Cheap Flights from Toronto (YTOA) to Chicago (ORD)

Compare Toronto to Chicago O'Hare International flight deals

Find the cheapest month or even day of the year to fly to Chicago O'Hare International

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Flight deals from Toronto to Chicago O'Hare International

Looking for a cheap last-minute deal or the best return flight from Toronto to Chicago O'Hare International? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Toronto to Chicago O'Hare International

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

Direct flights from Toronto to Chicago O'Hare International

Toronto to Chicago O'Hare International: Alternative routes

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

Toronto to Chicago: Flight information

The things to know before you go.
Cheapest flight found$231
Cheapest month to flyAugust
Average flight time2 hrs, 1 min
Most popular airlineUnited
Average flights per week481

Finding cheap flights from Toronto to Chicago O'Hare International: Frequently asked questions

The best price we found for a return flight from Toronto to Chicago O'Hare International is $231. 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.
2 hours and 1 minute is the average flight time from Toronto to Chicago O'Hare International.
United, Air Canada and Republic Airways fly direct from Toronto to Chicago O'Hare International.
As of July 2025, there are 470 flights per week flying from Toronto to Chicago O'Hare International.
The cheapest month to fly from Toronto to Chicago O'Hare International is usually August.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Toronto to Chicago O'Hare International Airport on Monday, 18 August 2025.
Yes – the average flight time is 2 hours and 1 minute.
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 Chicago O'Hare 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Chicago O'Hare International is Air Canada .

Travelling from Toronto to O'Hare International Airport (ORD): What you need to know

  • When looking for your flight from Toronto to O'Hare International Airport (ORD), there's a good selection of airports you can jet off from. Pearson International Airport (YYZ), Billy Bishop Toronto City Airport (YTZ) and Region of Waterloo International Airport (YKF) are Toronto's main terminals.

  • 1 hour 55 minutes is the average duration of a direct Toronto to O'Hare International Airport flight.

  • O'Hare International Airport is located in Chicago. The city runs on the UTC-5 timezone and is one hour behind Toronto.

  • Pearson International Airport (YYZ) to O'Hare International Airport (ORD) is the most popular route. There are 116 direct weekly flights to choose from. If you prefer starting your day later, take the last flight with United Airlines at 9pm. Go for the first YYZ to ORD departure operated by American Airlines at 6:15am if getting there sooner works for you.

  • Give yourself plenty of time to make your flight from Toronto to ORD. A good rule of thumb is to arrive at least two hours before international departures and an hour ahead for domestic flights.

  • Delays at security and check-in are likely if you're flying during high season, so allow some extra breathing space. The recommendation for peak times? Get there up to four hours ahead for international flights and two hours for domestic departures.

Airports in Toronto

Pearson International Airport (YYZ)

  • You can jump on a direct flight from Toronto to O'Hare International Airport (ORD) out of Pearson International Airport (YYZ).

  • You'll have your pick of airlines offering direct flights from Toronto to O'Hare International Airport leaving from YYZ. Get on board with any of these:

  • The most frequently booked airline between YYZ and ORD is United Airlines.

  • The carrier with the most reliable on-time arrival rate on this route is American Airlines.

  • Located around 27 kilometres from the centre of Toronto, YYZ can be reached in about 25 minutes by car (depending on traffic). The journey by public transport will take roughly 50 minutes.

  • Catching an early flight from Toronto to O'Hare International Airport? Avoid the mad dash to the terminal (and get a little more snooze time) by staying at one of these hotels close to Pearson International Airport:

  • 63.97% of flights leaving from Pearson International Airport make it to their destination on schedule.

Billy Bishop Toronto City Airport (YTZ)

  • You can get to YTZ from the centre of Toronto in about 35 minutes by car (depending on traffic). The ride on public transport takes roughly 40 minutes to cover the 3 kilometres or so.

  • Get your holiday started early with an extra night away from home. Before catching your Toronto to ORD flight, stay in one of these hotels near Billy Bishop Toronto City Airport:

  • 62.09% of flights departing Billy Bishop Toronto City Airport meet their expected arrival time.

Region of Waterloo International Airport (YKF)

  • The trip to YKF from central Toronto is around 4 hours 5 minutes on public transport. If you're planning to travel by car, it'll take you roughly 1 hour 15 minutes to cover the 105 kilometres or so.

  • Make departure day worry-free — stay close to Region of Waterloo International Airport and know you'll be at your gate with time to spare. Get settled at one of these hotels the day before if you have an early Toronto to O'Hare International Airport flight:

  • Airports have an on-time performance rating that monitors how often flights reach their destinations as expected. At YKF, that rate is 63.64%.

About O'Hare International Airport (ORD)

Getting from O'Hare International Airport (ORD) to central Chicago

  • Central Chicago is roughly 26 kilometres from O'Hare International Airport. Journey times by cab or car hire will vary based on traffic conditions and time of day, so do a little research before you go.

  • It'll take around 55 minutes if you're using public transport.

How to find the cheapest flights from Toronto to O'Hare International Airport (ORD)

  • The lowest price we've found for a one-way ticket from Toronto to O'Hare International Airport is $130. For a return flight on this route, the best price is $231. Depending on the availability and when you book, these fares can change.

  • Booking in advance is often the key to scoring a cheap flight from Toronto to ORD. Prices tend to rise as demand increases, so the closer your departure date, the more it could cost you.

  • The 'Whole month' tool will show you the cheapest Toronto to O'Hare International Airport tickets across the month. It's a good way to snap up a bargain if your plans are flexible.

  • You don't need to search every day to find out if fares have dropped when you create a Price Alert. We'll let you know the moment a better deal is available on flight tickets from Toronto to ORD.

  • Filters make it easier to scoop up a deal on your flight from Toronto to O'Hare International Airport. Choose the airlines, flight times and number of stops that make sense for you. Then sort the results by 'Cheapest' to find the best price quickly.

The best time to fly from Toronto to O'Hare International Airport (ORD)

  • It's time to work out when to book your flight from Toronto to O'Hare International Airport (ORD). August is the busiest month to travel to Chicago. If you're all about a more relaxed kind of trip, think about going in February.

  • Book a Toronto to ORD flight ticket departing in July if you're eager to explore the city during its warmest month. You can expect temperatures in Chicago to range from 15ºC (59ºF) to 29ºC (84ºF).

  • Search for cheap tickets from Toronto to O'Hare International Airport in January if you like travelling in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF).

More about Chicago

  • When it comes to looking for somewhere to lay your head, you'll find the top stays in Chicago right here. Browse these hotels after you've booked your flight from Toronto to O'Hare International Airport:

  • There are so many things to discover in this city, it can be hard to know where to begin. Millennium Park, Lollapalooza and Art Institute of Chicago are top sights which should feature on any well-planned Chicago itinerary.

Explore more of the United States

  • You've seen Chicago, now it's time to explore other corners of the United States. Journey about 290 kilometres south-east to Indianapolis to tick off its top attractions. From 9-11 Memorial to Lucas Oil Stadium and Eiteljorg Museum, you'll have a full itinerary ahead.

  • Around 121 kilometres north of Chicago, Milwaukee is another favourite stop in the United States. No visit is complete without checking out Richards Duplex Apartments by Frank Lloyd Wright, Miller Park and Milwaukee County Zoo.

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