Westchester County (HPN) to Fort Myers (RSW) flights
One airline flies nonstop from Westchester County (HPN) to Fort Myers (RSW): JetBlue Airways. The two airports are 1,105 miles (1,778 km) apart. There are also 8 ways to fly it with one stop, through Orlando, Charleston and Raleigh/Durham and more.
Airlines flying nonstop from HPN to RSW
- JetBlue AirwaysNot in an alliance · bookable with 2 programsWho books it

Book HPN to RSW with points
Loyalty programs that can book at least one of the nonstop airlines, from the Award Booking Guide.
- JetBlue TrueBlueBooks JetBlue Airways
- Singapore Airlines KrisFlyerBooks JetBlue Airways
HPN to RSW with one stop
8 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Orlando (MCO)JetBlue Airways, then Southwest Airlines


- Via Charleston (CHS)Breeze Airways the whole way


- Via Raleigh/Durham (RDU)Breeze Airways the whole way



- Via Washington (DCA)American Airlines the whole way


- Via Charlotte (CLT)American Airlines the whole way


- Via Atlanta (ATL)Delta Air Lines the whole way


- Via Detroit (DTW)Delta Air Lines the whole way



- Via Chicago (ORD)American Airlines the whole way




HPN to RSW: common questions
Which airlines fly nonstop from HPN to RSW?
JetBlue Airways flies nonstop from Westchester County (HPN) to Fort Myers (RSW).
How far is Westchester County from Fort Myers by plane?
Westchester County (HPN) and Fort Myers (RSW) are 1,105 miles (1,778 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
Which points programs can book HPN to RSW award flights?
2 programs can book at least one of the nonstop airlines: JetBlue TrueBlue and Singapore Airlines KrisFlyer. Which flights each can book depends on its partners, so check the airline before you transfer points.
How many miles does HPN to RSW cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for HPN to RSW with taxes and fees.
Where can I connect between Westchester County and Fort Myers?
The most direct connections are through Orlando (MCO), Charleston (CHS), Raleigh/Durham (RDU), Washington (DCA) and Charlotte (CLT). On 7 of them the same airline flies both flights, for example Breeze Airways through Charleston.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.