Cheap flights from Chicago to New York from $149

If you are unable to visit White Plains during the month of January, then departing from Chicago during the month August is also very affordable. Most momondo users find prices during this month for around $448.

According to our data, Saturday is the cheapest day to fly to White Plains from Chicago. The lowest ticket price found for a Saturday departure recently was $421. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $561. These prices are subject to change though, so be sure to set up a Price Alert for flights to White Plains.

The cheapest time of day to fly to White Plains is in the morning when flights can be purchased for as low as $477. At noon is when there is more demand to fly to White Plains, so prices are often more expensive at around $523 per ticket.

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

There are 3 cabin classes available to choose from on Chicago to White Plains 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 17% on your flight if you consider stops on a Chicago to White Plains flight.

Delta and JetBlue are the most popular carriers operating from Chicago to White Plains Westchester County

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to White Plains from Chicago according to our data. United Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to White Plains. Keep in mind that there are 6 different airlines that fly to White Plains on a routine basis, so you have a few additional options to choose from.

7 flights are operational daily from Chicago to White Plains as of September 2026. The most popular departure time for this route is 6:00PM, with 54% of flights per day taking off in the evening.

As of September 2026, 53 flights take off from Chicago and land in White Plains each week. The most common flight departure day for this route is Mon, with 19% of weekly flights taking off on this day.