Cheap flights from Westchester County from $216
11 cities in 5 countries. In each country, prices we can stand behind come first, then the cheapest.
Destinations with a recent price: 8
Recent prices: 24
Standing out right now
Nothing stands out strongly right now. Browse everything we can see, or keep looking.
Fares Aviasales flagged as unusually low
No fares flagged as unusually low in the last two days.
When these trips depart
Every price counted here was found on or after 7 Nov.
Return
November 2026: 3 destinations with recent prices, from $360
Fort Lauderdale · 19 Nov – 23 Nov · found 6 days ago · See prices for these dates
December 2026: 1 destination with recent prices, from $497
Champaign · 30 Dec – 2 Jan 2027 · found 3 days ago · See prices for these dates
January 2027: 1 destination with recent prices, from $195
Orlando · 25 Jan 2027 – 28 Jan 2027 · found 3 days ago · See prices for these dates
One-way
November 2026: 3 destinations with recent prices, from $243
Fort Myers · 21 Nov · found 3 days ago · Open this trip
December 2026: 2 destinations with recent prices, from $293
Fort Lauderdale · 23 Dec · found 3 days ago · Open this trip
Everywhere, by country
1 traveler · Economy
| City | From | Trip | Dates | Airports | Stops | Airline | Found | |
|---|---|---|---|---|---|---|---|---|
| Saint Kitts and Nevis | ||||||||
| Basseterre | $216 | one-way | 5 Dec | HPN → SKB | 1 stop | American Airlines | found 7 days ago | Open this trip |
| United States | ||||||||
| Fort Myers | $243 | one-way | 21 Nov | HPN → RSW | nonstop | jetBlue | found 3 days ago | Open this trip |
| Fort Lauderdale | $293 | one-way | 23 Dec | HPN → FLL | 1 stop | Breeze Airways | found 3 days ago | Open this trip |
| Detroit | $334 | one-way | 20 Nov | HPN → DTW | 2 stops | Breeze Airways | found 3 days ago | Open this trip |
| Boston | $337 | one-way | 20 Nov | HPN → BOS | 1 stop | Breeze Airways | found 3 days ago | Open this trip |
| Orlando | $195 | return | 25 Jan 2027 – 28 Jan 2027 | HPN → MCO | out 1 stop, back 1 stop | Breeze Airways | found 3 days ago | See prices for these dates |
| Champaign | $497 | return | 30 Dec – 2 Jan 2027 | HPN → CMI | out 1 stop, back 1 stop | American Airlines | found 3 days ago | See prices for these dates |
| Fort Myers | $557 | return | 22 Nov – 28 Nov | HPN → RSW | out nonstop, back nonstop | jetBlue | found 2 days ago | See prices for these dates |
| Panama City | $939 | return | 13 Nov – 15 Nov | HPN → ECP | out 1 stop, back 1 stop | American Airlines | found 2 days ago | See prices for these dates |
| Fort Lauderdale | $360 | return | 19 Nov – 23 Nov | HPN → FLL | out 1 stop, back 1 stop | Breeze Airways | found 6 days ago | See prices for these dates |
| Bahamas | ||||||||
| Nassau | $243 | one-way | 16 Nov | HPN → NAS | 1 stop | American Airlines | found 7 days ago | Open this trip |
| Russia | ||||||||
| Saint Petersburg | $1,575 | one-way | 18 Dec | HPN → LED | 4 stops | jetBlue | found 2 days ago | Open this trip |
| Thailand | ||||||||
| Bangkok | $1,680 | return | 16 Nov – 23 Nov | HPN → BKK | out 3 stops, back 3 stops | American Airlines | found 3 days ago | See prices for these dates |
Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work