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

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Southwest Florida Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,604, price is now CA $767 per person
CA $767
per person
Nov 8 - Nov 15
found 16 hours ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Price was CA $3,589, price is now CA $2,053 per person
CA $2,053
per person
Nov 8 - Nov 15
found 16 hours ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
Inn on Fifth

Inn on Fifth

4 out of 5
Price was CA $2,868, price is now CA $1,762 per person
CA $1,762
per person
Nov 8 - Nov 15
found 16 hours ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Price was CA $4,095, price is now CA $2,569 per person
CA $2,569
per person
Nov 8 - Nov 15
found 16 hours ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
Home2 Suites Naples I-75 Pine Ridge Road, FL

Home2 Suites Naples I-75 Pine Ridge Road, FL

3 out of 5
Price was CA $1,194, price is now CA $796 per person
CA $796
per person
Nov 8 - Nov 15
found 16 hours ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
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Frequently asked questions

Are there direct flights from Westchester County Airport (HPN) to Southwest Florida Intl. Airport?
Be a wise wanderer and score a direct flight from White Plains Airport to RSW with JetBlue. This carrier is the smart choice if you want to travel to Fort Myers in the shortest possible time.
What airlines fly from Westchester County Airport (HPN) to Southwest Florida Intl. Airport (RSW)?
If you're after an air carrier that flies straight from Westchester County Airport (HPN) to Southwest Florida Intl. Airport (RSW) and rates highly with other seasoned travelers, look no further than JetBlue. They offer up to 47 flights each month.
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.

Popular Flight Routes from White Plains (HPN)

Travelers at HPN love to visit these top cities. Roam to the top destinations from White Plains (HPN) today with the cheap prices from Travelocity!

Popular Flight Routes from Fort Myers (RSW)

Travelers at RSW love to visit these top cities. Roam to the top destinations from Fort Myers(RSW) today with the cheap prices from 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.