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Cheap flights from Chicago Midway Airport to Toronto from C$ 118

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 15/11. 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

Enter your travel dates to find the best prices.
Porter Airlines Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
2:30 p.m. - 3:20 p.m.YTZ-MDW
1h 50mdirect
C$ 262Porter Airlines
Find Deal
Mon, 17 Nov - Fri, 21 Nov
Porter Airlines Logo
12:45 p.m. - 3:27 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
C$ 268Porter Airlines
Find Deal
Sat, 15 Nov - Sun, 16 Nov
Porter Airlines Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
C$ 269Porter Airlines
Find Deal
Sun, 16 Nov - Sun, 7 Dec
Multiple Airlines Logo
4:15 p.m. - 6:57 p.m.MDW-YTZ
1h 42mdirect
Multiple Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
C$ 308Multiple Airlines
Find Deal
Fri, 5 Dec - Sun, 7 Dec
Multiple Airlines Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
Multiple Airlines Logo
2:30 p.m. - 3:20 p.m.YTZ-MDW
1h 50mdirect
C$ 325Multiple Airlines
Find Deal
Wed, 19 Nov - Fri, 21 Nov
Delta Logo
1:14 p.m. - 5:15 p.m.MDW-YYZ
3h 01m1 stop
Delta Logo
6:05 a.m. - 8:54 a.m.YYZ-MDW
3h 49m1 stop
C$ 326Delta
Find Deal
Fri, 5 Dec - Sun, 7 Dec
Delta Logo
9:59 a.m. - 4:15 p.m.MDW-YYZ
5h 16m1 stop
Delta Logo
6:05 a.m. - 8:54 a.m.YYZ-MDW
3h 49m1 stop
C$ 335Delta
Find Deal
Fri, 5 Dec - Sun, 7 Dec
KLM Logo
9:34 a.m. - 2:48 p.m.MDW-YYZ
4h 14m1 stop
KLM Logo
6:05 a.m. - 12:34 p.m.YYZ-MDW
7h 29m1 stop
C$ 420KLM
Find Deal
Thu, 4 Dec - Sun, 7 Dec
WestJet Logo
1:47 p.m. - 11:21 p.m.MDW-YYZ
8h 34m1 stop
WestJet Logo
6:30 a.m. - 6:18 p.m.YYZ-MDW
12h 48m1 stop
C$ 423WestJet
Find Deal
Tue, 25 Nov - Fri, 28 Nov
WestJet Logo
1:47 p.m. - 11:21 p.m.MDW-YYZ
8h 34m1 stop
WestJet Logo
6:30 p.m. - 9:54 a.m.YYZ-MDW
16h 24m2 stops
C$ 424WestJet
Find Deal
Sat, 29 Nov - Mon, 1 Dec

Delta flights from Chicago Midway Airport to Toronto

Our best Delta deals on Chicago Midway Airport to Toronto flight tickets
Delta
5 Dec
MDW1:14 p.m.Chicago Midway
3h 01m
1 stop
YYZ5:15 p.m.Toronto Pearson Intl
7 Dec
YYZ6:05 a.m.Toronto Pearson Intl
3h 49m
1 stop
MDW8:54 a.m.Chicago Midway
C$ 326
Find similar
Delta
5 Dec
MDW9:59 a.m.Chicago Midway
5h 16m
1 stop
YYZ4:15 p.m.Toronto Pearson Intl
7 Dec
YYZ6:05 a.m.Toronto Pearson Intl
3h 49m
1 stop
MDW8:54 a.m.Chicago Midway
C$ 335
Find similar
Delta
18 Nov
MDW9:34 a.m.Chicago Midway
4h 14m
1 stop
YYZ2:48 p.m.Toronto Pearson Intl
24 Nov
YYZ6:30 a.m.Toronto Pearson Intl
7h 37m
1 stop
MDW1:07 p.m.Chicago Midway
C$ 350
Find similar

WestJet flights from Chicago Midway Airport to Toronto

Our best WestJet deals on Chicago Midway Airport to Toronto flight tickets
WestJet
25 Nov
MDW1:47 p.m.Chicago Midway
8h 34m
1 stop
YYZ11:21 p.m.Toronto Pearson Intl
28 Nov
YYZ6:30 a.m.Toronto Pearson Intl
12h 48m
1 stop
MDW6:18 p.m.Chicago Midway
C$ 423
Find similar
WestJet
29 Nov
MDW1:47 p.m.Chicago Midway
8h 34m
1 stop
YYZ11:21 p.m.Toronto Pearson Intl
1 Dec
YYZ6:30 p.m.Toronto Pearson Intl
16h 24m
2 stops
MDW9:54 a.m.Chicago Midway
C$ 424
Find similar
WestJet
17 Dec
MDW1:50 p.m.Chicago Midway
8h 37m
1 stop
YYZ11:27 p.m.Toronto Pearson Intl
24 Dec
YYZ12:14 p.m.Toronto Pearson Intl
21h 51m
1 stop
MDW9:05 a.m.Chicago Midway
C$ 437
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Toronto that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 3 November 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Toronto that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 17/11

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Fri 21/11

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

C$ 262

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 15/11

12:45 p.m.-3:27 p.m.

Nonstop1h 42m

Toronto Island

Sun 16/11

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

C$ 268

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 16/11

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Sun 7/12

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

C$ 269

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 5/12

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

Toronto Island

Sun 7/12

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

C$ 308

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 19/11

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Fri 21/11

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

C$ 325

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 5/12

1:14 p.m.-5:15 p.m.

1 stop3h 01m

Toronto Pearson Intl

Sun 7/12

6:05 a.m.-8:54 a.m.

1 stop3h 49m

C$ 326

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 5/12

9:59 a.m.-4:15 p.m.

1 stop5h 16m

Toronto Pearson Intl

Sun 7/12

6:05 a.m.-8:54 a.m.

1 stop3h 49m

C$ 335

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 4/12

9:34 a.m.-2:48 p.m.

1 stop4h 14m

Toronto Pearson Intl

Sun 7/12

6:05 a.m.-12:34 p.m.

1 stop7h 29m

C$ 420

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 25/11

1:47 p.m.-11:21 p.m.

1 stop8h 34m

Toronto Pearson Intl

Fri 28/11

6:30 a.m.-6:18 p.m.

1 stop12h 48m

C$ 423

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 29/11

1:47 p.m.-11:21 p.m.

1 stop8h 34m

Toronto Pearson Intl

Mon 1/12

6:30 p.m.-9:54 a.m.

2 stops16h 24m

C$ 424

Flights are sorted by cheapest round-trip flights first.

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See travel insights to Toronto from

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 cheapest month to fly to Toronto?

The month of July is, on average, the cheapest month to fly to Toronto from Chicago Midway Airport, with most prices found around C$ 251. The month of August is another great option to travel to Toronto, with average flight prices from Chicago Midway Airport averaging around C$ 276.

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

According to our data, Thursday is the cheapest day to fly to Toronto from Chicago Midway Airport. The lowest ticket price found for a Thursday departure recently was C$ 346. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Chicago Midway Airport to Toronto on a Monday will generally be more expensive and average around C$ 492. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Flying to Toronto from Chicago Midway Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as C$ 314 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around C$ 470. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Chicago Midway to Toronto flight route?

Fly from Chicago Midway to Toronto Island for the best Chicago Midway - Toronto flight prices

What cabin class options are available on Chicago Midway to Toronto flights?

There is only 1 cabin class available to choose from on Chicago Midway to Toronto flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

You could potentially save up to 5% 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 2025, prices for Chicago Midway Airport to Toronto flights are approximately 15% 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

C$ 192

Fastest flight time

1h 42m

Direct flights

Every day

Airports in Toronto

1 airport
The best one-way flight to Toronto from Chicago Midway Airport in the past 72 hours is C$ 192. The best round-trip flight deal from Chicago Midway Airport to Toronto found on momondo in the last 72 hours is C$ 403.
The fastest flight from Chicago Midway Airport to Toronto takes 1h 42m
Direct flights go from Chicago Midway Airport to Toronto every day.
There is 1 airport near Toronto: Toronto Island (YTZ)
Search flight deals

  • How far is Chicago Midway to Toronto by plane?

    A flight from Chicago Midway to Toronto will travel around 713.1 km. Flights usually cover this in 1h 42m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Chicago Midway Airport to Toronto were last updated today.

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

    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 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?

Travelling to a place near Toronto?

Book flights to Toronto if you plan to visit one of these locations
Apsley

Why use momondo?

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

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

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

Yes. momondo enables you to select and highlight flights to Toronto from Chicago with this policy.

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

momondo provides multiple filters to help you find the best flight to Toronto from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of Chicago to Toronto 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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Find better results for your trip to Canada

Fly into one of these airports located in Toronto

Airports listed have a maximum distance of 83.6 km from Toronto
Toronto Region of Waterloo Intl Airport
Toronto Island Airport
Toronto Pearson Intl Airport