$113+ Cheap flights from Massachusetts to San José (SJO)
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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJO
Feb 28 — Mar 71
1 adult, Economy
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Find cheap flights from Massachusetts to San José with Cheapflights
1. Tell us where you want to go
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Cheapest flights from Massachusetts to San JoséExplore the most affordable flight options available from Massachusetts to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.
Explore the most affordable flight options available from Massachusetts to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.
This American Airlines deal was found by Cheapflights users on 1/28. 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 2/236:53 am
BDL
- SJO
1 stop14h 19m
American Airlines
Fri 2/277:00 am
SJO
- BDL
1 stop14h 20m
American Airlines
Deal found 1/28![American Airlines logo]()
$259
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/2411:05 am
BDL
- SJO
1 stop10h 07m
American Airlines
Tue 3/33:59 pm
SJO
- BDL
2 stops18h 41m
American Airlines
Deal found 1/27![American Airlines logo]()
$264
This American Airlines deal was found by Cheapflights users on 1/27. 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 3/1011:05 am
BDL
- SJO
1 stop10h 07m
American Airlines
Tue 3/176:00 am
SJO
- BDL
1 stop14h 20m
American Airlines
Deal found 1/27![American Airlines logo]()
$270
This American Airlines deal was found by Cheapflights users on 1/29. 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 10/155:27 pm
ALB
- SJO
2 stops21h 33m
American Airlines
Fri 10/302:45 pm
SJO
- ALB
2 stops18h 22m
American Airlines
Deal found 1/29![American Airlines logo]()
$275
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:25 pm
BDL
- SJO
1 stop20h 10m
American Airlines
Wed 5/612:42 pm
SJO
- BDL
1 stop9h 42m
American Airlines
Deal found 1/27![American Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 1/28. 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 2/32:43 pm
BOS
- SJO
1 stop8h 47m
American Airlines
Fri 2/66:38 am
SJO
- BOS
1 stop9h 42m
American Airlines
Deal found 1/28![American Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 3/43:54 pm
BOS
- SJO
2 stops20h 31m
Multiple Airlines
Wed 3/1112:31 pm
SJO
- BOS
1 stop9h 13m
Multiple Airlines
Deal found 1/26![Multiple Airlines logo]()
$280
This Copa Airlines deal was found by Cheapflights users on 1/29. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/53:07 pm
BOS
- SJO
1 stop18h 14m
Copa Airlines
Tue 2/105:50 am
SJO
- BOS
1 stop15h 13m
Copa Airlines
Deal found 1/29![Copa Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/16:10 pm
BOS
- SJO
1 stop19h 12m
Spirit Airlines
Wed 3/41:31 pm
SJO
- BOS
1 stop9h 13m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/236:10 pm
BOS
- SJO
2 stops18h 30m
Spirit Airlines
Wed 3/41:31 pm
SJO
- BOS
1 stop9h 13m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$283
This KAYAK deal was found by Cheapflights users on 1/28. 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 2/29:10 am
BOS
- SJO
1 stop8h 13m
JetBlue
Thu 2/121:15 pm
SJO
- BOS
1 stop9h 44m
JetBlue
Deal found 1/28![JetBlue logo]()
$284
This United Airlines deal was found by Cheapflights users on 1/28. 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 1/314:46 pm
BDL
- SJO
1 stop21h 10m
United Airlines
Thu 2/58:45 am
SJO
- BDL
2 stops13h 59m
United Airlines
Deal found 1/28![United Airlines logo]()
$284
Best flights from Massachusetts to San JoséDiscover carefully curated flight deals from Massachusetts to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 29, 2026.
Discover carefully curated flight deals from Massachusetts to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 29, 2026.
This American Airlines deal was found by Cheapflights users on 1/29. 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 3/108:45 am
BDL
- SJO
2 stops12h 27m
American Airlines
Tue 3/176:00 am
SJO
- BDL
1 stop14h 20m
American Airlines
Deal found 1/29![American Airlines logo]()
$275
This Copa Airlines deal was found by Cheapflights users on 1/27. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/13:05 pm
BOS
- SJO
1 stop19h 00m
Copa Airlines
Sun 3/86:08 pm
SJO
- BOS
1 stop18h 34m
Copa Airlines
Deal found 1/27![Copa Airlines logo]()
$281
This Gurufare deal was found by Cheapflights users on 1/27. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/244:27 pm
ALB
- SJO
2 stops21h 04m
GOL
Tue 3/33:59 pm
SJO
- ALB
2 stops20h 03m
GOL
Deal found 1/27![GOL logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Fri 3/208:08 pm
BDL
- SJO
1 stop16h 34m
Multiple Airlines
Wed 3/2511:38 am
SJO
- BDL
1 stop29h 35m
Multiple Airlines
Deal found 1/27![Multiple Airlines logo]()
$341
This Delta deal was found by Cheapflights users on 1/27. 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 3/12:49 pm
BDL
- SJO
1 stop8h 13m
Delta
Sat 3/77:00 am
SJO
- BDL
1 stop14h 22m
Delta
Deal found 1/27![Delta logo]()
$361
This United Airlines deal was found by Cheapflights users on 1/29. 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 5/67:30 pm
ALB
- SJO
2 stops18h 51m
United Airlines
Sat 5/91:00 pm
SJO
- ALB
1 stop9h 28m
United Airlines
Deal found 1/29![United Airlines logo]()
$376
This JetBlue deal was found by Cheapflights users on 1/27. 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 3/307:15 am
BDL
- SJO
1 stop7h 17m
JetBlue
Sun 4/51:38 pm
SJO
- BDL
1 stop8h 13m
JetBlue
Deal found 1/27![JetBlue logo]()
$385
This Copa Airlines deal was found by Cheapflights users on 1/27. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/13:05 pm
BOS
- SJO
1 stop18h 15m
Copa Airlines
Fri 3/65:50 am
SJO
- BOS
1 stop15h 20m
Copa Airlines
Deal found 1/27![Copa Airlines logo]()
$281
This Copa Airlines deal was found by Cheapflights users on 1/27. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:44 am
BOS
- SJO
1 stop12h 17m
Copa Airlines
Sun 3/86:08 pm
SJO
- BOS
1 stop18h 34m
Copa Airlines
Deal found 1/27![Copa Airlines logo]()
$281
This Copa Airlines deal was found by Cheapflights users on 1/26. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/47:44 am
BOS
- SJO
1 stop9h 54m
Copa Airlines
Sun 3/85:51 pm
SJO
- BOS
1 stop18h 51m
Copa Airlines
Deal found 1/26![Copa Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/213:59 pm
BDL
- SJO
1 stop20h 43m
Multiple Airlines
Thu 3/2611:38 am
SJO
- BDL
1 stop29h 35m
Multiple Airlines
Deal found 1/27![Multiple Airlines logo]()
$354
This American Airlines deal was found by Cheapflights users on 1/26. 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 3/211:44 pm
ORH
- SJO
2 stops48h 02m
American Airlines
Mon 3/302:20 pm
SJO
- ORH
2 stops44h 59m
American Airlines
Deal found 1/26![American Airlines logo]()
$361
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 2/246:00 am
BDL
- SJO
2 stops15h 39m
United Airlines
Thu 2/2612:35 pm
SJO
- BDL
2 stops19h 59m
United Airlines
Deal found 1/27![United Airlines logo]()
$380
This Copa Airlines deal was found by Cheapflights users on 1/27. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/193:07 pm
BOS
- SJO
3 stops26h 39m
Copa Airlines
Fri 2/278:11 am
SJO
- BOS
1 stop12h 52m
Copa Airlines
Deal found 1/27![Copa Airlines logo]()
$286
This JetBlue deal was found by Cheapflights users on 1/28. 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 2/246:00 am
BDL
- SJO
1 stop8h 50m
JetBlue
Thu 2/261:10 pm
SJO
- BDL
1 stop8h 42m
JetBlue
Deal found 1/28![JetBlue logo]()
$386
This American Airlines deal was found by Cheapflights users on 1/26. 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 3/231:44 pm
ORH
- SJO
2 stops33h 59m
American Airlines
Mon 3/302:20 pm
SJO
- ORH
2 stops44h 59m
American Airlines
Deal found 1/26![American Airlines logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 4/2710:52 am
ALB
- SJO
1 stop26h 30m
Multiple Airlines
Thu 4/3012:31 pm
SJO
- ALB
1 stop19h 31m
Multiple Airlines
Deal found 1/27![Multiple Airlines logo]()
$363
This United Airlines deal was found by Cheapflights users on 1/27. 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 3/47:46 pm
BDL
- SJO
2 stops18h 10m
United Airlines
Wed 3/111:05 pm
SJO
- BDL
1 stop19h 48m
United Airlines
Deal found 1/27![United Airlines logo]()
$380
This Copa Airlines deal was found by Cheapflights users on 1/29. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:07 pm
BOS
- SJO
3 stops26h 39m
Copa Airlines
Tue 3/104:09 am
SJO
- BOS
1 stop17h 01m
Copa Airlines
Deal found 1/29![Copa Airlines logo]()
$286
This American Airlines deal was found by Cheapflights users on 1/26. 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 3/191:44 pm
ORH
- SJO
2 stops25h 30m
American Airlines
Mon 3/302:20 pm
SJO
- ORH
2 stops44h 59m
American Airlines
Deal found 1/26![American Airlines logo]()
$363
This Gurufare deal was found by Cheapflights users on 1/27. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/144:44 pm
ALB
- SJO
1 stop17h 09m
JetBlue
Tue 3/171:05 pm
SJO
- ALB
1 stop26h 39m
JetBlue
Deal found 1/27![JetBlue logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/98:08 pm
BDL
- SJO
1 stop16h 32m
Multiple Airlines
Fri 3/2011:38 am
SJO
- BDL
2 stops9h 38m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$375
This Gurufare deal was found by Cheapflights users on 1/27. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/205:25 pm
ALB
- SJO
2 stops19h 42m
GOL
Sat 4/252:22 pm
SJO
- ALB
2 stops21h 04m
GOL
Deal found 1/27![GOL logo]()
$455
This Copa Airlines deal was found by Cheapflights users on 1/27. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:07 pm
BOS
- SJO
3 stops26h 39m
Copa Airlines
Wed 3/45:51 pm
SJO
- BOS
1 stop18h 51m
Copa Airlines
Deal found 1/27![Copa Airlines logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/266:00 pm
BDL
- SJO
1 stop18h 40m
Multiple Airlines
Thu 3/512:35 pm
SJO
- BDL
1 stop29h 38m
Multiple Airlines
Deal found 1/27![Multiple Airlines logo]()
$385
This Copa Airlines deal was found by Cheapflights users on 1/27. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/153:51 pm
BOS
- SJO
1 stop19h 14m
Copa Airlines
Wed 4/228:46 am
SJO
- BOS
1 stop12h 23m
Copa Airlines
Deal found 1/27![Copa Airlines logo]()
$292
This United Airlines deal was found by Cheapflights users on 1/28. 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 4/196:00 am
ALB
- SJO
1 stop7h 51m
United Airlines
Wed 4/291:25 pm
SJO
- ALB
2 stops22h 38m
United Airlines
Deal found 1/28![United Airlines logo]()
$447
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/235:28 pm
ALB
- SJO
2 stops20h 03m
American Airlines
Mon 3/27:00 am
SJO
- ALB
1 stop15h 56m
American Airlines
Deal found 1/27![American Airlines logo]()
$415
This Copa Airlines deal was found by Cheapflights users on 1/26. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/303:51 pm
BOS
- SJO
1 stop17h 21m
Copa Airlines
Mon 5/1811:02 am
SJO
- BOS
1 stop10h 06m
Copa Airlines
Deal found 1/26![Copa Airlines logo]()
$292
This KAYAK deal was found by Cheapflights users on 1/27. 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 3/47:30 pm
ALB
- SJO
2 stops18h 26m
Multiple Airlines
Sun 3/297:15 am
SJO
- ALB
2 stops15h 09m
Multiple Airlines
Deal found 1/27![Multiple Airlines logo]()
$394
Last-minute flights from Massachusetts to San JoséDiscover last-minute flight deals from Massachusetts to San José. Data last updated January 29, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to San José. Data last updated January 29, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 1/28. 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 1/314:46 pm
BDL
- SJO
1 stop21h 10m
United Airlines
Thu 2/58:45 am
SJO
- BDL
2 stops13h 59m
United Airlines
Deal found 1/28![United Airlines logo]()
$284
This United Airlines deal was found by Cheapflights users on 1/28. 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 1/314:46 pm
BDL
- SJO
1 stop21h 10m
United Airlines
Mon 2/92:05 pm
SJO
- BDL
1 stop23h 17m
United Airlines
Deal found 1/28![United Airlines logo]()
$286
This KAYAK deal was found by Cheapflights users on 1/28. 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 2/29:10 am
BOS
- SJO
1 stop8h 13m
JetBlue
Thu 2/121:15 pm
SJO
- BOS
1 stop9h 44m
JetBlue
Deal found 1/28![JetBlue logo]()
$284
This American Airlines deal was found by Cheapflights users on 1/28. 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 2/32:43 pm
BOS
- SJO
1 stop8h 47m
American Airlines
Fri 2/66:38 am
SJO
- BOS
1 stop9h 42m
American Airlines
Deal found 1/28![American Airlines logo]()
$279
This Copa Airlines deal was found by Cheapflights users on 1/29. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/53:07 pm
BOS
- SJO
1 stop18h 14m
Copa Airlines
Tue 2/105:50 am
SJO
- BOS
1 stop15h 13m
Copa Airlines
Deal found 1/29![Copa Airlines logo]()
$281
This American Airlines deal was found by Cheapflights users on 1/28. 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 2/236:53 am
BDL
- SJO
1 stop14h 19m
American Airlines
Fri 2/277:00 am
SJO
- BDL
1 stop14h 20m
American Airlines
Deal found 1/28![American Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/236:10 pm
BOS
- SJO
2 stops18h 30m
Spirit Airlines
Wed 3/41:31 pm
SJO
- BOS
1 stop9h 13m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$283
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/2411:05 am
BDL
- SJO
1 stop10h 07m
American Airlines
Tue 3/33:59 pm
SJO
- BDL
2 stops18h 41m
American Airlines
Deal found 1/27![American Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/245:27 am
BOS
- SJO
1 stop7h 55m
Multiple Airlines
Tue 3/1011:35 am
SJO
- BOS
2 stops20h 54m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/246:10 pm
BOS
- SJO
2 stops18h 30m
Spirit Airlines
Wed 3/1111:35 am
SJO
- BOS
1 stop8h 26m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/266:10 pm
BOS
- SJO
2 stops18h 30m
Spirit Airlines
Tue 3/1012:31 pm
SJO
- BOS
1 stop9h 13m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$292
This Travelocity deal was found by Cheapflights users on 1/28. 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.
Sat 2/285:27 am
BOS
- SJO
1 stop7h 55m
Spirit Airlines
Mon 3/911:35 am
SJO
- BOS
1 stop8h 26m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$293
One-way flights from Massachusetts to San JoséSearch for one-way flight options from Massachusetts to San José. Find affordable one-way fares based on user searches. Data last updated January 29, 2026.
Search for one-way flight options from Massachusetts to San José. Find affordable one-way fares based on user searches. Data last updated January 29, 2026.
This KAYAK deal was found by Cheapflights users on 1/28. 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 5/56:00 am
BDL
- SJO
1 stop7h 24m
JetBlue
Deal found 1/28![JetBlue logo]()
$113
This American Airlines deal was found by Cheapflights users on 1/29. 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 5/56:22 am
BDL
- SJO
1 stop7h 13m
American Airlines
Deal found 1/29![American Airlines logo]()
$114
This Super.com deal was found by Cheapflights users on 1/29. 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 2/218:32 pm
BOS
- SJO
1 stop16h 50m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$118
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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.
Mon 2/236:10 pm
BOS
- SJO
1 stop19h 12m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$119
This American Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/66:52 am
BOS
- SJO
1 stop14h 20m
American Airlines
Deal found 1/26![American Airlines logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 3/217:14 pm
BOS
- SJO
1 stop17h 28m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$122
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/239:00 am
BOS
- SJO
2 stops12h 12m
American Airlines
Deal found 1/27![American Airlines logo]()
$125
This SmartFares deal was found by Cheapflights users on 1/27. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/99:00 am
BOS
- SJO
1 stop8h 23m
JetBlue
Deal found 1/27![JetBlue logo]()
$126
This American Airlines deal was found by Cheapflights users on 1/28. 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 5/45:25 pm
BDL
- SJO
1 stop20h 10m
American Airlines
Deal found 1/28![American Airlines logo]()
$126
This American Airlines deal was found by Cheapflights users on 1/26. 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 4/73:06 pm
BDL
- SJO
1 stop24h 02m
American Airlines
Deal found 1/26![American Airlines logo]()
$127
This CheapOair deal was found by Cheapflights users on 1/27. 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.
Sun 3/16:10 pm
BOS
- SJO
2 stops18h 30m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$128
This CheapOair deal was found by Cheapflights users on 1/29. 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 2/254:22 pm
BOS
- SJO
1 stop20h 18m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$129
Find flight deals from Massachusetts to San José
Keep the following information in mind while searching for Massachusetts to San José flight deals. Data was last updated January 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $259 (American Airlines) |
One-way from | $113 (KAYAK) |
Popular in | December |
Cheapest in | October |
Average price | $446 |
Cheapflights Fare Finder
Customize your flight search to find flights from Massachusetts to San José 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 January 29, 2026.
Use the filters below to find and compare flights from Massachusetts to San José that are best for you.
Fly from
Massachusetts
Fly to
San José
Route
Depart
Return
Price
HartfordSan José
BDL - SJO
BDLSJO
Hartford Bradley Intl
Tue 3/10
8:45 am-7:12 pm
2 stops12h 27m
San José Juan Santamaria Intl
Tue 3/17
6:00 am-10:20 pm
1 stop14h 20m
$275
BostonSan José
BOS - SJO
BOSSJO
Boston Logan Intl
Sun 3/1
3:05 pm-9:05 am
1 stop19h 00m
San José Juan Santamaria Intl
Sun 3/8
6:08 pm-2:42 pm
1 stop18h 34m
$281
BostonSan José
BOS - SJO
BOSSJO
Boston Logan Intl
Sun 3/1
3:05 pm-8:20 am
1 stop18h 15m
San José Juan Santamaria Intl
Fri 3/6
5:50 am-10:10 pm
1 stop15h 20m
$281
BostonSan José
BOS - SJO
BOSSJO
Boston Logan Intl
Thu 3/5
7:44 am-7:01 pm
1 stop12h 17m
San José Juan Santamaria Intl
Sun 3/8
6:08 pm-2:42 pm
1 stop18h 34m
$281
BostonSan José
BOS - SJO
BOSSJO
Boston Logan Intl
Wed 3/4
7:44 am-4:38 pm
1 stop9h 54m
San José Juan Santamaria Intl
Sun 3/8
5:51 pm-2:42 pm
1 stop18h 51m
$281
BostonSan José
BOS - SJO
BOSSJO
Boston Logan Intl
Thu 2/19
3:07 pm-4:46 pm
3 stops26h 39m
San José Juan Santamaria Intl
Fri 2/27
8:11 am-10:03 pm
1 stop12h 52m
$286
BostonSan José
BOS - SJO
BOSSJO
Boston Logan Intl
Thu 2/26
3:07 pm-4:46 pm
3 stops26h 39m
San José Juan Santamaria Intl
Tue 3/10
4:09 am-11:10 pm
1 stop17h 01m
$286
BostonSan José
BOS - SJO
BOSSJO
Boston Logan Intl
Thu 2/26
3:07 pm-4:46 pm
3 stops26h 39m
San José Juan Santamaria Intl
Wed 3/4
5:51 pm-1:42 pm
1 stop18h 51m
$286
BostonSan José
BOS - SJO
BOSSJO
Boston Logan Intl
Wed 4/15
3:51 pm-9:05 am
1 stop19h 14m
San José Juan Santamaria Intl
Wed 4/22
8:46 am-11:09 pm
1 stop12h 23m
$292
BostonSan José
BOS - SJO
BOSSJO
Boston Logan Intl
Thu 4/30
3:51 pm-7:12 am
1 stop17h 21m
San José Juan Santamaria Intl
Mon 5/18
11:02 am-11:08 pm
1 stop10h 06m
$292
Showing 1-10 of 60 results
Best time to book a flight from Massachusetts to San José
Have a flexible travel schedule? Discover the best time to fly to San José from Massachusetts with our price prediction graph.
BDL-SJO
ALB-SJO
BOS-SJO
ORH-SJO
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 San José
USMA-SJO
BDL-SJO
ALB-SJO
BOS-SJO
ORH-SJO
What is the cheapest month to book a flight from Massachusetts to San José?
Currently, November is the cheapest month in which you can book a flight from Massachusetts to San José (average of $194). Flying from Massachusetts to San José in July is currently the most expensive (average of $308). 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.
How much does it cost to fly round-trip from Massachusetts to San José?
Related info for your journey
Find useful and relevant information for your journey from Massachusetts to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near San José?
Book flights to San José if you plan to visit one of these locationsAlajuela
Monteverde
Jacó
Heredia
Dominical
Manuel Antonio
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.
Alternative routes for Massachusetts to San José
See prices for flight routes from nearby airports that may be better suited for you.
Top 9 airlines flying from Massachusetts to San José
Discover the top 9 airlines that operate flights from Massachusetts to San José. 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 January 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$162 | Average$402 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$211 | Average$448 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$236 | Average$551 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$243 | Average$510 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$251 | Average$482 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$264 | Average$635 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$305 | Average$525 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$320 | Average$482 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$441 | Average$1,060 | FlexibilityNo cancel fee | On-time63% |