Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from $131
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport departing on 4/29. 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.
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 Toronto Pearson Intl Airport to Chicago
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Delta flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport
Our best Delta deals on Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight tickets
Air Canada flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport
Our best Air Canada deals on Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight tickets
See travel insights to Chicago from
How to get the cheapest flight ticket from Toronto Pearson Intl Airport to Chicago O'Hare 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 cheapest month to fly to Chicago O'Hare Intl Airport?
The month of March is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Toronto Pearson Intl Airport averaging around $288.
What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?
The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $425. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Toronto Pearson Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $770.
What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?
Flying to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $344 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $707. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Toronto Pearson Intl to Chicago O'Hare Intl flight route?
Fly from Toronto Pearson Intl to Chicago O'Hare Intl for the best Toronto Pearson Intl - Chicago O'Hare Intl flight prices
How far in advance should I book a flight to Chicago O'Hare Intl Airport?
You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport when booking 12 weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $305 when searching 12 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport for as low as $268 on momondo.
What cabin class options are available on Toronto Pearson Intl to Chicago O'Hare Intl flights?
There are 4 cabin classes available to choose from on Toronto Pearson Intl to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Toronto Pearson Intl to Chicago O'Hare Intl?
Air Canada, Delta, and United Airlines are the most popular carriers operating from Toronto Pearson Intl to Chicago O'Hare Intl
What airlines fly to Chicago O'Hare Intl Airport?
Air Canada, American Airlines and United Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport according to our data. Air Canada is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 4 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport on average per day?
As of March 2025, there are 31 flights per day flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. The most common time of day flights depart is 6:00AM, with 43% of flights taking off at noon.
How many flights depart from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport on average per week?
223 flights are operational weekly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport as of March 2025. The most popular departure day for this route is Thu, with 24% of flights per week taking off on this day.
When to book flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport
Cheap Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (YYZ to ORD) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport
How far is Toronto Pearson Intl to Chicago O'Hare Intl by plane?
Chicago O'Hare Intl is 435.5 mi away from Toronto Pearson Intl. Flights usually cover this in 1h 55m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Prices for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport refresh daily.
How many operators does momondo search for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
As of March 2025, there are 4 operators available to choose from for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport.
How old do you have to be to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
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 Pearson Intl Airport to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The necessary travel and health documents for your Chicago O'Hare Intl 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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Toronto Pearson Intl Airport and Chicago O'Hare Intl Airport, the leading plane model is Boeing 737 MAX 8, making up 14.82% of the total bookings. Other popular models include De Havilland (Bombardier) DHC-8-400 Dash 8Q with 11.69%, Embraer 195 E2 with 10.68%, and Embraer 175 (Enhanced Winglets) with 9.62%.
What is the most popular airline from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport is Air Canada (48% of total bookings). The next most popular airlines are American Airlines (33%), United Airlines (18%), and Porter Airlines (2%).
Best airlines flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport
Compare and see reviews for airlines that fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $194 | Free Cancellation | Rating 7.9 277 reviews | |||
| PriceFrom $203 | Free Cancellation | Rating 7.0 8,990 reviews | |||
| PriceFrom $233 | Free Cancellation | Rating 7.4 8,603 reviews | |||
| PriceFrom $236 | Free Cancellation | Rating 7.2 10,000 reviews |
United Airlines Flights From Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport
Across 37 United Airlines flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport this week, the average price was $310, with the best United Airlines deals starting from $233 round-trip. 8,603 users have rated United Airlines on momondo, with an average score of 7.4/10.
American Airlines Flights From Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport
The best American Airlines deal for Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight tickets found on momondo in the last 72 hours was $236, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $327 round-trip. American Airlines operates 15 flights out of Toronto Pearson Intl Airport into Chicago O'Hare Intl Airport in an average week, so prices vary by time and availability. 10,000 American Airlines reviews by users on momondo have scored the airline at 7.2/10.
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 provides multiple filters to help you find the best flight to Chicago from Toronto. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Toronto to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Toronto 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.