Cheap Flights from YYZ to ORD: When to Fly from Toronto to Chicago

The cheapest times to fly from YYZ to ORD are

• January 1st to March 11th (except the week of February 12th)
• August 27th to December 16th (except the week of October 8th)

based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from YYZ to ORD is early to mid September. Prices can be as high as $349 for Monday flights during mid May, or as low as $218 for Tuesday flights around early to mid September.

When to Fly to Chicago

Flying from Toronto (YYZ) to Chicago, IL (ORD) will usually cost between $225 to $274 per person if booking more than four weeks in advance. On average the very cheapest time to fly is early to mid September with an average ticket price of $225. Due to high demand the most expensive time to fly is mid May, with an average price of $283. Planning your trip to low-cost times can easily save you $58 on economy flights and even more on first-class flights. Generally, any price below $236 can be considered a good price for a round-trip YYZ to ORD flight.

See below for a graph of average weekly prices for the YYZ to ORD route. All prices are for round-trip tickets in USD.

Compared to other flights, the YYZ to ORD flight is much cheaper than the average and costs much less than the average flight leaving from Toronto. The average price per mile (for a direct flight) is $0.34, which is in the normal range for a flight.

Flight Prices by Day of the Week

Tuesday is usually the cheapest day to depart and return on this flight. Mondays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $15 (6%) on this flight.

Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Tuesday and returning a week later will cost an average of $239. Return trip prices are from the ORD to YYZ flight, and often highlight the quality of our data in showing the same trend.

Nonstop Flights and Layovers

Travelers looking to fly from YYZ to ORD can generally find a 0-layover flight. Because there is a direct flight option the real-world direct flight time of 1 hour 46 minutes may be realistic.

Flight Questions Answered

Still have questions about flying from YYZ to ORD? We’ve got answers.

Which airlines fly this route?

You can find 7 major airlines flying this route most often: Air Canada, American, Delta, Emirates, Qantas, United, WestJet, and potentially more during busy seasons.

How far away is it from Chicago O’Hare International Airport to Lester B. Pearson International Airport?

The distance between the two airports is roughly 435 miles or 700 kilometers.

How long does it take to fly from YYZ to ORD?

The real-world flight time for a nonstop YYZ to ORD flight is about 1 hour 46 minutes.

How many flights go between Toronto and Chicago, IL?

It depends on the day of the week and the date, but a typical day might have around 33 available flights from YYZ to ORD.

Airport Location Info

Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.