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Cheap flights from Chicago to Toronto Island Airport from C$ 134

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 22/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTZ
5 May — 12 May1
1 adult

Cheap flight deals from Chicago to Toronto Island

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 30 April 2025.

Round-trip from

C$ 246

One-way from

C$ 134

Popular in

December

Cheapest in

January

Average price

C$ 383

Good round-trip deal

C$ 394 or less

Good one-way deal

C$ 145 or less
Porter Airlines
  • Porter Airlines
  • 20/6-24/6
  • Nonstop
  • 3h 29m total
  • Chicago to Toronto
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Air Transat
  • Air Transat
  • 22/7
  • Nonstop
  • 1h 40m total
  • Chicago to Toronto
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Highest demand for flights based on searches. 4% potential increase in price (C$ 24 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 10 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 (CHI) to Toronto Island.
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Price to beat on a one-way flight from Chicago (CHI) to Toronto Island.
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Find flight deals from Chicago to Toronto Island

Cheapest flights from Chicago to Toronto Island
Explore the most affordable flight options available from Chicago to Toronto Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 30 April 2025.

Fri 20/69:40 a.m.MDW - YTZ
Nonstop1h 40mPorter Airlines
Tue 24/63:35 p.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 29/4C$ 246
Thu 12/69:40 a.m.MDW - YTZ
Nonstop1h 40mMultiple Airlines
Thu 19/67:55 a.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 29/4C$ 264
Thu 4/910:40 a.m.ORD - YTZ
1 stop5h 05mAir Canada
Sun 7/93:25 p.m.YTZ - ORD
1 stop5h 46mAir Canada
Deal found 29/4C$ 277
Fri 1/89:40 a.m.MDW - YTZ
Nonstop1h 40mAir Transat
Tue 5/83:35 p.m.YTZ - MDW
Nonstop1h 49mAir Transat
Deal found 29/4C$ 327
Fri 13/69:40 a.m.MDW - YTZ
Nonstop1h 40mAPG Airlines
Fri 20/67:55 a.m.YTZ - MDW
Nonstop1h 50mAPG Airlines
Deal found 29/4C$ 358
Sun 1/67:35 p.m.ORD - YTZ
2 stops17h 05mMultiple Airlines
Wed 4/68:50 a.m.YTZ - ORD
1 stop4h 06mMultiple Airlines
Deal found 29/4C$ 439

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago 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 30 April 2025.
Use the filters below to find and compare flights from Chicago to Toronto Island Airport that are best for you.

Fly from

Chicago

Fly to

Toronto Island

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 12/9

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

Nonstop1h 42m

Toronto Island

Sun 14/9

7:30 a.m.-8:19 a.m.

Nonstop1h 49m

C$ 233

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 12/6

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

Nonstop1h 40m

Toronto Island

Thu 19/6

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

Nonstop1h 50m

C$ 237

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 10/8

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

Nonstop1h 40m

Toronto Island

Fri 15/8

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

Nonstop1h 49m

C$ 270

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Thu 4/9

10:40 a.m.-4:45 p.m.

1 stop5h 05m

Toronto Island

Sun 7/9

3:25 p.m.-8:11 p.m.

1 stop5h 46m

C$ 277

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 24/6

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

Nonstop1h 42m

Toronto Island

Fri 27/6

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

Nonstop1h 50m

C$ 325

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Sun 1/6

7:35 p.m.-1:40 p.m.

2 stops17h 05m

Toronto Island

Wed 4/6

8:50 a.m.-11:56 a.m.

1 stop4h 06m

C$ 439

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 22/7

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

Nonstop1h 40m

C$ 134

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Sat 12/7

8:40 a.m.-2:46 p.m.

1 stop5h 06m

C$ 138

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 5/9

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

Nonstop1h 42m

C$ 143

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Tue 13/5

9:08 p.m.-11:40 a.m.

1 stop13h 32m

C$ 201

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/4

Showing 1-10 of 11 results
1
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Best time to book a flight from Chicago to Toronto Island

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

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

Find hourly flight availability from Chicago 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 30 April 2025.

One of the essential ways to save on airfare from Chicago to Toronto Island Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 10% on airfare.

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 30 April 2025.
Read reviews from past customers who have flown Porter Airlines, Air Transat and Air Canada from Chicago to Toronto. 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
285 reviews
Check prices

Comfort

8.1

Food

7.6

Crew

8.8

Overall

8.0

Entertainment

7.0

Boarding

8.2

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
285 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Comfort

8.1

Food

7.6

Crew

8.8

Overall

8.0

Entertainment

7.0

Boarding

8.2

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
285 reviews
Check prices

Comfort

8.1

Food

7.6

Crew

8.8

Overall

8.0

Entertainment

7.0

Boarding

8.2

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Air Canada
7.0
Good
9,244 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Comfort

8.1

Food

7.6

Crew

8.8

Overall

8.0

Entertainment

7.0

Boarding

8.2

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 Chicago 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 to Toronto Island Airport round-trip?

    Flying on Porter Airlines is currently your cheapest option to Toronto Island Airport, with prices starting at C$ 246. Additional round-trip tickets that might be worth considering are offered by Air Canada and Air Transat, with the lowest prices starting at C$ 249 and C$ 327, respectively. Porter Airlines is currently priced 34% below the average price you’ll pay for this route.

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

    The cheapest airlines for a one-way flight from Chicago to Toronto Island Airport are Air Transat (C$ 134), Porter Airlines (C$ 143), and Air Canada (C$ 143).

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Chicago to Toronto Island Airport (average of C$ 216). Flying from Chicago 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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Top airline flying from Chicago to Toronto Island

Discover the top airline that operate flights from Chicago 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 629,999 searches. Data last updated 30 April 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 339AverageC$ 421FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

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How does Cheapflights help users find flights from Chicago to Toronto Island?

Cheapflights makes it easy to find Chicago to Toronto Island flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Toronto Island.

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

Certainly. Search results for flights to Toronto Island from Chicago shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Toronto Island from Chicago today and book when prices fit your budget.

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