Cheap Flights from Chicago to Toronto in 2019

Flight information Chicago to Toronto

Cheapest roundtrip price last month


Non-stop airlines


Flights per week


Average flight time, total distance 436 miles

1h 26min

Most popular airline last month

Air Canada

Toronto Pearson International, Kitchener / Waterloo, Toronto Island and Hamilton

4 airports

Explore Toronto

Toronto Hotels

Gladstone Hotel


Drake Hotel Toronto


The United States’ largest inland city is also its third biggest as far as total population is concerned; Chicago is where over 2.5 million people live. Nestled on Lake Michigan’s southwestern shoreline, Chi-Town was regarded as the country’s fifth city for fun and entertainment by one major Cranium Inc. survey.

Toronto is located 435 miles Northeast of The Windy City; the 1 hour 22 minute flight takes passengers across two of the Great Lakes, and ends up just on the coast of Lake Ontario.

The cities share similar climates, since they are both located on lakes, although Chicago’s Canadian neighbor has been known to experience higher amounts of snowfall in the winter. For direct flights from Chicago to Toronto, Air Canada, American Airlines, Continental Airlines, United, and WestJet are the go-to carriers.

Out of O’Hare and Onward to Ontario

Much can be said about the size, scope, and scale of Chicago’s chief operating airport. O’Hare International ranks at the top of many lists, the most important of which include it being the planet’s busiest airport for total take-offs/landings.

Based in Chi-Town’s Far Northwest Side, O’Hare is always bustling with activity. Annual foreign and domestic passenger counts amount to approximately 70 million, although this figure will continue to rise steadily since the airfield surpassed Atlanta’s Hartsfield-Jackson for flight traffic. If you get hung-up in layover, the on-site Hilton Hotel is the perfect place to get a great night of sleep!

The Journey to Toronto

Despite the beautiful charm that Vancouver and Montreal boast, Toronto is definitely an excellent place to visit all year-round. For tourists especially, the wealth of affordable (many free) activities makes for an even better vacation. Get ready for plenty of art museums and public markets, not to mention some of the friendliest people in Canada!

The CN tower is always a go-to attraction; 1,800 feet in height, visitors can travel to the top for a panoramic view of the city and enjoy a great meal in its upper level restaurant. Most Canadians are crazy about hockey, so why not pay a tribute to Toronto’s Hockey Hall of Fame while in town?!

Kensington Market, The Harborfront Center, and a biking tour down the Don Valley are waiting for you as well! If you want to get the most out of your vacation to The Queen City, take advantage of Skyscanner’s airfare compare tool today for cheap flights from Chicago to Toronto. Affordability is what we strive to deliver; quality results come standard!

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