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Cheap flights from Chicago to Toronto Island Airport from C$ 149

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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTZ
2 Apr — 9 Apr1
1 adult

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 28 March 2025.

Round-trip from

C$ 314

One-way from

C$ 149

Popular in

March

Cheapest in

January

Average price

C$ 497

Good round-trip deal

C$ 313 or less

Good one-way deal

C$ 257 or less
Porter Airlines
  • Porter Airlines
  • 24/4-1/5
  • Nonstop
  • 3h 32m total
  • Chicago to Toronto
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Porter Airlines
  • Porter Airlines
  • 11/5
  • Nonstop
  • 1h 42m total
  • Chicago to Toronto
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Highest demand for flights based on searches. 2% potential increase in price (C$ 15 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 14 potential savings vs. average RT price).
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Average for round-trip flights in March 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 28 March 2025.

Thu 24/411:15 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Thu 1/57:55 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 27/3C$ 314
Sat 10/58:40 a.m.ORD - YTZ
1 stop5h 10mAir Canada
Sat 17/53:25 p.m.YTZ - ORD
1 stop5h 47mAir Canada
Deal found 27/3C$ 314
Sat 3/59:40 a.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Sat 10/57:55 a.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 27/3C$ 334
Fri 25/411:15 a.m.MDW - YTZ
Nonstop1h 42mAir Transat
Mon 28/49:30 a.m.YTZ - MDW
Nonstop1h 50mAir Transat
Deal found 27/3C$ 376
Thu 8/59:08 p.m.ORD - YTZ
1 stop10h 22mMultiple Airlines
Tue 13/56:45 p.m.YTZ - ORD
1 stop13h 42mMultiple Airlines
Deal found 27/3C$ 457

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 629,999 searches. Data last updated 28 March 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

Thu 24/4

11:15 a.m.-1:57 p.m.

Nonstop1h 42m

Toronto Island

Thu 1/5

7:55 a.m.-8:45 a.m.

Nonstop1h 50m

C$ 314

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Sat 10/5

8:40 a.m.-2:50 p.m.

1 stop5h 10m

Toronto Island

Sat 17/5

3:25 p.m.-8:12 p.m.

1 stop5h 47m

C$ 314

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 3/5

9:40 a.m.-12:22 p.m.

Nonstop1h 42m

Toronto Island

Sat 10/5

7:55 a.m.-8:45 a.m.

Nonstop1h 50m

C$ 334

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 25/4

11:15 a.m.-1:57 p.m.

Nonstop1h 42m

Toronto Island

Mon 28/4

9:30 a.m.-10:20 a.m.

Nonstop1h 50m

C$ 376

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Thu 8/5

9:08 p.m.-8:30 a.m.

1 stop10h 22m

Toronto Island

Tue 13/5

6:45 p.m.-7:27 a.m.

1 stop13h 42m

C$ 457

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 11/5

5:50 p.m.-8:32 p.m.

Nonstop1h 42m

C$ 149

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Wed 16/4

1:56 p.m.-8:37 p.m.

1 stop5h 41m

C$ 149

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 18/4

5:35 p.m.-8:17 p.m.

Nonstop1h 42m

C$ 166

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Mon 14/4

5:55 a.m.-10:40 a.m.

1 stop27h 45m

C$ 199

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 11/5

6:15 a.m.-10:22 p.m.

2 stops15h 07m

C$ 232

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/3

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 month to book a flight from Chicago to Toronto Island Airport?

Currently, August is the cheapest month in which you can book a flight from Chicago to Toronto Island Airport (average of C$ 216). Flying from Chicago to Toronto Island Airport in November is currently the most expensive (average of C$ 297). 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 28 March 2025.

One of the essential ways to save on airfare from Chicago to Toronto Island Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 12% on airfare.

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 51.0 - 83.0 mm per month. June is typically the wettest month, when rainfall can reach 83.0 mm. February is typically the driest time to visit Toronto Island Airport when rainfall is around 51.0 mm.

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 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -6.0 C).

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 28 March 2025.
Read reviews from past customers who have flown Porter Airlines, Air Transat and Air Canada from Chicago to Toronto. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
7.9
Good
277 reviews
Check prices

Food

7.6

Boarding

8.2

Entertainment

6.9

Crew

8.7

Comfort

8.1

Overall

7.9

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
277 reviews
Porter Airlines
7.9
Good
277 reviews
Check prices

Food

7.6

Boarding

8.2

Entertainment

6.9

Crew

8.7

Comfort

8.1

Overall

7.9

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
381 reviews
Porter Airlines
7.9
Good
277 reviews
Check prices

Food

7.6

Boarding

8.2

Entertainment

6.9

Crew

8.7

Comfort

8.1

Overall

7.9

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
8,986 reviews
Porter Airlines
7.9
Good
277 reviews
Check prices

Food

7.6

Boarding

8.2

Entertainment

6.9

Crew

8.7

Comfort

8.1

Overall

7.9

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 Porter Airlines is currently your cheapest option to Toronto Island Airport, with prices starting at C$ 314. Additional round-trip tickets that might be worth considering are offered by Air Canada and Air Transat, with the lowest prices starting at C$ 314 and C$ 376, respectively. Porter Airlines is currently priced 21% 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?

    The cheapest airlines for a one-way flight from Chicago to Toronto Island Airport are Porter Airlines (C$ 149), Air Canada (C$ 149), and Air Transat (C$ 166).

  • 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, August is the cheapest month in which you can book a flight from Chicago to Toronto Island Airport (average of C$ 216). Flying from Chicago to Toronto Island Airport in November is currently the most expensive (average of C$ 297). 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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Why should you use Cheapflights to find cheap flight tickets from Chicago to Toronto Island?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Toronto Island.

Can Cheapflights find flights from Chicago to Toronto Island with no change fees?

Certainly. Search results for flights to Toronto Island from Chicago shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Chicago to Toronto Island become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Toronto Island from Chicago today and book when prices fit your budget.

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