San Juan

$133+ Cheap flights from Westchester County to San Juan

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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SJU
May 17 — May 241
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Cheap flight deals from Westchester County to San Juan

Cheapest flights from Westchester County to San Juan
Explore the most affordable flight options available from Westchester County to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2026.

This American Airlines deal was found by Cheapflights users on 4/14. 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.
Sun 5/106:30 am
HPN
-
SJU
2 stops8h 22m
American Airlines
Sat 5/163:44 pm
SJU
-
HPN
1 stop7h 08m
American Airlines
Deal found 4/14$277
This American Airlines deal was found by Cheapflights users on 4/12. 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 4/206:59 pm
HPN
-
SJU
1 stop17h 04m
American Airlines
Fri 5/86:00 am
SJU
-
HPN
2 stops14h 27m
American Airlines
Deal found 4/12$286
This American Airlines deal was found by Cheapflights users on 4/13. 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.
Sat 5/25:59 pm
HPN
-
SJU
1 stop16h 49m
American Airlines
Sat 5/97:25 am
SJU
-
HPN
2 stops10h 04m
American Airlines
Deal found 4/13$296
This American Airlines deal was found by Cheapflights users on 4/13. 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 4/226:59 pm
HPN
-
SJU
1 stop15h 49m
American Airlines
Fri 5/86:00 am
SJU
-
HPN
2 stops14h 27m
American Airlines
Deal found 4/13$301
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Sat 4/256:57 pm
HPN
-
SJU
1 stop15h 51m
American Airlines
Tue 4/285:45 am
SJU
-
HPN
1 stop17h 07m
American Airlines
Deal found 4/15$306
This American Airlines deal was found by Cheapflights users on 4/13. 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 4/227:49 am
HPN
-
SJU
1 stop13h 02m
American Airlines
Wed 4/297:25 am
SJU
-
HPN
1 stop9h 21m
American Airlines
Deal found 4/13$311
This American Airlines deal was found by Cheapflights users on 4/12. 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.
Sat 4/2511:00 am
HPN
-
SJU
2 stops11h 05m
American Airlines
Sat 5/27:25 am
SJU
-
HPN
2 stops10h 04m
American Airlines
Deal found 4/12$326
This American Airlines deal was found by Cheapflights users on 4/14. 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 8/247:55 am
HPN
-
SJU
1 stop16h 04m
American Airlines
Fri 8/287:05 am
SJU
-
HPN
1 stop13h 24m
American Airlines
Deal found 4/14$336
This American Airlines deal was found by Cheapflights users on 4/16. 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 4/226:00 am
HPN
-
SJU
1 stop6h 29m
American Airlines
Mon 4/275:45 am
SJU
-
HPN
1 stop17h 07m
American Airlines
Deal found 4/16$341
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Sat 4/186:30 am
HPN
-
SJU
2 stops9h 05m
American Airlines
Sat 4/255:45 am
SJU
-
HPN
2 stops12h 42m
American Airlines
Deal found 4/14$346
This KAYAK deal was found by Cheapflights users on 4/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/18:00 am
HPN
-
SJU
Nonstop3h 46m
JetBlue
Fri 6/55:56 pm
SJU
-
HPN
Nonstop4h 04m
JetBlue
Deal found 4/14$347

Find flight deals from Westchester County to San Juan

Keep the following information in mind while searching for Westchester County to San Juan flight deals. Data was last updated April 17, 2026.

Round-trip from

$277
(American Airlines)

One-way from

$133
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$346
From Westchester County to San Juan
One-way flight from Westchester County to San Juan
Highest demand for flights based on searches. 2% potential increase in price ($9 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 April 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County to San Juan 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 April 17, 2026.
Use the filters below to find and compare flights from Westchester County to San Juan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Thu 6/11

8:00 am-11:50 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 6/18

5:00 pm-9:01 pm

Nonstop4h 01m

$351

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sun 9/13

6:00 am-1:16 pm

1 stop7h 16m

San Juan Luis Munoz Marin Intl

Sat 9/19

12:58 pm-9:42 pm

1 stop8h 44m

$404

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sat 5/2

8:30 am-12:20 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Wed 5/6

4:55 pm-9:00 pm

Nonstop4h 05m

$415

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Tue 6/9

8:00 am-11:46 am

Nonstop3h 46m

San Juan Luis Munoz Marin Intl

Tue 6/16

11:10 am-10:30 pm

1 stop11h 20m

$416

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Mon 9/14

6:00 am-1:16 pm

1 stop7h 16m

San Juan Luis Munoz Marin Intl

Sat 9/19

2:26 pm-9:42 pm

1 stop7h 16m

$434

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sun 9/13

6:00 am-1:16 pm

1 stop7h 16m

San Juan Luis Munoz Marin Intl

Fri 9/18

2:26 pm-9:42 pm

1 stop7h 16m

$444

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Mon 9/14

6:00 am-1:16 pm

1 stop7h 16m

San Juan Luis Munoz Marin Intl

Thu 9/17

12:58 pm-9:42 pm

1 stop8h 44m

$455

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Fri 5/8

8:30 am-12:23 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Wed 5/13

4:55 pm-9:00 pm

Nonstop4h 05m

$455

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Wed 5/27

7:00 am-2:47 pm

1 stop7h 47m

San Juan Luis Munoz Marin Intl

Wed 6/3

11:59 am-10:33 pm

1 stop10h 34m

$464

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Mon 6/22

8:00 am-11:50 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Tue 7/7

5:00 pm-9:01 pm

Nonstop4h 01m

$475

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/12

Showing 1-10 of 21 resultsSorted by cheapest first
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3

Best time to book a flight from Westchester County to San Juan

Have a flexible travel schedule? Discover the best time to fly to San Juan 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 San Juan

What is the cheapest month to book a flight from Westchester County to San Juan?

Currently, October is the cheapest month in which you can book a flight from Westchester County to San Juan (average of $84). Flying from Westchester County to San Juan in March is currently the most expensive (average of $248). 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 SJU?

Find hourly flight availability from Westchester County to San Juan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 17, 2026.

When flying from Westchester County to San Juan, 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 San Juan

Explore weekly flight availability from Westchester County to San Juan. 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 April 17, 2026.

The most flights from zzREU to PR1 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 San Juan

Get insights into the airlines that provide service to San Juan. 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 San Juan. Reviews last updated April 17, 2026.
Read reviews from past customers who have flown Delta,JetBlue, andFrontier from Westchester County to San Juan. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.2

Boarding

8.1

Entertainment

7.8

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.

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.2

Boarding

8.1

Entertainment

7.8

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.

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.2

Boarding

8.1

Entertainment

7.8

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.

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.2

Boarding

8.1

Entertainment

7.8

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 San Juan. 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 San Juan?

    JetBlue and Delta can get you from Westchester County to San Juan in just under 3h 50m. Your travel time can differ by up to 3h 26m. Airlines will cover a distance of 1627 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest flights from Westchester County to San Juan?

    The cheapest flight price from Westchester County to San Juan is $172. On average you can expect to pay $376. The most popular route, (White Plains Westchester County - San Juan Luis Munoz Marin Intl), can usually be booked for $347.

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

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

  • How can I find direct flights from Westchester County to San Juan?

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

  • Can I find deals for business class flights from Westchester County to San Juan?

    Yes. Cheapflights offers flight deals from Westchester County to San Juan 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 San Juan?

    Currently, October is the cheapest month in which you can book a flight from Westchester County to San Juan (average of $84). Flying from Westchester County to San Juan in March is currently the most expensive (average of $248). 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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Top 3 airlines flying from Westchester County to San Juan

Discover the top 3 airlines that operate flights from Westchester County to San Juan. 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 April 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$28Average$289FlexibilityNo cancel feeOn-time62%
DeltaCheapest$118Average$377FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$205Average$397FlexibilityNo cancel feeOn-time62%

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