Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted 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 Midway Airport to Toronto
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Porter Airlines flights from Chicago Midway Airport to Toronto Island Airport
Our best Porter Airlines deals on Chicago Midway Airport to Toronto Island Airport flight tickets
Air Transat flights from Chicago Midway Airport to Toronto Island Airport
Our best Air Transat deals on Chicago Midway Airport to Toronto Island Airport flight tickets
See travel insights to Toronto from
How to get the cheapest flight ticket from Chicago Midway Airport 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?
If you aren’t able to travel during the month of February, then book flights to Toronto Island Airport from Chicago Midway Airport during April instead. Flights to Toronto Island Airport in April, while not as cheap as those in February, still average around $242.
What is the cheapest day to depart on your flight to Toronto Island Airport?
The cheapest day to depart on your flight to Toronto Island Airport is on a Thursday when prices can be found for as low as $281. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $400. 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?
Our data shows that the cheapest Chicago Midway Airport to Toronto Island Airport flights are usually those with departure times in the morning. Our users have found flights to Toronto Island Airport in the morning for as low as $295. In contrast, the most expensive time of day to depart to Toronto Island Airport is in the evening when prices are around $311.
What is the cheapest Chicago Midway to Toronto Island flight route?
Fly from Chicago Midway to Toronto Island for the best Chicago Midway - Toronto Island flight prices
How many flights depart from Chicago Midway Airport to Toronto Island Airport on average per day?
The number of flights available between Chicago Midway Airport and Toronto Island Airport is 3 per day as of March 2025. The most frequent departure time is 11:00AM, with 53% of daily flights leaving in the afternoon.
How many flights depart from Chicago Midway Airport to Toronto Island Airport on average per week?
24 flights are operational weekly from Chicago Midway Airport to Toronto Island Airport as of March 2025. The most popular departure day for this route is Mon, with 17% of flights per week taking off on this day.
When to book flights from Chicago Midway Airport to Toronto Island Airport
Cheap Chicago Midway Airport to Toronto Island Airport (MDW to YTZ) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Toronto Island Airport
How far is Chicago Midway to Toronto Island by plane?
The straight-line distance from Chicago Midway to Toronto Island is 442.0 mi. In terms of flight time, this usually takes a little over 1h 40m.
When did momondo last update prices for flights from Chicago Midway Airport to Toronto Island Airport?
Prices for flights from Chicago Midway Airport to Toronto Island Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago Midway Airport to Toronto Island Airport?
There is 1 operator available for flights from Chicago Midway Airport to Toronto Island Airport as of March 2025.
How old do you have to be to fly from Chicago Midway Airport to Toronto Island Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Toronto Island Airport.
What documentation or ID do you need to fly to Toronto Island Airport?
The travel and health documents you'll need for your trip to Toronto Island Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Toronto Island Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago Midway Airport to Toronto Island Airport?
momondo data reveals that the most frequently booked plane model on the route from Chicago Midway Airport to Toronto Island Airport is De Havilland (Bombardier) DHC-8-400 Dash 8Q, representing 26.71% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 23.54%, Embraer 170 at 16.81%, and Airbus A220-300 at 6.79%.
What is the most popular airline from Chicago Midway Airport to Toronto Island Airport?
momondo data reveals that the most frequently booked airline on the route from Chicago Midway Airport to Toronto Island Airport is Porter Airlines, representing 100% of all bookings.
Best airlines flying from Chicago Midway Airport to Toronto Island Airport
Compare and see reviews for airlines that fly from Chicago Midway Airport to Toronto Island Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $223 | Free Cancellation | Rating 7.9 276 reviews |
Porter Airlines Flights From Chicago Midway Airport to Toronto Island Airport
Porter Airlines operates around 12 flights from Chicago Midway Airport to Toronto Island Airport every week. The average price of these flights found in the last 72 hours has been $292, but momondo users have found Porter Airlines deals from Chicago Midway Airport to Toronto Island Airport from as low as $223 round-trip. Porter Airlines has been scored 7.9/10 in 276 reviews.
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Toronto?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Toronto for 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 offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Toronto.
I’m not ready to book a flight from Chicago to Toronto right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Toronto, momondo offers a useful price alert feature which will track prices for flights to Toronto from Chicago and alert you when they change.