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Toronto Island

$83+ 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 7/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTZ
Jul 5 — Jul 121
Sat 7/5
Sat 7/12
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 June 30, 2025.

Round-trip from

$180
(Air Canada)

One-way from

$83
(Trip.com)

Popular in

December

Cheapest in

January

Average price

$269

Good round-trip deal

$192 or less

Good one-way deal

$86 or less
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 June 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 June 30, 2025.

This Air Canada deal was found by Cheapflights users on 6/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/38:40 amORD - YTZ
1 stop5h 05mAir Canada
Sat 9/63:25 pmYTZ - ORD
1 stop5h 46mAir Canada
Deal found 6/30$180
This SmartFares deal was found by Cheapflights users on 6/30. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/95:20 pmMDW - YTZ
Nonstop1h 42mAir Transat
Sat 9/137:30 amYTZ - MDW
Nonstop1h 49mAir Transat
Deal found 6/30$185
This Mytrip deal was found by Cheapflights users on 6/30. 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.
Thu 8/149:40 amMDW - YTZ
Nonstop1h 40mPorter Airlines
Thu 8/213:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 6/30$191
This Trip.com deal was found by Cheapflights users on 6/29. 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 8/15:20 pmMDW - YTZ
Nonstop1h 42mMultiple Airlines
Sun 8/37:55 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 6/29$217

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 June 30, 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

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Wed 9/3

8:40 am-2:45 pm

1 stop5h 05m

Toronto Island

Sat 9/6

3:25 pm-8:11 pm

1 stop5h 46m

$180

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 9/9

5:20 pm-8:02 pm

Nonstop1h 42m

Toronto Island

Sat 9/13

7:30 am-8:19 am

Nonstop1h 49m

$185

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 8/14

9:40 am-12:20 pm

Nonstop1h 40m

Toronto Island

Thu 8/21

3:35 pm-4:24 pm

Nonstop1h 49m

$191

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 8/1

5:20 pm-8:02 pm

Nonstop1h 42m

Toronto Island

Sun 8/3

7:55 am-8:45 am

Nonstop1h 50m

$217

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 7/23

9:40 am-12:20 pm

Nonstop1h 40m

$83

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Sat 7/26

8:40 am-2:46 pm

1 stop5h 06m

$91

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 8/10

9:40 am-12:20 pm

Nonstop1h 40m

$99

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Mon 7/21

7:45 am-5:43 pm

1 stop8h 58m

$147

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Fri 8/15

7:00 am-7:42 pm

2 stops11h 42m

$217

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 7/11

12:50 pm-5:43 pm

1 stop27h 53m

$240

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/28

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 June 30, 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 10% on your trip compared to booking a flight in the evening.

Weekly flight availability from Chicago to Toronto Island Airport

Explore weekly flight availability from Chicago 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 June 30, 2025.

The most flights from CHI to YTZ are scheduled on a Friday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

How much does it cost to fly round-trip from Chicago to Toronto Island Airport?

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 June 30, 2025.
See what other customers who have flown with Porter Airlines, Air Transat, and Air Canada from Chicago to Toronto Island Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
296 reviews

Food

7.6

Entertainment

7.0

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

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
296 reviews
Porter Airlines
8.0
Very good
296 reviews

Food

7.6

Entertainment

7.0

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

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
405 reviews
Porter Airlines
8.0
Very good
296 reviews

Food

7.6

Entertainment

7.0

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

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 Canada
7.1
Good
9,654 reviews
Porter Airlines
8.0
Very good
296 reviews

Food

7.6

Entertainment

7.0

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

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 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 Air Canada is currently your cheapest option to Toronto Island Airport, with prices starting at $180. Additional round-trip tickets that might be worth considering are offered by Porter Airlines and Air Transat, with the lowest prices starting at $183 and $185, respectively. Air Canada 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 $83 on Porter Airlines. Other airlines that offer cheap prices include Air Canada from $91 and Air Transat from $99 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 2 airlines flying from Chicago to Toronto Island

Discover the top 2 airlines 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 June 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$187Average$279FlexibilityNo cancel feeOn-time52%
Air CanadaCheapest$301Average$460FlexibilityNo cancel feeOn-time67%

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