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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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YTO
27 Nov — 4 Dec1
1 adult
1 adult, Economy, 0 bags

Find 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 28 October 2025.

Wed 12/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 17/112:30 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 28/10C$ 266
Thu 13/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 16/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 27/10C$ 269
Fri 5/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 7/129:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 28/10C$ 270
Thu 13/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 14/112:30 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 28/10C$ 274
Wed 12/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sat 22/1111:00 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 26/10C$ 276
Mon 10/114:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 11/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 26/10C$ 277
Fri 5/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 8/129:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 27/10C$ 299
Fri 14/114:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 16/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 26/10C$ 301
Thu 20/114:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 24/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 26/10C$ 302
Tue 11/1111:00 a.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Fri 14/112:30 p.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 28/10C$ 306
Fri 5/129:34 a.m.MDW - YYZ
1 stop4h 14mDelta
Sun 7/1212:13 p.m.YYZ - MDW
1 stop6h 47mDelta
Deal found 28/10C$ 326
Wed 12/116:48 p.m.MDW - YYZ
1 stop3h 17mDelta
Fri 21/113:38 p.m.YYZ - MDW
1 stop3h 36mDelta
Deal found 26/10C$ 350

Cheap 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 28 October 2025.

Round-trip from

C$ 266

One-way from

C$ 116

Popular in

March

Cheapest in

July

Average price

C$ 524

Good round-trip deal

C$ 398 or less

Good one-way deal

C$ 261 or less
Porter Airlines
  • Porter Airlines
  • 12/11-17/11
  • Nonstop
  • 3h 32m total
  • Chicago to Toronto
Search Deals
Porter Airlines
  • Porter Airlines
  • 12/12
  • Nonstop
  • 1h 42m total
  • Chicago to Toronto
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Chicago Midway to Toronto (YTO).
Search Deals
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 28 October 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

Wed 12/11

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

Nonstop1h 42m

Toronto Island

Mon 17/11

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

Nonstop1h 50m

C$ 266

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 13/11

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

Nonstop1h 42m

Toronto Island

Sun 16/11

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

Nonstop1h 50m

C$ 269

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 5/12

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

Nonstop1h 42m

Toronto Island

Sun 7/12

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

Nonstop1h 50m

C$ 270

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 14/11

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

Nonstop1h 42m

Toronto Island

Sun 16/11

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

Nonstop1h 50m

C$ 271

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 15/11

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

Nonstop1h 42m

Toronto Island

Mon 17/11

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

Nonstop1h 50m

C$ 274

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 12/11

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

Nonstop1h 42m

Toronto Island

Wed 19/11

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

Nonstop1h 50m

C$ 280

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 20/11

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

Nonstop1h 42m

Toronto Island

Mon 24/11

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

Nonstop1h 50m

C$ 302

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 24/11

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

Nonstop1h 42m

Toronto Island

Tue 25/11

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

Nonstop1h 50m

C$ 308

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 12/12

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

Nonstop1h 42m

Toronto Island

Mon 15/12

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

Nonstop1h 50m

C$ 310

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 6/12

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

Nonstop1h 42m

Toronto Island

Sun 7/12

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

Nonstop1h 50m

C$ 323

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/10

Showing 1-10 of 39 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, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto (average of C$ 189). Flying from Chicago Midway Airport to Toronto in March is currently the most expensive (average of C$ 662). 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 28 October 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.

Reviews of airlines servicing Toronto

Get insights into the airlines that provide service to Toronto. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Toronto. Reviews last updated 28 October 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Toronto, such as Porter Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
384 reviews
Check prices

Crew

8.6

Boarding

8.2

Food

7.6

Comfort

8.0

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
8.0
Very good
384 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Crew

8.6

Boarding

8.2

Food

7.6

Comfort

8.0

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

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 1h 43m. 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, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto (average of C$ 189). Flying from Chicago Midway Airport to Toronto in March is currently the most expensive (average of C$ 662). 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.

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