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$103+ Cheap flights from Toronto Island (YTZ) to Illinois

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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
YTZ — ORD
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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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 July 31, 2025.

Round-trip from

$149
(SmartFares)

One-way from

$103
(SmartFares)

Popular in

December

Cheapest in

June

Average price

$270

Good round-trip deal

$170 or less

Good one-way deal

$101 or less
From Toronto Island to Illinois
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One-way flight from Toronto Island to Illinois
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Highest demand for flights based on searches. 7% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 31, 2025.

This SmartFares deal was found by Cheapflights users on 7/29. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/163:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Mon 9/225:20 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 7/29$149
This Booking.com deal was found by Cheapflights users on 7/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/133:25 pmYTZ - ORD
1 stop5h 46mAir Canada
Sat 9/203:35 pmORD - YTZ
1 stop4h 59mAir Canada
Deal found 7/29$155
This Cheapflightsfares deal was found by Cheapflights users on 7/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/19:00 amYTZ - MDW
Nonstop1h 50mAir Transat
Wed 9/39:35 amMDW - YTZ
Nonstop1h 42mAir Transat
Deal found 7/29$166
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/257:50 amYTZ - MDW
Nonstop1h 49mMultiple Airlines
Mon 9/295:20 pmMDW - YTZ
Nonstop1h 42mMultiple Airlines
Deal found 7/29$196
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/228:25 amYTZ - ORD
2 stops14h 33mMultiple Airlines
Tue 9/235:17 pmORD - YTZ
2 stops20h 28mMultiple Airlines
Deal found 7/30$310

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 2,558,603 searches. Data last updated July 31, 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 9/16

3:35 pm-4:24 pm

Nonstop1h 49m

Chicago Midway

Mon 9/22

5:20 pm-8:02 pm

Nonstop1h 42m

$149

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 9/13

3:25 pm-8:11 pm

1 stop5h 46m

Chicago O'Hare Intl

Sat 9/20

3:35 pm-9:34 pm

1 stop4h 59m

$155

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 9/1

9:00 am-9:50 am

Nonstop1h 50m

Chicago Midway

Wed 9/3

9:35 am-12:17 pm

Nonstop1h 42m

$166

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 9/25

7:50 am-8:39 am

Nonstop1h 49m

Chicago Midway

Mon 9/29

5:20 pm-8:02 pm

Nonstop1h 42m

$196

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Mon 9/22

8:25 am-9:58 pm

2 stops14h 33m

Chicago O'Hare Intl

Tue 9/23

5:17 pm-2:45 pm

2 stops20h 28m

$310

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 8/29

9:00 am-9:50 am

Nonstop1h 50m

$103

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sat 9/27

7:50 am-8:39 am

Nonstop1h 49m

$106

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Mon 10/6

8:25 am-2:55 pm

1 stop7h 30m

$107

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Fri 9/5

2:45 pm-12:39 pm

2 stops22h 54m

$188

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 10/6

8:45 am-6:43 pm

1 stop10h 58m

$193

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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, August is the cheapest month in which you can book a flight from Toronto Island Airport to Illinois (average of $245). Flying from Toronto Island Airport to Illinois in March 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 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 July 31, 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 July 31, 2025.
Peruse reviews from past customers who have flown with Porter Airlines, Air Transat, and Air Canada from Toronto Island Airport to Illinois to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
318 reviews

Comfort

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
318 reviews
Porter Airlines
8.0
Very good
318 reviews

Comfort

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Transat
7.7
Good
424 reviews
Porter Airlines
8.0
Very good
318 reviews

Comfort

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Canada
7.1
Good
9,851 reviews
Porter Airlines
8.0
Very good
318 reviews

Comfort

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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.

  • What are the cheapest airlines to fly from Toronto Island Airport to Illinois one-way?

    To fly one-way, consider booking your trip with Porter Airlines, which is currently one of the cheapest options available, starting at $103. Air Transat flights start at $106 while deals on Air Canada start at $107 one-way.

  • 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, August is the cheapest month in which you can book a flight from Toronto Island Airport to Illinois (average of $245). Flying from Toronto Island Airport to Illinois in March 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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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 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 2,558,603 searches. Data last updated July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$158Average$257FlexibilityNo cancel feeOn-time52%

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