Cheap flights from White Plains to Chicago from $114

The month of March is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from White Plains averaging around $455.

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 $343. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from White Plains because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $425.

Flying to Chicago O'Hare Intl Airport from White Plains in the evening is the least expensive time of day to depart. momondo users have found prices as low as $348 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $383. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from White Plains Westchester County to Chicago O'Hare Intl for the best White Plains Westchester County - Chicago O'Hare Intl flight prices

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from White Plains when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $511 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 White Plains for as low as $465 on momondo.

There are 3 cabin classes available to choose from on White Plains 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.

You could potentially save up to 37% on your flight if you consider stops on a White Plains to Chicago O'Hare Intl Airport flight.

As of October 2026, prices for White Plains to Chicago O'Hare Intl Airport flights are approximately 679% more expensive when compared to flights at the same time last year.

The number of flights available between White Plains and Chicago O'Hare Intl Airport is 4 per day as of October 2026. The most frequent departure time is 6:00AM, with 57% of daily flights leaving in the afternoon.

The number of flights available between White Plains and Chicago O'Hare Intl Airport is 28 per week as of October 2026. The most frequent departure day is Thu, with 36% of weekly flights leaving on this day.