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Toronto Island

$97+ Cheap flights from Chicago (CHI) 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 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTZ
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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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 April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
2 stars

Round-trip from

$178
(Kiwi.com)

One-way from

$97
(Trip.com)

Popular in

December

Cheapest in

January

Average price

$277

Good round-trip deal

$218 or less

Good one-way deal

$116 or less
Provider with most accurate pricing for Chicago (CHI)-Toronto Island flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto Island flights.
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From Chicago (CHI) to Toronto Island
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One-way flight from Chicago (CHI) to Toronto Island
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Highest demand for flights based on searches. 4% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 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 April 29, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Fri 6/209:40 amMDW - YTZ
Nonstop1h 40mPorter Airlines
Tue 6/243:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 4/29$178
This Trip.com deal was found by Cheapflights users on 4/29. 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.
Thu 6/129:40 amMDW - YTZ
Nonstop1h 40mMultiple Airlines
Thu 6/197:55 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 4/29$191
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/410:40 amORD - YTZ
1 stop5h 05mAir Canada
Sun 9/73:25 pmYTZ - ORD
1 stop5h 46mAir Canada
Deal found 4/29$200
This Trip.com deal was found by Cheapflights users on 4/29. 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.
Fri 8/19:40 amMDW - YTZ
Nonstop1h 40mAir Transat
Tue 8/53:35 pmYTZ - MDW
Nonstop1h 49mAir Transat
Deal found 4/29$236
This Atrapalo deal was found by Cheapflights users on 4/29. 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 Atrapalo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/139:40 amMDW - YTZ
Nonstop1h 40mAPG Airlines
Fri 6/207:55 amYTZ - MDW
Nonstop1h 50mAPG Airlines
Deal found 4/29$259
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Sun 6/17:35 pmORD - YTZ
2 stops17h 05mMultiple Airlines
Wed 6/48:50 amYTZ - ORD
1 stop4h 06mMultiple Airlines
Deal found 4/29$317

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 2,558,603 searches. Data last updated April 29, 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 6/20

9:40 am-12:20 pm

Nonstop1h 40m

Toronto Island

Tue 6/24

3:35 pm-4:24 pm

Nonstop1h 49m

$178

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 6/12

9:40 am-12:20 pm

Nonstop1h 40m

Toronto Island

Thu 6/19

7:55 am-8:45 am

Nonstop1h 50m

$191

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Thu 9/4

10:40 am-4:45 pm

1 stop5h 05m

Toronto Island

Sun 9/7

3:25 pm-8:11 pm

1 stop5h 46m

$200

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 8/1

9:40 am-12:20 pm

Nonstop1h 40m

Toronto Island

Tue 8/5

3:35 pm-4:24 pm

Nonstop1h 49m

$236

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 6/13

9:40 am-12:20 pm

Nonstop1h 40m

Toronto Island

Fri 6/20

7:55 am-8:45 am

Nonstop1h 50m

$259

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Sun 6/1

7:35 pm-1:40 pm

2 stops17h 05m

Toronto Island

Wed 6/4

8:50 am-11:56 am

1 stop4h 06m

$317

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 7/22

9:40 am-12:20 pm

Nonstop1h 40m

$97

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Sat 7/12

8:40 am-2:46 pm

1 stop5h 06m

$100

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 9/5

5:20 pm-8:02 pm

Nonstop1h 42m

$103

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Tue 5/13

9:08 pm-11:40 am

1 stop13h 32m

$145

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 11 results
1
2
  • Most accurate provider: When it comes to deals on Chicago-Toronto Island Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Toronto Island Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Toronto Island Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Toronto Island Airport 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-Toronto Island Airport 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 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 April 29, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Toronto Island Airport in the afternoon. If you’re flexible enough to do this you can expect to save up to 6% on your trip compared to booking a flight in the evening.

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 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 Island Airport when rainfall is around 2.0 in.

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 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 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 April 29, 2025.
Get a feel of what it's like to fly with Porter Airlines, Air Transat and Air Canada from Chicago to Toronto by reading reviews from past customers. 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

Food

7.6

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.8

Entertainment

7.0

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

Food

7.6

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.8

Entertainment

7.0

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

Food

7.6

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.8

Entertainment

7.0

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

Food

7.6

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.8

Entertainment

7.0

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 $178. Additional round-trip tickets that might be worth considering are offered by Air Canada and Air Transat, with the lowest prices starting at $200 and $236, 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?

    One-way options have recently been found by users for as low as $97 on Air Transat. Other airlines that offer cheap prices include Air Canada from $100 and Porter Airlines from $103 one-way.

  • 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, February is the cheapest month in which you can book a flight from Chicago to Toronto Island Airport (average of $228). Flying from Chicago 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.

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 2,558,603 searches. Data last updated April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$198Average$284FlexibilityNo cancel feeOn-time52%

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