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$70+ Cheap flights from Midway (MDW) to Toronto Island (YTZ)

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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YTZ
Aug 2 — Aug 91
Sat 8/2
Sat 8/9
1 adult, Economy
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Cheap flight deals from Midway to Toronto Island

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Toronto Island (YTZ). 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 July 28, 2025.

Round-trip from

$182
(Trip.com)

One-way from

$78
(Booking.com)

Popular in

January

Cheapest in

June

Average price

$286

Good round-trip deal

$168 or less

Good one-way deal

$69 or less
From Chicago Midway to Toronto Island
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One-way flight from Chicago Midway to Toronto Island
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Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 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 Island.
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Price to beat on a one-way flight from Chicago Midway to Toronto Island.
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Find flight deals from Midway to Toronto Island

Cheapest flights from Midway to Toronto Island
Explore the most affordable flight options available from Midway to Toronto Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/28. 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.
Sun 11/911:00 amMDW - YTZ
Nonstop1h 42mMultiple Airlines
Thu 11/132:30 pmYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 7/28$170
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Sat 8/239:40 amMDW - YTZ
Nonstop1h 40mPorter Airlines
Mon 8/257:55 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 7/27$182
This Mytrip deal was found by Cheapflights users on 7/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/229:40 amMDW - YTZ
Nonstop1h 40mAir Transat
Mon 8/257:55 amYTZ - MDW
Nonstop1h 50mAir Transat
Deal found 7/27$231

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Toronto Island 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 July 28, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Toronto Island Airport that are best for you.

Fly from

Midway

Fly to

Toronto Island

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 11/9

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Thu 11/13

2:30 pm-3:20 pm

Nonstop1h 50m

$170

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 8/23

9:40 am-12:20 pm

Nonstop1h 40m

Toronto Island

Mon 8/25

7:55 am-8:45 am

Nonstop1h 50m

$182

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 8/22

9:40 am-12:20 pm

Nonstop1h 40m

Toronto Island

Mon 8/25

7:55 am-8:45 am

Nonstop1h 50m

$231

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 9/4

9:15 am-11:57 am

Nonstop1h 42m

$70

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 8/21

5:20 pm-8:02 pm

Nonstop1h 42m

$78

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 10/9

5:56 pm-11:40 am

1 stop16h 44m

$132

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Best time to book a flight from Midway to Toronto Island

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

What is the cheapest time of day to fly from MDW to YTZ?

Find hourly flight availability from Midway to Toronto Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 28, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Toronto Island Airport in the afternoon. If you’re flexible enough to do this you can expect to save up to 11% on your trip compared to booking a flight at noon.

Weekly flight availability from Chicago Midway Airport to Toronto Island Airport

Explore weekly flight availability from Midway to Toronto Island. 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 July 28, 2025.

The most flights from MDW to YTZ 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 Island

Get insights into the airlines that provide service to Toronto Island. 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 Island. Reviews last updated July 28, 2025.
See what other customers who have flown with Porter Airlines and Air Transat from Chicago Midway Airport to Toronto Island Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
316 reviews

Boarding

8.2

Crew

8.7

Entertainment

7.0

Overall

8.0

Food

7.6

Comfort

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
316 reviews
Porter Airlines
8.0
Very good
316 reviews

Boarding

8.2

Crew

8.7

Entertainment

7.0

Overall

8.0

Food

7.6

Comfort

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
316 reviews

Boarding

8.2

Crew

8.7

Entertainment

7.0

Overall

8.0

Food

7.6

Comfort

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 Island. 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 Island Airport round-trip?

    Cheapflights users have booked flights from Chicago Midway Airport to Toronto Island Airport round-trip from $186. Another airline that can offer you cheap pricing is Air Transat. Users have found that Porter Airlines is 34% cheaper than the other options available to this destination.

  • What are the most reliable airlines from Chicago Midway Airport to Toronto Island Airport?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago Midway Airport to Toronto Island Airport on time: Porter Airlines (87%), Porter Airlines (87%), Air Transat (87%).

  • What are the cheapest flights from Chicago Midway Airport to Toronto Island Airport?

    Looking at all options, your cheapest flight can be booked for $59. While the most popular route (Chicago Midway - Toronto Island) can be booked for $123 on average our data indicates $147 when flying from Chicago Midway Airport to Toronto Island Airport.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Toronto Island 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 Island Airport?

    Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto Island Airport (average of $228). Flying from Chicago Midway Airport to Toronto Island Airport in November is currently the most expensive (average of $321). 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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Alternative routes for Midway to Toronto Island

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Pearson Intl flights
Midway to Pearson Intl flights
O'Hare Intl to Toronto Island flights
O'Hare Intl to Hamilton flights

Top airline flying from Midway to Toronto Island

Discover the top airline that operate flights from Midway to Toronto Island. 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 July 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$187Average$277FlexibilityNo cancel feeOn-time52%

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