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Cheap flights from Chicago Midway Airport to Toronto Island Airport from C$ 104

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 30/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YTZ
11 Oct — 18 Oct1
1 adult
1 adult, Economy

Cheap 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 11 September 2025.

Round-trip from

C$ 237

One-way from

C$ 104

Popular in

September

Cheapest in

June

Average price

C$ 543

Good round-trip deal

C$ 266 or less

Good one-way deal

C$ 125 or less
Porter Airlines
  • Porter Airlines
  • 2/10-5/10
  • Nonstop
  • 3h 31m total
  • Chicago to Toronto
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Porter Airlines
  • Porter Airlines
  • 30/9
  • Nonstop
  • 1h 42m total
  • Chicago to Toronto
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Highest demand for flights based on searches. 14% potential increase in price (C$ 87 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 24 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago Midway to Toronto Island.
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Price to beat on a one-way flight from Chicago Midway to Toronto Island.
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Find flight deals from Midway to Toronto Island

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 11 September 2025.

Thu 2/109:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 5/107:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/9C$ 237
Tue 30/95:20 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 5/107:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/9C$ 238
Wed 15/109:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sat 18/107:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/9C$ 241
Thu 23/105:20 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 26/109:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/9C$ 245
Wed 29/104:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Wed 5/112:30 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 8/9C$ 248
Wed 26/114:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 30/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/9C$ 254
Sun 5/109:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 7/107:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/9C$ 263
Sat 11/109:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 14/103:35 p.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/9C$ 270

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 11 September 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Toronto Island Airport that are best for you.

Fly from

Midway

Fly to

Toronto Island

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 4/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Wed 8/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 237

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 15/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Wed 22/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 240

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 2/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Sun 5/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 240

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 5/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Tue 7/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 263

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 11/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Sat 18/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 263

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 22/11

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

Nonstop1h 42m

Toronto Island

Mon 24/11

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

Nonstop1h 50m

C$ 270

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 14/10

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

Toronto Island

Wed 15/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 270

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 4/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Sun 5/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 276

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 8/10

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

Toronto Island

Sat 18/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 285

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 26/2

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

Nonstop1h 42m

Toronto Island

Fri 27/2

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

Nonstop1h 50m

C$ 294

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 21 results
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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 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 11 September 2025.

It’s typically best to fly out from Chicago Midway Airport to Toronto Island Airport in the morning. Doing so could potentially save you 18% on the flight price compared to flying at noon, which is usually more expensive.

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 42m. 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 (83%), Air Transat (83%), Porter Airlines( 83%).

  • 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$ 80. On average you can expect to pay C$ 261. The most popular route, (Chicago Midway - Toronto Island), can usually be booked for C$ 237.

  • 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, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto Island Airport (average of C$ 216). Flying from Chicago Midway Airport to Toronto Island Airport in November is currently the most expensive (average of C$ 297). 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

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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

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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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