$129+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — SJU
Mar 26 — Apr 21
1 adult, Economy
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Find cheap flights from Westchester County to Puerto Rico with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Westchester County to Puerto Rico
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Cheapest flights from Westchester County to Puerto RicoExplore 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 February 24, 2026.
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 February 24, 2026.
This American Airlines deal was found by Cheapflights users on 2/23. 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 4/256:30 am
HPN
- SJU
2 stops15h 35m
American Airlines
Wed 4/2911:43 am
SJU
- HPN
1 stop11h 09m
American Airlines
Deal found 2/23![American Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Sat 5/166:30 am
HPN
- SJU
2 stops14h 25m
American Airlines
Tue 5/195:45 am
SJU
- HPN
1 stop17h 07m
American Airlines
Deal found 2/20![American Airlines logo]()
$282
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/218:30 am
HPN
- SJU
Nonstop3h 50m
JetBlue
Fri 5/13:55 pm
SJU
- HPN
Nonstop4h 05m
JetBlue
Deal found 2/20![JetBlue logo]()
$290
This JetBlue deal was found by Cheapflights users on 2/24. 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 4/258:30 am
HPN
- SJU
Nonstop3h 50m
JetBlue
Tue 4/284:55 pm
SJU
- HPN
Nonstop4h 05m
JetBlue
Deal found 2/24![JetBlue logo]()
$295
This Expedia deal was found by Cheapflights users on 2/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/178:30 am
HPN
- SJU
Nonstop3h 47m
JetBlue
Wed 3/255:01 am
SJU
- HPN
1 stop6h 58m
JetBlue
Deal found 2/23![JetBlue logo]()
$300
This Delta deal was found by Cheapflights users on 2/23. 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.
Mon 4/134:29 pm
HPN
- SJU
1 stop6h 43m
Delta
Thu 4/162:45 pm
SJU
- HPN
1 stop7h 18m
Delta
Deal found 2/23![Delta logo]()
$304
This American Airlines deal was found by Cheapflights users on 2/21. 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.
Thu 2/2610:05 am
HPN
- SJU
1 stop10h 44m
American Airlines
Thu 3/58:40 am
SJU
- HPN
2 stops12h 28m
American Airlines
Deal found 2/21![American Airlines logo]()
$306
This KAYAK deal was found by Cheapflights users on 2/22. 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.
Wed 4/1510:48 am
HPN
- SJU
1 stop10h 01m
JetBlue
Sun 9/275:00 pm
SJU
- HPN
Nonstop3h 59m
JetBlue
Deal found 2/22![JetBlue logo]()
$310
This KAYAK deal was found by Cheapflights users on 2/23. 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.
Tue 5/268:00 am
HPN
- SJU
Nonstop3h 46m
JetBlue
Thu 5/285:56 pm
SJU
- HPN
Nonstop4h 04m
JetBlue
Deal found 2/23![JetBlue logo]()
$315
This Delta deal was found by Cheapflights users on 2/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/184:29 pm
HPN
- SJU
1 stop6h 46m
Delta
Wed 3/256:15 am
SJU
- HPN
1 stop8h 14m
Delta
Deal found 2/21![Delta logo]()
$320
This Priceline deal was found by Cheapflights users on 2/24. 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.
Sat 4/257:55 pm
HPN
- BQN
1 stop11h 44m
JetBlue
Wed 4/292:25 pm
BQN
- HPN
1 stop8h 11m
JetBlue
Deal found 2/24![JetBlue logo]()
$412
This Priceline deal was found by Cheapflights users on 2/23. 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.
Fri 4/177:55 pm
HPN
- BQN
1 stop11h 44m
JetBlue
Mon 4/204:10 pm
BQN
- HPN
1 stop17h 48m
JetBlue
Deal found 2/23![JetBlue logo]()
$420
Best flights from Westchester County to Puerto RicoDiscover carefully curated flight deals from Westchester County to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 24, 2026.
Discover carefully curated flight deals from Westchester County to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 24, 2026.
This Delta deal was found by Cheapflights users on 2/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1712:48 pm
HPN
- SJU
1 stop10h 27m
Delta
Tue 3/246:15 am
SJU
- HPN
1 stop8h 14m
Delta
Deal found 2/21![Delta logo]()
$404
This Priceline deal was found by Cheapflights users on 2/24. 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.
Sat 4/257:55 pm
HPN
- BQN
1 stop11h 44m
JetBlue
Wed 4/292:25 pm
BQN
- HPN
1 stop8h 11m
JetBlue
Deal found 2/24![JetBlue logo]()
$412
This Priceline deal was found by Cheapflights users on 2/23. 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.
Fri 4/177:55 pm
HPN
- BQN
1 stop11h 44m
JetBlue
Mon 4/204:10 pm
BQN
- HPN
1 stop17h 48m
JetBlue
Deal found 2/23![JetBlue logo]()
$420
This Delta deal was found by Cheapflights users on 2/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/184:29 pm
HPN
- SJU
1 stop6h 46m
Delta
Thu 3/262:44 pm
SJU
- HPN
1 stop7h 23m
Delta
Deal found 2/21![Delta logo]()
$420
This Orbitz deal was found by Cheapflights users on 2/23. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/267:55 pm
HPN
- BQN
1 stop11h 44m
JetBlue
Thu 4/302:25 pm
BQN
- HPN
1 stop8h 11m
JetBlue
Deal found 2/23![JetBlue logo]()
$465
This Delta deal was found by Cheapflights users on 2/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2112:48 pm
HPN
- SJU
1 stop10h 27m
Delta
Thu 3/262:44 pm
SJU
- HPN
1 stop7h 23m
Delta
Deal found 2/21![Delta logo]()
$504
This JetBlue deal was found by Cheapflights users on 2/24. 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 4/308:30 am
HPN
- SJU
Nonstop3h 50m
JetBlue
Sun 5/33:55 pm
SJU
- HPN
Nonstop4h 05m
JetBlue
Deal found 2/24![JetBlue logo]()
$505
This Delta deal was found by Cheapflights users on 2/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1612:48 pm
HPN
- SJU
1 stop10h 27m
Delta
Wed 3/256:15 am
SJU
- HPN
1 stop8h 14m
Delta
Deal found 2/21![Delta logo]()
$507
This KAYAK deal was found by Cheapflights users on 2/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/239:30 pm
HPN
- PSE
1 stop10h 26m
JetBlue
Mon 7/278:46 am
PSE
- HPN
1 stop10h 44m
JetBlue
Deal found 2/20![JetBlue logo]()
$513
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/712:56 pm
HPN
- SJU
1 stop10h 02m
Delta
Fri 3/132:44 pm
SJU
- HPN
1 stop7h 23m
Delta
Deal found 2/20![Delta logo]()
$561
This KAYAK deal was found by Cheapflights users on 2/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/159:30 pm
HPN
- PSE
1 stop10h 26m
JetBlue
Mon 7/208:46 am
PSE
- HPN
1 stop10h 44m
JetBlue
Deal found 2/20![JetBlue logo]()
$520
This JetBlue deal was found by Cheapflights users on 2/21. 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.
Thu 3/194:27 pm
HPN
- SJU
1 stop7h 43m
JetBlue
Thu 3/262:20 pm
SJU
- HPN
Nonstop4h 15m
JetBlue
Deal found 2/21![JetBlue logo]()
$538
This Delta deal was found by Cheapflights users on 2/23. 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.
Mon 3/166:00 am
HPN
- SJU
1 stop7h 27m
Delta
Thu 3/196:15 am
SJU
- HPN
1 stop8h 14m
Delta
Deal found 2/23![Delta logo]()
$607
This Delta deal was found by Cheapflights users on 2/24. 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.
Fri 3/612:56 pm
HPN
- SJU
1 stop10h 02m
Delta
Mon 3/92:44 pm
SJU
- HPN
1 stop7h 23m
Delta
Deal found 2/24![Delta logo]()
$616
This KAYAK deal was found by Cheapflights users on 2/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/169:30 pm
HPN
- PSE
1 stop10h 26m
JetBlue
Tue 7/218:46 am
PSE
- HPN
1 stop10h 44m
JetBlue
Deal found 2/20![JetBlue logo]()
$568
This KAYAK deal was found by Cheapflights users on 2/23. 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.
Tue 3/177:17 am
HPN
- BQN
1 stop7h 54m
JetBlue
Tue 3/245:01 am
BQN
- HPN
1 stop8h 30m
JetBlue
Deal found 2/23![JetBlue logo]()
$573
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/316:00 am
HPN
- SJU
1 stop10h 18m
Delta
Mon 4/66:15 am
SJU
- HPN
1 stop12h 03m
Delta
Deal found 2/20![Delta logo]()
$631
This JetBlue deal was found by Cheapflights users on 2/21. 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 3/83:05 pm
HPN
- SJU
1 stop8h 54m
JetBlue
Thu 3/122:20 pm
SJU
- HPN
Nonstop4h 15m
JetBlue
Deal found 2/21![JetBlue logo]()
$581
This JetBlue deal was found by Cheapflights users on 2/20. 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.
Sat 3/73:05 pm
HPN
- SJU
1 stop8h 54m
JetBlue
Mon 3/165:01 am
SJU
- HPN
1 stop8h 30m
JetBlue
Deal found 2/20![JetBlue logo]()
$592
This JetBlue deal was found by Cheapflights users on 2/20. 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.
Mon 4/278:30 am
HPN
- CPX
1 stop7h 43m
JetBlue
Wed 4/2910:30 am
CPX
- HPN
1 stop9h 30m
JetBlue
Deal found 2/20![JetBlue logo]()
$628
This JetBlue deal was found by Cheapflights users on 2/23. 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 3/102:30 pm
HPN
- BQN
1 stop8h 10m
JetBlue
Sat 3/145:01 am
BQN
- HPN
1 stop8h 30m
JetBlue
Deal found 2/23![JetBlue logo]()
$648
This Travelocity deal was found by Cheapflights users on 2/20. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/277:17 am
HPN
- BQN
1 stop12h 56m
JetBlue
Mon 3/305:01 am
BQN
- HPN
1 stop8h 30m
JetBlue
Deal found 2/20![JetBlue logo]()
$865
This JetBlue deal was found by Cheapflights users on 2/23. 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.
Wed 3/112:30 pm
HPN
- BQN
1 stop8h 10m
JetBlue
Sun 3/155:01 am
BQN
- HPN
1 stop8h 30m
JetBlue
Deal found 2/23![JetBlue logo]()
$983
This KAYAK deal was found by Cheapflights users on 2/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/224:05 pm
HPN
- BQN
1 stop9h 27m
JetBlue
Mon 5/254:29 pm
BQN
- HPN
1 stop6h 57m
JetBlue
Deal found 2/21![JetBlue logo]()
$1,045
This KAYAK deal was found by Cheapflights users on 2/22. 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.
Wed 4/86:59 am
HPN
- BQN
1 stop6h 28m
JetBlue
Sat 4/111:10 pm
BQN
- HPN
1 stop8h 41m
JetBlue
Deal found 2/22![JetBlue logo]()
$1,148
This Orbitz deal was found by Cheapflights users on 2/23. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/277:17 am
HPN
- BQN
1 stop12h 56m
JetBlue
Sun 3/299:15 pm
BQN
- HPN
2 stops21h 20m
JetBlue
Deal found 2/23![JetBlue logo]()
$1,200
This JetBlue deal was found by Cheapflights users on 2/23. 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 5/224:00 pm
HPN
- PSE
1 stop8h 03m
JetBlue
Tue 5/265:05 am
PSE
- HPN
1 stop9h 52m
JetBlue
Deal found 2/23![JetBlue logo]()
$1,535
Last-minute flights from Westchester County to Puerto RicoDiscover last-minute flight deals from Westchester County to Puerto Rico. Data last updated February 24, 2026 and is based on user searches.
Discover last-minute flight deals from Westchester County to Puerto Rico. Data last updated February 24, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/21. 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.
Tue 2/2410:05 am
HPN
- SJU
1 stop9h 34m
American Airlines
Wed 2/258:00 am
SJU
- HPN
1 stop16h 27m
American Airlines
Deal found 2/21![American Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 2/21. 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.
Tue 2/246:49 pm
HPN
- SJU
1 stop17h 06m
American Airlines
Thu 2/264:40 pm
SJU
- HPN
1 stop7h 47m
American Airlines
Deal found 2/21![American Airlines logo]()
$336
This American Airlines deal was found by Cheapflights users on 2/22. 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.
Thu 2/266:54 pm
HPN
- SJU
1 stop15h 46m
American Airlines
Wed 3/43:51 pm
SJU
- HPN
1 stop8h 08m
American Airlines
Deal found 2/22![American Airlines logo]()
$306
This American Airlines deal was found by Cheapflights users on 2/20. 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 3/21:37 pm
HPN
- SJU
2 stops9h 03m
American Airlines
Fri 3/612:46 pm
SJU
- HPN
1 stop11h 41m
American Airlines
Deal found 2/20![American Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 2/23. 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 3/47:00 am
HPN
- SJU
1 stop15h 34m
American Airlines
Wed 3/117:11 am
SJU
- HPN
1 stop16h 18m
American Airlines
Deal found 2/23![American Airlines logo]()
$340
This Priceline deal was found by Cheapflights users on 2/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/87:30 pm
HPN
- BQN
1 stop19h 07m
JetBlue
Thu 3/125:01 am
BQN
- HPN
1 stop17h 01m
JetBlue
Deal found 2/21![JetBlue logo]()
$478
This American Airlines deal was found by Cheapflights users on 2/23. 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 3/97:00 am
HPN
- SJU
1 stop7h 50m
American Airlines
Thu 3/127:40 am
SJU
- HPN
1 stop15h 19m
American Airlines
Deal found 2/23![American Airlines logo]()
$337
This KAYAK deal was found by Cheapflights users on 2/23. 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 3/164:29 pm
HPN
- SJU
1 stop8h 43m
JetBlue
Wed 3/252:20 pm
SJU
- HPN
Nonstop4h 15m
JetBlue
Deal found 2/23![JetBlue logo]()
$330
This Expedia deal was found by Cheapflights users on 2/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/178:30 am
HPN
- SJU
Nonstop3h 47m
JetBlue
Wed 3/255:01 am
SJU
- HPN
1 stop6h 58m
JetBlue
Deal found 2/23![JetBlue logo]()
$300
This Delta deal was found by Cheapflights users on 2/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1712:48 pm
HPN
- SJU
1 stop10h 27m
Delta
Wed 3/256:15 am
SJU
- HPN
1 stop8h 14m
Delta
Deal found 2/21![Delta logo]()
$304
This KAYAK deal was found by Cheapflights users on 2/23. 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.
Tue 3/177:17 am
HPN
- BQN
1 stop7h 54m
JetBlue
Tue 3/245:01 am
BQN
- HPN
1 stop8h 30m
JetBlue
Deal found 2/23![JetBlue logo]()
$573
This Delta deal was found by Cheapflights users on 2/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/184:29 pm
HPN
- SJU
1 stop6h 46m
Delta
Wed 3/256:15 am
SJU
- HPN
1 stop8h 14m
Delta
Deal found 2/21![Delta logo]()
$320
One-way flights from Westchester County to Puerto RicoSearch for one-way flight options from Westchester County to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated February 24, 2026.
Search for one-way flight options from Westchester County to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated February 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:09 pm
HPN
- SJU
1 stop6h 31m
Multiple Airlines
Deal found 2/21![Multiple Airlines logo]()
$129
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Tue 4/2111:00 am
HPN
- SJU
2 stops11h 05m
American Airlines
Deal found 2/20![American Airlines logo]()
$148
This Super.com deal was found by Cheapflights users on 2/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2210:48 am
HPN
- SJU
1 stop10h 01m
JetBlue
Deal found 2/22![JetBlue logo]()
$150
This Delta deal was found by Cheapflights users on 2/22. 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.
Sun 4/196:00 am
HPN
- SJU
1 stop10h 23m
Delta
Deal found 2/22![Delta logo]()
$152
This KAYAK deal was found by Cheapflights users on 2/24. 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 3/234:29 pm
HPN
- SJU
1 stop7h 41m
JetBlue
Deal found 2/24![JetBlue logo]()
$153
This American Airlines deal was found by Cheapflights users on 2/23. 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 5/166:30 am
HPN
- SJU
2 stops15h 35m
American Airlines
Deal found 2/23![American Airlines logo]()
$154
This Super.com deal was found by Cheapflights users on 2/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/58:30 am
HPN
- SJU
Nonstop3h 50m
JetBlue
Deal found 2/23![JetBlue logo]()
$156
This Delta deal was found by Cheapflights users on 2/23. 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.
Wed 3/2512:48 pm
HPN
- SJU
1 stop7h 30m
Delta
Deal found 2/23![Delta logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/191:29 pm
HPN
- SJU
2 stops12h 32m
Multiple Airlines
Deal found 2/22![Multiple Airlines logo]()
$170
This Priceline deal was found by Cheapflights users on 2/24. 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.
Thu 4/237:55 pm
HPN
- BQN
1 stop11h 44m
JetBlue
Deal found 2/24![JetBlue logo]()
$240
This KAYAK deal was found by Cheapflights users on 2/22. 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 8/39:30 pm
HPN
- BQN
1 stop10h 17m
JetBlue
Deal found 2/22![JetBlue logo]()
$243
This KAYAK deal was found by Cheapflights users on 2/23. 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.
Tue 3/177:17 am
HPN
- BQN
1 stop7h 54m
JetBlue
Deal found 2/23![JetBlue logo]()
$251
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 February 24, 2026.
Round-trip from | $276 (American Airlines) |
|---|---|
One-way from | $129 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $301 |
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 February 24, 2026.
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 3/17
12:48 pm-11:15 pm
1 stop10h 27m
San Juan Luis Munoz Marin Intl
Tue 3/24
6:15 am-2:29 pm
1 stop8h 14m
$404
White PlainsAguadilla
HPN - BQN
HPNBQN
White Plains Westchester County
Sat 4/25
7:55 pm-7:39 am
1 stop11h 44m
Aguadilla Borinquen
Wed 4/29
2:25 pm-10:36 pm
1 stop8h 11m
$412
White PlainsAguadilla
HPN - BQN
HPNBQN
White Plains Westchester County
Fri 4/17
7:55 pm-7:39 am
1 stop11h 44m
Aguadilla Borinquen
Mon 4/20
4:10 pm-9:58 am
1 stop17h 48m
$420
White PlainsSan Juan
HPN - SJU
HPNSJU
White Plains Westchester County
Wed 3/18
4:29 pm-11:15 pm
1 stop6h 46m
San Juan Luis Munoz Marin Intl
Thu 3/26
2:44 pm-10:07 pm
1 stop7h 23m
$420
White PlainsAguadilla
HPN - BQN
HPNBQN
White Plains Westchester County
Sun 4/26
7:55 pm-7:39 am
1 stop11h 44m
Aguadilla Borinquen
Thu 4/30
2:25 pm-10:36 pm
1 stop8h 11m
$465
White PlainsSan Juan
HPN - SJU
HPNSJU
White Plains Westchester County
Sat 3/21
12:48 pm-11:15 pm
1 stop10h 27m
San Juan Luis Munoz Marin Intl
Thu 3/26
2:44 pm-10:07 pm
1 stop7h 23m
$504
White PlainsSan Juan
HPN - SJU
HPNSJU
White Plains Westchester County
Thu 4/30
8:30 am-12:20 pm
Nonstop3h 50m
San Juan Luis Munoz Marin Intl
Sun 5/3
3:55 pm-8:00 pm
Nonstop4h 05m
$505
White PlainsSan Juan
HPN - SJU
HPNSJU
White Plains Westchester County
Mon 3/16
12:48 pm-11:15 pm
1 stop10h 27m
San Juan Luis Munoz Marin Intl
Wed 3/25
6:15 am-2:29 pm
1 stop8h 14m
$507
White PlainsPonce
HPN - PSE
HPNPSE
White Plains Westchester County
Thu 7/23
9:30 pm-7:56 am
1 stop10h 26m
Ponce Mercedita
Mon 7/27
8:46 am-7:30 pm
1 stop10h 44m
$513
White PlainsPonce
HPN - PSE
HPNPSE
White Plains Westchester County
Wed 7/15
9:30 pm-7:56 am
1 stop10h 26m
Ponce Mercedita
Mon 7/20
8:46 am-7:30 pm
1 stop10h 44m
$520
Showing 1-10 of 52 results
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.
HPN-SJU
HPN-BQN
HPN-PSE
HPN-CPX
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
zzREU-PR0
HPN-SJU
HPN-BQN
HPN-PSE
HPN-CPX
What is the cheapest month to book a flight from Westchester County to Puerto Rico?
Currently, January is the cheapest month in which you can book a flight from Westchester County to Puerto Rico (average of $157). Flying from Westchester County to Puerto Rico in August is currently the most expensive (average of $324). 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 February 24, 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 February 24, 2026.
Read through reviews of airlines operating flights from Westchester County to Puerto Rico, such as Delta, JetBlue, and Frontier. 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.
Crew
8.5
Boarding
8.1
Comfort
7.9
Overall
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Crew
8.5
Boarding
8.1
Comfort
7.9
Overall
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Crew
8.5
Boarding
8.1
Comfort
7.9
Overall
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Crew
8.5
Boarding
8.1
Comfort
7.9
Overall
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
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.
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.
Complete your trip
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Westchester County to Puerto Rico by cabin class
Find flights from Westchester County to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Westchester County and Puerto Rico flights
Browse other Westchester County and Puerto Rico flight options. Last updated on February 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Puerto Rico
Find the right flight back to Westchester County after your stay in Puerto Rico
Westchester County to Puerto Rico flights
Consider these flights traveling from Westchester County to Puerto Rico.
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 February 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$64 | Average$214 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$298 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$204 | Average$377 | FlexibilityNo cancel fee | On-time62% |