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Not ready to book? to track prices.Find the cheapest flights from Toronto Island Airport to Chicago
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Air Canada flights from Toronto Island Airport to Chicago
Our best Air Canada deals on Toronto Island Airport to Chicago flight tickets
Porter Airlines flights from Toronto Island Airport to Chicago
Our best Porter Airlines deals on Toronto Island Airport to Chicago flight tickets
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How to get the cheapest flight ticket from Toronto Island Airport to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The month of December is, on average, the cheapest month to fly to Chicago from Toronto Island Airport, with most prices found around $230. If you’re not able to fly to Chicago in December, then February is your next best option. Flight prices from Toronto Island Airport to Chicago during February average around $237.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $402. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Toronto Island Airport to Chicago for around $672.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Toronto Island Airport to Chicago during this time can be as low as $314. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $750.
What is the cheapest Toronto Island to Chicago flight route?
Fly from Toronto Island to Chicago Midway for the best Toronto Island - Chicago flight prices
How many flights depart from Toronto Island Airport to Chicago on average per day?
The number of flights available between Toronto Island Airport and Chicago is 1 per day as of February 2025. The most frequent departure time is 11:00AM, with 100% of daily flights leaving at noon.
How many flights depart from Toronto Island Airport to Chicago on average per week?
As of February 2025, there are 12 flights per week flying from Toronto Island Airport to Chicago. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.
When to book flights from Toronto Island Airport to Chicago
Cheap Toronto Island Airport to Chicago (YTZ to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Toronto Island Airport to Chicago
How far is Toronto Island to Chicago by plane?
The straight-line distance from Toronto Island to Chicago is 434.2 mi. By plane, this route typically takes 1h 49m.
When did momondo last update prices for flights from Toronto Island Airport to Chicago?
Prices for flights from Toronto Island Airport to Chicago are updated daily.
How many operators does momondo search for flights from Toronto Island Airport to Chicago?
As of February 2025, there is 1 operator available to choose from for flights from Toronto Island Airport to Chicago.
How old do you have to be to fly from Toronto Island Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Toronto Island Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Toronto Island Airport to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Toronto Island Airport to Chicago is De Havilland (Bombardier) DHC-8-400 Dash 8Q, representing 33.47% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 15.56%, Airbus A220-300 at 13.69%, and Embraer 175 (Enhanced Winglets) at 11.53%.
What is the most popular airline from Toronto Island Airport to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Toronto Island Airport to Chicago is Porter Airlines (100% of total bookings).
Best airlines flying from Toronto Island Airport to Chicago
Compare and see reviews for airlines that fly from Toronto Island Airport to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $209 | Free Cancellation | Rating 7.9 276 reviews |
Porter Airlines Flights From Toronto Island Airport to Chicago
Porter Airlines flight deals from Toronto Island Airport to Chicago start from $209 round-trip. Over the 6 Porter Airlines flights for this route in a normal week, average airfare is usually $261 round-trip - but some users have found much cheaper deals with momondo.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Toronto to Chicago?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Toronto to Chicago. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Toronto to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from Toronto which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Toronto to Chicago?
momondo helps you find the best flight between Toronto and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Toronto to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Toronto and alert you when they change.