Save money when you book flights with momondo
Big names, great deals
Big names, great deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Early arrival? Instantly customize your resultsTrusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Chicago to Toronto
Cheap round-trip flights
Cheap one-way flights
Cheap last-minute flights
Cheap direct flights
Porter Airlines flights from Chicago to Toronto Island Airport
Our best Porter Airlines deals on Chicago to Toronto Island Airport flight tickets
Air Transat flights from Chicago to Toronto Island Airport
Our best Air Transat deals on Chicago to Toronto Island Airport flight tickets
See travel insights to Toronto from
How to get the cheapest flight ticket from Chicago to Toronto Island Airport
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 Toronto Island Airport?
The cheapest month to fly to Toronto Island Airport from Chicago is in January. Flight prices, which tend to average around C$ 319, are often lower during this time because this is during the off-season. If you aren’t able to travel to Toronto Island Airport during the month of January, then flying in October is also cheap. Prices for this month can be found on momondo for an average of C$ 327.
What is the cheapest day to depart on your flight to Toronto Island Airport?
On average, the least expensive day to fly to Toronto Island Airport from Chicago is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as C$ 347. However, this price may fluctuate depending on the airline, the season, and holidays. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 566. These prices are subject to change though, so be sure to set up a Price Alert for flights to Toronto Island Airport.
What is the cheapest time of day to depart on your flight to Toronto Island Airport?
Flying to Toronto Island Airport from Chicago in the morning is the least expensive time of day to depart. momondo users have found prices as low as C$ 397 when looking at flights departing in the morning. In contrast, the most expensive time of day to depart to Toronto Island Airport is at noon when prices are around C$ 463.
What is the cheapest Chicago to Toronto Island flight route?
Fly from Chicago Midway to Toronto Island for the best Chicago - Toronto Island flight prices
How many flights depart from Chicago to Toronto Island Airport on average per day?
As of June 2025, there are 3 flights per day flying from Chicago to Toronto Island Airport. The most common time of day flights depart is 9:00a.m., with 63% of flights taking off at noon.
How many flights depart from Chicago to Toronto Island Airport on average per week?
As of June 2025, 26 flights take off from Chicago and land in Toronto Island Airport each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.
When to book flights from Chicago to Toronto Island Airport
Cheap Chicago to Toronto Island Airport (CHI to YTZ) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Toronto Island Airport
How far is Chicago to Toronto Island by plane?
There are 698.8 km between Chicago and Toronto Island. Flights usually cover this in 1h 40m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago to Toronto Island Airport?
Prices for flights from Chicago to Toronto Island Airport are updated daily.
How old do you have to be to fly from Chicago to Toronto Island Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Toronto Island Airport.
What documentation or ID do you need to fly to Toronto Island Airport?
The necessary travel and health documents for your Toronto Island Airport 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 Chicago to Toronto Island Airport?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Toronto Island Airport is De Havilland (Bombardier) DHC-8-400 Dash 8Q, representing 31.63% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 23.43%, Embraer 170 at 8.20%, and Embraer 175 at 7.24%.
Travelling to a place near Toronto?
Book flights to Toronto if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Toronto?
It is quick and easy to find Chicago to Toronto flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Toronto that suits you.
Can I find flights from Chicago to Toronto with flexible booking policies on momondo?
All flight searches from Chicago to Toronto on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Chicago to Toronto?
momondo helps you find the best flight between Chicago and Toronto 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 Chicago to Toronto right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Chicago to Toronto flights. All you need is a valid email address and we will do the rest; it is that quick and easy.