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Toronto Island

$80+ 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 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTZ
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
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 junio 12, 2025.

Round-trip from

$171
(Trip.com)

One-way from

$80
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$269

Good round-trip deal

$188 or less

Good one-way deal

$91 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 ($12 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 junio 12, 2025.

This FlightHub deal was found by Cheapflights users on 6/10. 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.
jue. 9/189:15 amMDW - YTZ
Nonstop1h 42mPorter Airlines
mié. 9/243:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 6/10$170
This Trip.com deal was found by Cheapflights users on 6/12. 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.
mar. 6/249:40 amMDW - YTZ
Nonstop1h 42mMultiple Airlines
jue. 6/267:55 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 6/12$197
This lastminute.com deal was found by Cheapflights users on 6/12. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/2910:40 amORD - YTZ
1 stop5h 05mAir Canada
mié. 10/110:25 amYTZ - ORD
1 stop5h 30mAir Canada
Deal found 6/12$202
This SmartFares deal was found by Cheapflights users on 6/11. 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.
mié. 8/139:40 amMDW - YTZ
Nonstop1h 40mAir Transat
sáb. 8/167:55 amYTZ - MDW
Nonstop1h 50mAir Transat
Deal found 6/11$216
This Atrapalo deal was found by Cheapflights users on 6/11. 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.
vie. 7/185:20 pmMDW - YTZ
Nonstop1h 42mAPG Airlines
dom. 7/207:55 amYTZ - MDW
Nonstop1h 50mAPG Airlines
Deal found 6/11$242
This Mytrip deal was found by Cheapflights users on 6/11. 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.
jue. 7/104:37 pmORD - YTZ
1 stop19h 31mMultiple Airlines
dom. 7/138:45 amYTZ - ORD
1 stop14h 04mMultiple Airlines
Deal found 6/11$318

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 junio 12, 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

jue. 9/18

9:15 am-11:57 am

Nonstop1h 42m

Toronto Island

mié. 9/24

3:35 pm-4:24 pm

Nonstop1h 49m

$170

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

mar. 6/24

9:40 am-12:22 pm

Nonstop1h 42m

Toronto Island

jue. 6/26

7:55 am-8:45 am

Nonstop1h 50m

$197

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

lun. 9/29

10:40 am-4:45 pm

1 stop5h 05m

Toronto Island

mié. 10/1

10:25 am-2:55 pm

1 stop5h 30m

$202

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

mié. 8/13

9:40 am-12:20 pm

Nonstop1h 40m

Toronto Island

sáb. 8/16

7:55 am-8:45 am

Nonstop1h 50m

$216

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

vie. 7/18

5:20 pm-8:02 pm

Nonstop1h 42m

Toronto Island

dom. 7/20

7:55 am-8:45 am

Nonstop1h 50m

$242

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

jue. 7/10

4:37 pm-1:08 pm

1 stop19h 31m

Toronto Island

dom. 7/13

8:45 am-9:49 pm

1 stop14h 04m

$318

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

dom. 8/3

9:40 am-12:20 pm

Nonstop1h 40m

$80

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

dom. 8/31

8:40 am-4:46 pm

1 stop7h 06m

$86

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

jue. 7/3

5:20 pm-8:02 pm

Nonstop1h 42m

$87

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

mié. 6/25

5:51 am-8:05 pm

1 stop13h 14m

$130

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 11 results
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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 junio 12, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Toronto Island Airport in the morning. 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 junio 12, 2025.

The most flights from CHI 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 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 junio 12, 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
288 reviews

Overall

8.0

Entertainment

7.0

Comfort

8.1

Food

7.6

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
288 reviews
Porter Airlines
8.0
Very good
288 reviews

Overall

8.0

Entertainment

7.0

Comfort

8.1

Food

7.6

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
396 reviews
Porter Airlines
8.0
Very good
288 reviews

Overall

8.0

Entertainment

7.0

Comfort

8.1

Food

7.6

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
9,537 reviews
Porter Airlines
8.0
Very good
288 reviews

Overall

8.0

Entertainment

7.0

Comfort

8.1

Food

7.6

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 Porter Airlines is currently your cheapest option to Toronto Island Airport, with prices starting at $171. Additional round-trip tickets that might be worth considering are offered by Air Transat and Air Canada, with the lowest prices starting at $216 and $221, respectively. Porter Airlines is currently priced 37% 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 $80 on Porter Airlines. Other airlines that offer cheap prices include Air Canada from $86 and Air Transat from $87 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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$188Average$279FlexibilityNo cancel feeOn-time52%

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