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Cheap flights from Toronto Island Airport to Illinois from C$ 183

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 25/11. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Toronto Island to Illinois

Keep the following information in mind while searching for Toronto Island to Illinois flight deals. Data was last updated 30 October 2025.

Round-trip from

C$ 258

One-way from

C$ 183

Popular in

October

Cheapest in

July

Average price

C$ 413

Good round-trip deal

C$ 347 or less

Good one-way deal

C$ 197 or less
Porter Airlines
  • Porter Airlines
  • 23/11-12/12
  • Nonstop
  • 3h 32m total
  • Toronto to Illinois
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Porter Airlines
  • Porter Airlines
  • 25/11
  • Nonstop
  • 1h 50m total
  • Toronto to Illinois
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 8 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Toronto Island to Illinois.
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Price to beat on a one-way flight from Toronto Island to Illinois.
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Find flight deals from Toronto Island to Illinois

Enter your travel dates to find the best prices.

Cheapest flights from Toronto Island to Illinois
Explore the most affordable flight options available from Toronto Island to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 30 October 2025.

Fri 5/122:30 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Mon 8/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 29/10C$ 261
Fri 14/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Mon 17/114:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 29/10C$ 265
Thu 11/129:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Sun 14/1211:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 29/10C$ 270
Thu 20/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Mon 24/114:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 27/10C$ 274
Thu 13/112:30 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Tue 18/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 28/10C$ 275
Mon 24/112:30 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Mon 1/1211:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 29/10C$ 278
Fri 14/112:30 p.m.YTZ - MDW
Nonstop1h 50mAir Transat
Mon 17/114:15 p.m.MDW - YTZ
Nonstop1h 42mAir Transat
Deal found 28/10C$ 281
Thu 13/112:30 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Sun 16/1111:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 29/10C$ 286
Sat 6/1211:00 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Mon 8/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 29/10C$ 288
Fri 5/122:30 p.m.YTZ - MDW
Nonstop1h 50mAir Transat
Mon 8/124:15 p.m.MDW - YTZ
Nonstop1h 42mAir Transat
Deal found 28/10C$ 293
Tue 25/1110:30 a.m.YTZ - ORD
1 stop5h 25mAir Canada
Fri 28/113:35 p.m.ORD - YTZ
1 stop5h 00mAir Canada
Deal found 28/10C$ 311
Sat 22/1110:30 a.m.YTZ - ORD
1 stop5h 25mAir Canada
Tue 25/117:05 a.m.ORD - YTZ
1 stop6h 50mAir Canada
Deal found 30/10C$ 313

Cheapflights Fare Finder

 
Customize your flight search to find flights from Toronto Island to Illinois 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 30 October 2025.
Use the filters below to find and compare flights from Toronto Island Airport to Illinois that are best for you.

Fly from

Toronto Island

Fly to

Illinois

Route

Depart

Return

Price

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 14/11

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

Chicago Midway

Mon 17/11

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

C$ 265

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 14/11

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

Chicago Midway

Tue 18/11

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 275

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 24/11

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

Chicago Midway

Mon 1/12

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 278

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 13/1

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

Chicago Midway

Tue 20/1

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 278

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 28/11

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

Chicago Midway

Fri 5/12

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

C$ 281

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 13/11

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

Chicago Midway

Sun 16/11

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 286

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 5/12

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

Chicago Midway

Mon 8/12

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

C$ 293

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 4/12

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

Chicago Midway

Sun 7/12

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 297

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 14/11

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

Chicago Midway

Wed 3/12

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

C$ 300

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 19/11

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

Chicago Midway

Fri 21/11

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

C$ 300

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/10

Showing 1-10 of 43 results
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Best time to book a flight from Toronto Island to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Toronto Island 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 Toronto Island Airport to Illinois

What is the cheapest month to book a flight from Toronto Island Airport to Illinois?

Currently, June is the cheapest month in which you can book a flight from Toronto Island Airport to Illinois (average of C$ 116). Flying from Toronto Island Airport to Illinois in February is currently the most expensive (average of C$ 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 YTZ to IL?

Find hourly flight availability from Toronto Island to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 30 October 2025.

It’s typically best to fly out from Toronto Island Airport to Illinois in the morning. Doing so could potentially save you 35% on the flight price compared to flying in the evening, which is usually more expensive.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated 30 October 2025.
Get a feel of what it's like to fly with Porter Airlines and Air Canada from Toronto Island Airport to Illinois by reading reviews from past customers. 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
384 reviews
Check prices

Comfort

8.0

Entertainment

7.0

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
8.0
Very good
384 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Comfort

8.0

Entertainment

7.0

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Canada
7.1
Good
10,381 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Comfort

8.0

Entertainment

7.0

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

Related info for your journey

Find useful and relevant information for your journey from Toronto Island to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Toronto Island Airport to Illinois?

    There are many flights that can get you from Toronto Island Airport to Illinois in 1h 50m. Fly via Porter Airlines or Air Canada to get the fastest option. The distance between Toronto Island Airport and Illinois is about 711 km. Both multi-stop and direct flights can be found to your destination and back.

  • Can I find deals for flights from Toronto Island to Illinois that include hotel bookings?

    Yes. In addition to deals on Toronto Island to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Toronto Island to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Toronto Island to Illinois.

  • Can I find deals for business class flights from Toronto Island to Illinois?

    Yes. Cheapflights offers flight deals from Toronto Island to Illinois 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 Toronto Island Airport to Illinois?

    Currently, June is the cheapest month in which you can book a flight from Toronto Island Airport to Illinois (average of C$ 116). Flying from Toronto Island Airport to Illinois in February is currently the most expensive (average of C$ 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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Alternative routes for Toronto Island to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Toronto Island to Illinois

Discover the top 2 airlines that operate flights from Toronto Island to Illinois. 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 629,999 searches. Data last updated 30 October 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 198AverageC$ 290FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 309AverageC$ 447FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Toronto Island to Illinois?

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

Need flexible booking options for your flight to Illinois from Toronto Island? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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Not ready to book yet? You can track prices for flights from Toronto Island to Illinois on Cheapflights with our Price Alert feature and get notified when better prices are available.

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