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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 Cheapflights user in the last 72 hours by searching for a flight departing on 23/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YTO
11 Jan — 18 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Midway to Toronto

Enter your travel dates to find the best prices.

Cheapest flights from Midway to Toronto
Explore the most affordable flight options available from Midway to Toronto. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 December 2025.

Wed 31/1211:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 2/19:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 10/12C$ 422
Tue 30/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 4/19:20 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/12C$ 451
Tue 30/1211:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 2/19:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/12C$ 501
Thu 25/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 2/19:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/12C$ 506
Tue 30/127:44 a.m.MDW - YTZ
1 stop23h 36mMultiple Airlines
Fri 2/19:20 a.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 10/12C$ 509
Tue 23/1211:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Wed 31/129:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/12C$ 510
Thu 25/126:08 p.m.MDW - YYZ
1 stop13h 50mWestJet
Thu 1/16:00 a.m.YYZ - MDW
1 stop6h 06mWestJet
Deal found 12/12C$ 517
Tue 23/1211:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 2/19:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/12C$ 521
Thu 25/127:44 a.m.MDW - YYZ
2 stops31h 34mMultiple Airlines
Thu 1/16:00 a.m.YYZ - MDW
1 stop6h 06mMultiple Airlines
Deal found 12/12C$ 521
Thu 18/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 5/19:20 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 11/12C$ 523
Sun 28/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 30/129:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/12C$ 525
Wed 24/1211:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Thu 1/12:30 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 10/12C$ 554

Find flight deals from Midway to Toronto

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Toronto (YTO). 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 12 December 2025.

Round-trip from

C$ 257

One-way from

C$ 116

Popular in

June

Cheapest in

July

Average price

C$ 374

Good round-trip deal

C$ 280 or less

Good one-way deal

C$ 162 or less
Porter Airlines
  • Porter Airlines
  • 26/2-28/2
  • Nonstop
  • 3h 32m total
  • Chicago to Toronto
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Porter Airlines
  • Porter Airlines
  • 23/1
  • Nonstop
  • 1h 42m total
  • Chicago to Toronto
Search Deals
High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 4% potential price decrease (C$ 23 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Price to beat on a round-trip flight from Chicago Midway to Toronto (YTO).
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Price to beat on a one-way flight from Chicago Midway to Toronto (YTO).
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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, Cheapflights users made 629,999 searches. Data last updated 12 December 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Toronto that are best for you.

Fly from

Midway

Fly to

Toronto

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 26/2

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

Nonstop1h 42m

Toronto Island

Sat 28/2

11:05 a.m.-11:55 a.m.

Nonstop1h 50m

C$ 257

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 25/1

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

Nonstop1h 42m

Toronto Island

Sun 1/2

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

Nonstop1h 50m

C$ 270

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 30/1

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

Nonstop1h 42m

Toronto Island

Sat 31/1

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

Nonstop1h 50m

C$ 272

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 5/2

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

Nonstop1h 42m

Toronto Island

Sun 8/2

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

Nonstop1h 50m

C$ 274

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 24/1

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

Nonstop1h 42m

Toronto Island

Sat 31/1

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

Nonstop1h 50m

C$ 279

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 10/2

1:26 p.m.-7:08 p.m.

1 stop4h 42m

Toronto Pearson Intl

Fri 13/2

10:05 a.m.-5:37 p.m.

1 stop8h 32m

C$ 321

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 5/2

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

1 stop5h 39m

Toronto Pearson Intl

Sun 8/2

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

1 stop3h 52m

C$ 321

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 5/2

9:53 a.m.-3:59 p.m.

1 stop5h 06m

Toronto Pearson Intl

Mon 9/2

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

1 stop6h 01m

C$ 321

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 17/2

1:28 p.m.-7:09 p.m.

1 stop4h 41m

Toronto Pearson Intl

Thu 19/2

6:15 a.m.-8:53 a.m.

1 stop3h 38m

C$ 321

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 6/2

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

1 stop8h 16m

Toronto Pearson Intl

Tue 10/2

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

1 stop6h 01m

C$ 321

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 40 results
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Best time to book a flight from Midway to Toronto

Have a flexible travel schedule? Discover the best time to fly to Toronto 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

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

Currently, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto (average of C$ 109). Flying from Chicago Midway Airport to Toronto in January is currently the most expensive (average of C$ 459). 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 YTO?

Find hourly flight availability from Midway to Toronto. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 12 December 2025.

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 as you normally would.

How often are flights from Chicago to Toronto delayed?

About 14% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 118 minutes.

What is the most punctual flight time for Chicago to Toronto flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Toronto flights?

Over the past year, Porter Airlines has had the lowest number of delays on this route, with just 13% of flights being delayed.

Related info for your journey

Find useful and relevant information for your journey from Midway to Toronto. 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?

    Airlines like Porter Airlines and Delta fly from Chicago Midway Airport to Toronto in about 1h 42m. The time it takes to get you to your destination can typically vary by up to 3h. Airlines will cover a distance of 711 km. Both multi-stop and direct flights can be found to your destination and back.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Toronto 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?

    Currently, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto (average of C$ 109). Flying from Chicago Midway Airport to Toronto in January is currently the most expensive (average of C$ 459). 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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Why should you use Cheapflights to find cheap flight tickets from Midway to Toronto?

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

Yes! Cheapflights helps users easily find flights from Midway to Toronto with no change fees.

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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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