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Cheap flights from Chicago Midway Airport to Toronto from C$ 147

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 7/5. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YTO
22 Apr — 29 Apr1
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 17 April 2025.

Round-trip from

C$ 262

One-way from

C$ 147

Popular in

March

Cheapest in

July

Average price

C$ 417

Good round-trip deal

C$ 303 or less

Good one-way deal

C$ 186 or less
Porter Airlines
  • Porter Airlines
  • 8/5-11/5
  • Nonstop
  • 3h 31m total
  • Chicago to Toronto
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Delta
  • Delta
  • 7/5
  • 1 total stop
  • 3h 33m total
  • Chicago to Toronto
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Highest demand for flights based on searches. 9% potential increase in price (C$ 59 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 16 potential savings vs. average RT price).
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Average for round-trip flights in April 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 17 April 2025.

Thu 8/55:20 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 11/54:05 p.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 17/4C$ 262
Sun 11/55:50 p.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Wed 14/54:05 p.m.YTZ - MDW
Nonstop1h 49mMultiple Airlines
Deal found 16/4C$ 301
Fri 15/85:20 p.m.MDW - YTZ
Nonstop1h 42mAir Transat
Mon 18/83:35 p.m.YTZ - MDW
Nonstop1h 49mAir Transat
Deal found 16/4C$ 367
Wed 30/49:20 a.m.MDW - YYZ
1 stop6h 49mDelta
Tue 6/512:15 p.m.YYZ - MDW
1 stop7h 05mDelta
Deal found 16/4C$ 370
Thu 8/55:20 p.m.MDW - YTZ
Nonstop1h 42mAPG Airlines
Mon 12/54:05 p.m.YTZ - MDW
Nonstop1h 49mAPG Airlines
Deal found 16/4C$ 442
Wed 14/51:55 p.m.MDW - YYZ
1 stop8h 19mWestJet
Wed 28/512:30 p.m.YYZ - MDW
1 stop6h 15mWestJet
Deal found 15/4C$ 477
Mon 5/58:30 a.m.MDW - YYZ
2 stops9h 40mMultiple Airlines
Sat 10/51:25 p.m.YYZ - MDW
1 stop8h 49mMultiple Airlines
Deal found 17/4C$ 537

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 17 April 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 8/5

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

Nonstop1h 42m

Toronto Island

Sun 11/5

4:05 p.m.-4:54 p.m.

Nonstop1h 49m

C$ 262

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 11/5

9:40 a.m.-12:22 p.m.

Nonstop1h 42m

Toronto Island

Tue 20/5

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

Nonstop1h 49m

C$ 298

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 7/5

9:16 a.m.-3:00 p.m.

1 stop4h 44m

Toronto Pearson Intl

Thu 8/5

3:50 p.m.-6:45 p.m.

1 stop3h 55m

C$ 370

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 3/7

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

Nonstop1h 42m

Toronto Island

Mon 7/7

7:55 a.m.-8:45 a.m.

Nonstop1h 50m

C$ 383

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 8/5

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

Nonstop1h 42m

Toronto Island

Mon 12/5

4:05 p.m.-4:54 p.m.

Nonstop1h 49m

C$ 442

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 11/6

9:21 a.m.-6:34 p.m.

1 stop8h 13m

Toronto Pearson Intl

Thu 12/6

1:04 p.m.-5:40 p.m.

1 stop5h 36m

C$ 484

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Mon 5/5

8:30 a.m.-7:10 p.m.

2 stops9h 40m

Toronto Pearson Intl

Sat 10/5

1:25 p.m.-9:14 p.m.

1 stop8h 49m

C$ 537

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 7/5

6:25 p.m.-10:58 p.m.

1 stop3h 33m

C$ 147

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 16/5

5:50 p.m.-8:32 p.m.

Nonstop1h 42m

C$ 148

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 14/5

9:40 a.m.-12:22 p.m.

Nonstop1h 42m

C$ 155

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/4

Showing 1-10 of 13 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 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 17 April 2025.

It’s typically best to fly out from Chicago Midway Airport to Toronto in the morning. Doing so could potentially save you 10% on the flight price compared to flying at noon, which is usually more expensive.

Rainfall in Toronto by month

Plan your trip to Toronto by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Toronto ranges from 51.0 - 83.0 mm per month. June is typically the wettest month, when rainfall can reach 83.0 mm. February is typically the driest time to visit Toronto when rainfall is around 51.0 mm.

Temperature in Toronto by month

Plan your trip to Toronto by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Toronto, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -6.0 C).

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 17 April 2025.
Peruse reviews from past customers who have flown with Porter Airlines, Delta and Air Transat from Chicago to Toronto to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
281 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.7

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Porter Airlines
8.0
Very good
281 reviews
Porter Airlines
8.0
Very good
281 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.7

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Delta
8.0
Very good
7,917 reviews
Porter Airlines
8.0
Very good
281 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.7

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Air Transat
7.8
Good
385 reviews
Porter Airlines
8.0
Very good
281 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.7

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
WestJet
7.2
Good
2,809 reviews
Porter Airlines
8.0
Very good
281 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.7

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you

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$ 262), Delta (C$ 370), and Air Transat (C$ 383) offers the cheapest pricing from Chicago Midway Airport to Toronto. Porter Airlines is priced at 36% 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 Delta. According to our data, you can fly for as low as C$ 147. Users have also found prices from C$ 148 and C$ 155 on Porter Airlines and Air Transat, 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.

See more FAQs

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Top airline flying from Midway to Toronto

Discover the top airline that operate flights from Midway to Toronto. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 17 April 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 340AverageC$ 422FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

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

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

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