WebDirect flights from Toronto to Chicago Want to fly non-stop to Chicago? We’ll help you find your ideal route. Average flight time 1 hr 54 mins Cheapest direct return C$45 Average flights per week 531 Airlines that fly direct from Toronto to Chicago See more airlines Alternative Toronto to Chicago routes WebThe best round-trip flight price to Chicago from United States in the last 72 hours is $94 (Newark to Chicago O'Hare Intl). The fastest flight to Chicago from United States takes 3h 06m (Boston Logan Intl to Chicago O'Hare Intl). There are 4 airlines operating flights to Chicago, including American Airlines, Frontier and Spirit Airlines.
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