Netflights is free and simple to use. You can view all 25 of the weekly flights to or via Chicago, flown by two airlines. Having them all in one place makes it easy to compare prices and find the best deal for you.
Did you know that Chicago has two airports? Usually, the cheapest airport to fly into is Chicago O'hare International Airport (ORD), but we've compared all the different options to help you find the best price for your dates. The cheapest airline to fly with is normally Air Canada, but keep an eye out for other options too.
Toronto Lester B. Pearson International Airport is the cheapest airport to fly to Chicago from. Searching by month is the best way to get a feel for the overall cost of flights throughout the year.
The flight to Chicago from Toronto takes roughly 4 hrs 5 mins. If you need somewhere to stay, take a look at our hotel options – you can sometimes save even more when you book your accommodation with your flight. Even if you don’t book, the prices will give you a good indication of how much hotels cost in the USA.