Cheap flights from Vancouver to Chicago

The month of January is, on average, the cheapest month to fly to Chicago from Vancouver, with most prices found around $430. If you’re not able to fly to Chicago in January, then May is your next best option. Flight prices from Vancouver to Chicago during May average around $441.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $472. 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 for around $643.

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Vancouver to Chicago during this time can be as low as $514. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $560.

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

You are more likely to see cheaper flights to Chicago from Vancouver when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $481 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Vancouver for as low as $121 on momondo.

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