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Puerto Rico

$113+ Cheap flights from Westchester County to Puerto Rico

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SJU
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap 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 July 31, 2025.

Round-trip from

$205
(Trip.com)

One-way from

$113
(Trip.com)

Popular in

December

Cheapest in

March

Average price

$286
From Westchester County to Puerto Rico
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One-way flight from Westchester County to Puerto Rico
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Highest demand for flights based on searches. 9% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Westchester County to Puerto Rico

Cheapest flights from Westchester County to Puerto Rico
Explore the most affordable flight options available from Westchester County to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Trip.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/198:00 amHPN - SJU
Nonstop3h 45mJetBlue
Mon 9/225:01 pmSJU - HPN
Nonstop4h 02mJetBlue
Deal found 7/30$205
This American Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/227:42 amHPN - SJU
1 stop8h 10mAmerican Airlines
Tue 9/304:43 pmSJU - HPN
2 stops16h 39mAmerican Airlines
Deal found 7/31$225
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/812:44 pmHPN - SJU
1 stop9h 15mDelta
Sat 11/157:30 amSJU - HPN
1 stop11h 37mDelta
Deal found 7/30$334
This JetBlue deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/41:00 pmHPN - PSE
1 stop10h 00mJetBlue
Tue 9/97:15 amPSE - HPN
1 stop7h 14mJetBlue
Deal found 7/31$352
This Priceline deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/109:00 pmHPN - BQN
1 stop25h 53mJetBlue
Mon 12/157:15 pmBQN - HPN
1 stop19h 17mJetBlue
Deal found 7/31$465

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County to Puerto Rico that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Westchester County to Puerto Rico that are best for you.

Fly from

Westchester County

Fly to

Puerto Rico

Route

Depart

Return

Price

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Fri 9/19

8:00 am-11:45 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Mon 9/22

5:01 pm-9:03 pm

Nonstop4h 02m

$205

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Mon 9/22

7:42 am-3:52 pm

1 stop8h 10m

San Juan Luis Munoz Marin Intl

Tue 9/30

4:43 pm-10:45 am

1 stop18h 02m

$225

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sat 11/8

12:44 pm-10:59 pm

1 stop9h 15m

San Juan Luis Munoz Marin Intl

Sat 11/15

7:30 am-6:07 pm

1 stop11h 37m

$334

White PlainsPonce

HPN - PSE

HPNPSE

White Plains Westchester County

Thu 9/4

1:00 pm-11:00 pm

1 stop10h 00m

Ponce Mercedita

Tue 9/9

7:15 am-2:29 pm

1 stop7h 14m

$352

White PlainsAguadilla

HPN - BQN

HPNBQN

White Plains Westchester County

Thu 1/22

2:29 pm-1:38 am

1 stop10h 09m

Aguadilla Borinquen

Wed 1/28

5:05 am-1:34 pm

1 stop9h 29m

$404

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Tue 10/28

8:00 am-11:43 am

Nonstop3h 43m

$113

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Mon 8/11

11:04 am-9:30 pm

1 stop10h 26m

$118

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sat 9/27

12:45 pm-10:00 pm

1 stop9h 15m

$138

White PlainsPonce

HPN - PSE

HPNPSE

White Plains Westchester County

Fri 9/12

1:00 pm-10:56 pm

1 stop9h 56m

$163

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sat 8/23

8:10 am-9:48 pm

3 stops37h 38m

$305

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 11 results
1
2

Best time to book a flight from Westchester County to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Westchester County with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

Currently, September is the cheapest month in which you can book a flight from Westchester County to Puerto Rico (average of $254). Flying from Westchester County to Puerto Rico in June is currently the most expensive (average of $339). 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 July 31, 2025.

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.

Weekly flight availability from Westchester County to Puerto Rico

Explore weekly flight availability from Westchester County to Puerto Rico. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 31, 2025.

The most flights from zzREU to PR0 are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 July 31, 2025.
Read through reviews of airlines operating flights from Westchester County to Puerto Rico, such as Delta, JetBlue, and American Airlines. 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.
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.3
Good
2,914 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

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.

  • What are the cheapest airlines to fly from Westchester County to Puerto Rico one-way?

    $113 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $118 and $138, respectively.

  • 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, September is the cheapest month in which you can book a flight from Westchester County to Puerto Rico (average of $254). Flying from Westchester County to Puerto Rico in June is currently the most expensive (average of $339). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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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.
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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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$107Average$200FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$214Average$380FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$224Average$556FlexibilityNo cancel feeOn-time71%

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