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Cheap flights from Chicago Midway Airport to Toronto from C$ 113

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 6/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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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
12:45 p.m. - 3:27 p.m.
MDW
-
YTZ
1h 42mdirect
Porter Airlines Logo
11:00 a.m. - 11:50 a.m.
YTZ
-
MDW
1h 50mdirect
C$ 256Porter Airlines
Sat, 31 Jan - Sat, 7 Feb
Porter Airlines Logo
12:45 p.m. - 3:27 p.m.
MDW
-
YTZ
1h 42mdirect
Porter Airlines Logo
11:00 a.m. - 11:50 a.m.
YTZ
-
MDW
1h 50mdirect
C$ 262Porter Airlines
Sat, 31 Jan - Sat, 7 Feb
Porter Airlines Logo
11:05 a.m. - 1:47 p.m.
MDW
-
YTZ
1h 42mdirect
Porter Airlines Logo
9:20 a.m. - 10:10 a.m.
YTZ
-
MDW
1h 50mdirect
C$ 263Porter Airlines
Thu, 22 Jan - Mon, 26 Jan
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$ 266Porter Airlines
Sat, 31 Jan - Sun, 1 Feb
Multiple Airlines Logo
4:15 p.m. - 6:57 p.m.
MDW
-
YTZ
1h 42mdirect
Multiple Airlines Logo
2:30 p.m. - 3:20 p.m.
YTZ
-
MDW
1h 50mdirect
C$ 273Multiple Airlines
Sun, 1 Feb - Sun, 8 Feb
Delta Logo
9:33 a.m. - 4:12 p.m.
MDW
-
YYZ
5h 39m1 stop
Delta Logo
7:45 a.m. - 12:46 p.m.
YYZ
-
MDW
6h 01m1 stop
C$ 322Delta
Thu, 5 Feb - Mon, 9 Feb
Delta Logo
1:26 p.m. - 10:42 p.m.
MDW
-
YYZ
8h 16m1 stop
Delta Logo
6:30 a.m. - 11:05 a.m.
YYZ
-
MDW
5h 35m1 stop
C$ 338Delta
Thu, 5 Feb - Sun, 8 Feb
Multiple Airlines Logo
4:31 p.m. - 2:16 p.m.
MDW
-
YYZ
20h 45m1 stop
Multiple Airlines Logo
6:00 a.m. - 8:52 a.m.
YYZ
-
MDW
3h 52m1 stop
C$ 402Multiple Airlines
Mon, 12 Jan - Fri, 16 Jan
WestJet Logo
6:14 p.m. - 9:04 a.m.
MDW
-
YYZ
13h 50m1 stop
WestJet Logo
10:05 a.m. - 12:48 p.m.
YYZ
-
MDW
3h 43m1 stop
C$ 416WestJet
Wed, 7 Jan - Fri, 9 Jan
WestJet Logo
1:28 p.m. - 7:13 p.m.
MDW
-
YYZ
4h 45m1 stop
WestJet Logo
12:10 p.m. - 5:34 p.m.
YYZ
-
MDW
6h 24m1 stop
C$ 417WestJet
Thu, 8 Jan - Tue, 13 Jan

Delta flights from Chicago Midway Airport to Toronto

Our best Delta deals on Chicago Midway Airport to Toronto flight tickets
Delta
5 Feb
MDW9:53 a.m.Chicago Midway
5h 06m
1 stop
YYZ3:59 p.m.Toronto Pearson Intl
9 Feb
YYZ10:05 a.m.Toronto Pearson Intl
3h 41m
1 stop
MDW12:46 p.m.Chicago Midway
C$ 322
Find similar
Delta
5 Feb
MDW9:53 a.m.Chicago Midway
5h 06m
1 stop
YYZ3:59 p.m.Toronto Pearson Intl
8 Feb
YYZ6:00 a.m.Toronto Pearson Intl
3h 52m
1 stop
MDW8:52 a.m.Chicago Midway
C$ 338
Find similar
Delta
29 Jan
MDW1:26 p.m.Chicago Midway
4h 42m
1 stop
YYZ7:08 p.m.Toronto Pearson Intl
3 Feb
YYZ12:12 p.m.Toronto Pearson Intl
6h 43m
1 stop
MDW5:55 p.m.Chicago Midway
C$ 346
Find similar

WestJet flights from Chicago Midway Airport to Toronto

Our best WestJet deals on Chicago Midway Airport to Toronto flight tickets
WestJet
7 Jan
MDW6:14 p.m.Chicago Midway
13h 50m
1 stop
YYZ9:04 a.m.Toronto Pearson Intl
9 Jan
YYZ10:05 a.m.Toronto Pearson Intl
3h 43m
1 stop
MDW12:48 p.m.Chicago Midway
C$ 416
Find similar
WestJet
8 Jan
MDW6:14 p.m.Chicago Midway
3h 27m
1 stop
YYZ10:41 p.m.Toronto Pearson Intl
14 Jan
YYZ10:05 a.m.Toronto Pearson Intl
3h 43m
1 stop
MDW12:48 p.m.Chicago Midway
C$ 417
Find similar
WestJet
14 Jan
MDW6:14 p.m.Chicago Midway
3h 27m
1 stop
YYZ10:41 p.m.Toronto Pearson Intl
21 Jan
YYZ12:21 p.m.Toronto Pearson Intl
6h 08m
1 stop
MDW5:29 p.m.Chicago Midway
C$ 419
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 18 December 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

Sat 31/1

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

Nonstop1h 42m

Toronto Island

Sat 7/2

11:00 a.m.-11:50 a.m.

Nonstop1h 50m

C$ 256

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 31/1

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

Nonstop1h 42m

Toronto Island

Sat 7/2

11:00 a.m.-11:50 a.m.

Nonstop1h 50m

C$ 262

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 22/1

11:05 a.m.-1:47 p.m.

Nonstop1h 42m

Toronto Island

Mon 26/1

9:20 a.m.-10:10 a.m.

Nonstop1h 50m

C$ 263

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 31/1

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

Nonstop1h 42m

Toronto Island

Sun 1/2

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

Nonstop1h 50m

C$ 266

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 1/2

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

Nonstop1h 42m

Toronto Island

Sun 8/2

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

Nonstop1h 50m

C$ 273

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 5/2

9:33 a.m.-4:12 p.m.

1 stop5h 39m

Toronto Pearson Intl

Mon 9/2

7:45 a.m.-12:46 p.m.

1 stop6h 01m

C$ 322

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 5/2

1:26 p.m.-10:42 p.m.

1 stop8h 16m

Toronto Pearson Intl

Sun 8/2

6:30 a.m.-11:05 a.m.

1 stop5h 35m

C$ 338

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Mon 12/1

4:31 p.m.-2:16 p.m.

1 stop20h 45m

Toronto Pearson Intl

Fri 16/1

6:00 a.m.-8:52 a.m.

1 stop3h 52m

C$ 402

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 7/1

6:14 p.m.-9:04 a.m.

1 stop13h 50m

Toronto Pearson Intl

Fri 9/1

10:05 a.m.-12:48 p.m.

1 stop3h 43m

C$ 416

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 8/1

1:28 p.m.-7:13 p.m.

1 stop4h 45m

Toronto Pearson Intl

Tue 13/1

12:10 p.m.-5:34 p.m.

1 stop6h 24m

C$ 417

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest 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 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$ 340. 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$ 440. 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$ 305 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around C$ 445. 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?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to Toronto.

How have Chicago Midway Airport to Toronto flight prices changed over time?

As of December 2025, prices for Chicago Midway Airport to Toronto flights are approximately 69% more expensive 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$ 162

Fastest flight time

1h 40m

Direct flights

Every day

Airports in Toronto

3 airports
The best one-way flight to Toronto from Chicago Midway Airport in the past 72 hours is C$ 162. The best round-trip flight deal from Chicago Midway Airport to Toronto found on momondo in the last 72 hours is C$ 280.
The fastest flight from Chicago Midway Airport to Toronto takes 1h 40m
Direct flights go from Chicago Midway Airport to Toronto every day.
There are 3 airports in Toronto. From Chicago Midway Airport there are direct flights to 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 40m, 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?

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