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Cheap Flights from Chicago to White Plains $331.68

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

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

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

Question : How many days should you spend in Westchester County if you're flying in from Chicago?
Answer : The average time spent in Westchester County by passengers flying from MDW is three days.

Question : Will you do what it takes to get the absolute lowest-cost flight?
Answer : For the month of February, the cheapest day to fly is Monday. Flexibility is paramount when booking travel plans in order to keep costs down.

Question : Which airline is offering the cheapest round-trip flight from MDW to HPN?
Answer : Delta Air Lines is booking the cheapest flights for its customers over the next three months.

Question : Which airline can you expect delays with on this route?
Answer : Over the past month, Tradewind Aviation is delayed on 100% of flights from Chicago Midway International Airport (MDW) to Westchester County Airport (HPN). If you're on Tradewind Aviation, be sure to sign up for the delay notifications to stay up to date with your flight's status.

Question : Is there a preferred airline for getting to Westchester County Airport (HPN) on time?
Answer : Executive Jet Management holds the best record for flights from MDW to HPN with a 60% on-time rate. Note that if they do have a delay, it usually lasts about 30-40 minutes.