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Cheap flights from Chicago Midway Airport to Toronto Island Airport from C$ 150

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 29/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YTZ
8 Mar — 15 Mar1
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 3 March 2025.

Round-trip from

C$ 296

One-way from

C$ 150

Popular in

September

Cheapest in

April

Average price

C$ 373

Good round-trip deal

C$ 364 or less

Good one-way deal

C$ 226 or less
Porter Airlines
  • Porter Airlines
  • 15/4-22/4
  • Nonstop
  • 3h 32m total
  • Chicago to Toronto
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Porter Airlines
  • Porter Airlines
  • 29/3
  • Nonstop
  • 1h 42m total
  • Chicago to Toronto
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Highest demand for flights based on searches. 12% potential increase in price (C$ 88 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 27 potential savings vs. average RT price).
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Average for round-trip flights in March 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 3 March 2025.

Tue 15/411:15 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 22/49:30 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 2/3C$ 296
Thu 27/311:15 a.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Mon 31/39:30 a.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 1/3C$ 347
Sat 19/412:55 p.m.MDW - YTZ
Nonstop1h 42mAir Transat
Sun 20/49:30 a.m.YTZ - MDW
Nonstop1h 50mAir Transat
Deal found 3/3C$ 360
Tue 8/45:35 p.m.MDW - YTZ
Nonstop1h 42mAPG Airlines
Tue 15/49:30 a.m.YTZ - MDW
Nonstop1h 50mAPG Airlines
Deal found 2/3C$ 489

Find flights from Midway to Toronto Island within your budget

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 3 March 2025.

Fly from

Midway

Fly to

Toronto Island

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 13/4

5:35 p.m.-8:17 p.m.

Nonstop1h 42m

Toronto Island

Tue 15/4

9:30 a.m.-10:20 a.m.

Nonstop1h 50m

C$ 299

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 8/4

11:15 a.m.-1:57 p.m.

Nonstop1h 42m

Toronto Island

Fri 11/4

3:50 p.m.-4:40 p.m.

Nonstop1h 50m

C$ 324

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 19/4

12:55 p.m.-3:37 p.m.

Nonstop1h 42m

Toronto Island

Sun 20/4

9:30 a.m.-10:20 a.m.

Nonstop1h 50m

C$ 360

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 17/4

5:35 p.m.-8:17 p.m.

Nonstop1h 42m

Toronto Island

Thu 24/4

9:30 a.m.-10:20 a.m.

Nonstop1h 50m

C$ 489

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 29/3

12:55 p.m.-3:37 p.m.

Nonstop1h 42m

C$ 150

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 3/4

5:35 p.m.-8:17 p.m.

Nonstop1h 42m

C$ 162

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 2/4

11:15 a.m.-1:57 p.m.

Nonstop1h 42m

C$ 168

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 4/5

6:15 a.m.-9:43 p.m.

2 stops14h 28m

C$ 262

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/3

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.

Travel insights for flights from Midway to Toronto Island

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

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.

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 3 March 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 10% 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 3 March 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).

Rainfall in Toronto Island by month

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

In terms of precipitation, rainfall in Toronto Island Airport 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 Island Airport when rainfall is around 51.0 mm.

Temperature in Toronto Island by month

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

If weather is an important factor for your trip to Toronto Island Airport, 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 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 3 March 2025.
Porter Airlines
7.9
Good
280 reviews
Check prices

Comfort

8.0

Crew

8.7

Food

7.6

Entertainment

7.0

Overall

7.9

Boarding

8.2

Reviews

1 / 17

10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

Porter Airlines
7.9
Good
280 reviews
Porter Airlines
7.9
Good
280 reviews
Check prices

Comfort

8.0

Crew

8.7

Food

7.6

Entertainment

7.0

Overall

7.9

Boarding

8.2

Reviews

1 / 17

10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

Air Transat
7.8
Good
382 reviews
Porter Airlines
7.9
Good
280 reviews
Check prices

Comfort

8.0

Crew

8.7

Food

7.6

Entertainment

7.0

Overall

7.9

Boarding

8.2

Reviews

1 / 17

10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

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$ 296 on this airline. Additional options worth looking into are Air Transat and APG Airlines, starting at C$ 360 and C$ 489 round-trip. You may be able to fly from Chicago Midway Airport to Toronto Island Airport for 31% less than the average price by searching for these airlines.

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

    For one-way options, check prices for Porter Airlines. According to our data, you can fly for as low as C$ 150. Users have also found prices from C$ 162 and C$ 168 on Air Transat and APG Airlines, respectively.

  • 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 (55%), Porter Airlines (55%), Air Transat( 55%).

  • 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$ 129. On average you can expect to pay C$ 381. The most popular route, (Chicago Midway - Toronto Island), can usually be booked for C$ 308.

  • 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.

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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.

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