$110+ Cheap flights from Massachusetts 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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJU
Jul 23 — Jul 301
Round-trip
1 adult, Economy
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Find cheap flights from Massachusetts 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 Massachusetts to Puerto Rico
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Cheapest flights from Massachusetts to Puerto RicoExplore the most affordable flight options available from Massachusetts to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 23, 2026.
Explore the most affordable flight options available from Massachusetts to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 9/18:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/19![Frontier logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Tue 8/251:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 9/18:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/21![Frontier logo]()
$247
This eDestinos deal was found by Cheapflights users on 6/23. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 7/248:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/23![Frontier logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 6/22. 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.
Sat 8/221:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 9/18:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/22![Frontier logo]()
$249
This Frontier deal was found by Cheapflights users on 6/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 9/28:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/19![Frontier logo]()
$253
This Cheapflightsfares deal was found by Cheapflights users on 6/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/11:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 9/88:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/21![Frontier logo]()
$254
This eDestinos deal was found by Cheapflights users on 6/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/211:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 7/288:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/22![Frontier logo]()
$256
This Frontier deal was found by Cheapflights users on 6/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/291:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 9/28:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/20![Frontier logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 9/38:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/19![Frontier logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 9/48:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/19![Frontier logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 8/108:02 pm
ALB
- SJU
1 stop20h 09m
Multiple Airlines
Fri 8/146:00 am
SJU
- ALB
1 stop13h 12m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$263
This Southwest deal was found by Cheapflights users on 6/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/213:10 pm
ALB
- SJU
1 stop7h 40m
Southwest
Sun 8/235:00 am
SJU
- ALB
1 stop7h 05m
Southwest
Deal found 6/19![Southwest logo]()
$270
Best flights from Massachusetts to Puerto RicoDiscover carefully curated flight deals from Massachusetts to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 23, 2026.
Discover carefully curated flight deals from Massachusetts to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 23, 2026.
This Southwest deal was found by Cheapflights users on 6/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:40 pm
BDL
- SJU
1 stop9h 20m
Southwest
Tue 9/111:50 am
SJU
- BDL
1 stop8h 20m
Southwest
Deal found 6/21![Southwest logo]()
$280
This United Airlines deal was found by Cheapflights users on 6/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:10 am
ALB
- SJU
2 stops12h 28m
United Airlines
Sat 8/291:00 am
SJU
- ALB
2 stops9h 27m
United Airlines
Deal found 6/22![United Airlines logo]()
$322
This CheapOair deal was found by Cheapflights users on 6/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2110:04 am
BOS
- PSE
1 stop23h 42m
Frontier
Tue 7/2810:32 am
PSE
- BOS
1 stop22h 37m
Frontier
Deal found 6/21![Frontier logo]()
$336
This JetBlue deal was found by Cheapflights users on 6/19. 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 8/315:30 pm
BDL
- BQN
1 stop7h 03m
JetBlue
Wed 9/22:30 pm
BQN
- BDL
1 stop9h 29m
JetBlue
Deal found 6/19![JetBlue logo]()
$349
This Delta deal was found by Cheapflights users on 6/20. 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 9/58:50 am
BOS
- SJU
Nonstop4h 07m
Delta
Tue 9/82:10 pm
SJU
- BOS
Nonstop4h 13m
Delta
Deal found 6/20![Delta logo]()
$360
This Priceline deal was found by Cheapflights users on 6/18. 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 7/155:01 am
BOS
- BQN
2 stops19h 32m
Multiple Airlines
Tue 7/283:10 am
BQN
- BOS
1 stop29h 59m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$380
This American Airlines deal was found by Cheapflights users on 6/22. 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.
Sat 9/55:23 pm
ORH
- SJU
2 stops19h 17m
American Airlines
Sun 9/134:38 pm
SJU
- ORH
2 stops24h 11m
American Airlines
Deal found 6/22![American Airlines logo]()
$387
This Southwest deal was found by Cheapflights users on 6/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:40 pm
ALB
- SJU
2 stops9h 40m
Southwest
Wed 10/286:10 am
SJU
- ALB
1 stop8h 15m
Southwest
Deal found 6/21![Southwest logo]()
$295
This United Airlines deal was found by Cheapflights users on 6/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:45 am
BOS
- SJU
1 stop7h 09m
United Airlines
Sat 8/291:00 am
SJU
- BOS
1 stop7h 17m
United Airlines
Deal found 6/18![United Airlines logo]()
$332
This JetBlue deal was found by Cheapflights users on 6/21. 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.
Sat 8/295:10 am
BOS
- BQN
1 stop8h 18m
JetBlue
Tue 9/12:30 pm
BQN
- BOS
1 stop10h 02m
JetBlue
Deal found 6/21![JetBlue logo]()
$354
This CheapOair deal was found by Cheapflights users on 6/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2110:04 am
BOS
- PSE
1 stop23h 42m
Frontier
Fri 7/2410:32 am
PSE
- BOS
1 stop22h 37m
Frontier
Deal found 6/22![Frontier logo]()
$356
This United Airlines deal was found by Cheapflights users on 6/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:00 am
BDL
- SJU
2 stops14h 38m
United Airlines
Sat 8/291:00 am
SJU
- BDL
2 stops8h 37m
United Airlines
Deal found 6/19![United Airlines logo]()
$343
This Priceline deal was found by Cheapflights users on 6/21. 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.
Tue 8/49:28 pm
BOS
- BQN
1 stop10h 21m
Multiple Airlines
Sun 8/912:04 pm
BQN
- BOS
1 stop21h 05m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 6/21. 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.
Fri 9/118:55 am
BOS
- SJU
Nonstop4h 02m
Delta
Sun 9/132:10 pm
SJU
- BOS
Nonstop4h 13m
Delta
Deal found 6/21![Delta logo]()
$394
This JetBlue deal was found by Cheapflights users on 6/20. 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 9/126:55 am
BOS
- SJU
1 stop6h 39m
JetBlue
Fri 9/186:00 am
SJU
- BOS
Nonstop4h 03m
JetBlue
Deal found 6/20![JetBlue logo]()
$362
This Southwest deal was found by Cheapflights users on 6/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/242:15 pm
BOS
- SJU
2 stops9h 35m
Southwest
Sun 8/305:00 am
SJU
- BOS
2 stops9h 55m
Southwest
Deal found 6/18![Southwest logo]()
$366
This CheapOair deal was found by Cheapflights users on 6/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2310:04 am
BOS
- PSE
1 stop23h 37m
Frontier
Tue 7/2810:32 am
PSE
- BOS
1 stop22h 37m
Frontier
Deal found 6/19![Frontier logo]()
$376
This American Airlines deal was found by Cheapflights users on 6/21. 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.
Mon 12/143:34 pm
ORH
- SJU
1 stop7h 18m
American Airlines
Tue 1/261:24 pm
SJU
- ORH
2 stops25h 33m
American Airlines
Deal found 6/21![American Airlines logo]()
$414
This United Airlines deal was found by Cheapflights users on 6/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/48:20 am
BDL
- SJU
1 stop12h 18m
United Airlines
Wed 7/87:20 am
SJU
- BDL
1 stop6h 46m
United Airlines
Deal found 6/22![United Airlines logo]()
$352
This CheapOair deal was found by Cheapflights users on 6/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/188:10 pm
BDL
- PSE
1 stop12h 56m
Multiple Airlines
Fri 7/315:01 am
PSE
- BDL
2 stops18h 58m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 6/21. 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 9/126:00 am
BDL
- SJU
1 stop10h 49m
Delta
Sat 9/193:10 pm
SJU
- BDL
1 stop8h 03m
Delta
Deal found 6/21![Delta logo]()
$400
This Southwest deal was found by Cheapflights users on 6/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/165:55 pm
ALB
- SJU
1 stop6h 35m
Southwest
Sun 8/235:00 am
SJU
- ALB
1 stop7h 05m
Southwest
Deal found 6/21![Southwest logo]()
$367
This JetBlue deal was found by Cheapflights users on 6/18. 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 8/167:59 pm
BDL
- SJU
Nonstop3h 53m
JetBlue
Thu 8/204:55 pm
SJU
- BDL
1 stop7h 01m
JetBlue
Deal found 6/18![JetBlue logo]()
$368
This CheapOair deal was found by Cheapflights users on 6/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:04 am
BOS
- PSE
1 stop23h 42m
Frontier
Wed 7/1510:32 am
PSE
- BOS
1 stop22h 37m
Frontier
Deal found 6/20![Frontier logo]()
$376
This CheapOair deal was found by Cheapflights users on 6/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2912:27 pm
BDL
- PSE
1 stop20h 39m
Multiple Airlines
Fri 8/75:01 am
PSE
- BDL
2 stops18h 58m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$390
This United Airlines deal was found by Cheapflights users on 6/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:05 am
BOS
- SJU
2 stops12h 33m
United Airlines
Sat 9/51:00 am
SJU
- BOS
2 stops9h 18m
United Airlines
Deal found 6/19![United Airlines logo]()
$355
This Southwest deal was found by Cheapflights users on 6/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/71:20 pm
ALB
- SJU
2 stops10h 25m
Southwest
Fri 10/1610:10 am
SJU
- ALB
2 stops8h 15m
Southwest
Deal found 6/18![Southwest logo]()
$367
This American Airlines deal was found by Cheapflights users on 6/21. 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.
Mon 12/143:34 pm
ORH
- SJU
1 stop7h 18m
American Airlines
Mon 1/254:49 pm
SJU
- ORH
2 stops22h 08m
American Airlines
Deal found 6/21![American Airlines logo]()
$449
This CheapOair deal was found by Cheapflights users on 6/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2110:04 am
BOS
- PSE
1 stop23h 42m
Frontier
Wed 8/510:32 am
PSE
- BOS
1 stop22h 37m
Frontier
Deal found 6/20![Frontier logo]()
$376
This CheapOair deal was found by Cheapflights users on 6/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:44 pm
BOS
- BQN
1 stop6h 31m
JetBlue
Tue 8/255:01 am
BQN
- BOS
1 stop28h 13m
JetBlue
Deal found 6/22![JetBlue logo]()
$377
Last-minute flights from Massachusetts to Puerto RicoDiscover last-minute flight deals from Massachusetts to Puerto Rico. Data last updated June 23, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Puerto Rico. Data last updated June 23, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 6/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/121:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 7/188:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/19![Frontier logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/121:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 7/168:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/19![Frontier logo]()
$277
This eDestinos deal was found by Cheapflights users on 6/18. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/141:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 7/288:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/18![Frontier logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/141:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 7/218:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/19![Frontier logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 6/22. 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.
Wed 7/151:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 7/288:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/22![Frontier logo]()
$268
This Super.com deal was found by Cheapflights users on 6/18. 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 7/151:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 7/168:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/18![Frontier logo]()
$273
This Super.com deal was found by Cheapflights users on 6/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/151:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 7/188:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/21![Frontier logo]()
$274
This Super.com deal was found by Cheapflights users on 6/19. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/161:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 7/238:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/19![Frontier logo]()
$272
This eDestinos deal was found by Cheapflights users on 6/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 7/248:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/21![Frontier logo]()
$248
This eDestinos deal was found by Cheapflights users on 6/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/211:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 7/288:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/22![Frontier logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Wed 7/221:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 7/298:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/21![Frontier logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/231:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 7/268:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/20![Frontier logo]()
$271
One-way flights from Massachusetts to Puerto RicoSearch for one-way flight options from Massachusetts to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated June 23, 2026.
Search for one-way flight options from Massachusetts to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated June 23, 2026.
This Super.com deal was found by Cheapflights users on 6/20. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/20![Frontier logo]()
$110
This Cheapflightsfares deal was found by Cheapflights users on 6/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/231:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/21![Frontier logo]()
$111
This American Airlines deal was found by Cheapflights users on 6/22. 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.
Tue 9/15:00 am
ALB
- SJU
2 stops11h 11m
American Airlines
Deal found 6/22![American Airlines logo]()
$112
This Frontier deal was found by Cheapflights users on 6/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/161:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/21![Frontier logo]()
$113
This eDestinos deal was found by Cheapflights users on 6/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/21![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 6/22. 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.
Mon 8/37:53 pm
ALB
- SJU
1 stop20h 12m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 6/22. 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.
Mon 6/292:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/22![Frontier logo]()
$130
This Super.com deal was found by Cheapflights users on 6/22. 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.
Sat 7/42:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/22![Frontier logo]()
$131
This Super.com deal was found by Cheapflights users on 6/18. 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.
Thu 7/91:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/18![Frontier logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/191:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/20![Frontier logo]()
$136
This Frontier deal was found by Cheapflights users on 6/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/141:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/20![Frontier logo]()
$139
This Southwest deal was found by Cheapflights users on 6/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:50 am
BDL
- SJU
1 stop12h 10m
Southwest
Deal found 6/22![Southwest logo]()
$140
Find flight deals from Massachusetts to Puerto Rico
Keep the following information in mind while searching for Massachusetts to Puerto Rico flight deals. Data was last updated June 23, 2026.
Round-trip from | $245 (Kiwi.com) |
|---|---|
One-way from | $110 (Super.com) |
Popular in | June |
Cheapest in | January |
Average price | $415 |
Good round-trip deal | $399 or less |
Good one-way deal | $204 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Massachusetts 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 June 23, 2026.
Use the filters below to find and compare flights from Massachusetts to Puerto Rico that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Wed 8/26
12:40 pm-10:00 pm
1 stop9h 20m
San Juan Luis Munoz Marin Intl
Tue 9/1
11:50 am-8:10 pm
1 stop8h 20m
$280
AlbanySan Juan
ALB - SJU
ALBSJU
Albany Intl
Fri 10/23
12:40 pm-10:20 pm
2 stops9h 40m
San Juan Luis Munoz Marin Intl
Wed 10/28
6:10 am-2:25 pm
1 stop8h 15m
$295
AlbanySan Juan
ALB - SJU
ALBSJU
Albany Intl
Fri 8/28
8:10 am-8:38 pm
2 stops12h 28m
San Juan Luis Munoz Marin Intl
Sat 8/29
1:00 am-10:27 am
2 stops9h 27m
$322
BostonSan Juan
BOS - SJU
BOSSJU
Boston Logan Intl
Mon 8/24
5:45 am-12:54 pm
1 stop7h 09m
San Juan Luis Munoz Marin Intl
Sat 8/29
1:00 am-8:17 am
1 stop7h 17m
$332
BostonPonce
BOS - PSE
BOSPSE
Boston Logan Intl
Tue 7/21
10:04 am-9:46 am
1 stop23h 42m
Ponce Mercedita
Tue 7/28
10:32 am-9:09 am
1 stop22h 37m
$336
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Wed 8/26
6:00 am-8:38 pm
2 stops14h 38m
San Juan Luis Munoz Marin Intl
Sat 8/29
1:00 am-9:37 am
2 stops8h 37m
$343
HartfordAguadilla
BDL - BQN
BDLBQN
Hartford Bradley Intl
Mon 8/31
5:30 pm-12:33 am
1 stop7h 03m
Aguadilla Borinquen
Wed 9/2
2:30 pm-11:59 pm
1 stop9h 29m
$349
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Sat 7/4
8:20 am-8:38 pm
1 stop12h 18m
San Juan Luis Munoz Marin Intl
Wed 7/8
7:20 am-2:06 pm
1 stop6h 46m
$352
BostonAguadilla
BOS - BQN
BOSBQN
Boston Logan Intl
Sat 8/29
5:10 am-1:28 pm
1 stop8h 18m
Aguadilla Borinquen
Tue 9/1
2:30 pm-12:32 am
1 stop10h 02m
$354
BostonSan Juan
BOS - SJU
BOSSJU
Boston Logan Intl
Fri 8/28
8:05 am-8:38 pm
2 stops12h 33m
San Juan Luis Munoz Marin Intl
Sat 9/5
1:00 am-10:18 am
2 stops9h 18m
$355
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Massachusetts to Puerto Rico
Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Massachusetts with our price prediction graph.
BDL-SJU
ALB-SJU
BOS-PSE
BDL-BQN
BOS-SJU
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 Massachusetts to Puerto Rico
USMA-PR0
BDL-SJU
ALB-SJU
BOS-PSE
BDL-BQN
What is the cheapest month to book a flight from Massachusetts to Puerto Rico?
Currently, March is the cheapest month in which you can book a flight from Massachusetts to Puerto Rico (average of $272). Flying from Massachusetts to Puerto Rico in December is currently the most expensive (average of $443). 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 MA to PR?
Find hourly flight availability from Massachusetts 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 June 23, 2026.
When flying from Massachusetts to Puerto Rico, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 10% versus a flight in the morning.
Weekly flight availability from Massachusetts to Puerto Rico
Explore weekly flight availability from Massachusetts 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 June 23, 2026.
The most flights from USMA to PR0 are scheduled on a Tuesday (12 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (2 on average).
How far ahead should I book a flight from Massachusetts to Puerto Rico?
Booking 67 days in advance of your planned departure date is, on average, the best time to get cheap flights from Massachusetts to Puerto Rico. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Massachusetts to Puerto Rico?
Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Puerto Rico. Price data was last updated on June 20, 2026.
Travelers seeking maximum savings on their Massachusetts to Puerto Rico flight should consider departing on Wednesday evenings when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Massachusetts 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
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Massachusetts 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 Massachusetts to Puerto Rico by cabin class
Find flights from Massachusetts to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Massachusetts and Puerto Rico flights
Browse other Massachusetts and Puerto Rico flight options. Last updated on June 23, 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 Massachusetts after your stay in Puerto Rico
Massachusetts to Puerto Rico flights
Consider these flights traveling from Massachusetts to Puerto Rico.
Top 6 airlines flying from Massachusetts to Puerto Rico
Discover the top 6 airlines that operate flights from Massachusetts 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 June 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$86 | Average$283 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$124 | Average$523 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$148 | Average$373 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$211 | Average$406 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$242 | Average$444 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$313 | Average$399 | FlexibilityNo cancel fee | On-time63% |