C$ 183 Cheap flights to Chicago O'Hare Intl Airport

There are 4 cabin classes available to choose from on Canada to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as C$ 687. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Canada to Chicago O'Hare Intl Airport for around C$ 995.

In general, November is the cheapest month to fly from Canada to Chicago O'Hare Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 430. The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Canada averaging around C$ 431.

In the evening is the cheapest time of day to fly from Canada to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 701. Flying to Chicago O'Hare Intl Airport in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are C$ 1,079 on average. Flights to Chicago O'Hare Intl Airport from Canada in the afternoon are generally more expensive because this time of day is more convenient for travellers’ schedules.

Fly from Toronto Island to Chicago O'Hare Intl for the best Canada - Chicago O'Hare Intl flight prices

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Canada when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around C$ 429 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Canada for as low as C$ 243 on momondo.

Air Canada, United Airlines, and Delta are the most popular carriers operating from Canada to Chicago O'Hare Intl

Air Canada, United Airlines and WestJet are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Canada according to our data. Air Canada is the first choice among our users, with 54% of people opting to fly with this airline when travelling to Chicago O'Hare Intl Airport. Keep in mind that there are 6 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

Flight times vary depending on what airport in Canada you fly out of and what airport in Chicago O'Hare Intl Airport you fly into. For example, flying from Toronto Pearson Intl to Chicago O'Hare Intl takes 1h 58m on average. On the other hand, flying from Vancouver Intl to Chicago O'Hare Intl takes 3h 08m on average. Keep in mind that it’s always quicker to opt for a non-stop flight, so be sure to check momondo to see if there are any available for your route.

As of August 2026, 149 flights take off from Canada and land in Chicago O'Hare Intl Airport each day. The most common flight departure time for this route is 1:00p.m., with 47% of daily flights taking off in the afternoon.