Cheap flights from Chicago to Toronto from C$ 61
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Toronto departing on 15/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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American Airlines flights from Chicago to Toronto
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How to get the cheapest flight ticket from Chicago to Toronto
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 typical price of a round-trip flight between Chicago and Toronto?
What is the cheapest month to fly to Toronto?
The month of July is, on average, the cheapest month to fly to Toronto from Chicago, with most prices found around C$ 363. The month of August is another great option to travel to Toronto, with average flight prices from Chicago averaging around C$ 364.
What is the cheapest day to depart on your flight to Toronto?
According to our data, Tuesday is the cheapest day to fly to Toronto from Chicago. The lowest ticket price found for a Tuesday departure recently was C$ 385. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Chicago to Toronto on a Monday will generally be more expensive and average around C$ 564. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.
What is the cheapest time of day to depart on your flight to Toronto?
Flying to Toronto from Chicago in the evening is the least expensive time of day to depart. momondo users have found prices as low as C$ 374 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around C$ 459. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Chicago to Toronto flight route?
Fly from Chicago Midway to Toronto Island for the best Chicago - Toronto flight prices
How far in advance should I book a flight to Toronto?
You are more likely to see cheaper flights to Toronto from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Toronto for around C$ 434 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Toronto from Chicago for as low as C$ 226 on momondo.
What cabin class options are available on Chicago to Toronto flights?
There are 3 cabin classes available to choose from on Chicago to Toronto flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Chicago to Toronto flights?
No. A direct flight is the cheapest option for a flight between Chicago to Toronto.
How have Chicago to Toronto flight prices changed over time?
As of July 2025, prices for Chicago to Toronto flights are approximately 29% cheaper when compared to flights at the same time last year.
How many flights depart from Chicago to Toronto on average per day?
As of July 2025, there are 48 flights per day flying from Chicago to Toronto. The most common time of day flights depart is 8:00p.m., with 40% of flights taking off at noon.
How many flights depart from Chicago to Toronto on average per week?
As of July 2025, 339 flights take off from Chicago and land in Toronto each week. The most common flight departure day for this route is Wed, with 19% of weekly flights taking off on this day.
When to book flights from Chicago to Toronto
Cheap Chicago to Toronto (CHI to YTO) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Toronto
How far is Chicago to Toronto by plane?
Chicago and Toronto are 700.6 km apart from one another. Flights usually cover this in 1h 39m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago to Toronto?
Prices for flights from Chicago to Toronto are updated daily.
How many operators does momondo search for flights from Chicago to Toronto?
There are 2 operators available for flights from Chicago to Toronto as of July 2025.
How old do you have to be to fly from Chicago to Toronto?
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.
What documentation or ID do you need to fly to Toronto?
The necessary travel and health documents for your Toronto 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?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Toronto is De Havilland (Bombardier) DHC-8-400 Dash 8Q, representing 20.83% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 17.96%, Embraer 175 at 9.22%, and Airbus A220-300 at 6.71%.
What is the most popular airline from Chicago to Toronto?
momondo data reveals that the most frequently booked airline on the route from Chicago to Toronto is Porter Airlines, representing 77% of all bookings. The subsequent popular airlines are Air Canada at 15% and United Airlines at 8%.
Best airlines flying from Chicago to Toronto
Compare and see reviews for airlines that fly from Chicago to Toronto with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom C$ 200 | Free Cancellation | Rating 7.1 9,678 reviews | |||
| PriceFrom C$ 257 | Free Cancellation | Rating 7.4 8,861 reviews |
United Airlines Flights From Chicago to Toronto
The lowest priced United Airlines flight from Chicago to Toronto from the last 72 hours was C$ 188. Generally, United Airlines has 72 flights on this route every week with an average price of C$ 292. United Airlines is rated 7.4/10 by our users.
Air Canada Flights From Chicago to Toronto
Across 9,681 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Chicago to Toronto about 76 times each week, with ticket deals ranging from C$ 147 to C$ 324. Price data is based on momondo searches in the last 72 hours.
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Why should I use momondo to find a flight deal from Chicago to Toronto?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Toronto . Millions of users trust and use momondo every year so you are in good hands.
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?
Price alerts on flights to Toronto from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.