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San Juan

$100+ 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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SJU
Aug 26 — Sep 21
Tue 8/26
Tue 9/2
1 adult, Economy
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Cheap 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 August 21, 2025.

Round-trip from

$206
(Trip.com)

One-way from

$100
(Trip.com)

Popular in

December

Cheapest in

March

Average price

$328
From Westchester County to San Juan
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One-way flight from Westchester County to San Juan
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Highest demand for flights based on searches. 8% potential increase in price ($24 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 August 2025
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Find 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 August 21, 2025.

This Trip.com deal was found by Cheapflights users on 8/21. 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.
Sat 10/48:00 amHPN - SJU
Nonstop3h 45mJetBlue
Sat 10/115:00 pmSJU - HPN
Nonstop3h 57mJetBlue
Deal found 8/21$206
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/2211:15 amHPN - SJU
2 stops12h 22mAmerican Airlines
Tue 9/301:37 pmSJU - HPN
2 stops19h 45mAmerican Airlines
Deal found 8/20$219
This American Airlines deal was found by Cheapflights users on 8/19. 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 9/206:30 amHPN - SJU
2 stops17h 07mAmerican Airlines
Wed 9/243:55 pmSJU - HPN
2 stops18h 35mAmerican Airlines
Deal found 8/19$222
This JetBlue deal was found by Cheapflights users on 8/21. 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.
Sun 10/198:00 amHPN - SJU
Nonstop3h 45mJetBlue
Mon 10/274:00 pmSJU - HPN
Nonstop4h 13mJetBlue
Deal found 8/21$238
This American Airlines deal was found by Cheapflights users on 8/21. 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 10/811:04 amHPN - SJU
2 stops12h 55mAmerican Airlines
Sat 10/187:10 amSJU - HPN
2 stops11h 10mAmerican Airlines
Deal found 8/21$241
This American Airlines deal was found by Cheapflights users on 8/21. 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 9/206:30 amHPN - SJU
2 stops17h 07mAmerican Airlines
Sat 9/271:40 pmSJU - HPN
2 stops20h 56mAmerican Airlines
Deal found 8/21$244
This Trip.com deal was found by Cheapflights users on 8/21. 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
Tue 9/235:00 pmSJU - HPN
Nonstop3h 59mJetBlue
Deal found 8/21$248
This JetBlue deal was found by Cheapflights users on 8/20. 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 10/148:00 amHPN - SJU
Nonstop3h 45mJetBlue
Thu 10/165:00 pmSJU - HPN
Nonstop3h 57mJetBlue
Deal found 8/20$251
This JetBlue deal was found by Cheapflights users on 8/21. 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.
Mon 9/18:00 amHPN - SJU
Nonstop3h 45mJetBlue
Sat 9/135:01 pmSJU - HPN
Nonstop4h 02mJetBlue
Deal found 8/21$252
This JetBlue deal was found by Cheapflights users on 8/19. 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.
Mon 11/37:00 amHPN - SJU
1 stop10h 13mJetBlue
Fri 11/75:00 pmSJU - HPN
Nonstop4h 11mJetBlue
Deal found 8/19$254

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 August 21, 2025.
Use the filters below to find and compare flights from Westchester County to San Juan that are best for you.

Fly from

Westchester County

Fly to

San Juan

Route

Depart

Return

Price

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sat 10/4

8:00 am-11:45 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Sat 10/11

5:00 pm-8:57 pm

Nonstop3h 57m

$206

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Mon 9/22

11:15 am-11:37 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

Tue 9/30

1:37 pm-9:22 am

2 stops19h 45m

$219

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Fri 10/3

6:30 am-11:37 pm

2 stops17h 07m

San Juan Luis Munoz Marin Intl

Tue 10/7

7:00 am-6:20 pm

2 stops11h 20m

$219

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sun 10/5

8:00 am-11:45 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Sat 10/11

5:00 pm-8:57 pm

Nonstop3h 57m

$222

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sat 9/20

6:30 am-11:37 pm

2 stops17h 07m

San Juan Luis Munoz Marin Intl

Tue 9/23

4:43 pm-9:22 am

2 stops16h 39m

$222

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sat 9/20

6:30 am-11:37 pm

2 stops17h 07m

San Juan Luis Munoz Marin Intl

Wed 9/24

3:55 pm-10:30 am

2 stops18h 35m

$222

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sat 9/27

7:42 am-3:52 pm

1 stop8h 10m

San Juan Luis Munoz Marin Intl

Wed 10/1

4:43 pm-10:30 am

2 stops17h 47m

$222

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sun 11/9

7:59 am-9:32 pm

1 stop12h 33m

San Juan Luis Munoz Marin Intl

Wed 11/12

5:59 pm-9:29 am

1 stop16h 30m

$237

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Mon 10/20

8:00 am-11:45 am

Nonstop3h 45m

$100

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sun 10/19

8:00 am-11:45 am

Nonstop3h 45m

$100

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/21

Showing 1-10 of 18 results
1
2

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, September is the cheapest month in which you can book a flight from Westchester County to San Juan (average of $254). Flying from Westchester County to San Juan 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 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 August 21, 2025.

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 August 21, 2025.

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 August 21, 2025.
Read reviews from past customers who have flown American Airlines, JetBlue, and Frontier 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.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Crew

8.0

Entertainment

6.9

Food

6.5

Overall

7.2

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Crew

8.0

Entertainment

6.9

Food

6.5

Overall

7.2

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
JetBlue
7.2
Good
2,916 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Crew

8.0

Entertainment

6.9

Food

6.5

Overall

7.2

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
Frontier
5.8
Fair
3,207 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Crew

8.0

Entertainment

6.9

Food

6.5

Overall

7.2

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

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 American Airlines can get you from Westchester County to San Juan in just under 3h 45m. Your travel time can differ by up to 8h 37m. 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 $127. On average you can expect to pay $315. The most popular route, (White Plains Westchester County - San Juan Luis Munoz Marin Intl), can usually be booked for $222.

  • 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, September is the cheapest month in which you can book a flight from Westchester County to San Juan (average of $254). Flying from Westchester County to San Juan 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

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Alternative routes for Westchester County to San Juan

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 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 August 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$107Average$200FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$208Average$379FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$224Average$556FlexibilityNo cancel feeOn-time71%

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