HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Toronto Island

$103+ 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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTZ
Apr 27 — May 41
Sun 4/27
Sun 5/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Toronto Island with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
2 stars

Round-trip from

$180
(Cheapflightsfares)

One-way from

$103
(Air Canada)

Popular in

December

Cheapest in

January

Average price

$277

Good round-trip deal

$227 or less

Good one-way deal

$133 or less
Provider with most accurate pricing for Chicago (CHI)-Toronto Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto Island flights.
Search Deals
From Chicago (CHI) to Toronto Island
Search Deals
One-way flight from Chicago (CHI) to Toronto Island
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Toronto Island.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Toronto Island.
Search Deals

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 22, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/249:40 amMDW - YTZ
Nonstop1h 42mMultiple Airlines
Mon 5/267:55 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 4/21$180
This FlightHub deal was found by Cheapflights users on 4/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/95:50 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Thu 6/127:55 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 4/22$182
This Mytrip deal was found by Cheapflights users on 4/21. 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.
Tue 6/310:56 amORD - YTZ
1 stop8h 41mAir Canada
Tue 6/1010:25 amYTZ - ORD
1 stop5h 30mAir Canada
Deal found 4/21$184
This Trip.com deal was found by Cheapflights users on 4/21. 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 5/159:40 amMDW - YTZ
Nonstop1h 42mAir Transat
Sun 5/187:55 amYTZ - MDW
Nonstop1h 50mAir Transat
Deal found 4/21$196
This Atrapalo deal was found by Cheapflights users on 4/21. 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.
Thu 6/55:20 pmMDW - YTZ
Nonstop1h 42mAPG Airlines
Thu 6/127:55 amYTZ - MDW
Nonstop1h 50mAPG Airlines
Deal found 4/21$239
This Mytrip deal was found by Cheapflights users on 4/21. 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.
Sat 5/319:08 pmORD - YTZ
1 stop14h 32mMultiple Airlines
Mon 6/22:45 pmYTZ - ORD
2 stops17h 42mMultiple Airlines
Deal found 4/21$300

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 22, 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

Sat 5/24

9:40 am-12:22 pm

Nonstop1h 42m

Toronto Island

Mon 5/26

7:55 am-8:45 am

Nonstop1h 50m

$180

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 6/9

5:50 pm-8:32 pm

Nonstop1h 42m

Toronto Island

Thu 6/12

7:55 am-8:45 am

Nonstop1h 50m

$182

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Tue 6/3

10:56 am-8:37 pm

1 stop8h 41m

Toronto Island

Tue 6/10

10:25 am-2:55 pm

1 stop5h 30m

$184

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 5/15

9:40 am-12:22 pm

Nonstop1h 42m

Toronto Island

Sun 5/18

7:55 am-8:45 am

Nonstop1h 50m

$196

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 6/5

5:20 pm-8:02 pm

Nonstop1h 42m

Toronto Island

Thu 6/12

7:55 am-8:45 am

Nonstop1h 50m

$239

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Sat 5/31

9:08 pm-12:40 pm

1 stop14h 32m

Toronto Island

Mon 6/2

2:45 pm-7:27 am

2 stops17h 42m

$300

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Fri 6/6

6:15 pm-9:32 am

1 stop14h 17m

$103

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 5/5

5:50 pm-8:32 pm

Nonstop1h 42m

$105

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 7/15

9:40 am-12:20 pm

Nonstop1h 40m

$121

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Wed 5/14

9:08 pm-7:27 pm

2 stops21h 19m

$125

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

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 22, 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 22, 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
284 reviews

Boarding

8.2

Comfort

8.1

Food

7.6

Entertainment

7.0

Crew

8.8

Overall

8.0

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
284 reviews
Porter Airlines
8.0
Very good
284 reviews

Boarding

8.2

Comfort

8.1

Food

7.6

Entertainment

7.0

Crew

8.8

Overall

8.0

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
284 reviews

Boarding

8.2

Comfort

8.1

Food

7.6

Entertainment

7.0

Crew

8.8

Overall

8.0

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
9,180 reviews
Porter Airlines
8.0
Very good
284 reviews

Boarding

8.2

Comfort

8.1

Food

7.6

Entertainment

7.0

Crew

8.8

Overall

8.0

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 $182. Additional round-trip tickets that might be worth considering are offered by Air Canada and Air Transat, with the lowest prices starting at $184 and $196, respectively. Porter Airlines is currently priced 33% 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 $103 on Air Canada. Other airlines that offer cheap prices include Porter Airlines from $105 and Air Transat from $121 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$218Average$285FlexibilityNo cancel feeOn-time52%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.