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Cheap flights from Chicago Midway Airport to Toronto Island Airport 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YTZ
16 Jul — 23 Jul1
1 adult

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 11 July 2025.

Round-trip from

C$ 235

One-way from

C$ 96

Popular in

September

Cheapest in

June

Average price

C$ 335

Good round-trip deal

C$ 268 or less

Good one-way deal

C$ 118 or less
Air Transat
  • Air Transat
  • 6/8-10/8
  • Nonstop
  • 3h 30m total
  • Chicago to Toronto
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Porter Airlines
  • Porter Airlines
  • 12/8
  • Nonstop
  • 1h 42m total
  • Chicago to Toronto
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Highest demand for flights based on searches. 13% potential increase in price (C$ 83 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 22 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 11 July 2025.

Wed 6/89:40 a.m.MDW - YTZ
Nonstop1h 40mMultiple Airlines
Sun 10/87:55 a.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 9/7C$ 235
Sat 23/89:40 a.m.MDW - YTZ
Nonstop1h 40mPorter Airlines
Sat 30/89:00 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/7C$ 239
Fri 8/89:40 a.m.MDW - YTZ
Nonstop1h 40mAir Transat
Sun 10/87:55 a.m.YTZ - MDW
Nonstop1h 50mAir Transat
Deal found 9/7C$ 269

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 629,999 searches. Data last updated 11 July 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

Wed 6/8

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

Nonstop1h 40m

Toronto Island

Sun 10/8

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

Nonstop1h 50m

C$ 235

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 23/8

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$ 239

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 8/8

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

Nonstop1h 40m

Toronto Island

Sun 10/8

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

Nonstop1h 50m

C$ 269

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 12/8

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

Nonstop1h 42m

C$ 96

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 3/9

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

Nonstop1h 42m

C$ 100

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 13/8

2:48 p.m.-1:08 p.m.

1 stop21h 20m

C$ 191

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/7

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 11 July 2025.

It’s typically best to fly out from Chicago Midway Airport to Toronto Island Airport 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 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 11 July 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 11 July 2025.
Read reviews from past customers who have flown Porter Airlines and Air Transat from Chicago Midway Airport to Toronto Island Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
303 reviews
Check prices

Comfort

8.1

Food

7.7

Crew

8.7

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Porter Airlines
8.0
Very good
303 reviews
Porter Airlines
8.0
Very good
303 reviews
Check prices

Comfort

8.1

Food

7.7

Crew

8.7

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Air Transat
7.8
Good
412 reviews
Porter Airlines
8.0
Very good
303 reviews
Check prices

Comfort

8.1

Food

7.7

Crew

8.7

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

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?

    Our cheapest airline available from Chicago Midway Airport to Toronto Island Airport is Porter Airlines. Our recent data shows that you can find tickets from as low as C$ 239 on this airline. An additional option worth looking into is Air Transat, starting at C$ 269. You may be able to fly from Chicago Midway Airport to Toronto Island Airport for 38% less than the average price by searching for these airlines.

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

    Before booking your flight to Toronto Island Airport from Chicago Midway Airport, check out the most reliable airlines to get you to your destination on time: Porter Airlines (88%), Porter Airlines (88%), Air Transat( 88%).

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

    The cheapest flight price from Chicago Midway Airport to Toronto Island Airport is C$ 102. On average you can expect to pay C$ 230. The most popular route, (Chicago Midway - Toronto Island), can usually be booked for C$ 186.

  • 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, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto Island Airport (average of C$ 216). Flying from Chicago Midway Airport to Toronto Island Airport in November is currently the most expensive (average of C$ 297). 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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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

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Why should you use Cheapflights to find cheap flight tickets from Midway to Toronto Island?

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Can Cheapflights find flights from Midway to Toronto Island with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Midway to Toronto Island, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Midway to Toronto Island become cheaper?

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