Cheap flights from Chicago to Toronto from $51
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 9/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
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 to Toronto
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
American Airlines flights from Chicago to Toronto Pearson Intl Airport
Our best American Airlines deals on Chicago to Toronto Pearson Intl Airport flight tickets
Delta flights from Chicago to Toronto Pearson Intl Airport
Our best Delta deals on Chicago to Toronto Pearson Intl Airport flight tickets
See travel insights to Toronto from
How to get the cheapest flight ticket from Chicago to Toronto Pearson Intl 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 typical price of a round-trip flight between Chicago and Toronto Pearson Intl Airport?
What is the cheapest month to fly to Toronto Pearson Intl Airport?
The cheapest month to fly to Toronto Pearson Intl Airport from Chicago is in April. Flight prices, which tend to average around $271, are often lower during this time because this is during the off-season. If you don’t want to visit Toronto Pearson Intl Airport in April, then you should wait until May to fly from Chicago, when ticket prices are also cheap, with an average price of $277.
What is the cheapest day to depart on your flight to Toronto Pearson Intl Airport?
The cheapest day to depart from Chicago to Toronto Pearson Intl Airport is on a Thursday when prices can be found for as low as $632. The most expensive day to fly to Toronto Pearson Intl Airport is Sunday, with ticket prices averaging around $764.
What is the cheapest time of day to depart on your flight to Toronto Pearson Intl Airport?
Flying to Toronto Pearson Intl Airport from Chicago in the morning is the least expensive time of day to depart. momondo users have found prices as low as $559 when looking at flights departing in the morning. Flights in the afternoon are often more expensive with an average ticket price of $767.
What is the cheapest Chicago to Toronto Pearson Intl flight route?
Fly from Chicago O'Hare Intl to Toronto Pearson Intl for the best Chicago - Toronto Pearson Intl flight prices
How far in advance should I book a flight to Toronto Pearson Intl Airport?
You are more likely to see cheaper flights to Toronto Pearson Intl Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Toronto Pearson Intl Airport for around $319 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Toronto Pearson Intl Airport from Chicago for as low as $166 on momondo.
What cabin class options are available on Chicago to Toronto Pearson Intl flights?
There are 4 cabin classes available to choose from on Chicago to Toronto Pearson Intl 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 Pearson Intl Airport flights?
No. A direct flight is the cheapest option for a flight between Chicago to Toronto Pearson Intl Airport.
How have Chicago to Toronto Pearson Intl Airport flight prices changed over time?
As of July 2025, prices for Chicago to Toronto Pearson Intl Airport flights are approximately 34% cheaper when compared to flights at the same time last year.
What is the cheapest airline that flies from Chicago to Toronto Pearson Intl?
Air Canada, United Airlines, and American Airlines are the most popular carriers operating from Chicago to Toronto Pearson Intl
What airlines fly to Toronto Pearson Intl Airport?
Air Canada, United Airlines and American Airlines are the top three most popular airlines that fly to Toronto Pearson Intl Airport from Chicago according to our data. Air Canada is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Toronto Pearson Intl Airport. Keep in mind that there are 4 different airlines that fly to Toronto Pearson Intl Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Toronto Pearson Intl Airport on average per day?
The number of flights available between Chicago and Toronto Pearson Intl Airport is 44 per day as of July 2025. The most frequent departure time is 8:00PM, with 40% of daily flights leaving at noon.
How many flights depart from Chicago to Toronto Pearson Intl Airport on average per week?
313 flights are operational weekly from Chicago to Toronto Pearson Intl Airport as of July 2025. The most popular departure day for this route is Wed, with 20% of flights per week taking off on this day.
When to book flights from Chicago to Toronto Pearson Intl Airport
Cheap Chicago to Toronto Pearson Intl Airport (CHI to YYZ) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Toronto Pearson Intl Airport
How far is Chicago to Toronto Pearson Intl by plane?
Toronto Pearson Intl is 424.4 mi away from Chicago. By plane, this route typically takes 1h 39m.
When did momondo last update prices for flights from Chicago to Toronto Pearson Intl Airport?
Prices for flights from Chicago to Toronto Pearson Intl Airport refresh daily.
How many operators does momondo search for flights from Chicago to Toronto Pearson Intl Airport?
As of July 2025, there are 4 operators available to choose from for flights from Chicago to Toronto Pearson Intl Airport.
How old do you have to be to fly from Chicago to Toronto Pearson Intl 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 to Toronto Pearson Intl Airport.
What documentation or ID do you need to fly to Toronto Pearson Intl Airport?
The travel and health documents required for your trip to Toronto Pearson Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Toronto Pearson Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to Toronto Pearson Intl Airport?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Toronto Pearson Intl Airport is De Havilland (Bombardier) DHC-8-400 Dash 8Q, representing 18.04% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 17.10%, Embraer 175 at 9.12%, and Airbus A220-300 at 6.89%.
What is the most popular airline from Chicago to Toronto Pearson Intl Airport?
momondo data reveals that the most frequently booked airline on the route from Chicago to Toronto Pearson Intl Airport is Air Canada, representing 48% of all bookings. The subsequent popular airlines are United Airlines at 30%, American Airlines at 20%, and Porter Airlines at 2%.
Best airlines flying from Chicago to Toronto Pearson Intl Airport
Compare and see reviews for airlines that fly from Chicago to Toronto Pearson Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $109 | Free Cancellation | Rating 8.0 298 reviews | |||
| PriceFrom $119 | Free Cancellation | Rating 7.1 9,678 reviews | |||
| PriceFrom $140 | Free Cancellation | Rating 7.4 8,861 reviews | |||
| PriceFrom $190 | Free Cancellation | Rating 7.2 10,000 reviews |
United Airlines Flights From Chicago to Toronto Pearson Intl Airport
Across 72 United Airlines flights from Chicago to Toronto Pearson Intl Airport this week, the average price was $325, with the best United Airlines deals starting from $140 round-trip. 8,861 users have rated United Airlines on momondo, with an average score of 7.4/10.
American Airlines Flights From Chicago to Toronto Pearson Intl Airport
Another popular option for Chicago to Toronto Pearson Intl Airport flights is American Airlines (7.2/10, 10,000 ratings). American Airlines flies from Chicago to Toronto Pearson Intl Airport around 15 times per week, with deals starting from $190 round-trip and rising to an average price of around $377.
Traveling 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?
Finding the right flight to Toronto from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Toronto quick and easy, saving you time and money.
Can I find flights from Chicago to Toronto with flexible booking policies on momondo?
momondo does allow users to show only those flights to Toronto from Chicago which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Chicago to Toronto?
Once all potential Chicago to Toronto flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
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.