$70+ Cheap flights from Caribbean to Maryland
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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BWI
Mar 15 — Mar 221
1 adult, Economy
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Find cheap flights from Caribbean to Maryland with Cheapflights
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Cheapest flights from Caribbean to MarylandExplore the most affordable flight options available from Caribbean to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.
Explore the most affordable flight options available from Caribbean to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.
This Trip.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/274:17 pm
SJU
- IAD
Nonstop4h 08m
Frontier
Mon 3/28:20 pm
IAD
- SJU
Nonstop3h 45m
Frontier
Deal found 2/13![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 2/204:17 pm
SJU
- IAD
Nonstop4h 08m
Frontier
Mon 2/238:20 pm
IAD
- SJU
Nonstop3h 45m
Frontier
Deal found 2/13![Frontier logo]()
$103
This Frontier deal was found by Cheapflights users on 2/10. 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.
Thu 2/192:54 am
SJU
- PHL
Nonstop4h 12m
Frontier
Tue 2/248:39 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/10![Frontier logo]()
$112
This Expedia deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/272:54 am
SJU
- PHL
Nonstop4h 12m
Multiple Airlines
Tue 3/108:52 pm
PHL
- SJU
Nonstop3h 45m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$113
This Orbitz deal was found by Cheapflights users on 2/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/262:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
Tue 3/38:52 pm
PHL
- SJU
Nonstop3h 45m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$117
This Travelocity deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/272:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
Tue 3/108:52 pm
PHL
- SJU
Nonstop3h 45m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 2/192:59 am
SJU
- PHL
Nonstop4h 12m
Multiple Airlines
Sun 2/228:39 pm
PHL
- SJU
Nonstop3h 45m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$121
This Cheapflightsfares deal was found by Cheapflights users on 2/9. 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 2/182:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
Mon 2/238:52 pm
PHL
- SJU
Nonstop3h 45m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$122
This Orbitz deal was found by Cheapflights users on 2/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/192:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
Sun 2/228:52 pm
PHL
- SJU
Nonstop3h 45m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$123
This Cheapflightsfares deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Thu 2/262:54 am
SJU
- PHL
Nonstop4h 12m
Frontier
Tue 3/38:39 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/11![Frontier logo]()
$124
This eDestinos deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Fri 3/610:12 pm
SJU
- PHL
Nonstop4h 12m
Frontier
Tue 3/108:44 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/12![Frontier logo]()
$127
This Trip.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/182:54 am
SJU
- PHL
Nonstop4h 12m
Frontier
Sun 2/228:39 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/12![Frontier logo]()
$129
Best flights from Caribbean to MarylandDiscover carefully curated flight deals from Caribbean to Maryland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
Discover carefully curated flight deals from Caribbean to Maryland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
This Frontier deal was found by Cheapflights users on 2/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/252:54 am
SJU
- PHL
Nonstop4h 12m
Frontier
Mon 3/28:23 pm
PHL
- SJU
1 stop12h 31m
Frontier
Deal found 2/9![Frontier logo]()
$158
This Cheapflightsfares deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Thu 2/264:36 pm
SJU
- BWI
1 stop7h 55m
Spirit Airlines
Sun 3/16:00 am
BWI
- SJU
Nonstop3h 47m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 2/2711:52 am
SJU
- IAD
1 stop7h 15m
Multiple Airlines
Mon 3/211:41 am
IAD
- SJU
2 stops12h 43m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$248
This United Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 5/87:20 am
SJU
- IAD
Nonstop4h 01m
United Airlines
Mon 5/255:24 pm
IAD
- SJU
Nonstop4h 00m
United Airlines
Deal found 2/11![United Airlines logo]()
$253
This Delta deal was found by Cheapflights users on 2/10. 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.
Wed 5/1312:50 pm
SJU
- DCA
1 stop10h 55m
Delta
Sun 5/246:10 am
DCA
- SJU
1 stop7h 09m
Delta
Deal found 2/10![Delta logo]()
$262
This Southwest deal was found by Cheapflights users on 2/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/135:35 am
SJU
- DCA
1 stop10h 10m
Southwest
Fri 5/154:25 pm
DCA
- SJU
1 stop7h 30m
Southwest
Deal found 2/10![Southwest logo]()
$262
This JetBlue deal was found by Cheapflights users on 2/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/154:10 pm
SJU
- PHL
1 stop6h 37m
JetBlue
Tue 4/216:33 pm
PHL
- SJU
1 stop8h 06m
JetBlue
Deal found 2/10![JetBlue logo]()
$277
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/51:22 pm
MBJ
- BWI
1 stop9h 04m
American Airlines
Mon 3/97:54 pm
BWI
- MBJ
1 stop16h 30m
American Airlines
Deal found 2/12![American Airlines logo]()
$292
This Air Canada deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/21:20 am
POS
- IAD
2 stops19h 58m
Air Canada
Tue 4/79:00 am
IAD
- POS
1 stop15h 20m
Air Canada
Deal found 2/12![Air Canada logo]()
$367
This Copa Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 3/1111:56 am
SDQ
- IAD
1 stop12h 36m
Copa Airlines
Wed 3/184:35 pm
IAD
- SDQ
1 stop9h 43m
Copa Airlines
Deal found 2/11![Copa Airlines logo]()
$378
This Frontier deal was found by Cheapflights users on 2/10. 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.
Tue 3/103:22 pm
SJU
- IAD
1 stop9h 09m
Frontier
Tue 3/177:00 am
IAD
- SJU
1 stop7h 17m
Frontier
Deal found 2/10![Frontier logo]()
$192
This Travelocity deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:00 am
SJU
- IAD
1 stop13h 07m
Frontier
Mon 3/28:15 am
IAD
- SJU
1 stop24h 39m
Frontier
Deal found 2/13![Frontier logo]()
$192
This Cheapflightsfares deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 5/87:53 pm
SJU
- BWI
Nonstop3h 58m
Spirit Airlines
Mon 5/256:15 am
BWI
- SJU
Nonstop3h 44m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$238
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 2/278:05 am
SJU
- IAD
Nonstop4h 05m
United Airlines
Tue 3/38:27 am
IAD
- SJU
Nonstop3h 50m
United Airlines
Deal found 2/12![United Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 4/78:47 pm
SJU
- BWI
2 stops17h 36m
Multiple Airlines
Thu 4/1610:00 pm
BWI
- SJU
1 stop11h 54m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$254
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/157:15 am
SJU
- DCA
1 stop10h 15m
Delta
Mon 4/206:00 am
DCA
- SJU
1 stop10h 23m
Delta
Deal found 2/12![Delta logo]()
$262
This Frontier deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/42:54 am
SJU
- PHL
Nonstop4h 12m
Frontier
Thu 3/53:15 pm
PHL
- SJU
1 stop8h 28m
Frontier
Deal found 2/13![Frontier logo]()
$227
This CheapOair deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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.
Fri 5/153:08 am
SJU
- BWI
1 stop17h 40m
Multiple Airlines
Wed 5/276:15 am
BWI
- SJU
Nonstop3h 44m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$257
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Thu 5/74:55 pm
SJU
- IAD
Nonstop4h 01m
United Airlines
Sun 5/106:00 am
IAD
- SJU
1 stop9h 42m
United Airlines
Deal found 2/12![United Airlines logo]()
$258
This Delta deal was found by Cheapflights users on 2/10. 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.
Wed 5/1312:50 pm
SJU
- DCA
1 stop10h 55m
Delta
Sat 5/301:44 pm
DCA
- SJU
1 stop8h 33m
Delta
Deal found 2/10![Delta logo]()
$262
This JetBlue deal was found by Cheapflights users on 2/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1411:25 pm
SJU
- PHL
1 stop8h 10m
JetBlue
Wed 4/228:25 am
PHL
- SJU
1 stop8h 22m
JetBlue
Deal found 2/10![JetBlue logo]()
$292
This Cheapflightsfares deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 5/167:53 pm
SJU
- BWI
Nonstop3h 58m
Spirit Airlines
Wed 5/276:15 am
BWI
- SJU
Nonstop3h 44m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$268
This eDestinos deal was found by Cheapflights users on 2/10. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/264:11 pm
SJU
- PHL
2 stops16h 21m
Frontier
Sun 3/16:26 pm
PHL
- SJU
1 stop6h 59m
Frontier
Deal found 2/10![Frontier logo]()
$234
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Thu 2/198:30 am
SJU
- IAD
1 stop8h 35m
United Airlines
Sun 2/225:32 pm
IAD
- SJU
Nonstop3h 50m
United Airlines
Deal found 2/10![United Airlines logo]()
$258
This Delta deal was found by Cheapflights users on 2/10. 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.
Wed 5/137:00 am
SJU
- DCA
1 stop9h 59m
Delta
Tue 5/266:09 am
DCA
- SJU
1 stop10h 14m
Delta
Deal found 2/10![Delta logo]()
$262
This CheapOair deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/301:39 am
SJU
- PHL
Nonstop4h 04m
Multiple Airlines
Sun 4/56:25 am
PHL
- SJU
1 stop18h 28m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$264
This JetBlue deal was found by Cheapflights users on 2/9. 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.
Wed 3/182:30 am
SJU
- PHL
1 stop6h 34m
JetBlue
Mon 3/236:32 pm
PHL
- SJU
1 stop6h 40m
JetBlue
Deal found 2/9![JetBlue logo]()
$303
This Mytrip deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:27 pm
SJU
- BWI
2 stops17h 50m
Spirit Airlines
Tue 3/312:30 pm
BWI
- SJU
3 stops29h 28m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Thu 2/262:05 am
SJU
- DCA
1 stop7h 24m
United Airlines
Tue 3/37:00 am
DCA
- SJU
2 stops13h 00m
United Airlines
Deal found 2/12![United Airlines logo]()
$262
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/257:15 am
SJU
- DCA
1 stop10h 15m
Delta
Sat 5/96:09 am
DCA
- SJU
1 stop10h 14m
Delta
Deal found 2/13![Delta logo]()
$262
Last-minute flights from Caribbean to MarylandDiscover last-minute flight deals from Caribbean to Maryland. Data last updated February 13, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to Maryland. Data last updated February 13, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 2/9. 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 2/182:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
Mon 2/238:52 pm
PHL
- SJU
Nonstop3h 45m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$122
This Trip.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/182:54 am
SJU
- PHL
Nonstop4h 12m
Frontier
Sun 2/228:39 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/12![Frontier logo]()
$129
This Frontier deal was found by Cheapflights users on 2/10. 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.
Thu 2/192:54 am
SJU
- PHL
Nonstop4h 12m
Frontier
Tue 2/248:39 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/10![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 2/192:59 am
SJU
- PHL
Nonstop4h 12m
Multiple Airlines
Sun 2/228:39 pm
PHL
- SJU
Nonstop3h 45m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$121
This Orbitz deal was found by Cheapflights users on 2/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/192:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
Sun 2/228:52 pm
PHL
- SJU
Nonstop3h 45m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 2/204:17 pm
SJU
- IAD
Nonstop4h 08m
Frontier
Mon 2/238:20 pm
IAD
- SJU
Nonstop3h 45m
Frontier
Deal found 2/13![Frontier logo]()
$103
This Orbitz deal was found by Cheapflights users on 2/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/262:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
Tue 3/38:52 pm
PHL
- SJU
Nonstop3h 45m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$117
This Cheapflightsfares deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Thu 2/262:54 am
SJU
- PHL
Nonstop4h 12m
Frontier
Tue 3/38:39 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/11![Frontier logo]()
$124
This Trip.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/274:17 pm
SJU
- IAD
Nonstop4h 08m
Frontier
Mon 3/28:20 pm
IAD
- SJU
Nonstop3h 45m
Frontier
Deal found 2/13![Frontier logo]()
$100
This Expedia deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/272:54 am
SJU
- PHL
Nonstop4h 12m
Multiple Airlines
Tue 3/108:52 pm
PHL
- SJU
Nonstop3h 45m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$113
This Travelocity deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/272:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
Tue 3/108:52 pm
PHL
- SJU
Nonstop3h 45m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$120
This eDestinos deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Fri 3/610:12 pm
SJU
- PHL
Nonstop4h 12m
Frontier
Tue 3/108:44 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/12![Frontier logo]()
$127
One-way flights from Caribbean to MarylandSearch for one-way flight options from Caribbean to Maryland. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
Search for one-way flight options from Caribbean to Maryland. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
This Travelocity deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 3/101:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/231:43 pm
SJU
- BWI
Nonstop4h 12m
Frontier
Deal found 2/13![Frontier logo]()
$71
This Super.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 2/192:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$71
This Frontier deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 5/141:43 pm
SJU
- BWI
Nonstop4h 12m
Frontier
Deal found 2/13![Frontier logo]()
$72
This Orbitz deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/272:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$72
This Expedia deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/219:11 pm
SJU
- BWI
Nonstop4h 09m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$73
This Super.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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.
Fri 4/171:59 am
SJU
- PHL
Nonstop4h 09m
Frontier
Deal found 2/12![Frontier logo]()
$73
This CheapOair deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 5/51:59 am
SJU
- PHL
Nonstop4h 09m
Frontier
Deal found 2/12![Frontier logo]()
$74
This Orbitz deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:11 pm
SJU
- BWI
Nonstop4h 09m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$75
This eDestinos deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/241:59 am
SJU
- PHL
Nonstop4h 12m
Frontier
Deal found 2/13![Frontier logo]()
$75
This Expedia deal was found by Cheapflights users on 2/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/172:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$76
This Expedia deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/39:11 pm
SJU
- BWI
Nonstop4h 09m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$77
Find flight deals from Caribbean to Maryland
Keep the following information in mind while searching for Caribbean to Maryland flight deals. Data was last updated February 13, 2026.
Round-trip from | $100 (Trip.com) |
|---|---|
One-way from | $70 (Travelocity) |
Popular in | October |
Cheapest in | April |
Average price | $283 |
Good round-trip deal | $185 or less |
Good one-way deal | $190 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean to Maryland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 13, 2026.
Use the filters below to find and compare flights from Caribbean to Maryland that are best for you.
Fly from
Caribbean
Fly to
Maryland
Route
Depart
Return
Price
San JuanPhiladelphia
SJU - PHL
SJUPHL
San Juan Luis Munoz Marin Intl
Wed 2/25
2:54 am-6:06 am
Nonstop4h 12m
Philadelphia
Mon 3/2
8:23 pm-9:54 am
1 stop12h 31m
$158
San JuanWashington, D.C.
SJU - IAD
SJUIAD
San Juan Luis Munoz Marin Intl
Tue 3/10
3:22 pm-12:31 am
1 stop9h 09m
Washington, D.C. Dulles Intl
Tue 3/17
7:00 am-2:17 pm
1 stop7h 17m
$192
San JuanWashington, D.C.
SJU - IAD
SJUIAD
San Juan Luis Munoz Marin Intl
Fri 2/27
6:00 am-6:07 pm
1 stop13h 07m
Washington, D.C. Dulles Intl
Mon 3/2
8:15 am-9:54 am
1 stop24h 39m
$192
San JuanBaltimore
SJU - BWI
SJUBWI
San Juan Luis Munoz Marin Intl
Thu 2/26
4:36 pm-11:31 pm
1 stop7h 55m
Baltimore/Washington
Sun 3/1
6:00 am-10:47 am
Nonstop3h 47m
$199
San JuanPhiladelphia
SJU - PHL
SJUPHL
San Juan Luis Munoz Marin Intl
Wed 3/4
2:54 am-6:06 am
Nonstop4h 12m
Philadelphia
Thu 3/5
3:15 pm-12:43 am
1 stop8h 28m
$227
San JuanPhiladelphia
SJU - PHL
SJUPHL
San Juan Luis Munoz Marin Intl
Thu 2/26
4:11 pm-7:32 am
2 stops16h 21m
Philadelphia
Sun 3/1
6:26 pm-2:25 am
1 stop6h 59m
$234
San JuanBaltimore
SJU - BWI
SJUBWI
San Juan Luis Munoz Marin Intl
Fri 5/8
7:53 pm-11:51 pm
Nonstop3h 58m
Baltimore/Washington
Mon 5/25
6:15 am-9:59 am
Nonstop3h 44m
$238
San JuanWashington, D.C.
SJU - IAD
SJUIAD
San Juan Luis Munoz Marin Intl
Fri 2/27
11:52 am-6:07 pm
1 stop7h 15m
Washington, D.C. Dulles Intl
Mon 3/2
11:41 am-1:24 am
2 stops12h 43m
$248
San JuanWashington, D.C.
SJU - IAD
SJUIAD
San Juan Luis Munoz Marin Intl
Fri 5/8
7:20 am-11:21 am
Nonstop4h 01m
Washington, D.C. Dulles Intl
Mon 5/25
5:24 pm-9:24 pm
Nonstop4h 00m
$253
San JuanWashington, D.C.
SJU - IAD
SJUIAD
San Juan Luis Munoz Marin Intl
Fri 2/27
8:05 am-11:10 am
Nonstop4h 05m
Washington, D.C. Dulles Intl
Tue 3/3
8:27 am-1:17 pm
Nonstop3h 50m
$253
Showing 1-10 of 60 results
Best time to book a flight from Caribbean to Maryland
Have a flexible travel schedule? Discover the best time to fly to Maryland from Caribbean with our price prediction graph.
SJU-PHL
SJU-BWI
SJU-IAD
SJU-DCA
MBJ-BWI
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 Caribbean to Maryland
0CB-USMD
SJU-PHL
SJU-BWI
SJU-IAD
SJU-DCA
What is the cheapest month to book a flight from Caribbean to Maryland?
Currently, April is the cheapest month in which you can book a flight from Caribbean to Maryland (average of $70). Flying from Caribbean to Maryland in November is currently the most expensive (average of $156). 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 CB to MD?
Find hourly flight availability from Caribbean to Maryland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 13, 2026.
One of the essential ways to save on airfare from Caribbean to Maryland is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 63% on airfare.
What is the cheapest day to fly from Caribbean to Maryland?
Use this chart to determine the cheapest time to fly round-trip from Caribbean to Maryland. Price data was last updated on February 7, 2026.
Travelers seeking maximum savings on their Caribbean to Maryland flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Maryland
Get insights into the airlines that provide service to Maryland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Maryland. Reviews last updated February 13, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Caribbean to Maryland by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Caribbean to Maryland. 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 Caribbean to Maryland
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Maryland by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Caribbean to Maryland by cabin class
Find flights from Caribbean to Maryland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Caribbean and Maryland flights
Browse other Caribbean and Maryland flight options. Last updated on February 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Maryland
Find the right flight back to Caribbean after your stay in Maryland
Caribbean to Maryland flights
Consider these flights traveling from Caribbean to Maryland.
Top 6 airlines flying from Caribbean to Maryland
Discover the top 6 airlines that operate flights from Caribbean to Maryland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$92 | Average$233 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$104 | Average$334 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$128 | Average$288 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$165 | Average$515 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$321 | Average$471 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$328 | Average$537 | FlexibilityNo cancel fee | On-time63% |