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Cheap flights from Chicago Midway Airport to Toronto from C$ 116

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 26/2. 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
12:50 p.m. - 3:32 p.m.
MDW
-
YTZ
1h 42mdirect
Porter Airlines Logo
9:20 a.m. - 10:10 a.m.
YTZ
-
MDW
1h 50mdirect
C$ 253Porter Airlines
Sat, 21 Feb - Mon, 23 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$ 256Porter Airlines
Mon, 23 Feb - Thu, 26 Feb
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$ 257Porter Airlines
Fri, 10 Apr - Mon, 20 Apr
Porter Airlines Logo
12:50 p.m. - 3:32 p.m.
MDW
-
YTZ
1h 42mdirect
Porter Airlines Logo
9:20 a.m. - 10:10 a.m.
YTZ
-
MDW
1h 50mdirect
C$ 263Porter Airlines
Sat, 21 Feb - Mon, 23 Feb
Multiple Airlines Logo
10:25 a.m. - 1:05 p.m.
MDW
-
YTZ
1h 40mdirect
Multiple Airlines Logo
8:50 a.m. - 9:40 a.m.
YTZ
-
MDW
1h 50mdirect
C$ 276Multiple Airlines
Sat, 2 May - Tue, 5 May
Multiple Airlines Logo
12:50 p.m. - 3:32 p.m.
MDW
-
YTZ
1h 42mdirect
Multiple Airlines Logo
9:20 a.m. - 10:10 a.m.
YTZ
-
MDW
1h 50mdirect
C$ 279Multiple Airlines
Sat, 21 Feb - Mon, 23 Feb
Delta Logo
2:05 p.m. - 11:06 p.m.
MDW
-
YYZ
8h 01m
1 stop
Delta Logo
12:22 p.m. - 6:36 p.m.
YYZ
-
MDW
7h 14m
1 stop
C$ 355Delta
Sat, 11 Apr - Mon, 20 Apr
Delta Logo
9:35 a.m. - 3:08 p.m.
MDW
-
YYZ
4h 33m
1 stop
Delta Logo
10:05 a.m. - 12:29 p.m.
YYZ
-
MDW
3h 24m
1 stop
C$ 407Delta
Sat, 4 Apr - Mon, 6 Apr
WestJet Logo
9:50 a.m. - 11:11 p.m.
MDW
-
YYZ
12h 21m
1 stop
WestJet Logo
10:05 a.m. - 12:29 p.m.
YYZ
-
MDW
3h 24m
1 stop
C$ 455WestJet
Fri, 6 Mar - Sun, 8 Mar
WestJet Logo
11:45 a.m. - 11:11 p.m.
MDW
-
YYZ
10h 26m
1 stop
WestJet Logo
10:05 a.m. - 12:29 p.m.
YYZ
-
MDW
3h 24m
1 stop
C$ 456WestJet
Sat, 7 Mar - Sun, 8 Mar

Delta flights from Chicago Midway Airport to Toronto

Our best Delta deals on Chicago Midway Airport to Toronto flight tickets
Delta
18 Mar
MDW9:35 a.m.Chicago Midway
6h 42m
1 stop
YYZ5:17 p.m.Toronto Pearson Intl
23 Mar
YYZ6:20 a.m.Toronto Pearson Intl
7h 09m
1 stop
MDW12:29 p.m.Chicago Midway
C$ 355
Delta
4 Apr
MDW9:35 a.m.Chicago Midway
4h 33m
1 stop
YYZ3:08 p.m.Toronto Pearson Intl
6 Apr
YYZ10:05 a.m.Toronto Pearson Intl
3h 24m
1 stop
MDW12:29 p.m.Chicago Midway
C$ 407
Delta
22 Feb
MDW1:49 p.m.Chicago Midway
8h 22m
1 stop
YYZ11:11 p.m.Toronto Pearson Intl
27 Feb
YYZ6:10 a.m.Toronto Pearson Intl
3h 44m
1 stop
MDW8:54 a.m.Chicago Midway
C$ 451

WestJet flights from Chicago Midway Airport to Toronto

Our best WestJet deals on Chicago Midway Airport to Toronto flight tickets
WestJet
6 Mar
MDW1:49 p.m.Chicago Midway
8h 22m
1 stop
YYZ11:11 p.m.Toronto Pearson Intl
8 Mar
YYZ10:05 a.m.Toronto Pearson Intl
3h 24m
1 stop
MDW12:29 p.m.Chicago Midway
C$ 455
WestJet
6 Mar
MDW1:49 p.m.Chicago Midway
8h 22m
1 stop
YYZ11:11 p.m.Toronto Pearson Intl
8 Mar
YYZ10:05 a.m.Toronto Pearson Intl
3h 24m
1 stop
MDW12:29 p.m.Chicago Midway
C$ 456
WestJet
10 Apr
MDW6:34 p.m.Chicago Midway
3h 05m
1 stop
YYZ10:39 p.m.Toronto Pearson Intl
18 Apr
YYZ2:15 p.m.Toronto Pearson Intl
4h 43m
1 stop
MDW5:58 p.m.Chicago Midway
C$ 458

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 2 February 2026.
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 21/2

12:50 p.m.-3:32 p.m.

Nonstop1h 42m

Toronto Island

Mon 23/2

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

Nonstop1h 50m

C$ 253

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 23/2

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

Nonstop1h 42m

Toronto Island

Thu 26/2

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

Nonstop1h 50m

C$ 256

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 10/4

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

Nonstop1h 42m

Toronto Island

Mon 20/4

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

Nonstop1h 50m

C$ 257

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 21/2

12:50 p.m.-3:32 p.m.

Nonstop1h 42m

Toronto Island

Mon 23/2

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

Nonstop1h 50m

C$ 263

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 2/5

10:25 a.m.-1:05 p.m.

Nonstop1h 40m

Toronto Island

Tue 5/5

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

C$ 276

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 21/2

12:50 p.m.-3:32 p.m.

Nonstop1h 42m

Toronto Island

Mon 23/2

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

Nonstop1h 50m

C$ 279

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 11/4

2:05 p.m.-11:06 p.m.

1 stop8h 01m

Toronto Pearson Intl

Mon 20/4

12:22 p.m.-6:36 p.m.

1 stop7h 14m

C$ 355

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 4/4

9:35 a.m.-3:08 p.m.

1 stop4h 33m

Toronto Pearson Intl

Mon 6/4

10:05 a.m.-12:29 p.m.

1 stop3h 24m

C$ 407

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 6/3

9:50 a.m.-11:11 p.m.

1 stop12h 21m

Toronto Pearson Intl

Sun 8/3

10:05 a.m.-12:29 p.m.

1 stop3h 24m

C$ 455

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 7/3

11:45 a.m.-11:11 p.m.

1 stop10h 26m

Toronto Pearson Intl

Sun 8/3

10:05 a.m.-12:29 p.m.

1 stop3h 24m

C$ 456

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

What is the cheapest month to fly to Toronto?

The month of March is, on average, the cheapest month to fly to Toronto from Chicago Midway Airport, with most prices found around C$ 132. The month of July is another great option to travel to Toronto, with average flight prices from Chicago Midway Airport averaging around C$ 244.

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

According to our data, Saturday is the cheapest day to fly to Toronto from Chicago Midway Airport. The lowest ticket price found for a Saturday departure recently was C$ 333. 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$ 443. 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$ 274 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around C$ 422. 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 February 2026, prices for Chicago Midway Airport to Toronto flights are approximately 65% 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

Fastest flight time

1h 40m

Direct flights

Every day

Airports in Toronto

3 airports
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