6:00 am - 12:50 pmYYZ-MDW
7h 50m1 stop
$295Delta
Find Deal
Sat, Dec 7 - Mon, Dec 9
9:34 am - 4:12 pmMDW-YYZ
5h 38m1 stop
6:00 am - 8:54 amYYZ-MDW
3h 54m1 stop
$308Delta
Find Deal
Thu, Jan 16 - Sun, Jan 19
10:57 am - 5:00 pmMDW-YYZ
5h 03m1 stop
6:30 am - 5:47 pmYYZ-MDW
12h 17m1 stop
$341WestJet
Find Deal
Fri, Jan 10 - Mon, Jan 13
9:38 am - 11:34 pmMDW-YYZ
12h 56m1 stop
6:15 am - 10:06 pmYYZ-MDW
16h 51m1 stop
$358WestJet
Find Deal
Wed, Dec 11 - Wed, Dec 18
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$480Air Transat
Find Deal
Sun, Feb 16 - Thu, Feb 20
6:49 pm - 1:55 pmMDW-YYZ
18h 06m1 stop
Tue, Dec 17
7:45 am - 1:55 pmMDW-YYZ
29h 10m2 stops
Tue, Dec 17
12:05 pm - 2:47 pmMDW-YTZ
1h 42mnonstop
$105Porter Airlines
Find Deal
Wed, Dec 18
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$108Porter Airlines
Find Deal
Wed, Jan 15
1:30 pm - 10:36 pmMDW-YYZ
8h 06m1 stop
$121Delta
Find Deal
Wed, Dec 18
9:34 am - 4:12 pmMDW-YYZ
5h 38m1 stop
$127Delta
Find Deal
Fri, Jan 10
12:05 pm - 2:47 pmMDW-YTZ
1h 42mnonstop
$163Air Transat
Find Deal
Fri, Jan 3
11:48 am - 11:35 pmMDW-YYZ
10h 47m2 stops
$163WestJet
Find Deal
Wed, Dec 25
2:17 pm - 11:41 pmMDW-YYZ
8h 24m1 stop
$169WestJet
Find Deal
Thu, Dec 5
12:55 pm - 3:37 pmMDW-YTZ
1h 42mnonstop
$690Air Transat
Find Deal
Sat, Nov 23
12:55 pm - 3:37 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$450Porter Airlines
Find Deal
Sat, Nov 16 - Sun, Nov 24
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$455Porter Airlines
Find Deal
Mon, Nov 18 - Wed, Nov 27
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
Sun, Nov 17 - Sun, Nov 24
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
11:10 am - 12:00 pmYTZ-MDW
1h 50mnonstop
Sun, Nov 17 - Sat, Nov 23
12:43 pm - 11:59 pmMDW-YYZ
10h 16m1 stop
7:50 am - 5:54 pmYYZ-MDW
11h 04m1 stop
$541WestJet
Find Deal
Mon, Nov 18 - Thu, Nov 21
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$580Air Transat
Find Deal
Mon, Nov 18 - Mon, Nov 25
1:30 pm - 10:36 pmMDW-YYZ
8h 06m1 stop
6:00 am - 8:50 amYYZ-MDW
3h 50m1 stop
$593Delta
Find Deal
Mon, Nov 18 - Mon, Nov 25
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$605Air Transat
Find Deal
Mon, Nov 18 - Fri, Nov 22
12:43 pm - 11:59 pmMDW-YYZ
10h 16m1 stop
7:50 am - 5:54 pmYYZ-MDW
11h 04m1 stop
$608WestJet
Find Deal
Tue, Nov 19 - Wed, Nov 20
2:17 pm - 11:34 pmMDW-YYZ
8h 17m1 stop
6:00 am - 12:49 pmYYZ-MDW
7h 49m1 stop
$624Delta
Find Deal
Mon, Nov 18 - Thu, Nov 21
12:05 pm - 2:47 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$226Porter Airlines
Find Deal
Wed, Dec 18 - Tue, Dec 31
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$227Porter Airlines
Find Deal
Tue, Dec 24 - Tue, Dec 31
12:05 pm - 2:47 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$233Porter Airlines
Find Deal
Wed, Dec 18 - Tue, Dec 31
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$236Porter Airlines
Find Deal
Wed, Dec 25 - Tue, Dec 31
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$238Porter 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
$240Porter Airlines
Find Deal
Thu, Jan 9 - Sun, Jan 12
11:25 am - 2:07 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$241Porter Airlines
Find Deal
Thu, Dec 5 - Sun, Dec 8
11:25 am - 2:07 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
Thu, Dec 5 - Sun, Dec 8
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$480Air Transat
Find Deal
Sun, Feb 16 - Thu, Feb 20
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$983Air Transat
Find Deal
Fri, Mar 7 - Tue, Mar 18

Delta flights from Chicago Midway Airport to Toronto

Our best Delta deals on Chicago Midway Airport to Toronto flight tickets
Delta
Dec 7
MDW5:50 pmChicago Midway
3h 46m
1 stop
YYZ10:36 pmToronto Pearson Intl
Dec 9
YYZ6:00 amToronto Pearson Intl
7h 50m
1 stop
MDW12:50 pmChicago Midway
Delta
Jan 16
MDW9:34 amChicago Midway
5h 38m
1 stop
YYZ4:12 pmToronto Pearson Intl
Jan 19
YYZ6:00 amToronto Pearson Intl
3h 54m
1 stop
MDW8:54 amChicago Midway
Delta
Jan 9
MDW9:34 amChicago Midway
5h 38m
1 stop
YYZ4:12 pmToronto Pearson Intl
Jan 12
YYZ10:10 amToronto Pearson Intl
3h 58m
1 stop
MDW1:08 pmChicago Midway

WestJet flights from Chicago Midway Airport to Toronto

Our best WestJet deals on Chicago Midway Airport to Toronto flight tickets
WestJet
Jan 10
MDW10:57 amChicago Midway
5h 03m
1 stop
YYZ5:00 pmToronto Pearson Intl
Jan 13
YYZ6:30 amToronto Pearson Intl
12h 17m
1 stop
MDW5:47 pmChicago Midway
WestJet
Dec 11
MDW9:38 amChicago Midway
12h 56m
1 stop
YYZ11:34 pmToronto Pearson Intl
Dec 18
YYZ6:15 amToronto Pearson Intl
16h 51m
1 stop
MDW10:06 pmChicago Midway
WestJet
Jan 8
MDW10:57 amChicago Midway
5h 03m
1 stop
YYZ5:00 pmToronto Pearson Intl
Jan 9
YYZ6:30 amToronto Pearson Intl
7h 16m
1 stop
MDW12:46 pmChicago Midway

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

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

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

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

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

Monday. The cheapest day of the week is typically Monday. The most expensive is typically Friday

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

In the morning. Chicago Midway Airport to Toronto flights are approximately 51% more expensive at noon than in the morning

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

Porter Airlines. Porter Airlines is the most popular carrier operating from Chicago Midway Airport to Toronto

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

The number of flights available between Chicago Midway Airport and Toronto is 2 per day as of November 2024. The most frequent departure time is 11:00AM, with 54% of daily flights leaving at noon.

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

18 flights are operational weekly from Chicago Midway Airport to Toronto as of November 2024. The most popular departure day for this route is Sunday, with 22% of flights per week taking off on this day.

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

You could potentially save up to 1% 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?

As of November 2024, prices for Chicago Midway Airport to Toronto flights are approximately 14% cheaper when compared to flights at the same time last year.

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

$103

Fastest flight time

1h 42m

Direct flights

Every day

Airports in Toronto

2 airports
The best one-way flight to Toronto from Chicago Midway Airport in the past 72 hours is $103. The best round-trip flight deal from Chicago Midway Airport to Toronto found on momondo in the last 72 hours is $226.
The fastest flight from Chicago Midway Airport to Toronto takes 1h 42m
Direct flights go from Chicago Midway Airport to Toronto every day.
There are 2 airports near Toronto: Toronto Pearson Intl (YYZ), Toronto Island (YTZ)

  • How far is Chicago Midway to Toronto by plane?

    Toronto is 443.1 mi away from Chicago Midway. 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?

    Prices for flights from Chicago Midway Airport to Toronto are refreshed on a daily basis.

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

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

    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.

  • 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?

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


Best airlines flying from Chicago Midway Airport to Toronto

Compare and see reviews for airlines that fly from Chicago Midway Airport to Toronto with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom $203Free CancellationRating
7.7
288 reviews
Search Porter Airlines flights
  • Porter Airlines Flights From Chicago Midway Airport to Toronto

    The lowest priced Porter Airlines flight from Chicago Midway Airport to Toronto from the last 72 hours was $203. Generally, Porter Airlines has 9 flights on this route every week with an average price of $275. Porter Airlines is rated 7.7/10 by our users.


Why use momondo?

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. All flights to Toronto from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Toronto from Chicago.

I’m not ready to book a flight from Chicago to Toronto right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Toronto now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Toronto and let you know when they change.


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Fly into one of these airports located in Toronto

Airports listed have a maximum distance of 52.0 mi from Toronto