$59 Cheap Flights from Westchester County
One-way
Departing from
Westchester County
Going to
anywhere
Myrtle Beach (MYR)
United States • February, 2026
92% AI deal score
$458 $89
Amsterdam (AMS)
Netherlands • April, 2026
87% AI deal score
$1,055 $323
Jacksonville (JAX)
United States • April, 2026
85% AI deal score
$260 $59
Top Destinations Where Can You Fly from Westchester County
Cheap flights from Westchester County
Find flights from Westchester County to anywhere
Looking for inspiration on destinations? Here are some popular flight deals from Westchester County one-way fares:
See more destinations you can fly to from Westchester County – anywhere in the world at the best prices.
See More DestinationsLast-Minute Flights from Westchester County
The best flight deals leaving from Westchester County soon
Sat, Feb 28
⌛ Last-Minute
Westchester County (HPN) - Sarasota (SRQ)
Breeze Airways airlines • Direct
$193
$100
-$93
48%
Sun, Mar 1
⌛ Last-Minute
Westchester County (HPN) - Orlando (SFB)
Breeze Airways airlines • 2 stops • Jacksonville (JAX), Akron (CAK)
$189
Sun, Mar 1
⌛ Last-Minute
Westchester County (HPN) - Orlando (SFB)
Breeze Airways airlines • 2 stops • Jacksonville (JAX), Akron (CAK)
$181
Sun, Mar 1
⌛ Last-Minute
Westchester County (HPN) - São Paulo (VCP)
Breeze Airways airlines • 3 stops • Charleston (CHS), Orlando (MCO), Belo Horizonte (CNF)
$465
Sun, Mar 1
⌛ Last-Minute
Westchester County (HPN) - Rio de Janeiro (SDU)
Breeze Airways airlines • 3 stops • Charleston (CHS), Orlando (MCO), Belo Horizonte (CNF)
$518
$517
-$1
0%
Mon, Mar 2
⌛ Last-Minute
Westchester County (HPN) - Charleston (CHS)
Breeze Airways airlines • Direct
$148
$84
-$64
43%
Facts About Flights from Westchester County
Nearby airport(s)
Insights for flights from Westchester County
Most popular airlines from Westchester County
American Airlines
Alaska Airlines, Inc.
JetBlue Airways
Deutsche Luft Hansa
Frontier Airlines
Allegiant Air
HPN Airport Deal Stats
Current most discounted routes
Avg. most discounted routes (last 3 months)
HPN airport insights
Best days to catch a deal
Tuesday, Sunday
The best day to find a flight deal from Westchester County airport is Tuesday, as that is when the most deals are typically found. You may have less luck finding deals on Wednesday or Friday if you are flying from Westchester County airport.
Avg. deal survival time
17.4 hours
Deals that originate from Westchester County airport last an average of 17.4 hours. So, if you see a good deal, you should book it as soon as possible!
Rare deal frequency
11 deals
We found 11 rare flight deals originating from Westchester County airport in the past month, which is an impressive number. These rare deals had an AI Deal Score of 90+, and are typically mistake fares, special promotions, or ultra-discounts.
Average price drop
-27%
Deals from Westchester County Airport (HPN) see an average price drop of 26.7%. This means travelers can find significant savings on flights departing from this location.
Next 4 weeks: deal forecast
Westchester County Flight Forecast
Based on current data as of 2/18/2026, flight deals from Westchester County are expected to remain stable next month. There are no significant price drops or increases anticipated at this time.
Top 5 biggest price drops (last 3 months)
Found on February 12
HPN - London
$2,190 → $370
83%
Found on February 15
HPN - London
$1,235 → $216
83%
Found on February 15
HPN - Barcelona
$1,125 → $342
70%
Found on February 15
HPN - Amsterdam
$1,055 → $323
69%
Found on February 14
HPN - Paris
$1,235 → $391
68%
Check these nearby airports too
Looking for more options? These airports near HPN sometimes drop rare deals too:
Westchester County (HPN)
~11 rare deals/month
Long Island MacArthur (ISP)
~11 rare deals/month
New York Stewart International Airport (SWF)
~3 rare deals/month
If you’re flexible with departure cities, it’s worth keeping an eye on nearby airports — especially HPN and ISP for long-haul deal surprises.
Travel Trends: Popular Destinations from Westchester County
Every month, we analyze search and booking data to see where travelers from Westchester County are heading. Here are the current hot destinations from Westchester County:
Top domestic destinations
These cities are seeing the most searches and bookings from Westchester County this month.
Top international destinations
Travelers from Westchester County are flocking here, possibly due to seasonal events or great deals.
Travel trend insight
Travelers from Westchester County are increasingly drawn to international destinations, particularly those with rich cultural histories. London and Paris remain top choices due to their iconic landmarks, world-class museums, and vibrant arts scenes, offering travelers diverse and enriching experiences.
Booking Flights from Westchester County: Frequently Asked Questions
Pro Tips for Finding Cheap Flights from Westchester County
Finding the cheapest airfare from Westchester County is easier if you use a few smart strategies. Here are our top tips to help you score a great deal:
Be Flexible with Your Dates: Can't decide when to travel? Flying on weekdays or during the shoulder season (spring or fall) can unlock major savings compared to weekends and holidays. A little wiggle room in your schedule can lead to significantly cheaper flights!
Explore More Destinations from Westchester County
Looking for more options? Here are some popular routes and related travel deals:
