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Cheap flights from Chicago Midway Airport to Toronto Pearson Intl Airport from $137

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 Pearson Intl Airport departing on 12/18. 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.
2:15 pm - 11:34 pmMDW-YYZ
8h 19m1 stop
10:05 am - 5:01 pmYYZ-MDW
7h 56m1 stop
$327Delta
Find Deal
Tue, Dec 10 - Thu, Dec 12
12:43 pm - 9:58 amMDW-YYZ
20h 15m2 stops
6:30 am - 12:46 pmYYZ-MDW
7h 16m1 stop
Sun, Jan 12 - Thu, Jan 30
2:15 pm - 11:34 pmMDW-YYZ
8h 19m1 stop
6:00 am - 12:50 pmYYZ-MDW
7h 50m1 stop
$353Delta
Find Deal
Thu, Dec 12 - Sun, Dec 15
2:15 pm - 11:34 pmMDW-YYZ
8h 19m1 stop
6:00 am - 12:50 pmYYZ-MDW
7h 50m1 stop
$354Delta
Find Deal
Thu, Dec 12 - Sun, Dec 15
2:08 pm - 7:09 pmMDW-YYZ
4h 01m1 stop
10:10 am - 1:08 pmYYZ-MDW
3h 58m1 stop
$358Delta
Find Deal
Fri, Jan 24 - Tue, Jan 28
1:26 pm - 11:11 pmMDW-YYZ
8h 45m1 stop
10:10 am - 1:08 pmYYZ-MDW
3h 58m1 stop
$359Delta
Find Deal
Fri, Jan 17 - Mon, Jan 20
5:15 am - 2:42 pmMDW-YYZ
8h 27m1 stop
7:50 am - 10:06 pmYYZ-MDW
15h 16m1 stop
Sun, Dec 8 - Tue, Dec 10
10:19 am - 11:11 pmMDW-YYZ
11h 52m1 stop
2:45 pm - 10:36 amYYZ-MDW
20h 51m1 stop
$394WestJet
Find Deal
Thu, Jan 30 - Fri, Jan 31
9:38 am - 11:34 pmMDW-YYZ
12h 56m1 stop
6:30 am - 6:32 pmYYZ-MDW
13h 02m1 stop
$397WestJet
Find Deal
Thu, Dec 12 - Mon, Dec 16
10:19 am - 11:35 pmMDW-YYZ
12h 16m2 stops
6:30 am - 5:47 pmYYZ-MDW
12h 17m1 stop
$399WestJet
Find Deal
Thu, Jan 9 - Sat, Jan 11
5:50 pm - 10:36 pmMDW-YYZ
3h 46m1 stop
$137Delta
Find Deal
Wed, Dec 18
2:20 pm - 9:54 amMDW-YYZ
18h 34m2 stops
Wed, Dec 18
12:43 pm - 5:55 amMDW-YYZ
16h 12m1 stop
Mon, Jan 13
5:52 pm - 1:55 pmMDW-YYZ
19h 03m1 stop
Thu, Dec 19
6:00 am - 1:55 pmMDW-YYZ
6h 55m1 stop
Fri, Dec 20
9:38 am - 11:34 pmMDW-YYZ
12h 56m1 stop
$150WestJet
Find Deal
Wed, Dec 18
6:15 am - 11:53 pmMDW-YYZ
16h 38m2 stops
Mon, Jan 13
9:34 am - 7:09 pmMDW-YYZ
8h 35m1 stop
$153Delta
Find Deal
Thu, Jan 16
10:19 am - 11:11 pmMDW-YYZ
11h 52m1 stop
$177WestJet
Find Deal
Thu, Jan 16
11:48 am - 11:08 pmMDW-YYZ
10h 20m1 stop
$180WestJet
Find Deal
Wed, Dec 25
7:17 pm - 1:41 pmMDW-YYZ
17h 24m1 stop
6:30 am - 6:32 pmYYZ-MDW
13h 02m1 stop
$414WestJet
Find Deal
Tue, Nov 26 - Fri, Nov 29
6:05 am - 11:45 pmMDW-YYZ
16h 40m2 stops
6:30 am - 6:32 pmYYZ-MDW
13h 02m1 stop
Tue, Nov 26 - Fri, Nov 29
9:30 am - 9:11 pmMDW-YYZ
10h 41m2 stops
6:30 am - 6:32 pmYYZ-MDW
13h 02m1 stop
$523WestJet
Find Deal
Tue, Nov 26 - Fri, Nov 29
7:32 pm - 11:35 pmMDW-YYZ
27h 03m1 stop
7:50 am - 5:54 pmYYZ-MDW
11h 04m1 stop
Tue, Nov 26 - Sat, Nov 30
2:17 pm - 11:34 pmMDW-YYZ
8h 17m1 stop
6:30 am - 10:37 amYYZ-MDW
5h 07m1 stop
$562WestJet
Find Deal
Tue, Nov 26 - Thu, Nov 28
2:17 pm - 11:34 pmMDW-YYZ
8h 17m1 stop
6:30 am - 6:32 pmYYZ-MDW
13h 02m1 stop
$592WestJet
Find Deal
Sun, Nov 24 - Fri, Nov 29
2:17 pm - 11:34 pmMDW-YYZ
8h 17m1 stop
10:45 pm - 6:32 pmYYZ-MDW
20h 47m2 stops
$594WestJet
Find Deal
Tue, Nov 26 - Thu, Nov 28
2:17 pm - 11:34 pmMDW-YYZ
8h 17m1 stop
10:05 am - 5:02 pmYYZ-MDW
7h 57m1 stop
$662Delta
Find Deal
Sat, Nov 23 - Tue, Nov 26
2:17 pm - 11:34 pmMDW-YYZ
8h 17m1 stop
6:00 am - 8:50 amYYZ-MDW
3h 50m1 stop
$668Delta
Find Deal
Mon, Nov 25 - Fri, Nov 29
9:31 am - 4:39 pmMDW-YYZ
6h 08m1 stop
10:05 am - 5:02 pmYYZ-MDW
7h 57m1 stop
$818Delta
Find Deal
Tue, Nov 26 - Sun, Dec 1

WestJet flights from Chicago Midway Airport to Toronto Pearson Intl Airport

Our best WestJet deals on Chicago Midway Airport to Toronto Pearson Intl Airport flight tickets
WestJet
Jan 30
MDW10:19 amChicago Midway
11h 52m
1 stop
YYZ11:11 pmToronto Pearson Intl
Jan 31
YYZ2:45 pmToronto Pearson Intl
20h 51m
1 stop
MDW10:36 amChicago Midway
WestJet
Dec 12
MDW9:38 amChicago Midway
12h 56m
1 stop
YYZ11:34 pmToronto Pearson Intl
Dec 16
YYZ6:30 amToronto Pearson Intl
13h 02m
1 stop
MDW6:32 pmChicago Midway
WestJet
Jan 9
MDW10:19 amChicago Midway
12h 16m
2 stops
YYZ11:35 pmToronto Pearson Intl
Jan 11
YYZ6:30 amToronto Pearson Intl
12h 17m
1 stop
MDW5:47 pmChicago Midway

Delta flights from Chicago Midway Airport to Toronto Pearson Intl Airport

Our best Delta deals on Chicago Midway Airport to Toronto Pearson Intl Airport flight tickets
Delta
Dec 10
MDW2:15 pmChicago Midway
8h 19m
1 stop
YYZ11:34 pmToronto Pearson Intl
Dec 12
YYZ10:05 amToronto Pearson Intl
7h 56m
1 stop
MDW5:01 pmChicago Midway
Delta
Dec 12
MDW2:15 pmChicago Midway
8h 19m
1 stop
YYZ11:34 pmToronto Pearson Intl
Dec 15
YYZ6:00 amToronto Pearson Intl
7h 50m
1 stop
MDW12:50 pmChicago Midway
Delta
Dec 12
MDW2:15 pmChicago Midway
8h 19m
1 stop
YYZ11:34 pmToronto Pearson Intl
Dec 15
YYZ6:00 amToronto Pearson Intl
7h 50m
1 stop
MDW12:50 pmChicago Midway

See travel insights to Toronto from

How to get the cheapest flight ticket from Chicago Midway Airport to Toronto Pearson Intl 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 Pearson Intl Airport?

The cheapest month to fly to Toronto Pearson Intl Airport from Chicago Midway Airport is in October. Flight prices, which tend to average around $273, are often lower during this time because this is during the off-season. If you don’t want to visit Toronto Pearson Intl Airport in October, then you should wait until February to fly from Chicago Midway Airport, when ticket prices are also cheap, with an average price of $285.

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

The cheapest day to depart from Chicago Midway Airport to Toronto Pearson Intl Airport is on a Tuesday when prices can be found for as low as $279. The most expensive day to fly to Toronto Pearson Intl Airport is Monday, with ticket prices averaging around $324.

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

Flying to Toronto Pearson Intl Airport from Chicago Midway Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $273 when looking at flights departing in the evening. Flights in the afternoon are often more expensive with an average ticket price of $313.

How far in advance should I book a flight to Toronto Pearson Intl Airport?

In general, most travelers find the cheapest time to book a flight to Toronto Pearson Intl Airport is about 48 days prior to their departure date when tickets on average are $313. In the past 72 hours, momondo users found flights from Chicago Midway Airport to Toronto Pearson Intl Airport for as low as $126.

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

You could potentially save up to 9% on your flight if you consider stops on a Chicago Midway Airport to Toronto Pearson Intl Airport flight.

When to book flights from Chicago Midway Airport to Toronto Pearson Intl Airport

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

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

Best Price Found

$137

Fastest flight time

3h 16m

Direct flights

None
The best one-way flight to Toronto Pearson Intl Airport from Chicago Midway Airport in the past 72 hours is $137. The best round-trip flight deal from Chicago Midway Airport to Toronto Pearson Intl Airport found on momondo in the last 72 hours is $327.
The fastest flight from Chicago Midway Airport to Toronto Pearson Intl Airport takes 3h 16m
There are no direct flights from Chicago Midway Airport to Toronto Pearson Intl Airport. Popular non-direct route for this connection is Chicago Midway Airport - Toronto Pearson Intl Airport.

  • How far is Chicago Midway to Toronto Pearson Intl by plane?

    The distance between Chicago Midway and Toronto Pearson Intl is about 432.2 mi. A reasonable flight in good conditions will take 3h 16m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Toronto Pearson Intl Airport?

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

  • How old do you have to be to fly from Chicago Midway Airport to Toronto Pearson Intl 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 Pearson Intl Airport.

  • What documentation or ID do you need to fly to Toronto Pearson Intl Airport?

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


Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Toronto. momondo saves you time and could save you money on your trip.

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 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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