Cheap flights from Vancouver to Chicago from C$ 265

In general, October is the cheapest month to fly from Vancouver 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$ 520. The month of November is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Vancouver averaging around C$ 539.

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 Sunday, the most expensive travel day of the week, you can expect to see flight prices from Vancouver to Chicago O'Hare Intl Airport for around C$ 923.

In the evening is the cheapest time of day to fly from Vancouver to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 710. 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 at noon when prices are C$ 821 on average. Flights to Chicago O'Hare Intl Airport from Vancouver at noon are generally more expensive because this time of day is more convenient for travellers’ schedules.

Fly from Vancouver Intl to Chicago O'Hare Intl for the best Vancouver - Chicago O'Hare Intl flight prices

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Vancouver 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$ 642 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 Vancouver for as low as C$ 161 on momondo.

There are 4 cabin classes available to choose from on Vancouver 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.

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

Air Canada, United Airlines and American Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Vancouver according to our data. Air Canada is the first choice among our users, with 55% of people opting to fly with this airline when travelling to Chicago O'Hare Intl Airport. Keep in mind that there are 4 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

The number of flights available between Vancouver and Chicago O'Hare Intl Airport is 9 per day as of September 2026. The most frequent departure time is 1:00p.m., with 53% of daily flights leaving in the afternoon.

The number of flights available between Vancouver and Chicago O'Hare Intl Airport is 64 per week as of September 2026. The most frequent departure day is Mon, with 16% of weekly flights leaving on this day.