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Cheap Flights from White Plains to Chicago $323.83

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Cheapest Flights from White Plains to Chicago (HPN to MDW)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from White Plains to Chicago (HPN to MDW)

Question : What is the cheapest day to fly in the next four weeks?
Answer : Since low prices are preferred, look at December 9th. As of November 28th, the cheapest ticket sales are coming in 40% below the average price for this route, so you can spend that extra money on an adventure rather than the flight.

Question : Do travelers from Westchester County typically stay in Chicago for very long?
Answer : Over the next two months, travelers from HPN to MDW are planning on staying for four days on average.

Question : Can you cut down on flight costs by changing the day of the week you travel to Chicago?
Answer : The best day to fly on a budget this month is Wednesday. Having flexibility in your travel plans means you can save, so be sure to plan ahead when possible.

Question : How often are prices changing for this route?
Answer : Flight prices for HPN to MDW change much more than most routes. Remember, you can save by booking further in advance.

Question : Which airline is least likely to get you to MDW on time?
Answer : Flights on Flight Options to Chicago from Westchester County during the last month were late 100% of the time. If you're on Flight Options, be sure to sign up for the delay notifications to stay up to date with your flight's status.

Question : Which airline has been on time to Chicago Midway International Airport (MDW) from Westchester County Airport (HPN) the most?
Answer : NetJets Aviation holds the best record for flights from HPN to MDW with a 52% on-time rate. If they are delayed for some reason though, the average delay time is 30-40 minutes.