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Cheap flights from Chicago Midway Airport to Toronto Island Airport from C$ 123

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YTZ
23 May — 30 May1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Midway to Toronto Island

Enter your travel dates to find the best prices.

Cheapest flights from Midway to Toronto Island
Explore the most affordable flight options available from Midway to Toronto Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 23 April 2026.

Wed 13/510:30 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 18/58:55 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 22/4C$ 291
Thu 23/73:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 27/71:45 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 22/4C$ 294
Wed 20/510:30 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Wed 27/58:55 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 21/4C$ 296
Tue 2/610:25 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Tue 9/68:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 18/4C$ 298
Tue 19/510:30 a.m.
MDW
-
YTZ
Nonstop1h 40m
Multiple Airlines
Tue 26/58:55 a.m.
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Deal found 19/4C$ 299
Tue 5/53:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Multiple Airlines
Wed 6/58:55 a.m.
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Deal found 19/4C$ 301
Thu 4/63:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 7/68:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 21/4C$ 302
Fri 15/53:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 17/58:55 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 20/4C$ 303
Fri 7/810:25 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 10/88:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 20/4C$ 305
Wed 29/73:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 2/88:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 21/4C$ 306
Mon 4/510:30 a.m.
MDW
-
YTZ
Nonstop1h 40m
Multiple Airlines
Wed 6/58:55 a.m.
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Deal found 20/4C$ 307
Wed 26/83:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 30/88:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 20/4C$ 309

Find flight deals from Midway to Toronto Island

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Toronto Island (YTZ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 23 April 2026.

Round-trip from

C$ 291

One-way from

C$ 123

Popular in

February

Cheapest in

July

Average price

C$ 268

Good round-trip deal

C$ 306 or less

Good one-way deal

C$ 133 or less
Porter Airlines
  • Porter Airlines
  • 13/5-18/5
  • Nonstop
  • 3h 30m total
  • Chicago to Toronto
Search Deals
Porter Airlines
  • Porter Airlines
  • 3/5
  • Nonstop
  • 1h 40m total
  • Chicago to Toronto
Search Deals
Highest demand for flights based on searches. 21% potential increase in price (C$ 172 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease (C$ 55 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Toronto Island.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Toronto Island.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Toronto Island 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, Cheapflights users made 629,999 searches. Data last updated 23 April 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Toronto Island Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 29/5

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Tue 2/6

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

Nonstop1h 50m

C$ 302

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 29/7

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

Nonstop1h 40m

Toronto Island

Sun 2/8

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

Nonstop1h 50m

C$ 311

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 9/7

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Mon 13/7

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

Nonstop1h 50m

C$ 317

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 14/7

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Sat 18/7

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

Nonstop1h 50m

C$ 318

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 15/7

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Mon 20/7

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

Nonstop1h 50m

C$ 318

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 4/6

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Mon 8/6

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 344

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 6/6

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

Nonstop1h 40m

Toronto Island

Sun 7/6

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

Nonstop1h 50m

C$ 357

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 23/6

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Tue 21/7

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

Nonstop1h 50m

C$ 365

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 3/7

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Sat 4/7

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

Nonstop1h 50m

C$ 373

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 12/6

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Sun 12/7

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

Nonstop1h 50m

C$ 376

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/4

Showing 1-10 of 23 resultsSorted by cheapest first
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Best time to book a flight from Midway to Toronto Island

Have a flexible travel schedule? Discover the best time to fly to Toronto Island from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Toronto Island Airport

What is the cheapest month to book a flight from Chicago Midway Airport to Toronto Island Airport?

Currently, July is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto Island Airport (average of C$ 236). Flying from Chicago Midway Airport to Toronto Island Airport in February is currently the most expensive (average of C$ 896). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to YTZ?

Find hourly flight availability from Midway to Toronto Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 23 April 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Toronto Island Airport as you normally would.

How much does it cost to fly round-trip from Chicago Midway Airport to Toronto Island Airport?

Related info for your journey

Find useful and relevant information for your journey from Midway to Toronto Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Toronto Island Airport?

    Porter Airlines can get you from Chicago Midway Airport to Toronto Island Airport in just under 1h 40m. Your travel time will be generally consistent. The distance from Chicago Midway Airport to Toronto Island Airport is about 711 km. All flights are typically direct.

  • What are the most reliable airlines from Chicago Midway Airport to Toronto Island Airport?

    Before booking your flight to Toronto Island Airport from Chicago Midway Airport, check out the most reliable airlines to get you to your destination on time: Porter Airlines (85%), Porter Airlines (85%), Air Transat( 85%).

  • What are the cheapest flights from Chicago Midway Airport to Toronto Island Airport?

    The cheapest flight price from Chicago Midway Airport to Toronto Island Airport is C$ 99. On average you can expect to pay C$ 240. The most popular route, (Chicago Midway - Toronto Island), can usually be booked for C$ 255.

  • Can I find deals for flights from Midway to Toronto Island that include hotel bookings?

    Yes. In addition to deals on Midway to Toronto Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Toronto Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Toronto Island.

  • Can I find deals for business class flights from Midway to Toronto Island?

    Yes. Cheapflights offers flight deals from Midway to Toronto Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Toronto Island Airport?

    Currently, July is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto Island Airport (average of C$ 236). Flying from Chicago Midway Airport to Toronto Island Airport in February is currently the most expensive (average of C$ 896). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Midway to Toronto Island

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Pearson Intl flights
Midway to Pearson Intl flights
O'Hare Intl to Toronto Island flights
O'Hare Intl to Hamilton flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Midway to Toronto Island?

Cheapflights helps you search for flights from Midway to Toronto Island via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Midway to Toronto Island?

Cheapflights simply makes it quick and affordable to book flights from Midway to Toronto Island by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Midway to Toronto Island with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Midway to Toronto Island, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Midway to Toronto Island become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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