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Puerto Rico

$72+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SJU
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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 November 6, 2025.

Round-trip from

$198
(Trip.com)

One-way from

$72
(Delta)

Popular in

December

Cheapest in

March

Average price

$266
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. 6% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 6, 2025.

This Trip.com deal was found by Cheapflights users on 11/5. 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.
Tue 11/188:00 amHPN - SJU
Nonstop3h 51mJetBlue
Thu 11/205:55 pmSJU - HPN
Nonstop4h 05mJetBlue
Deal found 11/5$198
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Tue 11/116:30 amHPN - SJU
2 stops13h 18mAmerican Airlines
Wed 11/126:00 amSJU - HPN
2 stops15h 10mAmerican Airlines
Deal found 11/4$210
This Trip.com deal was found by Cheapflights users on 11/4. 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.
Wed 11/198:00 amHPN - SJU
Nonstop3h 51mJetBlue
Sun 11/235:55 pmSJU - HPN
Nonstop4h 05mJetBlue
Deal found 11/4$214
This Trip.com deal was found by Cheapflights users on 11/4. 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.
Tue 11/118:00 amHPN - SJU
Nonstop3h 51mJetBlue
Wed 11/126:00 pmSJU - HPN
Nonstop4h 05mJetBlue
Deal found 11/4$219
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Wed 12/36:30 amHPN - SJU
2 stops16h 22mAmerican Airlines
Tue 12/98:20 amSJU - HPN
1 stop15h 10mAmerican Airlines
Deal found 11/4$225
This JetBlue deal was found by Cheapflights users on 11/4. 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.
Fri 11/218:00 amHPN - SJU
Nonstop3h 51mJetBlue
Tue 11/255:55 pmSJU - HPN
Nonstop4h 05mJetBlue
Deal found 11/4$226
This CheapOair deal was found by Cheapflights users on 11/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/258:00 amHPN - SJU
Nonstop3h 52mJetBlue
Mon 12/294:12 pmSJU - HPN
Nonstop4h 17mJetBlue
Deal found 11/5$229
This JetBlue deal was found by Cheapflights users on 11/4. 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.
Tue 11/188:00 amHPN - SJU
Nonstop3h 51mJetBlue
Tue 11/255:55 pmSJU - HPN
Nonstop4h 05mJetBlue
Deal found 11/4$231
This Trip.com deal was found by Cheapflights users on 11/4. 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.
Tue 11/118:00 amHPN - SJU
Nonstop3h 51mJetBlue
Wed 12/175:55 pmSJU - HPN
Nonstop4h 05mJetBlue
Deal found 11/4$234
This Trip.com deal was found by Cheapflights users on 11/6. 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.
Thu 11/138:00 amHPN - SJU
Nonstop3h 51mJetBlue
Thu 11/205:55 pmSJU - HPN
Nonstop4h 05mJetBlue
Deal found 11/6$235
This JetBlue deal was found by Cheapflights users on 11/5. 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.
Sat 11/158:00 amHPN - SJU
Nonstop3h 51mJetBlue
Wed 11/196:00 pmSJU - HPN
Nonstop4h 05mJetBlue
Deal found 11/5$236
This Priceline deal was found by Cheapflights users on 11/6. 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.
Sun 12/147:00 pmHPN - BQN
1 stop25h 18mJetBlue
Tue 12/1610:15 pmBQN - HPN
1 stop22h 15mJetBlue
Deal found 11/6$487

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 November 6, 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

Tue 11/18

8:00 am-12:51 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Tue 11/25

5:55 pm-9:00 pm

Nonstop4h 05m

$231

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Mon 2/2

8:45 am-1:31 pm

Nonstop3h 46m

San Juan Luis Munoz Marin Intl

Fri 2/6

6:15 pm-9:30 pm

Nonstop4h 15m

$244

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Mon 1/19

8:45 am-1:31 pm

Nonstop3h 46m

San Juan Luis Munoz Marin Intl

Fri 1/23

6:15 pm-9:30 pm

Nonstop4h 15m

$244

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sun 1/4

8:00 am-12:52 pm

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

Fri 1/16

6:15 pm-9:30 pm

Nonstop4h 15m

$244

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sun 1/4

8:00 am-12:52 pm

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

Thu 1/15

2:15 pm-11:00 pm

1 stop9h 45m

$259

White PlainsAguadilla

HPN - BQN

HPNBQN

White Plains Westchester County

Fri 5/1

4:05 pm-1:32 am

1 stop9h 27m

Aguadilla Borinquen

Sun 5/10

4:29 pm-11:26 pm

1 stop6h 57m

$260

White PlainsAguadilla

HPN - BQN

HPNBQN

White Plains Westchester County

Mon 2/2

8:00 pm-3:30 am

1 stop6h 30m

Aguadilla Borinquen

Fri 2/6

3:45 pm-10:30 pm

1 stop7h 45m

$260

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Mon 1/5

4:27 pm-12:56 am

1 stop7h 29m

San Juan Luis Munoz Marin Intl

Wed 1/14

6:15 pm-9:30 pm

Nonstop4h 15m

$295

White PlainsAguadilla

HPN - BQN

HPNBQN

White Plains Westchester County

Sun 2/8

8:00 pm-3:30 am

1 stop6h 30m

Aguadilla Borinquen

Thu 2/12

5:01 am-1:39 pm

1 stop9h 38m

$305

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Thu 1/1

8:00 am-12:52 pm

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

Wed 1/14

6:15 pm-9:30 pm

Nonstop4h 15m

$324

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 56 results
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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, October is the cheapest month in which you can book a flight from Westchester County to Puerto Rico (average of $175). Flying from Westchester County to Puerto Rico in August is currently the most expensive (average of $327). 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 November 6, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 24% on flights from Westchester County to Puerto Rico by exploring options for tickets in the evening.

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 November 6, 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 November 6, 2025.
Read through reviews of airlines operating flights from Westchester County to Puerto Rico, such as Delta, American Airlines, and JetBlue. 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
7.9
Good
8,001 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

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
7.9
Good
8,001 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

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
11,040 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

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
7.2
Good
2,907 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

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.
Frontier
5.8
Fair
3,116 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

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.

  • 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 $231. There are 1627 mi between Westchester County and Puerto Rico. Generally, flights for this route are nonstop.

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

    $82 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and JetBlue, with prices starting from $93 and $118, 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, October is the cheapest month in which you can book a flight from Westchester County to Puerto Rico (average of $175). Flying from Westchester County to Puerto Rico in August is currently the most expensive (average of $327). 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

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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 4 airlines flying from Westchester County to Puerto Rico

Discover the top 4 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$84Average$224FlexibilityNo cancel feeOn-time62%
DeltaCheapest$128Average$377FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$205Average$375FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$224Average$524FlexibilityNo cancel feeOn-time71%

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