Cheap Flights from Chicago to Toronto Pearson International

Compare Chicago to Toronto Pearson International flight deals

Find the cheapest month or even day of the year to fly to Toronto Pearson International

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Flight deals from Chicago to Toronto Pearson International Airport

Looking for a cheap last-minute deal or the best return flight from Chicago to Toronto Pearson International Airport? If you want to travel next month, return fares start from R 3,966. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Toronto Pearson International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Toronto Pearson International flights are currently cheapest in May.

Direct flights from Chicago to Toronto Pearson International

Chicago to Toronto Pearson International: Alternative routes

Compare routes from Chicago to Toronto below. You may find an airport to fly into that's cheaper, faster, or easier than Toronto Pearson International.

Chicago to Toronto: Flight information

The things to know before you go.
Cheapest flight foundR 1,432
Cheapest month to flyMay
Average flight time1 hr, 49 mins
Most popular airlineUnited
Average flights per week736

Finding cheap flights from Chicago to Toronto Pearson International: Frequently asked questions

The best price we found for a return flight from Chicago to Toronto Pearson International is R 3,760. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 49 minutes is the average flight time from Chicago to Toronto Pearson International.
United, Air Canada and Republic Airways fly direct from Chicago to Toronto Pearson International.
As of March 2026, there are 783 flights per week flying from Chicago to Toronto Pearson International.
The cheapest month to fly from Chicago to Toronto Pearson International is usually July.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Toronto Pearson International Airport on Saturday, 25 July 2026.
Yes – the average flight time is 1 hour and 49 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Toronto Pearson International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Toronto is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Toronto Pearson International is United .

Flying from Chicago to Toronto Pearson International Airport (YYZ): What you need to know

  • Chicago's main base, Chicago O'Hare International Airport (ORD), is where countless incredible trips begin. Explore the departure options from here when planning your flight from Chicago to Toronto Pearson International Airport (YYZ).

  • 1 hour 45 minutes is the average journey time for a direct Chicago to Toronto Pearson International Airport flight.

  • Toronto Pearson International Airport is located in Toronto. The city is in the UTC-5 timezone and is one hour ahead of Chicago.

  • With 123 direct weekly flights between the two airports, Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ) is the most popular route. United Airlines operates the earliest flight at 7:04am. If you're eager to make the most of your day before flying, the last flight from ORD to YYZ is with United Airlines at 9:15pm.

  • Your flight from Chicago to YYZ won't wait if you're running late, so show up at the airport on time. Arrive up to one hour in advance for domestic flights and two hours ahead for international travel.

  • With more people on the move during peak months like July, get to the terminal earlier than usual. Two hours for domestic flights and as much as four for international journeys will allow for extra wait times. Remember things also get busy during major holidays like Christmas and local events or festivals.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Chicago O'Hare International Airport (ORD) provides a hassle-free way to reach your destination. Nonstop flights from Chicago to Toronto Pearson International Airport (YYZ) take off from this terminal.

  • Popular carriers that operate direct flights from Chicago to Toronto Pearson International Airport out of ORD include:

  • The majority of travellers prefer to book seats with United from ORD to YYZ.

  • Among carriers operating on this route, American Airlines has the best track record for timely arrivals.

  • Located around 27 kilometres from the centre of Chicago, ORD can be reached in about 30 minutes by car, depending on traffic. The journey by public transport takes roughly 45 minutes.

  • Booked an early flight from Chicago to Toronto Pearson International Airport? Avoid rushing to the terminal (and get a little more snooze time) by choosing one of these hotels close to Chicago O'Hare International Airport:

  • 70% of flights departing from Chicago O'Hare International Airport make it to their destination on schedule.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Add another location to your travels or just take a moment to reset with a stopover. If you'd like to break up your flight from Chicago to Toronto Pearson International Airport, browse these options when departing from Chicago Midway International Airport:

    • Minneapolis-Saint Paul International Airport (MSP)

    • Detroit Metropolitan Wayne County Airport (DTW)

    • St Louis Lambert International Airport (STL)

  • With public transport, you can travel from central Chicago to MDW in around 30 minutes. The terminal is roughly 16 kilometres away, and making the journey by car will take approximately 25 minutes.

  • Want to treat yourself to an extra night away before catching your Chicago to YYZ flight? Check in to a hotel near Chicago Midway International Airport before your adventure officially starts. These stays have your key waiting:

  • When it comes to flight punctuality, Chicago Midway International Airport has an on-time arrival rate of 76%.

  • The street address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • You can book a plane ticket from Chicago to Toronto Pearson International Airport (YYZ) with one or more stops leaving from Chicago Rockford International Airport (RFD). These are some of the most common stopovers between RFD and YYZ:

    • Los Angeles International Airport (LAX)

    • Las Vegas Harry Reid International Airport (LAS)

    • Nashville International Airport (BNA)

  • The journey to RFD from central Chicago is around 2 hours by public transport. If you're in a car, it'll take you about 1 hour 40 minutes to cover the 145 kilometres or so.

  • Sleep a little longer and still make your Chicago to Toronto Pearson International Airport flight with time to spare. These accommodation options near Chicago Rockford International Airport make departure day a breeze if you're flying out early:

  • The on-time performance record of RFD is 71%. To put it simply, that's how often flights departing this airport arrive as planned.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Toronto Pearson International Airport (YYZ)

Getting from Toronto Pearson International Airport (YYZ) to central Toronto

  • From Toronto Pearson International Airport, central Toronto is around 27 kilometres away. It takes about 30 minutes to reach the city centre by car.

  • It'll take around 25 minutes if you're travelling by public transport.

How to find the cheapest flights from Chicago to Toronto Pearson International Airport (YYZ)

  • At the moment, R 1,432 is the lowest price we've found for a one-way ticket from Chicago to Toronto Pearson International Airport. The cheapest price for a return flight is R 3,760. Remember fares may change due to availability at the time of booking.

  • Booking in advance is often the key to finding a cheap flight from Chicago to YYZ. Airlines adjust prices based on demand, so the closer you get to departure, the more you'll likely spend.

  • The 'Whole month' tool will show you the cheapest Chicago to Toronto Pearson International Airport tickets throughout the entire month. It's an easy way to find a bargain if your dates are flexible.

  • Spend less time searching for cheap plane tickets from Chicago to YYZ by creating a Price Alert. We'll send you an email or push notification on the app when a new discounted fare appears.

  • Filters make it easier to snap up a deal on your flight from Chicago to Toronto Pearson International Airport. Choose the departure times, carriers and stops that make sense for you. Then sort the results by 'Cheapest' to zero in on the cheapest fare fast.

The best time to fly from Chicago to Toronto Pearson International Airport (YYZ)

  • It's time to figure out your travel dates for your flight from Chicago to Toronto Pearson International Airport (YYZ). July is the busiest month to visit Toronto. If you're all about a more relaxed kind of trip, go in January.

  • Book a Chicago to YYZ plane ticket departing in July if you want to visit the city during its warmest month. Expect temperatures in Toronto to range from 15ºC (59ºF) to 28ºC (82ºF).

  • February has temperatures of between -15ºC (5ºF) and 3ºC (37ºF). Look for cheap tickets from Chicago to Toronto Pearson International Airport around that time if you want to travel when it's cooler.

More about Toronto

  • When it comes to looking for somewhere to lay your head, you'll find the best stays in Toronto right here. Check out these hotels once you've locked in your flight from Chicago to Toronto Pearson International Airport:

  • Every great journey has to include some sightseeing. CN Tower, The Top CN Tower and Royal Ontario Museum are must-visits when exploring Toronto.

Explore more of Canada

  • Toronto has its own special appeal, but there are so many other corners of Canada you'll want to see. About 153 kilometres southwest of Toronto, a trip to London will keep your itinerary packed. Start with popular sights like Forks of the Thames River, Fanshawe Pioneer Village and Storybook Gardens.

  • If you want to check out another side of Canada, head for Kingston, about 257 kilometres east of Toronto. Fort Henry, Rideau Canal - Jones Falls Defensible Lockmasters House and Kingston Penitentiary are among its highlights.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.