Travelling from Pearson International Airport (YYZ) to Chicago: what you need to know
Expect to be in the air for 1 hour 43 minutes. That's the average journey time for a direct flight from Pearson International Airport to Chicago.
Pearson International Airport is located in Toronto. Operating on the UTC-5 timezone, Chicago is 1 hour behind Toronto.
Pearson International Airport (YYZ) to O'Hare International Airport (ORD) is the most popular route, with 149 weekly departures to choose from. If you prefer a later start to the day, the last flight from YYZ to ORD is with United at 21:00. Go for the first departure operated by American Airlines at 06:19 if you want to get going early.
To ensure you catch your flight from YYZ to Chicago, allow plenty of time to check in and drop off your luggage. Arriving two hours ahead of international departures and one hour before domestic flights is the general travel rule.
You'll likely experience longer queues during popular months such as August and other peak periods. Arriving up to fours hours ahead of international flights and two hours for domestic departures will help ensure a smooth travel experience.
You can book a direct flight from Pearson International Airport to Chicago. Begin your journey at YYZ and land at O'Hare International Airport (ORD).
Pick from a variety of carriers operating direct flights from Pearson International Airport to Chicago. Get on board with any of these:
You don't need a visa for United States if you have a passport from Canada and are travelling for tourism purposes. Visa and travel documentation requirements can change. So before reserving your cheap tickets from Pearson International Airport to Chicago, be sure to check with your airline and your destination country's local embassy or consulate for the latest rules.
Travelling from central Toronto to YYZ takes around 49 minutes on public transport. If you ride-share, drive or get a cab, you'll cover the 27 kilometres in 26 minutes or so, depending on traffic.
Searching for a convenient hotel near YYZ? If you're catching an early flight from Pearson International Airport to Chicago, these accommodation options will have you moments from your departure gate:
How to find the cheapest flights from Pearson International Airport (YYZ) to Chicago
The lowest price we've seen for a one-way ticket from Pearson International Airport to Chicago is $214. The cheapest price for a return flight is $342. Remember fares may change due to demand at the time of booking.
Book 9 months before travelling. After looking at the numbers on our calendar, this is how far you should book ahead to find cheap tickets from YYZ to Chicago.
The cheapest month for tickets from Pearson International Airport to Chicago is May. You can easily compare prices using the 'Whole month' tool to find the cheapest travel date.
Log into your online account or use the app to set up a Price Alert. We'll let you know right away if there's a cheaper deal on this route. It doesn't take long, and it'll save you the hassle of checking for flight tickets from YYZ to Chicago every day.
Play around with the filters to find your ideal journey. To see the 'Best,' 'Cheapest' or 'Fastest' flights from Pearson International Airport to Chicago, use the 'Sort by' function. You can also filter results by airline, arrival and departure times, and journey duration.
Airports in Chicago
O'Hare International Airport (ORD)
O'Hare International Airport (ORD) to central Chicago takes around 35 minutes by car. It's approximately 40 kilometres away.
It typically takes 54 minutes if you're using public transport.
The last thing you want is a lengthy journey to your hotel if you're landing late on a flight from Pearson International Airport to Chicago. Check in to one of these accommodation options near ORD instead:
Chicago Midway International Airport (MDW)
Chicago Midway International Airport (MDW) is roughly 19 kilometres from central Chicago. Following your flight from Pearson International Airport to Chicago, it'll take you around 21 minutes to reach the heart of the city in a cab or ride-share.
The journey will take roughly 46 minutes on public transport.
After your flight from YYZ to Chicago, kick back at a hotel close to MDW. These are some comfortable accommodation options that'll help you switch to relaxation mode:
Best time to go to Chicago
August is the busiest month for flights from Pearson International Airport to Chicago. To steer clear of the crowds, travel to Chicago in February when it's quieter.
The warmest month in Chicago is July, with temperatures ranging between 15ºC and 29ºC. Book your flights from Pearson International Airport to Chicago in this month if this is the type of weather you enjoy.
Search for cheap flights from YYZ to Chicago in January if you'd rather travel during cooler conditions. Temperatures are at their lowest then, ranging between -12ºC and 3ºC on average.
More about Chicago
Start your Chicago trip off on the right foot by choosing the perfect place to stay. As soon as you've booked your flight from Pearson International Airport to Chicago, explore our selection of accommodation options including:
There are so many things to do and see in this city it can be hard to figure out where to begin. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are major attractions which should be on any good Chicago itinerary.
Complete your Chicago trip with a car rental
We use the same magic that helped you find your cheap flight from Pearson International Airport to Chicago to track down deals on car rentals. Search for your ride in seconds and compare offers in one place. Plus we give you all the info you need to know about car rentals in Chicago, from the most popular rental company to the best time to book.
