The cheapest times to fly from OWB to HPN are

  • January 1st to March 4th
  • March 19th to April 29th
  • July 16th to July 29th
  • October 22nd to November 18th

based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from OWB to HPN is late January. Prices can be as high as $1410 for Sunday flights during early to mid August, or as low as $338 for Tuesday flights around late January.


When to Fly to Westchester County

Flying from Owensboro, KY (OWB) to White Plains, NY (HPN) will usually cost between $338 to $614 per person if booking more than four weeks in advance. On average the very cheapest time to fly is late January with an average ticket price of $338. Due to high demand the most expensive time to fly is early to mid August, with an average price of $1395. Planning your trip to low-cost times can easily save you $1057 on economy flights and even more on first-class flights. Generally, any price below $393 can be considered a good price for a round-trip OWB to HPN flight.

See below for a graph of average weekly prices for the OWB to HPN route. All prices are for round-trip tickets in USD.

OWB to HPN Flight Prices

Compared to other flights, the OWB to HPN flight is much cheaper than the average and costs less than the average flight leaving from Owensboro. The average price per mile (for a direct flight) is $0.32, which is in the normal range for a flight.


Flight Prices by Day of the Week

Tuesday is usually the cheapest day to depart and return on this flight. Sundays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $131 (26%) on this flight.

Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Tuesday and returning a week later will cost an average of $369. Return trip prices are from the HPN to OWB flight, and often highlight the quality of our data in showing the same trend.

Departing Prices by Day

Departure Day Prices

Return Trip Prices by Day

Return Day Prices


Nonstop Flights and Layovers

Travelers looking to fly from OWB to HPN can generally find a 2-layover flight. Because there is not usually a direct flight option the real-world direct flight time of 2 hour 20 minutes may not be realistic.


Alternative Nearby Airports

Champion Traveler tells you which airports are nearby and whether tickets might be cheaper alternative airports nearby. Sometimes it’s worth it to fly into a closer airport and then commute to your destination. Remember that there is not usually a nonstop flight from OWB to HPN while comparing.

Destination alternative #1: LaGuardia Airport (LGA) in New York, NY

  • 22 miles (35 km) away from HPN
  • Usually 16.67% less expensive than HPN
  • 1-layover flights available

See OWB to LGA flights

Destination alternative #2: Bradley International Airport (BDL) in Hartford, CT

  • 80 miles (129 km) away from HPN
  • Usually 12.72% less expensive than HPN
  • 2-layover flights available

See OWB to BDL flights

Destination alternative #3: John F. Kennedy International Airport (JFK) in New York, NY

  • 30 miles (48 km) away from HPN
  • Usually 0.38% less expensive than HPN
  • 2-layover flights available

See OWB to JFK flights


Flight Hacking OWB to HPN

Flight hacking is when you book two tickets instead of a layover, sometimes with different airlines. You will need to either bring only a carry-on bag (highly recommended) or leave yourself plenty of time to go through security again. Flight hacking is completely allowed, but airlines don’t always tell you the cheapest way to get from OWB to HPN — but Champion Traveler does!

Hack #1: St. Louis, MO (OWB > STL > HPN)

  • Price for both tickets: $294
  • Average savings: $99 (25.19%)

See OWB to STL flights


Flight Questions Answered

Still have questions about flying from OWB to HPN? We’ve got answers.

Which airlines fly this route?

You can find 4 major airlines flying this route most often: American, Cape Air, Delta, United, and potentially more during busy seasons.

How far away is it from Westchester County Airport to Owensboro Daviess County Regional Airport?

The distance between the two airports is roughly 753 miles or 1212 kilometers.

How long does it take to fly from OWB to HPN?

The real-world flight time for a nonstop OWB to HPN flight is about 2 hour 20 minutes.

How many flights go between Owensboro, KY and White Plains, NY?

It depends on the day of the week and the date, but a typical day might have around 15 available flights from OWB to HPN.


Airport Location Info


Departing Airport

Origination code OWB
Origination airport name Owensboro Daviess County Regional Airport
City Owensboro, KY
Country the United States
Latitude 37.7
Longitude -87.2

Return Airport

Destination code HPN
Destination airport name Westchester County Airport
City White Plains, NY
Country the United States
Latitude 41.1
Longitude -73.7


Other Resources

Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.