Puerto Rico

Cheap flights from Westchester County to Puerto Rico

HPN — SJU
Jul 8 — Jul 151
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Find flight deals from Westchester County to Puerto Rico

Keep the following information in mind while searching for Westchester County to Puerto Rico flight deals. Data was last updated June 8, 2026.

Round-trip from

$276
(American Airlines)

One-way from

$138
(American Airlines)

Popular in

April

Cheapest in

October

Average price

$321
From Westchester County to Puerto Rico
One-way flight from Westchester County to Puerto Rico
Highest demand for flights based on searches. 11% potential increase in price ($41 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in June 2026

Cheapflights Insights

Everything you need to know about your flight from Westchester County to Puerto Rico

How far ahead should I book a flight from Westchester County to Puerto Rico?

To ensure you get the cheapest price possible for a flight from Westchester County to Puerto Rico, you should look to book at least 1 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Westchester County to Puerto Rico?

Currently, October is the cheapest month in which you can book a flight from Westchester County to Puerto Rico (average of $84). Flying from Westchester County to Puerto Rico in May is currently the most expensive (average of $292). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from REU to PR?

Find hourly flight availability from Westchester County to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 8, 2026.

When flying from Westchester County to Puerto Rico, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Puerto Rico. Reviews last updated June 8, 2026.
Read through reviews of airlines operating flights from Westchester County to Puerto Rico, such as Delta,JetBlue, andFrontier. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.9

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Overall

7.9

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Overall

7.9

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Overall

7.9

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Westchester County to Puerto Rico?

    A quick flight from Westchester County to Puerto Rico can take about 3h 51m. JetBlue provides one of the quickest options available for as low as $355. There are 1627 mi between Westchester County and Puerto Rico. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Westchester County to Puerto Rico that include hotel bookings?

    Yes. In addition to deals on Westchester County to Puerto Rico flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Westchester County to Puerto Rico?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Westchester County to Puerto Rico.

  • Can I find deals for business class flights from Westchester County to Puerto Rico?

    Yes. Cheapflights offers flight deals from Westchester County to Puerto Rico by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Westchester County to Puerto Rico?

    Currently, October is the cheapest month in which you can book a flight from Westchester County to Puerto Rico (average of $84). Flying from Westchester County to Puerto Rico in May is currently the most expensive (average of $292). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Westchester County to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Westchester County to Puerto Rico

Discover the top 3 airlines that operate flights from Westchester County to Puerto Rico. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$28Average$289FlexibilityNo cancel feeOn-time62%
DeltaCheapest$118Average$377FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$204Average$416FlexibilityNo cancel feeOn-time62%

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