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Cheap flights from Chicago Midway Airport to Toronto from C$ 96

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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YTO
3 Aug — 10 Aug1
1 adult

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 29 July 2025.

Round-trip from

C$ 236

One-way from

C$ 96

Popular in

March

Cheapest in

July

Average price

C$ 257

Good round-trip deal

C$ 250 or less

Good one-way deal

C$ 114 or less
Porter Airlines
  • Porter Airlines
  • 7/9-12/9
  • Nonstop
  • 3h 31m total
  • Chicago to Toronto
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Air Transat
  • Air Transat
  • 4/9
  • Nonstop
  • 1h 42m total
  • Chicago to Toronto
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Highest demand for flights based on searches. 3% potential increase in price (C$ 20 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease (C$ 17 potential savings vs. average RT price).
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Average for round-trip flights in July 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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Find flight deals from Midway to Toronto

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 29 July 2025.

Sun 7/99:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 12/97:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 29/7C$ 236
Wed 10/95:20 p.m.MDW - YTZ
Nonstop1h 42mAir Transat
Fri 12/93:35 p.m.YTZ - MDW
Nonstop1h 49mAir Transat
Deal found 29/7C$ 252
Wed 20/89:40 a.m.MDW - YTZ
Nonstop1h 40mMultiple Airlines
Sat 30/89:00 a.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 27/7C$ 259
Wed 10/99:30 a.m.MDW - YYZ
1 stop3h 02mDelta
Sat 13/96:00 a.m.YYZ - MDW
1 stop8h 03mDelta
Deal found 27/7C$ 321
Thu 21/812:43 p.m.MDW - YYZ
1 stop8h 15mWestJet
Sun 24/86:07 p.m.YYZ - MDW
1 stop16h 29mWestJet
Deal found 28/7C$ 438
Wed 27/810:31 a.m.MDW - YYZ
1 stop5h 26mMultiple Airlines
Sun 31/87:45 a.m.YYZ - MDW
1 stop10h 56mMultiple Airlines
Deal found 29/7C$ 517

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 29 July 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

Sun 7/9

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

Nonstop1h 42m

Toronto Island

Fri 12/9

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

Nonstop1h 49m

C$ 236

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 10/9

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

Nonstop1h 42m

Toronto Island

Fri 12/9

3:35 p.m.-4:24 p.m.

Nonstop1h 49m

C$ 252

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 20/8

9:40 a.m.-12:20 p.m.

Nonstop1h 40m

Toronto Island

Sat 30/8

9:00 a.m.-9:50 a.m.

Nonstop1h 50m

C$ 259

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 10/9

9:30 a.m.-1:32 p.m.

1 stop3h 02m

Toronto Pearson Intl

Sat 13/9

6:00 a.m.-1:03 p.m.

1 stop8h 03m

C$ 321

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 21/8

12:43 p.m.-9:58 p.m.

1 stop8h 15m

Toronto Pearson Intl

Sun 24/8

6:07 p.m.-9:36 a.m.

1 stop16h 29m

C$ 438

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 4/9

9:15 a.m.-11:57 a.m.

Nonstop1h 42m

C$ 96

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 20/8

9:40 a.m.-12:20 p.m.

Nonstop1h 40m

C$ 110

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 8/10

9:20 a.m.-6:30 p.m.

1 stop8h 10m

C$ 122

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 21/8

12:43 p.m.-11:59 p.m.

1 stop10h 16m

C$ 173

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 17/10

6:21 a.m.-9:21 p.m.

1 stop14h 00m

C$ 198

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/7

Showing 1-10 of 12 results
1
2

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 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 29 July 2025.

It’s typically best to fly out from Chicago Midway Airport to Toronto in the morning. Doing so could potentially save you 16% on the flight price compared to flying at noon, which is usually more expensive.

Weekly flight availability from Chicago Midway Airport to Toronto

Explore weekly flight availability from Midway to Toronto. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 29 July 2025.

The most flights from MDW to YTO are scheduled on a Monday (4 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

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 29 July 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Toronto, such as Porter Airlines,Delta, andKLM. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
317 reviews
Check prices

Crew

8.7

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
317 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Crew

8.7

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Delta
8.0
Very good
7,977 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Crew

8.7

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
KLM
7.8
Good
1,383 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Crew

8.7

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Transat
7.7
Good
424 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Crew

8.7

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
WestJet
7.2
Good
2,973 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Crew

8.7

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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.

  • What are the cheapest airlines flying from Chicago Midway Airport to Toronto round-trip?

    According to our current data, Porter Airlines (C$ 236), Air Transat (C$ 252), and Delta (C$ 321) offers the cheapest pricing from Chicago Midway Airport to Toronto. Porter Airlines is priced at 40% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Toronto one-way?

    For one-way options, check prices for Air Transat. According to our data, you can fly for as low as C$ 96. Users have also found prices from C$ 110 and C$ 122 on Porter Airlines and Delta, respectively.

  • 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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto (average of C$ 167). Flying from Chicago Midway Airport to Toronto in July is currently the most expensive (average of C$ 258). 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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