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

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Flight deals from Chicago to Toronto

Looking for a cheap last-minute deal or the best return flight from Chicago to Toronto? If you want to travel next month, return fares start from $268. Find the lowest prices on one-way and return tickets right here.

Toronto.$268 per passenger.Departing Mon, 14 Sep, returning Mon, 21 Sep.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago Midway on Mon, 14 Sep, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Mon, 21 Sep, arriving in Chicago Midway.Price includes taxes and charges.From $268, select.

Toronto.$268 per passenger.Departing Tue, 15 Sep, returning Tue, 22 Sep.Return flight with Air Canada and Porter Airlines.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Tue, 15 Sep, arriving in Toronto Pearson International.Inbound indirect flight with Porter Airlines, departs from Toronto Island on Tue, 22 Sep, arriving in Chicago Midway.Price includes taxes and charges.From $268, select.

Toronto.$271 per passenger.Departing Tue, 20 Oct, returning Fri, 23 Oct.Return flight with Air Canada and Porter Airlines.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Tue, 20 Oct, arriving in Toronto Pearson International.Inbound indirect flight with Porter Airlines, departs from Toronto Island on Fri, 23 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $271, select.

Toronto.$274 per passenger.Departing Wed, 4 Nov, returning Sat, 7 Nov.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago O'Hare International on Wed, 4 Nov, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Sat, 7 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $274, select.

Toronto.$274 per passenger.Departing Tue, 20 Oct, returning Fri, 23 Oct.Return flight with Air Canada and Porter Airlines.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Tue, 20 Oct, arriving in Toronto Pearson International.Inbound direct flight with Porter Airlines departs from Toronto Island on Fri, 23 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $274, select.

Toronto.$286 per passenger.Departing Mon, 24 Aug, returning Mon, 31 Aug.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Mon, 24 Aug, arriving in Toronto Island.Inbound direct flight with Air Canada departs from Toronto Island on Mon, 31 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $286, select.

Toronto.$313 per passenger.Departing Fri, 4 Dec, returning Fri, 11 Dec.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago O'Hare International on Fri, 4 Dec, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Fri, 11 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $313, select.

Toronto.$313 per passenger.Departing Fri, 28 Aug, returning Mon, 7 Sep.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Fri, 28 Aug, arriving in Toronto Pearson International.Inbound direct flight with Air Canada departs from Toronto Pearson International on Mon, 7 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $313, select.

Toronto.$313 per passenger.Departing Fri, 13 Nov, returning Fri, 4 Dec.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago O'Hare International on Fri, 13 Nov, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Fri, 4 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $313, select.

Toronto.$313 per passenger.Departing Thu, 22 Oct, returning Fri, 6 Nov.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago Midway on Thu, 22 Oct, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Fri, 6 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $313, select.

Toronto.$313 per passenger.Departing Tue, 15 Sep, returning Mon, 5 Oct.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago Midway on Tue, 15 Sep, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Mon, 5 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $313, select.

Toronto.$383 per passenger.Departing Wed, 16 Dec, returning Wed, 6 Jan.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago O'Hare International on Wed, 16 Dec, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Wed, 6 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $383, select.

Toronto.$437 per passenger.Departing Sat, 3 Apr, returning Sat, 8 May.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago O'Hare International on Sat, 3 Apr, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Sat, 8 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $437, select.

Toronto.$442 per passenger.Departing Tue, 9 Feb, returning Tue, 23 Feb.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago O'Hare International on Tue, 9 Feb, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Tue, 23 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From $442, select.

Toronto.$453 per passenger.Departing Tue, 5 Jan, returning Wed, 6 Jan.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago O'Hare International on Tue, 5 Jan, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Wed, 6 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $453, select.

Toronto.$457 per passenger.Departing Tue, 23 Feb, returning Sat, 13 Mar.Return flight with Porter Airlines.Outbound direct flight with Porter Airlines departs from Chicago O'Hare International on Tue, 23 Feb, arriving in Toronto Island.Inbound direct flight with Porter Airlines departs from Toronto Island on Sat, 13 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $457, select.

Find the cheapest month to fly from Chicago to Toronto

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

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Direct flights from Chicago to Toronto

Alternative Chicago to Toronto routes

Looking for the cheapest, fastest or easiest route from Chicago to Toronto? You could fly into the following airports instead.

Chicago to Toronto: Flight information

The things to know before you go.

Cheapest flight found	$268
Cheapest month to fly	September
Average flight time	1 hr, 44 mins
Most popular airline	United
Average flights per week	857

Finding cheap flights from Chicago to Toronto: Frequently asked questions

How many airports are there in Toronto?

There are 4 airports in Toronto: Toronto Island, Toronto Pearson International, John C. Munro Hamilton, and Kitchener / Waterloo.

How much are return flights from Chicago to Toronto?

The best price we found for a return flight from Chicago to Toronto is $268. 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.

How long does it take to fly from Chicago to Toronto?

1 hour and 43 minutes is the average flight time from Chicago to Toronto.

Which airlines fly direct from Chicago to Toronto?

United, Air Canada and Porter Airlines fly direct from Chicago to Toronto.

How many flights are there a week from Chicago to Toronto?

As of August 2026, there are 767 flights per week flying from Chicago to Toronto.

When is the cheapest time to fly from Chicago to Toronto?

The cheapest month to fly from Chicago to Toronto is usually September.

Which is the cheapest airport to fly into in Toronto?

If you're flying from Chicago, the cheapest airport near Toronto is Toronto Island – which is 3.0 km away from the centre of Toronto. We've found flights into this airport from $268.

Which upcoming date is cheapest to fly from Chicago to Toronto on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Toronto on Monday, 14 September 2026.

Can I get a direct flight from Chicago to Toronto?

Yes – the average flight time is 1 hour and 43 minutes.

How can I get the best flight deal from Chicago to Toronto?

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 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.

When is the best time to book flights to Toronto?

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.

What’s the weather like in Toronto?

In August, the average temperature is usually around 20°C. July is typically the warmest month in Toronto, when it usually averages around 25°C. You can expect the least rain in February. The coldest month is January, with temperatures averaging -8°C. The rainiest month is September.

Which is the cheapest airline to fly from Chicago to Toronto with?

The cheapest airline that flies to Toronto is Porter Airlines. And the cheapest airline that flies to Toronto Pearson International Airport is Air Canada.

Flying from Chicago to Toronto: what you need to know

There are two main airports you can start your journey from in Chicago. Explore your options departing from Chicago O'Hare International Airport (ORD) or Chicago Midway Airport (MDW) when planning your flight from Chicago to Toronto.
When jetting into Toronto, get off the plane at Toronto Pearson International Airport (YYZ) or Toronto Island Airport (YTZ). John C. Munro Hamilton Airport (YHM) is another major gateway to this city.
Around 1 hour 45 minutes is how long you'll be in transit on a direct Chicago to Toronto flight.
Toronto's timezone is UTC-5, which makes Toronto one hour ahead of Chicago.
With 121 flights a week between the two airports, Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ) is the most popular route. Hop on the first flight from Chicago to Toronto with United Airlines at 07:04. If you prefer to make the most of your day before taking off, the latest flight from ORD to YYZ is with United Airlines at 21:15.
For a smooth journey, turn up at the airport two hours ahead of international flights and one hour before domestic departures. This will give you enough time to catch your Chicago to Toronto flight.
You can expect bigger queues during popular months such as July. Arriving up to four hours ahead of an international flight and two hours for domestic departures will help ensure a smooth travel experience.

How to find the cheapest flights from Chicago to Toronto

To find cheap Chicago to Toronto flights, book early. Airlines generally offer lower prices when flights are first released.
Finding cheap plane tickets from Chicago to Toronto is more likely if you can be flexible with your travel plans. Use the 'Whole month' function to see the lowest fares across the month and score a great deal.
There's no need to check back in every day to find out if fares have dropped when you create a Price Alert. We'll update you the moment a better deal comes up on cheap flights from Chicago to Toronto.
Tailor your flights using filters. Pick your departure and arrival times, total journey duration and airlines. You can also sort the results by 'Best,' 'Fastest' or 'Cheapest' Chicago to Toronto flights.

Flying from Chicago

Chicago O'Hare International Airport (ORD)

Start your trip at Chicago O'Hare International Airport (ORD), which offers multiple direct flights from Chicago to Toronto. From ORD, you can fly nonstop to Toronto Pearson International Airport (YYZ) or Toronto Island Airport (YTZ).
Leading carriers that offer direct Chicago to Toronto plane tickets departing from ORD include:
Stopovers are the perfect opportunity to take a break from travelling — and maybe even explore a different city. When browsing Chicago to Toronto flights leaving from Chicago O'Hare International Airport, deselect the 'Direct flights only' box to see where you can stop along the way. Here are some popular options to consider:
- Orlando International Airport (MCO)
- Detroit Wayne County Airport (DTW)
- Montreal Pierre Elliott Trudeau Airport (YUL)
Located around 26 kilometres from central Chicago, ORD can be reached in about 30 minutes by car (depending on traffic). The journey by public transport is roughly 45 minutes.
Need a handy hotel close to Chicago O'Hare International Airport? If you're catching an early flight from Chicago to Toronto, these stays will have you sleeping moments from your departure lounge:
Of all flights departing from Chicago O'Hare International Airport, 70% touch down on time at their destination.
The address for ORD is 10000 West O'Hare.

Chicago Midway Airport (MDW)

Rather fly from Chicago Midway Airport (MDW)? This hub offers direct flights from Chicago to Toronto, seamlessly connecting to Toronto Island Airport (YTZ).
From MDW, you can lock in a direct Chicago to Toronto plane ticket with Porter Airlines.
Get the most out of your holiday with a stopover on your Chicago to Toronto flight. Visit family or friends or cross another city off your list. Whatever you'd like to do, check out these options between Chicago Midway Airport and Toronto:
- Orlando International Airport (MCO)
- Detroit Wayne County Airport (DTW)
- Minneapolis St Paul Airport (MSP)
MDW is about 14 kilometres from central Chicago. It'll take 25 minutes or so to get to the airport in a car from the city centre. Public transport takes roughly 30 minutes.
It's your holiday, so why not enjoy an additional night away? Think about kicking back in one of these hotels near Chicago Midway Airport the day before your flight from Chicago to Toronto:
Chicago Midway Airport has an on-time performance rate of 76%. This figure provides insight into how often flights that leave from this airport arrive on schedule.
MDW is located at 5700 South Cicero.

Arriving in Toronto

Toronto Pearson International Airport (YYZ)

The distance from Toronto Pearson International Airport (YYZ) to central Toronto is roughly 21 kilometres. It takes around 30 minutes to get to the centre driving.
When travelling by public transport, expect a journey time of about 25 minutes.
Book a hotel close to YYZ if you have a late flight from Chicago to Toronto. Pick one of these accommodation options and skip the long transfer:
Explore without limits with a Toronto Pearson International Airport rental car. Pick up your wheels from Routes Car Rentals, Green Motion or Thrifty and see more of Toronto and beyond.
Lock in the best possible rate by booking your ride from Toronto Pearson International Airport around three weeks ahead of your departure.

Toronto Island Airport (YTZ)

Once your flight from Chicago to Toronto has arrived, you can make your way to the city centre in around 10 minutes by car. Central Toronto is approximately 3 kilometres from Toronto Island Airport (YTZ).
The trip will take approximately 20 minutes on public transport.
After your flight from Chicago to Toronto, settle in at a hotel close to YTZ. These are some comfortable options that'll help you switch to relaxation mode:
Forget about inconvenient public transport schedules or waiting forever for a taxi. Pick up a Toronto Island Airport rental car and blaze your own trail. Check out the availability and rates from Hertz, National and Avis.
Get exactly what you want. Reserving your ride from YTZ one week ahead of time often means lower prices and a bigger choice of vehicles.

John C. Munro Hamilton Airport (YHM)

Step off your flight from Chicago to Toronto and head straight for your hotel or start exploring right away. The centre of Toronto is around 72 kilometres from John C. Munro Hamilton Airport (YHM) and takes roughly 1 hour 10 minutes to reach by car.
Public transport can take you there in roughly 1 hour 50 minutes.
Recover from a day of travel by checking in to a hotel near YHM after your Chicago to Toronto flight. Rest up for the night at Super 8 by Wyndham Mt Hope Hamilton Intl Arpt on or Homestead House Bed & Breakfast before venturing into the city.
Be in the driver's seat of the next chapter of your journey with a John C. Munro Hamilton Airport rental car. Avis, National and Budget are some companies you can book with.
Home agencies sometimes offer discounts for early bookings, so book your ride from YHM well ahead of your flight from Chicago to Toronto. A bit of planning goes a long way for your wallet.

Best time to go to Toronto

It's time to pick your trip dates for your flight from Chicago to Toronto. August is the most popular month to visit Toronto. If you prefer a quieter vibe, go in November.
Lock in a Chicago to Toronto ticket departing in July if you're eager to explore the city during its warmest month. Expect temperatures in Toronto to range from 15ºC (59ºF) to 28ºC (82ºF).
If you like cooler conditions, look for a cheap flight from Chicago to Toronto in February when temperatures average between -15ºC (5ºF) and 3ºC (37ºF).

More about Toronto

Start your Toronto trip off on the right foot by choosing the perfect place to stay. After booking your flight from Chicago to Toronto, explore our selection of hotels including:
Every great journey has to include some sightseeing. CN Tower, Royal Ontario Museum and Toronto Islands are must-visits when exploring Toronto.

Explore more of Canada

Toronto has plenty to offer, but there are so many other corners of Canada you'll want to see. Around 354 kilometres northeast of Toronto, a trip to Ottawa will keep you on the go. Start with attractions like Rideau Canal National Historic Site, Parliament Hill and Rideau Canal, Locks 1 - 8 - Ottawa.
Mississauga is another favourite destination in Canada and is around 23 kilometres west of Toronto. No trip is complete without dropping by Lake Ontario, Living Arts Centre and Rattray Marsh Conservation Area.