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Cheap flights from Chicago to Toronto

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Flight deals from Chicago to Toronto

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Toronto? Find the lowest prices on one-way and round-trip tickets right here.
Toronto.C$197 per passenger.Departing Thu, May 29, returning Mon, Jun 2.Round-trip flight with Porter Airlines (Canada) Ltd.Outbound direct flight with Porter Airlines (Canada) Ltd departing from Chicago Midway on Thu, May 29, arriving in Toronto Island.Inbound direct flight with Porter Airlines (Canada) Ltd departing from Toronto Island on Mon, Jun 2, arriving in Chicago Midway.Price includes taxes and charges.From C$197, select.
Toronto.C$200 per passenger.Departing Thu, Jun 5, returning Mon, Jun 9.Round-trip flight with Porter Airlines (Canada) Ltd.Outbound direct flight with Porter Airlines (Canada) Ltd departing from Chicago Midway on Thu, Jun 5, arriving in Toronto Island.Inbound direct flight with Porter Airlines (Canada) Ltd departing from Toronto Island on Mon, Jun 9, arriving in Chicago Midway.Price includes taxes and charges.From C$200, select.
Toronto.C$200 per passenger.Departing Fri, May 16, returning Mon, May 19.Round-trip flight with Porter Airlines (Canada) Ltd.Outbound direct flight with Porter Airlines (Canada) Ltd departing from Chicago Midway on Fri, May 16, arriving in Toronto Island.Inbound direct flight with Porter Airlines (Canada) Ltd departing from Toronto Island on Mon, May 19, arriving in Chicago Midway.Price includes taxes and charges.From C$200, select.
Toronto.C$203 per passenger.Departing Wed, Jul 2, returning Sun, Jul 13.Round-trip flight with Porter Airlines (Canada) Ltd.Outbound direct flight with Porter Airlines (Canada) Ltd departing from Chicago Midway on Wed, Jul 2, arriving in Toronto Island.Inbound direct flight with Porter Airlines (Canada) Ltd departing from Toronto Island on Sun, Jul 13, arriving in Chicago Midway.Price includes taxes and charges.From C$203, select.
Toronto.C$203 per passenger.Departing Sat, Jun 28, returning Fri, Jul 25.Round-trip flight with Porter Airlines (Canada) Ltd.Outbound direct flight with Porter Airlines (Canada) Ltd departing from Chicago Midway on Sat, Jun 28, arriving in Toronto Island.Inbound direct flight with Porter Airlines (Canada) Ltd departing from Toronto Island on Fri, Jul 25, arriving in Chicago Midway.Price includes taxes and charges.From C$203, select.
Toronto.C$206 per passenger.Departing Fri, May 30, returning Tue, Jul 8.Round-trip flight with Porter Airlines (Canada) Ltd.Outbound direct flight with Porter Airlines (Canada) Ltd departing from Chicago Midway on Fri, May 30, arriving in Toronto Island.Inbound direct flight with Porter Airlines (Canada) Ltd departing from Toronto Island on Tue, Jul 8, arriving in Chicago Midway.Price includes taxes and charges.From C$206, select.
Toronto.C$250 per passenger.Departing Wed, Jul 16, returning Fri, Aug 1.Round-trip flight with Porter Airlines (Canada) Ltd.Outbound direct flight with Porter Airlines (Canada) Ltd departing from Chicago Midway on Wed, Jul 16, arriving in Toronto Island.Inbound direct flight with Porter Airlines (Canada) Ltd departing from Toronto Island on Fri, Aug 1, arriving in Chicago Midway.Price includes taxes and charges.From C$250, select.
Toronto.C$254 per passenger.Departing Mon, May 26, returning Wed, Aug 27.Round-trip flight with Porter Airlines (Canada) Ltd.Outbound direct flight with Porter Airlines (Canada) Ltd departing from Chicago Midway on Mon, May 26, arriving in Toronto Island.Inbound direct flight with Porter Airlines (Canada) Ltd departing from Toronto Island on Wed, Aug 27, arriving in Chicago Midway.Price includes taxes and charges.From C$254, select.

When is the cheapest time 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 May.
Apr
from C$400
May
from C$200
Jun
from C$200
Jul
from C$203
Aug
from C$305
Sep
from C$305
Oct
from C$352
Nov
from C$352
Dec
from C$382
Jan
from C$382
Feb
from C$396
Mar
from C$402

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 foundC$197
Cheapest month to flyMay
Average flight time1 hr, 45 mins
Most popular airlineUnited
Average flights per week552

Finding cheap flights from Chicago to Toronto: Frequently asked questions

There are 4 airports in Toronto: Toronto Island, Toronto Pearson International, Hamilton, and Kitchener / Waterloo.
The best price we found for a round-trip flight from Chicago to Toronto is C$197. 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 45 minutes is the average flight time from Chicago to Toronto.
United, Air Canada and Alaska Airlines fly direct from Chicago to Toronto.
There are 553 flights per week flying from Chicago to Toronto, as of April 2025.
The cheapest month to fly from Chicago to Toronto is usually April 2025.
If you're flying from Chicago, the cheapest airport near Toronto is Toronto Island – which is 3.0 km away from the center of Toronto. We've found flights to this airport from C$197.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Toronto on Thursday, May 29, 2025.
Yes – the average flight time is 1 hour and 45 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 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.
In April, the average temperature is usually around 6°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.
The cheapest airline that flies to Toronto is Porter Airlines (Canada) Ltd.

Chicago to Toronto Flight Information

Air Canada, United Airlines, American Airlines, and WestJet all offer nonstop flights from Chicago O'Hare International Airport to Toronto Pearson International Airport. Porter Airlines also offers nonstop flights to Toronto from Chicago leaving from Chicago Midway International Airport to Billy Bishop Toronto City Airport.

There are many other Chicago to Toronto flights with stops in different U.S. and Canadian cities on Delta, as well as most of the above-mentioned airlines. There are multiple daily flights from both Chicago airports to both airports in Toronto.

Chicago Airports Information

Chicago O'Hare International Airport Information

Flights on Air Canada to Toronto Pearson International Airport from Chicago O'Hare International Airport leave from Terminal 2, American Airlines from Terminal 3, United Airlines from Terminal 1, and WestJet from Terminal 5. Dining options at this airport include unique Chicago restaurants such as Billy Goat Tavern and Tortas Frontera, as well as more familiar franchises. Shopping for last-minute gifts is easy at shops like I Love Chicago and the four duty-free stores throughout the airport. There is even a yoga room where passengers can relax and de-stress.

Chicago Midway International Airport Information

Porter Airlines flights to Billy Bishop Toronto City Airport depart from Concourse A at Chicago Midway International Airport. Manny's Deli, Tuscany Cafe, and Halsted Street Tap are some of the restaurants that are available to passengers. For passengers who wish to exchange their currency before returning home, Seaway National Bank provides currency exchange services and is conveniently in Concourse A.

Toronto Airports Information

Toronto Pearson International Airport

Toronto Pearson International Airport has an automated border clearance process that makes it easier for Canadians to be processed upon their return home. Citizens and permanent residents with a valid Canadian passport or permanent resident card can use an Automated Border Clearance kiosk upon returning to Canada. Passengers scan their travel documents, insert the completed Declaration Card, answer a few questions, and then get a receipt that they present to a border services officer for verification. Passengers then go ahead to baggage claim, collect their luggage, and head out to ground transportation.

Billy Bishop Toronto City Airport

Billy Bishop Toronto City Airport has a pedestrian tunnel that connects the airport to the mainland from its location on Toronto Island. Passengers can also take a ferry to get to the city.

Chicago to Toronto Flights: What You Need to Know

Passengers should plan to be at their respective airports at least three hours before their scheduled departure time to accommodate the long lines at the security checkpoints for flights from Chicago to Toronto.

To re-enter Canada, Canadian citizens need identification like a passport, birth certificate, or citizenship card, but the government recommends that adults and minors travelling internationally should carry a Canadian passport.

What to Expect in Toronto

While in Toronto, be sure to check out the CN Tower and enjoy breathtaking views of the city below. Other places of note to visit include the renowned St. Lawrence Market, Royal Ontario Museum, and for sports fans, the Hockey Hall of Fame and Museum.


Plan the rest of your trip from Chicago to Toronto

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