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$104+ Cheap flights from Midway (MDW) to Toronto (YTO)

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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YTO
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
1 adult, Economy
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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 febrero 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$211
(CheapTickets)

One-way from

$104
(Cheapflightsfares)

Popular in

March

Cheapest in

July

Average price

$269

Good round-trip deal

$231 or less

Good one-way deal

$116 or less
Provider with most accurate pricing for Chicago Midway-Toronto (YTO) flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Toronto (YTO) flights.
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From Chicago Midway to Toronto (YTO)
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One-way flight from Chicago Midway to Toronto (YTO)
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Highest demand for flights based on searches. 3% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in February 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 febrero 20, 2025.

This CheapTickets deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 4/512:55 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
sáb. 4/1211:10 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 2/19$211
This Agoda.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Agoda.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/1611:15 amMDW - YTZ
Nonstop1h 42mMultiple Airlines
mié. 4/239:30 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 2/19$222
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 4/65:15 amMDW - YYZ
1 stop17h 15mMultiple Airlines
dom. 4/137:25 pmYYZ - MDW
1 stop10h 55mMultiple Airlines
Deal found 2/20$246
This Trip.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/309:15 amMDW - YTZ
Nonstop1h 42mAir Transat
lun. 6/23:35 pmYTZ - MDW
Nonstop1h 49mAir Transat
Deal found 2/19$250
This KAYAK deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/241:16 pmMDW - YYZ
1 stop8h 43mDelta
mié. 3/266:00 amYYZ - MDW
1 stop7h 36mDelta
Deal found 2/20$293
This lastminute.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/131:16 pmMDW - YYZ
1 stop8h 43mWestJet
lun. 3/172:45 pmYYZ - MDW
1 stop4h 33mWestJet
Deal found 2/20$311
This Yatra.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Yatra.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/221:05 pmMDW - YTZ
Nonstop1h 42mAPG Airlines
lun. 2/2411:20 amYTZ - MDW
Nonstop1h 50mAPG Airlines
Deal found 2/20$669

Find flights from Midway to Toronto within your budget

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 2,558,603 searches. Data last updated febrero 20, 2025.

Fly from

Midway

Fly to

Toronto

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

sáb. 4/5

12:55 pm-3:37 pm

Nonstop1h 42m

Toronto Island

sáb. 4/12

11:10 am-12:00 pm

Nonstop1h 50m

$211

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

mié. 4/16

11:15 am-1:57 pm

Nonstop1h 42m

Toronto Island

mié. 4/23

9:30 am-10:20 am

Nonstop1h 50m

$222

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

dom. 4/6

5:15 am-11:30 pm

1 stop17h 15m

Toronto Pearson Intl

dom. 4/13

7:25 pm-5:20 am

1 stop10h 55m

$246

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

vie. 5/30

9:15 am-11:57 am

Nonstop1h 42m

Toronto Island

lun. 6/2

3:35 pm-4:24 pm

Nonstop1h 49m

$250

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

lun. 3/24

1:16 pm-10:59 pm

1 stop8h 43m

Toronto Pearson Intl

mié. 3/26

6:00 am-12:36 pm

1 stop7h 36m

$293

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

jue. 3/13

1:16 pm-10:59 pm

1 stop8h 43m

Toronto Pearson Intl

lun. 3/17

2:45 pm-6:18 pm

1 stop4h 33m

$311

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

vie. 6/6

5:20 pm-8:02 pm

Nonstop1h 42m

$104

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

mié. 4/16

11:15 am-1:57 pm

Nonstop1h 42m

$112

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

mar. 2/25

8:30 am-11:45 am

1 stop26h 15m

$115

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

mié. 3/19

9:25 am-4:12 pm

1 stop5h 47m

$121

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 12 results
1
2

Compare providers for flights from Midway to Toronto

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Toronto in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Toronto flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Toronto flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Toronto flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Toronto flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Toronto flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

Travel insights for flights from Midway to Toronto

Get recent, data-driven insights about flights from Midway to Toronto including ideal travel times, pricing trends, and more.

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 $243). Flying from Chicago Midway Airport to Toronto in July is currently the most expensive (average of $359). 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 febrero 20, 2025.

When flying from Chicago Midway Airport to Toronto, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 18% versus a flight in the evening.

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 2.0 - 3.3 inches per month. June is typically the wettest month, when rainfall can reach 3.3 in. February is typically the driest time to visit Toronto when rainfall is around 2.0 in.

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 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 febrero 20, 2025.
Read through reviews of airlines operating flights from Chicago to Toronto, such as Delta, Porter Airlines and Air Transat. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,219 reviews
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Porter Airlines
7.9
Good
276 reviews
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Air Transat
7.8
Good
380 reviews
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet
7.2
Good
2,801 reviews
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding 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?

    Cheapflights users have booked flights from Chicago Midway Airport to Toronto round-trip from $211. Other airlines that can offer you cheap pricing are Air Transat, from $250, and Delta, from $293. Users have found that Porter Airlines is 27% cheaper than the other options available to this destination.

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

    The cheapest airlines for a one-way flight from Chicago Midway Airport to Toronto are Porter Airlines ($104), Air Transat ($112), and Delta ($121).

  • 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 $243). Flying from Chicago Midway Airport to Toronto in July is currently the most expensive (average of $359). 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

Browse thousands of different options on Cheapflights for your next trip

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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 2,558,603 searches. Data last updated febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$231Average$288FlexibilityNo cancel feeOn-time52%
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