Cheap Flights from Toronto Island Airport to Illinois from $401 Return

Flight deals from Toronto Island Airport to Illinois

Looking for cheap tickets from Toronto Island Airport to Illinois, or a last-minute trip? Find the lowest prices on one-way and return tickets right here.

Chicago.$220 per passenger.Departing Sat, 15 Nov.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Toronto Island on Sat, 15 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $220, select.

Chicago.$221 per passenger.Departing Mon, 17 Nov.One-way flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Toronto Island on Mon, 17 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $221, select.

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Flying from Toronto Island Airport to Illinois

Arm yourself with these facts on the fly.

Cheapest flight found	$220
Cheapest month to fly	November
Average flight time	1 hr, 50 mins
Average flights per week	76
Most popular airline	Porter Airlines

How to find cheap flights from Toronto Island Airport to Illinois

We've compared the best online travel agents and flight providers on the internet to find the cheapest plane tickets from Toronto Island Airport to Illinois. Other savvy travellers recently found return flights from $401 and one-way tickets from $220. Ready to join them? Here are a few tips to help you do it the smart way.

Fly in November

The cheapest time to fly from Toronto Island Airport to Illinois is currently November.

Flex your dates for the best rates

If you’re flexible on your departure dates, you can use Skyscanner's whole month tool to find the cheapest day of the year to fly from Toronto Island Airport to anywhere you choose in Illinois.

Watch as fares rise and fall

With Price Alerts, we'll let you know when flight prices from Toronto Island Airport to your chosen airport in Illinois go up or down so you can book when the time is just right.

Relax – these are fee-free flight tickets

With us, there are no added fees – the Illinois Airport to Illinois flight price you see when you search with us is what you pay to the provider.

Frequently asked questions

Are there any direct flights from Toronto Island Airport to Illinois?

Yes - direct flights currently operate from Toronto Island Airport to Chicago Midway Airport in Illinois.

What is the average price of a flight from Toronto Island Airport to Illinois?

We looked at all of the upcoming return flights from Toronto Island Airport to Illinois we could find over the next 12 months. It looks like $401 is the best price. This is good, compared to the average Illinois ticket price of $401.

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

The cheapest month to fly from Toronto Island Airport to Illinois is currently November.

Which upcoming date is cheapest to fly from Toronto Island Airport to Illinois on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Toronto Island Airport to Illinois on Thursday, 6 November 2025.

If I'm flying from Toronto Island Airport, where in Illinois is cheapest to fly into?

If you're flying from Toronto Island, the cheapest city in Illinois to fly into is Chicago. The cheapest airport serving Chicago at the moment is Chicago Midway.