Cheap Flights From Southwest Florida Intl. (RSW) To Westchester County (HPN)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly

Cheapest Flights from Fort Myers (RSW) to White Plains (HPN)

The cheapest flights to Westchester County found within the past 7 days were CA $343 round trip and CA $177 one way. Prices and availability subject to change. Additional terms may apply.

Fri, Aug 7 - Mon, Aug 10
RSW
Fort Myers
HPN
White Plains
CA $343 Roundtrip, found 3 days ago
CA $343
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Aug 7 from Fort Myers to White Plains, returning Mon, Aug 10, priced at CA $343 found 3 days ago
Fri, Aug 7 - Mon, Aug 10
RSW
Fort Myers
HPN
White Plains
CA $366 Roundtrip, found 3 days ago
CA $366
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Aug 7 from Fort Myers to White Plains, returning Mon, Aug 10, priced at CA $366 found 3 days ago
Wed, Jun 10 - Fri, Jun 12
RSW
Fort Myers
HPN
White Plains
CA $375 Roundtrip, found 1 day ago
CA $375
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Jun 10 from Fort Myers to White Plains, returning Fri, Jun 12, priced at CA $375 found 1 day ago
Tue, Sep 22 - Mon, Sep 28
RSW
Fort Myers
HPN
White Plains
CA $378 Roundtrip, found 3 days ago
CA $378
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Sep 22 from Fort Myers to White Plains, returning Mon, Sep 28, priced at CA $378 found 3 days ago
Wed, Jun 10 - Fri, Jun 12
RSW
Fort Myers
HPN
White Plains
CA $393 Roundtrip, found 1 day ago
CA $393
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Jun 10 from Fort Myers to White Plains, returning Fri, Jun 12, priced at CA $393 found 1 day ago
Fri, Aug 7 - Mon, Aug 10
RSW
Fort Myers
HPN
White Plains
CA $413 Roundtrip, found 3 days ago
CA $413
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Aug 7 from Fort Myers to White Plains, returning Mon, Aug 10, priced at CA $413 found 3 days ago
Fri, Aug 7 - Mon, Aug 10
RSW
Fort Myers
HPN
White Plains
CA $435 Roundtrip, found 3 days ago
CA $435
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Aug 7 from Fort Myers to White Plains, returning Mon, Aug 10, priced at CA $435 found 3 days ago
Tue, Sep 22 - Mon, Sep 28
RSW
Fort Myers
HPN
White Plains
CA $446 Roundtrip, found 3 days ago
CA $446
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Sep 22 from Fort Myers to White Plains, returning Mon, Sep 28, priced at CA $446 found 3 days ago
Fri, Aug 7 - Mon, Aug 10
RSW
Fort Myers
HPN
White Plains
CA $528 Roundtrip, found 3 days ago
CA $528
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Aug 7 from Fort Myers to White Plains, returning Mon, Aug 10, priced at CA $528 found 3 days ago
Wed, Jun 10 - Fri, Jun 12
RSW
Fort Myers
HPN
White Plains
CA $554 Roundtrip, found 1 day ago
CA $554
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Jun 10 from Fort Myers to White Plains, returning Fri, Jun 12, priced at CA $554 found 1 day ago
Fri, Aug 7 - Mon, Aug 10
RSW
Fort Myers
HPN
White Plains
CA $564 Roundtrip, found 3 days ago
CA $564
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Aug 7 from Fort Myers to White Plains, returning Mon, Aug 10, priced at CA $564 found 3 days ago

Frequently asked questions

Are there direct flights from Southwest Florida Intl. Airport (RSW) to HPN?
For direct flights from RSW to HPN, reserve a seat with JetBlue. This airline will be perfect for you if you need to get from A to B with no fuss.
What airlines fly from RSW to HPN?
Looking to fly straight from Fort Myers to Westchester County? Today is your lucky day. JetBlue (B6) offers 47 flights each month and is a popular option with many worldly wanderers.
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.