$104+ 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJU
Sep 10 — Sep 171
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 August 11, 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 August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2711:15 am -
1 stop26h 19m
Wed 9/308:45 am -
1 stop26h 10m
Deal found 8/6![Multiple Airlines logo]()
$198
This Frontier deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/301:42 pm -
Nonstop4h 04m
Tue 9/13:10 am -
1 stop8h 22m
Deal found 8/6![Frontier logo]()
$232
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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 9/222:06 pm -
Nonstop3h 58m
Thu 10/87:00 am -
Nonstop3h 56m
Deal found 8/10![JetBlue logo]()
$233
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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.
Sat 8/291:42 pm -
Nonstop4h 04m
Sun 9/68:45 am -
Nonstop4h 02m
Deal found 8/10![Frontier logo]()
$234
This Cheapflightsfares deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/21:42 pm -
Nonstop4h 04m
Wed 9/910:42 am -
1 stop27h 36m
Deal found 8/6![Frontier logo]()
$235
This Cheapflightsfares deal was found by Cheapflights users on 8/7. 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.
Fri 8/281:42 pm -
Nonstop4h 04m
Sun 9/68:45 am -
Nonstop4h 02m
Deal found 8/7![Frontier logo]()
$236
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:07 am -
1 stop7h 44m
Thu 9/1010:16 am -
2 stops13h 10m
Deal found 8/9![American Airlines logo]()
$236
This Cheapflightsfares deal was found by Cheapflights users on 8/9. 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.
Wed 8/261:42 pm -
Nonstop4h 04m
Sun 8/308:45 am -
Nonstop4h 02m
Deal found 8/9![Frontier logo]()
$238
This CheapOair deal was found by Cheapflights users on 8/7. 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.
Mon 9/71:42 pm -
Nonstop4h 04m
Thu 9/102:32 pm -
1 stop8h 42m
Deal found 8/7![Multiple Airlines logo]()
$239
This United Airlines deal was found by Cheapflights users on 8/7. 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 9/26:00 am -
2 stops14h 38m
Sat 9/57:00 am -
2 stops16h 08m
Deal found 8/7![United Airlines logo]()
$240
This American Airlines deal was found by Cheapflights users on 8/10. 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 9/76:45 am -
1 stop17h 14m
Mon 9/1411:51 am -
2 stops12h 05m
Deal found 8/10![American Airlines logo]()
$241
This Super.com deal was found by Cheapflights users on 8/7. 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 8/271:42 pm -
Nonstop4h 04m
Wed 9/28:45 am -
Nonstop4h 02m
Deal found 8/7![Frontier logo]()
$242
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 August 11, 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 August 11, 2026.
This American Airlines deal was found by Cheapflights users on 8/10. 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 9/76:45 am -
1 stop17h 14m
Mon 9/1411:51 am -
1 stop11h 48m
Deal found 8/10![American Airlines logo]()
$241
This Delta deal was found by Cheapflights users on 8/9. 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 9/11:54 pm -
1 stop8h 35m
Fri 9/112:59 pm -
1 stop9h 00m
Deal found 8/9![Delta logo]()
$264
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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.
Sat 10/107:20 pm -
Nonstop4h 38m
Thu 10/157:35 pm -
Nonstop4h 08m
Deal found 8/10![JetBlue logo]()
$285
This United Airlines deal was found by Cheapflights users on 8/7. 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.
Sun 9/66:00 am -
1 stop6h 54m
Sat 9/121:00 am -
2 stops9h 27m
Deal found 8/7![United Airlines logo]()
$290
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/13:05 pm -
1 stop6h 55m
Thu 9/103:20 pm -
1 stop7h 00m
Deal found 8/6![Southwest logo]()
$299
This Frontier deal was found by Cheapflights users on 8/10. 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 10/188:55 pm -
1 stop13h 02m
Fri 10/2310:52 am -
1 stop9h 08m
Deal found 8/10![Frontier logo]()
$356
This FlightHub deal was found by Cheapflights users on 8/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:04 am -
1 stop16h 06m
Thu 9/38:39 am -
1 stop7h 32m
Deal found 8/10![Multiple Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 8/10. 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 9/810:48 am -
1 stop11h 36m
Wed 9/1611:51 am -
1 stop11h 48m
Deal found 8/10![American Airlines logo]()
$241
This JetBlue deal was found by Cheapflights users on 8/8. 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 9/127:55 am -
Nonstop4h 07m
Fri 9/186:55 pm -
Nonstop4h 08m
Deal found 8/8![JetBlue logo]()
$287
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:55 am -
Nonstop4h 02m
Wed 9/232:10 pm -
Nonstop4h 13m
Deal found 8/6![Delta logo]()
$287
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:38 am -
1 stop6h 07m
Wed 9/307:00 am -
1 stop10h 29m
Deal found 8/6![United Airlines logo]()
$296
This United Airlines deal was found by Cheapflights users on 8/10. 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 10/36:00 am -
2 stops14h 38m
Sat 10/104:55 pm -
1 stop7h 04m
Deal found 8/10![United Airlines logo]()
$296
This JetBlue deal was found by Cheapflights users on 8/8. 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 8/295:07 pm -
1 stop7h 26m
Tue 9/12:30 pm -
1 stop9h 28m
Deal found 8/8![JetBlue logo]()
$302
This Delta deal was found by Cheapflights users on 8/10. 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.
Thu 10/298:50 am -
Nonstop4h 02m
Mon 11/22:15 pm -
1 stop9h 53m
Deal found 8/10![Delta logo]()
$303
This Southwest deal was found by Cheapflights users on 8/7. 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 11/1012:30 pm -
1 stop9h 50m
Mon 11/166:10 am -
1 stop12h 35m
Deal found 8/7![Southwest logo]()
$346
This Frontier deal was found by Cheapflights users on 8/7. 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.
Thu 10/298:55 pm -
1 stop13h 03m
Mon 11/211:53 am -
1 stop9h 08m
Deal found 8/7![Frontier logo]()
$356
This United Airlines deal was found by Cheapflights users on 8/7. 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 9/306:00 am -
1 stop7h 45m
Sat 10/33:56 pm -
1 stop8h 58m
Deal found 8/7![United Airlines logo]()
$296
This American Airlines deal was found by Cheapflights users on 8/10. 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 9/105:16 pm -
2 stops21h 34m
Wed 9/163:41 pm -
2 stops25h 08m
Deal found 8/10![American Airlines logo]()
$328
This Delta deal was found by Cheapflights users on 8/8. 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 9/28:50 am -
Nonstop4h 07m
Sat 9/52:10 pm -
Nonstop4h 11m
Deal found 8/8![Delta logo]()
$309
This JetBlue deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:19 am -
1 stop7h 37m
Tue 9/224:23 pm -
1 stop7h 16m
Deal found 8/5![JetBlue logo]()
$318
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:30 am -
1 stop6h 15m
Tue 9/81:00 am -
1 stop8h 48m
Deal found 8/6![United Airlines logo]()
$307
This Southwest deal was found by Cheapflights users on 8/8. 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 10/305:35 pm -
1 stop6h 30m
Sun 11/16:35 am -
1 stop11h 30m
Deal found 8/8![Southwest logo]()
$372
This Priceline deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/310:04 am -
1 stop23h 58m
Thu 9/1011:49 am -
1 stop23h 02m
Deal found 8/6![Frontier logo]()
$376
This Delta deal was found by Cheapflights users on 8/8. 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 9/26:05 am -
1 stop10h 28m
Wed 9/92:10 pm -
Nonstop4h 13m
Deal found 8/8![Delta logo]()
$313
This JetBlue deal was found by Cheapflights users on 8/9. 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 10/131:00 pm -
1 stop7h 10m
Sat 10/316:25 am -
1 stop9h 23m
Deal found 8/9![JetBlue logo]()
$324
This Priceline deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:45 pm -
2 stops17h 16m
Sun 9/2010:05 am -
1 stop24h 46m
Deal found 8/6![Multiple Airlines logo]()
$442
This United Airlines deal was found by Cheapflights users on 8/7. 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 8/286:00 am -
2 stops14h 38m
Sat 9/51:00 am -
2 stops13h 29m
Deal found 8/7![United Airlines logo]()
$312
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/92:50 pm -
2 stops9h 30m
Mon 10/125:30 am -
1 stop8h 40m
Deal found 8/6![Southwest logo]()
$379
This JetBlue deal was found by Cheapflights users on 8/9. 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 10/131:00 pm -
1 stop7h 10m
Mon 10/266:25 am -
1 stop9h 23m
Deal found 8/9![JetBlue logo]()
$324
This Delta deal was found by Cheapflights users on 8/10. 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 10/108:50 am -
Nonstop4h 02m
Sun 10/181:15 pm -
1 stop9h 53m
Deal found 8/10![Delta logo]()
$325
Last-minute flights from Massachusetts to Puerto RicoDiscover last-minute flight deals from Massachusetts to Puerto Rico. Data last updated August 11, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Puerto Rico. Data last updated August 11, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 8/9. 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.
Wed 8/261:42 pm -
Nonstop4h 04m
Sun 8/308:45 am -
Nonstop4h 02m
Deal found 8/9![Frontier logo]()
$238
This Super.com deal was found by Cheapflights users on 8/7. 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 8/271:42 pm -
Nonstop4h 04m
Wed 9/28:45 am -
Nonstop4h 02m
Deal found 8/7![Frontier logo]()
$242
This Cheapflightsfares deal was found by Cheapflights users on 8/7. 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.
Fri 8/281:42 pm -
Nonstop4h 04m
Sun 9/68:45 am -
Nonstop4h 02m
Deal found 8/7![Frontier logo]()
$236
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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.
Sat 8/291:42 pm -
Nonstop4h 04m
Sun 9/68:45 am -
Nonstop4h 02m
Deal found 8/10![Frontier logo]()
$234
This Frontier deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/301:42 pm -
Nonstop4h 04m
Tue 9/13:10 am -
1 stop8h 22m
Deal found 8/6![Frontier logo]()
$232
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/315:00 am -
2 stops9h 51m
Thu 9/1011:51 am -
2 stops11h 35m
Deal found 8/9![American Airlines logo]()
$236
This Cheapflightsfares deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/21:42 pm -
Nonstop4h 04m
Wed 9/910:42 am -
1 stop27h 36m
Deal found 8/6![Frontier logo]()
$235
This United Airlines deal was found by Cheapflights users on 8/10. 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 9/26:00 am -
1 stop6h 54m
Tue 9/294:55 pm -
1 stop7h 04m
Deal found 8/10![United Airlines logo]()
$240
This CheapOair deal was found by Cheapflights users on 8/7. 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.
Mon 9/71:42 pm -
Nonstop4h 04m
Thu 9/102:32 pm -
1 stop8h 42m
Deal found 8/7![Multiple Airlines logo]()
$239
This American Airlines deal was found by Cheapflights users on 8/10. 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 9/76:45 am -
1 stop17h 14m
Mon 9/1411:51 am -
2 stops12h 05m
Deal found 8/10![American Airlines logo]()
$241
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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 9/222:06 pm -
Nonstop3h 58m
Thu 10/87:00 am -
Nonstop3h 56m
Deal found 8/10![JetBlue logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2711:15 am -
1 stop26h 19m
Wed 9/308:45 am -
1 stop26h 10m
Deal found 8/6![Multiple Airlines logo]()
$198
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 August 11, 2026.
Search for one-way flight options from Massachusetts to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:11 pm -
1 stop16h 52m
Deal found 8/10![American Airlines logo]()
$104
This American Airlines deal was found by Cheapflights users on 8/10. 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 10/197:35 pm -
2 stops15h 56m
Deal found 8/10![American Airlines logo]()
$110
This Delta deal was found by Cheapflights users on 8/10. 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 11/166:00 am -
1 stop7h 00m
Deal found 8/10![Delta logo]()
$118
This CheapOair deal was found by Cheapflights users on 8/8. 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 8/201:42 pm -
Nonstop4h 04m
Deal found 8/8![Frontier logo]()
$120
This Cheapflightsfares deal was found by Cheapflights users on 8/7. 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.
Fri 8/211:42 pm -
Nonstop4h 04m
Deal found 8/7![Frontier logo]()
$121
This Frontier deal was found by Cheapflights users on 8/7. 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.
Wed 9/99:25 pm -
Nonstop3h 45m
Deal found 8/7![Frontier logo]()
$123
This American Airlines deal was found by Cheapflights users on 8/7. 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 9/210:06 am -
2 stops12h 18m
Deal found 8/7![American Airlines logo]()
$123
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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 8/161:42 pm -
Nonstop4h 04m
Deal found 8/10![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 10/59:25 pm -
Nonstop3h 45m
Deal found 8/9![Frontier logo]()
$125
This Travelocity deal was found by Cheapflights users on 8/7. 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.
Tue 8/181:42 pm -
Nonstop4h 04m
Deal found 8/7![Frontier logo]()
$126
This Faresmojo deal was found by Cheapflights users on 8/10. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:59 pm -
Nonstop3h 53m
Deal found 8/10![JetBlue logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 10/1511:45 am -
1 stop11h 53m
Deal found 8/10![Multiple Airlines logo]()
$129
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 August 11, 2026.
Round-trip from | $198 (Kiwi.com) |
|---|---|
One-way from | $104 (American Airlines) |
Popular in | July |
Cheapest in | January |
Average price | $394 |
Good round-trip deal | $329 or less |
Good one-way deal | $226 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 August 11, 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 Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Mon 9/7
6:45 am-11:59 pm
1 stop17h 14m
San Juan Luis Munoz Marin Intl
Mon 9/14
11:51 am-11:39 pm
1 stop11h 48m
$241
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Tue 9/8
10:48 am-10:24 pm
1 stop11h 36m
San Juan Luis Munoz Marin Intl
Wed 9/16
11:51 am-11:39 pm
1 stop11h 48m
$241
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Tue 9/1
1:54 pm-10:29 pm
1 stop8h 35m
San Juan Luis Munoz Marin Intl
Fri 9/11
2:59 pm-11:59 pm
1 stop9h 00m
$264
BostonSan Juan
BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl
BOSSJU
Boston Logan Intl
Sat 10/10
7:20 pm-11:58 pm
Nonstop4h 38m
San Juan Luis Munoz Marin Intl
Thu 10/15
7:35 pm-11:43 pm
Nonstop4h 08m
$285
Quickest round-trip
BostonSan Juan
BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl
BOSSJU
Boston Logan Intl
Sat 9/12
7:55 am-12:02 pm
Nonstop4h 07m
San Juan Luis Munoz Marin Intl
Fri 9/18
6:55 pm-11:03 pm
Nonstop4h 08m
$287
BostonSan Juan
BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl
BOSSJU
Boston Logan Intl
Wed 9/16
8:55 am-12:57 pm
Nonstop4h 02m
San Juan Luis Munoz Marin Intl
Wed 9/23
2:10 pm-6:23 pm
Nonstop4h 13m
$287
AlbanySan Juan
ALB Albany Intl - SJU San Juan Luis Munoz Marin Intl
ALBSJU
Albany Intl
Sun 9/6
6:00 am-12:54 pm
1 stop6h 54m
San Juan Luis Munoz Marin Intl
Sat 9/12
1:00 am-10:27 am
2 stops9h 27m
$290
BostonSan Juan
BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl
BOSSJU
Boston Logan Intl
Sun 9/27
7:38 am-1:45 pm
1 stop6h 07m
San Juan Luis Munoz Marin Intl
Wed 9/30
7:00 am-5:29 pm
1 stop10h 29m
$296
BostonSan Juan
BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl
BOSSJU
Boston Logan Intl
Sat 10/3
6:00 am-8:38 pm
2 stops14h 38m
San Juan Luis Munoz Marin Intl
Sat 10/10
4:55 pm-11:59 pm
1 stop7h 04m
$296
BostonSan Juan
BOS Boston Logan Intl - SJU San Juan Luis Munoz Marin Intl
BOSSJU
Boston Logan Intl
Wed 9/30
6:00 am-1:45 pm
1 stop7h 45m
San Juan Luis Munoz Marin Intl
Sat 10/3
3:56 pm-12:54 am
1 stop8h 58m
$296
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.
ALB-SJU
BDL-SJU
BOS-SJU
BDL-BQN
BOS-BQN
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
ALB-SJU
BDL-SJU
BOS-SJU
BDL-BQN
What is the cheapest month to book a flight from Massachusetts to Puerto Rico?
Currently, January is the cheapest month in which you can book a flight from Massachusetts to Puerto Rico (average of $275). Flying from Massachusetts to Puerto Rico in July is currently the most expensive (average of $461). 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 August 11, 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 at noon, which can drop the price by up to 12% 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 August 11, 2026.
The most flights from USMA to PR0 are scheduled on a Sunday (14 on average). You will have fewer flight options on Tuesday, 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 46 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 August 8, 2026.
Travelers seeking maximum savings on their Massachusetts to Puerto Rico flight should consider departing on Sunday at noon 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
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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 August 11, 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 August 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$85 | Average$289 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$156 | Average$383 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$167 | Average$535 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$212 | Average$393 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$259 | Average$468 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$313 | Average$399 | FlexibilityNo cancel fee | On-time63% |