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Cheap flights from Toronto Island Airport to Illinois from C$ 188

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 19/10. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
15 Oct — 22 Oct1
1 adult
1 adult, Economy

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 15 September 2025.

Round-trip from

C$ 323

One-way from

C$ 188

Popular in

December

Cheapest in

July

Average price

C$ 351

Good round-trip deal

C$ 241 or less

Good one-way deal

C$ 211 or less
Porter Airlines
  • Porter Airlines
  • 14/10-22/10
  • 1 total stop
  • 6h 37m total
  • Toronto to Illinois
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Porter Airlines
  • Porter Airlines
  • 20/10
  • Nonstop
  • 1h 49m total
  • Toronto to Illinois
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 42 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).
Search Deals
Average for round-trip flights in September 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

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 15 September 2025.

Tue 14/107:30 p.m.YTZ - MDW
1 stop4h 55mMultiple Airlines
Wed 22/109:35 a.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Deal found 15/9C$ 323
Sat 18/107:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Sat 25/109:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 14/9C$ 332
Thu 16/103:35 p.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Sun 19/109:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 15/9C$ 333
Tue 14/107:30 p.m.YTZ - MDW
1 stop4h 55mMultiple Airlines
Sat 18/109:35 a.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Deal found 13/9C$ 334
Sat 18/107:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Mon 20/109:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 14/9C$ 336
Tue 28/109:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Tue 4/114:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 13/9C$ 337
Fri 17/103:35 p.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Tue 28/1011:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 13/9C$ 338
Tue 14/107:30 p.m.YTZ - MDW
1 stop4h 55mMultiple Airlines
Sun 19/109:35 a.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Deal found 15/9C$ 340
Mon 6/107:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Thu 9/109:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 14/9C$ 341
Fri 17/103:35 p.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Mon 20/105:20 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 13/9C$ 343
Wed 15/103:35 p.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Mon 20/105:20 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 13/9C$ 344
Sun 12/107:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Sun 19/109:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 14/9C$ 345

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 15 September 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

Tue 14/10

7:30 p.m.-11:25 p.m.

1 stop4h 55m

Chicago Midway

Wed 22/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

C$ 323

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 14/10

7:30 p.m.-11:25 p.m.

1 stop4h 55m

Chicago Midway

Thu 23/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

C$ 323

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 13/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

Chicago Midway

Tue 21/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

C$ 332

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sat 18/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

Chicago Midway

Sat 25/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

C$ 332

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 15/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

Chicago Midway

Mon 20/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

C$ 332

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 17/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

Chicago Midway

Thu 23/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

C$ 332

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sun 12/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

Chicago Midway

Thu 23/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

C$ 332

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 14/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

Chicago Midway

Mon 20/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

C$ 332

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 28/10

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

Nonstop1h 50m

Chicago Midway

Tue 4/11

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

Nonstop1h 42m

C$ 337

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 16/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

Chicago Midway

Mon 20/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

C$ 338

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/9

Showing 1-10 of 45 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, January is the cheapest month in which you can book a flight from Toronto Island Airport to Illinois (average of C$ 261). Flying from Toronto Island Airport to Illinois in March is currently the most expensive (average of C$ 348). 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 15 September 2025.

When flying from Toronto Island Airport to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 15 September 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
7.9
Good
363 reviews
Check prices

Crew

8.6

Food

7.6

Comfort

7.9

Entertainment

7.0

Overall

7.9

Boarding

8.1

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
7.9
Good
363 reviews
Porter Airlines
7.9
Good
363 reviews
Check prices

Crew

8.6

Food

7.6

Comfort

7.9

Entertainment

7.0

Overall

7.9

Boarding

8.1

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
10,000 reviews
Porter Airlines
7.9
Good
363 reviews
Check prices

Crew

8.6

Food

7.6

Comfort

7.9

Entertainment

7.0

Overall

7.9

Boarding

8.1

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 49m. 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, January is the cheapest month in which you can book a flight from Toronto Island Airport to Illinois (average of C$ 261). Flying from Toronto Island Airport to Illinois in March is currently the most expensive (average of C$ 348). 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 15 September 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 204AverageC$ 314FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 306AverageC$ 568FlexibilityNo 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.

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

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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