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

Book the best Toronto Pearson International fare with no extra fees

Flight deals from Chicago to Toronto Pearson International

Looking for a cheap last-minute deal or the best return flight from Chicago to Toronto Pearson International? 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 November.

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 953
Cheapest month to flyNovember
Average flight time1 hr, 49 mins
Most popular airlineUnited
Average flights per week612

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 2,706. 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 June 2025, there are 612 flights per week flying from Chicago to Toronto Pearson International.
The cheapest month to fly from Chicago to Toronto Pearson International is usually June 2025.
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 Tuesday, 11 November 2025.
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.

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

  • Put your holiday plans into action by considering where you'll take off for your flight from Chicago to Pearson International Airport (YYZ). O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the main airports in Chicago.

  • The average duration of a direct Chicago to Pearson International Airport flight is 1 hour 45 minutes.

  • Pearson International Airport is located in Toronto. The city is in the UTC-4 timezone and is one hour ahead of Chicago.

  • O'Hare International Airport (ORD) to Pearson International Airport (YYZ) is the most popular route. There are 116 direct departures a week to choose from. If you prefer a later start to the day, take the last flight with United Airlines at 9:15pm. Opt for the first ORD to YYZ departure with United Airlines at 7:04am if you'd rather not wait around.

  • To ensure you get on your flight from Chicago to YYZ, leave plenty of time to check in and find your gate. Turning up two hours ahead of international departures and one hour before domestic flights is the standard rule.

  • High season means busier airports, so plan to arrive even earlier. Give yourself at least two hours before a domestic flight and four hours for international journeys to keep to your schedule.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) makes it easy to travel directly to your destination. Nonstop flights from Chicago to Pearson International Airport (YYZ) take off from this terminal.

  • Leading carriers that offer direct flights from Chicago to Pearson International Airport out of ORD include:

  • United Airlines is the most frequently chosen airline for flights from ORD to YYZ.

  • American Airlines is the most punctual carrier on this route, with 78.14% of its services arriving on schedule.

  • The journey from central Chicago to ORD takes around 55 minutes by public transport. If you drive, ride-share or take a cab, you'll cover the 40 kilometres in 35 minutes or so, depending on traffic.

  • Booked an early flight from Chicago to Pearson International Airport? Avoid the last-minute rush to the terminal (and get some extra shut-eye) by staying at one of these stays near O'Hare International Airport:

  • 74.85% of flights taking off from O'Hare International Airport make it to their destination on schedule.

  • ORD's address is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Experience more along the way with a stopover on your flight from Chicago to Pearson International Airport. Check out these connections between Chicago Midway International Airport and YYZ:

    • Minneapolis-St. Paul International Airport (MSP)

    • Detroit Metropolitan Wayne County Airport (DTW)

    • Lambert-St. Louis International Airport (STL)

  • On public transport, you can travel from central Chicago to MDW in about 45 minutes. The terminal is roughly 19 kilometres away, and getting there by car takes approximately 20 minutes.

  • Flying off with the first light? Think about checking in to one of these hotels near Chicago Midway International Airport the day before your Chicago to YYZ flight:

  • 77.88% of flights leaving Chicago Midway International Airport make it to their destination as expected.

  • The street address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Searching for a plane ticket from Chicago to Pearson International Airport (YYZ) with one or more stops can give you more choice of departure times and access to better fares. When flying from Chicago Rockford International Airport (RFD), here are a few places you can detour to on the way to YYZ:

    • Los Angeles International Airport (LAX)

    • Harry Reid Airport (formerly McCarran Airport) (LAS)

    • Nashville International Airport (BNA)

  • RFD is roughly 137 kilometres from central Chicago. Driving from the city centre to the airport takes about 1 hour 25 minutes. If you're planning to use public transport, you can expect a journey of around 4 hours 15 minutes.

  • Take the 'what ifs' out of departure day — stay near Chicago Rockford International Airport and know you'll reach the terminal with time to spare. Get settled at one of these hotels the day before if you've booked an early Chicago to Pearson International Airport flight:

  • Flights that depart from RFD make it to their destination as scheduled 76.19% of the time.

  • The street address of Chicago Rockford International Airport is 2 Airport Cir.

About Pearson International Airport (YYZ)

Getting from Pearson International Airport (YYZ) to central Toronto

  • Pearson International Airport is around 27 kilometres from central Toronto. It takes around 25 minutes or so to get to the city by car.

  • It typically takes 50 minutes if you're travelling by public transport.

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

  • The lowest price we've found for a one-way ticket from Chicago to Pearson International Airport is R 953. For a return flight on this route, the best price is R 2,706. Depending on how early you book and the availability, these fares may change.

  • To pick up cheap flights from Chicago to YYZ, book in advance. Airlines tend to offer their most competitively priced fares when flights are first released.

  • If you're flexible with your travel dates, use the 'Whole month' search tool. It'll show you the lowest price in each month when searching for your Chicago to Pearson International Airport ticket.

  • Snapping up a cheap plane ticket from Chicago to YYZ is a piece of cake with Price Alerts. All you need to do is set up one of these automatic alerts and we'll get in touch as soon as there's a price drop.

  • Find a cheap flight from Chicago to Pearson International Airport by using the search filters. Choose your preferred times, number of stops and airlines, then sort the results by 'Cheapest' for the best deals.

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

  • It's time to decide your travel dates for your flight from Chicago to Pearson International Airport (YYZ). August is the peak month for travel to Toronto. If a slower pace sounds more appealing, head there in February.

  • When booking your Chicago to YYZ plane ticket, consider the type of weather you enjoy. July is the warmest month in Toronto, with temperatures ranging from 14ºC (57ºF) to 28ºC (82ºF).

  • January sees temperatures of between -12ºC (10ºF) and 1ºC (34ºF). Look for cheap tickets from Chicago to Pearson International Airport around that time if you'd rather travel in cooler conditions.

More about Toronto

  • Start your Toronto trip right by choosing the ideal place to stay. As soon as you've booked your flight from Chicago to Pearson International Airport, check out our selection of accommodation options including:

  • Every great journey has to include a little sightseeing. CN Tower, Skypod CN Tower and Royal Ontario Museum are attractions you won't want to skip in Toronto.

Explore more of Canada

  • You've seen Toronto, now it's time to explore other corners of Canada. Travel about 153 kilometres south-west to London to tick off its top attractions. From Forks of the Thames River to Falls View Park and Fanshawe Pioneer Village, there's plenty to keep you on the go.

  • If you're looking to explore another great destination in Canada, consider Kingston, about 257 kilometres east of Toronto. Fort Henry, Rideau Canal - Jones Falls Defensible Lockmasters House and Kingston Penitentiary are highlights.

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