Return Flights from Toronto to Chicago

Money-saving tips

• Book 4–8 weeks ahead of departure where possible — a general industry pattern, not specific to this route.
• Tuesday and Wednesday departures tend to be cheaper than weekend flights on most routes.
• Morning flights are often less expensive than midday or evening departures.
• Compare nearby departure and arrival airports — see the alternatives above.
• Flexible return dates widen your options considerably versus a fixed round-trip window.

Fare types explained

Most airlines sell several fare tiers on the same flight: Economy (the base fare, often with paid extras like seat selection and baggage), Premium Economy (more legroom, sometimes included baggage), Business (priority boarding, lounge access, flat or angled seating on longer routes), and First Class (offered by a shrinking number of airlines on select long-haul routes). Exact inclusions vary by airline and route — check the fare rules shown at booking.