Cheap flights from Vancouver Intl Airport to Chicago from C$ 266

In general, November is the cheapest month to fly from Vancouver Intl Airport 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$ 537. The month of October is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Vancouver Intl Airport averaging around C$ 551.

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$ 700. 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 Intl Airport to Chicago O'Hare Intl Airport for around C$ 936.

In the evening is the cheapest time of day to fly from Vancouver Intl Airport to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 715. 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$ 834 on average. Flights to Chicago O'Hare Intl Airport from Vancouver Intl Airport 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 Intl - Chicago O'Hare Intl flight prices

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Vancouver Intl Airport 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$ 651 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 Intl Airport for as low as C$ 162 on momondo.

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

No. A direct flight is the cheapest option for a flight between Vancouver Intl Airport to Chicago O'Hare Intl Airport.

As of September 2026, prices for Vancouver Intl Airport to Chicago O'Hare Intl Airport flights are approximately 12% cheaper when compared to flights at the same time last year.

United Airlines and Delta are the most popular carriers operating from Vancouver Intl 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 Intl Airport 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.

Denver (DEN) was the most common stop: 80% of momondo users choosing one-stop flights on this route connected there.

Flights via Calgary (YYC) offer the lowest average round-trip price of C$ 510.

Flights connecting via Denver (DEN) have the shortest average one-way travel time: 6h 26m.

Denver (DEN) has the shortest average layover time for this route: 1h 02m.

As of September 2026, 10 flights take off from Vancouver Intl Airport and land in Chicago O'Hare Intl Airport each day. The most common flight departure time for this route is 1:00p.m., with 53% of daily flights taking off in the afternoon.

As of September 2026, there are 73 flights per week flying from Vancouver Intl Airport to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Wed, with 15% of flights taking off on this day.