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Home Flights to Toronto Chicago to Toronto

Cheap Flights from Chicago to Toronto

CHIYTO • About 1h 45m nonstop • 4 airlines

From $121Recent low one-way fare
1h 45mTypical nonstop flight time
440 miDistance CHI to YTO

Fares shown are the lowest we have recorded recently on this route and are not a live quote. Run a search above for today's availability, or call (800) 399-8818 and an agent will price it with you.

Flying Chicago to Toronto?

Our agents compare all 4 carriers on this route plus unpublished fares you will not find online.

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Flights from Chicago (CHI) to Toronto (YTO)

The Chicago to Toronto route covers roughly 440 miles and takes about 1h 45m nonstop. 4 airlines compete on it — Air Canada, United Airlines, Porter Airlines, WestJet — which keeps fares moving and makes it worth comparing carriers rather than defaulting to the one you usually fly. We have seen one-way fares on this route start around $121.

Toronto is the largest city in Canada and one of the most diverse on earth — more than half its residents were born outside the country, and the food scene reflects it street by street.

The CN Tower and the harbourfront anchor the tourist map, but the real texture is in Kensington Market, Little Italy and the Distillery District. Niagara Falls is 90 minutes away by car.

Airlines flying CHI to YTO

  • Air Canada
  • United Airlines
  • Porter Airlines
  • WestJet

Airports on this route

  • Departing: Chicago O'Hare International Airport (ORD)
  • Departing: Chicago Midway International Airport (MDW)
  • Arriving: Toronto Pearson International Airport (YYZ)
  • Arriving: Billy Bishop Toronto City Airport (YTZ)

Chicago is served by 2 airports. Fares between them can differ by $50 to $150 on the same dates, so ask us to price all of them before you book.

Best time to fly to Toronto

May through October. September and early October give warm days without the summer humidity.

Top things to do in Toronto

  • CN Tower
  • Royal Ontario Museum
  • Distillery District
  • St. Lawrence Market
  • Kensington Market
  • Toronto Islands
  • Niagara Falls day trip

How to save on Chicago to Toronto flights

  • Shift your departure by one or two days — midweek departures on this route are consistently cheaper than Friday and Sunday.
  • Book four to eight weeks ahead. Last-minute fares on CHI to YTO routinely run double the advance price.
  • Compare all 4 carriers rather than checking one airline's own site.
  • Billy Bishop is a short walk from downtown; Pearson is 30 to 60 minutes out by UP Express train.
  • US preclearance is available at Pearson — you clear US immigration before departure.
  • Winter fares are the cheapest of the year, but January and February are genuinely cold.

About flights from Chicago to Toronto

  • Fares on the CHI to YTO route move with demand, so flexibility is worth more than timing tricks. Shifting your departure by a day or two, flying midweek instead of Friday or Sunday, and booking four to eight weeks ahead all reduce the fare on this route. Chicago is served by 2 airports, so ask us to price all of them — the difference is often significant. Our agents also hold consolidator and unpublished fares that do not appear in online results.

  • Air Canada, United Airlines, Porter Airlines, WestJet all operate on this route. Air Canada typically offers the most frequencies, with United Airlines and Porter Airlines providing competing schedules. Availability varies by season and by which Chicago airport you depart from, so it is worth comparing all carriers before booking.

  • A nonstop flight takes about 1h 45m. Itineraries with a connection typically add two to four hours depending on the layover city and the length of the stop.

  • The two cities are roughly 440 miles apart by air.

  • Departures leave from Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW). Arrivals land at Toronto Pearson International Airport (YYZ), Billy Bishop Toronto City Airport (YTZ).

  • May through October. September and early October give warm days without the summer humidity.

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