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Toronto Island

$104+ 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
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$207
(123 Milhas)

One-way from

$111
(FlightHub)

Popular in

July

Cheapest in

January

Average price

$259

Good round-trip deal

$231 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. 1% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This 123 Milhas deal was found by Cheapflights users on 2/20. 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 123 Milhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/177:20 amORD - YTZ
1 stop6h 30mAir Canada
Mon 4/217:25 amYTZ - ORD
1 stop5h 07mAir Canada
Deal found 2/20$207
This CheapTickets deal was found by Cheapflights users on 2/19. 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 CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/512:55 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sat 4/1211:10 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 2/19$211
This Agoda.com deal was found by Cheapflights users on 2/19. 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 Agoda.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1611:15 amMDW - YTZ
Nonstop1h 42mMultiple Airlines
Wed 4/239:30 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 2/19$222
This Trip.com deal was found by Cheapflights users on 2/19. 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 5/309:15 amMDW - YTZ
Nonstop1h 42mAir Transat
Mon 6/23:35 pmYTZ - MDW
Nonstop1h 49mAir Transat
Deal found 2/19$250
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Wed 3/125:55 amORD - YTZ
1 stop7h 00mMultiple Airlines
Wed 3/127:45 pmYTZ - ORD
1 stop12h 59mMultiple Airlines
Deal found 2/19$286
This Yatra.com deal was found by Cheapflights users on 2/20. 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 Yatra.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/221:05 pmMDW - YTZ
Nonstop1h 42mAPG Airlines
Mon 2/2411:20 amYTZ - MDW
Nonstop1h 50mAPG Airlines
Deal found 2/20$669

Find flights from Chicago to Toronto Island within your budget

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 February 20, 2025.

Fly from

Chicago

Fly to

Toronto Island

Route

Depart

Return

Price

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Thu 4/17

7:20 am-2:50 pm

1 stop6h 30m

Toronto Island

Mon 4/21

7:25 am-11:32 am

1 stop5h 07m

$207

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 4/5

12:55 pm-3:37 pm

Nonstop1h 42m

Toronto Island

Sat 4/12

11:10 am-12:00 pm

Nonstop1h 50m

$211

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 4/16

11:15 am-1:57 pm

Nonstop1h 42m

Toronto Island

Wed 4/23

9:30 am-10:20 am

Nonstop1h 50m

$222

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 5/30

9:15 am-11:57 am

Nonstop1h 42m

Toronto Island

Mon 6/2

3:35 pm-4:24 pm

Nonstop1h 49m

$250

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Wed 3/12

5:55 am-1:55 pm

1 stop7h 00m

Toronto Island

Wed 3/12

7:45 pm-7:44 am

1 stop12h 59m

$286

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 6/6

5:20 pm-8:02 pm

Nonstop1h 42m

$104

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Sat 4/5

7:20 am-2:50 pm

1 stop6h 30m

$105

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 4/16

11:15 am-1:57 pm

Nonstop1h 42m

$112

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Wed 3/19

11:04 am-8:40 pm

2 stops32h 36m

$121

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 2/25

8:30 am-10:23 pm

2 stops12h 53m

$245

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

  • 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.

Travel insights for flights from Chicago to Toronto Island

Get recent, data-driven insights about flights from Chicago to Toronto Island including ideal travel times, pricing trends, and more.

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.

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 February 20, 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 5% 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 February 20, 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
7.9
Good
276 reviews

Crew

8.7

Food

7.6

Comfort

8.0

Overall

7.9

Boarding

8.2

Entertainment

6.9

Reviews

1 / 17

10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

Porter Airlines
7.9
Good
276 reviews
Porter Airlines
7.9
Good
276 reviews

Crew

8.7

Food

7.6

Comfort

8.0

Overall

7.9

Boarding

8.2

Entertainment

6.9

Reviews

1 / 17

10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

Air Transat
7.8
Good
380 reviews
Porter Airlines
7.9
Good
276 reviews

Crew

8.7

Food

7.6

Comfort

8.0

Overall

7.9

Boarding

8.2

Entertainment

6.9

Reviews

1 / 17

10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

Air Canada
7.0
Good
8,748 reviews
Porter Airlines
7.9
Good
276 reviews

Crew

8.7

Food

7.6

Comfort

8.0

Overall

7.9

Boarding

8.2

Entertainment

6.9

Reviews

1 / 17

10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

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 $207. Additional round-trip tickets that might be worth considering are offered by Porter Airlines and Air Transat, with the lowest prices starting at $211 and $250, respectively. Air Canada is currently priced 24% 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 $111 on Porter Airlines. Other airlines that offer cheap prices include Air Transat from $112 and Air Canada from $117 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.

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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$231Average$288FlexibilityNo cancel feeOn-time52%
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