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Cheap flights from Toronto Pearson Intl Airport to Chicago Midway Airport from $120

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Toronto Pearson Intl Airport to Chicago Midway Airport departing on 4/15. 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 Toronto Pearson Intl Airport to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Toronto Pearson Intl Airport to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.
6:30 am - 6:33 pmYYZ-MDW
13h 03m1 stop
1:16 pm - 11:34 amMDW-YYZ
21h 18m1 stop
$244WestJet
Find Deal
sáb., abr. 12 - lun., abr. 21
6:30 am - 2:15 pmYYZ-MDW
8h 45m1 stop
10:25 am - 10:59 pmMDW-YYZ
11h 34m1 stop
$245WestJet
Find Deal
mié., mar. 19 - mié., mar. 26
10:20 am - 12:36 pmYYZ-MDW
3h 16m1 stop
2:55 pm - 10:38 pmMDW-YYZ
6h 43m1 stop
$247Delta
Find Deal
jue., mar. 20 - lun., mar. 24
6:00 am - 8:45 amYYZ-MDW
3h 45m1 stop
2:55 pm - 10:38 pmMDW-YYZ
6h 43m1 stop
$253Delta
Find Deal
jue., mar. 20 - lun., mar. 24
2:45 pm - 10:42 amYYZ-MDW
20h 57m1 stop
10:20 am - 11:14 pmMDW-YYZ
11h 54m1 stop
$277WestJet
Find Deal
vie., abr. 11 - dom., abr. 20
6:30 am - 2:15 pmYYZ-MDW
8h 45m1 stop
10:25 am - 10:59 pmMDW-YYZ
11h 34m1 stop
$278WestJet
Find Deal
mar., mar. 18 - mar., mar. 25
10:20 am - 12:36 pmYYZ-MDW
3h 16m1 stop
2:55 pm - 10:38 pmMDW-YYZ
6h 43m1 stop
$279Delta
Find Deal
jue., mar. 20 - lun., mar. 24
6:30 am - 2:22 pmYYZ-MDW
8h 52m1 stop
3:02 pm - 10:55 pmMDW-YYZ
6h 53m1 stop
$280Delta
Find Deal
vie., abr. 18 - sáb., abr. 19
7:21 pm - 2:22 pmYYZ-MDW
20h 01m1 stop
7:00 pm - 11:34 amMDW-YYZ
15h 34m1 stop
$282WestJet
Find Deal
vie., abr. 18 - sáb., abr. 19
8:00 pm - 5:31 amYYZ-MDW
10h 31m1 stop
8:44 pm - 9:11 pmMDW-YYZ
23h 27m2 stops
jue., mar. 20 - lun., mar. 24

WestJet flights from Toronto Pearson Intl Airport to Chicago Midway Airport

Our best WestJet deals on Toronto Pearson Intl Airport to Chicago Midway Airport flight tickets
WestJet
Apr 12
YYZ6:30 amToronto Pearson Intl
13h 03m
1 stop
MDW6:33 pmChicago Midway
Apr 21
MDW1:16 pmChicago Midway
21h 18m
1 stop
YYZ11:34 amToronto Pearson Intl
WestJet
Mar 19
YYZ6:30 amToronto Pearson Intl
8h 45m
1 stop
MDW2:15 pmChicago Midway
Mar 26
MDW10:25 amChicago Midway
11h 34m
1 stop
YYZ10:59 pmToronto Pearson Intl
WestJet
Apr 11
YYZ2:45 pmToronto Pearson Intl
20h 57m
1 stop
MDW10:42 amChicago Midway
Apr 20
MDW10:20 amChicago Midway
11h 54m
1 stop
YYZ11:14 pmToronto Pearson Intl

Delta flights from Toronto Pearson Intl Airport to Chicago Midway Airport

Our best Delta deals on Toronto Pearson Intl Airport to Chicago Midway Airport flight tickets
Delta
Mar 20
YYZ10:20 amToronto Pearson Intl
3h 16m
1 stop
MDW12:36 pmChicago Midway
Mar 24
MDW2:55 pmChicago Midway
6h 43m
1 stop
YYZ10:38 pmToronto Pearson Intl
Delta
Mar 20
YYZ6:00 amToronto Pearson Intl
3h 45m
1 stop
MDW8:45 amChicago Midway
Mar 24
MDW2:55 pmChicago Midway
6h 43m
1 stop
YYZ10:38 pmToronto Pearson Intl
Delta
Mar 20
YYZ10:20 amToronto Pearson Intl
3h 16m
1 stop
MDW12:36 pmChicago Midway
Mar 24
MDW2:55 pmChicago Midway
6h 43m
1 stop
YYZ10:38 pmToronto Pearson Intl

See travel insights to Chicago from

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

The month of February is, on average, the cheapest month to fly to Chicago Midway Airport from Toronto Pearson Intl Airport, with most prices found around $246. If you are unable to visit Chicago Midway Airport during the month of February, then departing from Toronto Pearson Intl Airport during the month December is also very affordable. Most momondo users find prices during this month for around $279.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Toronto Pearson Intl Airport. The lowest ticket price found for a Thursday departure recently was $253. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Tuesday is the most expensive day to depart from Toronto Pearson Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $292.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Toronto Pearson Intl Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $249 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $284. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Are you open to changing your travel dates? Check out the ideal times to fly from Toronto Pearson Intl Airport to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Toronto Pearson Intl Airport to Chicago Midway Airport (YYZ to MDW) flight deals and tips

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

Best Price Found

$120

Fastest flight time

3h 16m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Toronto Pearson Intl Airport in the past 72 hours is $120. The best round-trip flight deal from Toronto Pearson Intl Airport to Chicago Midway Airport found on momondo in the last 72 hours is $244.
The fastest flight from Toronto Pearson Intl Airport to Chicago Midway Airport takes 3h 16m
There are no direct flights from Toronto Pearson Intl Airport to Chicago Midway Airport. Popular non-direct route for this connection is Toronto Pearson Intl Airport - Chicago Midway Airport.

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

    The straight-line distance from Toronto Pearson Intl to Chicago Midway is 432.2 mi. 3h 16m is a normal flight duration for this route.

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

    Prices for flights from Toronto Pearson Intl Airport to Chicago Midway Airport refresh daily.

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

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.


Traveling to a place near Chicago?

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Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Toronto to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Toronto to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once all potential Toronto to Chicago 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 Toronto to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Toronto to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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