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Cheap flights from Toronto Island Airport to Illinois from C$ 171

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 13/7. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
31 May — 7 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap 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 1 May 2026.

Sun 24/58:55 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Wed 27/53:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 29/4C$ 280
Thu 21/58:55 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Sun 31/53:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 29/4C$ 281
Thu 25/67:20 p.m.
YTZ
-
ORD
Nonstop1h 56m
Air Canada
Mon 29/67:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 27/4C$ 281
Thu 2/71:45 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Wed 22/73:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 28/4C$ 282
Sat 23/58:30 a.m.
YTZ
-
ORD
1 stop7h 23m
Air Canada
Wed 3/67:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 29/4C$ 282
Tue 26/58:55 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Tue 2/610:15 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 29/4C$ 284
Thu 11/612:15 p.m.
YTZ
-
ORD
Nonstop1h 55m
Air Canada
Thu 18/67:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 27/4C$ 284
Fri 22/51:45 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Mon 1/63:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 29/4C$ 285
Mon 8/67:20 p.m.
YTZ
-
ORD
Nonstop1h 56m
Air Canada
Fri 12/62:00 p.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 28/4C$ 285
Tue 30/68:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Thu 16/73:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 29/4C$ 286
Wed 27/58:55 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Mon 1/610:15 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 28/4C$ 288
Fri 29/51:45 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Tue 2/610:15 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 29/4C$ 289

Find 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 1 May 2026.

Round-trip from

C$ 280

One-way from

C$ 171

Popular in

April

Cheapest in

July

Average price

C$ 346

Good round-trip deal

C$ 262 or less

Good one-way deal

C$ 154 or less
Porter Airlines
  • Porter Airlines
  • 24/5-27/5
  • Nonstop
  • 3h 30m total
  • Toronto to Illinois
Search Deals
Porter Airlines
  • Porter Airlines
  • 13/7
  • Nonstop
  • 1h 50m total
  • Toronto to Illinois
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Toronto Island to Illinois.
Search Deals
Price to beat on a one-way flight from Toronto Island to Illinois.
Search Deals

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 1 May 2026.
Use the filters below to find and compare flights from Toronto Island Airport to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 1/7

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

Chicago Midway

Tue 21/7

10:25 a.m.-1:05 p.m.

Nonstop1h 40m

C$ 284

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sun 24/5

8:55 a.m.-9:45 a.m.

Nonstop1h 50m

Chicago Midway

Sun 31/5

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

C$ 300

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sat 6/6

8:45 a.m.-9:35 a.m.

Nonstop1h 50m

Chicago Midway

Wed 10/6

10:15 a.m.-12:55 p.m.

Nonstop1h 40m

C$ 300

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 5/6

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

Chicago Midway

Sun 7/6

10:15 a.m.-12:55 p.m.

Nonstop1h 40m

C$ 307

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 27/5

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

Chicago Midway

Sat 30/5

10:30 a.m.-1:10 p.m.

Nonstop1h 40m

C$ 308

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 29/5

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

Chicago Midway

Sun 31/5

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

C$ 314

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 25/5

8:55 a.m.-9:45 a.m.

Nonstop1h 50m

Chicago Midway

Mon 1/6

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

C$ 316

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sat 22/8

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

Chicago Midway

Sun 23/8

10:25 a.m.-1:05 p.m.

Nonstop1h 40m

C$ 322

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Wed 3/6

8:45 a.m.-9:35 a.m.

Nonstop1h 50m

Chicago Midway

Fri 5/6

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

C$ 326

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 12/5

8:55 a.m.-9:45 a.m.

Nonstop1h 50m

Chicago Midway

Wed 13/5

10:30 a.m.-1:10 p.m.

Nonstop1h 40m

C$ 331

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/5

Showing 1-10 of 44 resultsSorted by cheapest first
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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$ 109). Flying from Toronto Island Airport to Illinois in March is currently the most expensive (average of C$ 258). 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 1 May 2026.

It’s typically best to fly out from Toronto Island Airport to Illinois in the afternoon. Doing so could potentially save you 69% on the flight price compared to flying in the evening, which is usually more expensive.

What is the cheapest day to fly from Toronto Island Airport to Illinois?

Use this chart to determine the cheapest time to fly round-trip from Toronto Island to Illinois. Price data was last updated on 25 April 2026.

Travelers seeking maximum savings on their Toronto Island Airport to Illinois flight should consider departing on Monday mornings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 1 May 2026.
Get a feel of what it's like to fly with Porter Airlines 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
435 reviews
Check prices

Crew

8.6

Entertainment

7.0

Boarding

8.2

Overall

8.0

Food

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Porter Airlines
8.0
Very good
435 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Crew

8.6

Entertainment

7.0

Boarding

8.2

Overall

8.0

Food

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

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 United Airlines to get the fastest option. The distance between Toronto Island Airport and Illinois is about 711 km. Generally, flights for this route are direct.

  • What are the cheapest flights from Toronto Island Airport to Illinois?

    Looking for the cheapest flight from Toronto Island Airport to Illinois? While on average our users pay C$ 580, our data indicates the cheapest price to be C$ 176. The most popular route (Toronto Island - Chicago Midway), is priced around C$ 236.

  • 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$ 109). Flying from Toronto Island Airport to Illinois in March is currently the most expensive (average of C$ 258). 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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Hamilton to Newark flights
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Region of Waterloo Intl to Las Vegas flights
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Toronto Island to San Francisco flights
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Hamilton to Las Vegas flights
Toronto Island to Reagan-National flights
Pearson Intl to Austin flights

Top airline flying from Toronto Island to Illinois

Discover the top airline 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 1 May 2026.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 193AverageC$ 284FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

Fly with Cheapflights

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

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Why should you use Cheapflights to find cheap flight tickets 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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