$71+ Cheap flights from Caribbean Islands 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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BWI
mar 18 — mar 251
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Caribbean Islands to Maryland 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 Caribbean Islands to Maryland
Cheapest
Best
Last-minute
One-way
Cheapest flights from Caribbean Islands to MarylandExplore the most affordable flight options available from Caribbean Islands to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on febbraio 16, 2026.
Explore the most affordable flight options available from Caribbean Islands to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on febbraio 16, 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.
ven 2/274:17 pm
SJU
- IAD
Nonstop4h 08m
Frontier
lun 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 2/14. Clicking the “Pick Dates” 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.
ven 2/204:17 pm
SJU
- IAD
Nonstop4h 08m
Frontier
lun 2/238:20 pm
IAD
- SJU
Nonstop3h 45m
Frontier
Deal found 2/14![Frontier logo]()
$103
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer 2/252:59 am
SJU
- PHL
Nonstop4h 12m
Multiple Airlines
dom 3/18:39 pm
PHL
- SJU
Nonstop3h 45m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$122
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.
gio 2/196:00 am
SJU
- PHL
Nonstop4h 12m
Frontier
dom 2/228:39 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/12![Frontier logo]()
$123
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.
gio 2/262:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
lun 3/28:52 pm
PHL
- SJU
Nonstop3h 45m
Spirit Airlines
Deal found 2/12![Spirit Airlines 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.
ven 3/610:12 pm
SJU
- PHL
Nonstop4h 12m
Frontier
mar 3/108:44 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/12![Frontier logo]()
$127
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.
mer 2/252:54 am
SJU
- PHL
Nonstop4h 12m
Frontier
lun 3/28:39 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/12![Frontier logo]()
$130
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.
ven 2/206:00 am
SJU
- PHL
Nonstop4h 12m
Frontier
dom 2/228:39 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/12![Frontier logo]()
$131
This eDestinos deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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.
mer 2/252:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
dom 3/18:52 pm
PHL
- SJU
Nonstop3h 45m
Spirit Airlines
Deal found 2/14![Spirit Airlines logo]()
$132
This eDestinos deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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.
ven 3/610:12 pm
SJU
- PHL
Nonstop4h 12m
Frontier
lun 3/98:44 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/15![Frontier logo]()
$133
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.
gio 2/192:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
dom 2/228:52 pm
PHL
- SJU
Nonstop3h 45m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$135
This Frontier deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” 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.
gio 4/301:43 pm
SJU
- BWI
Nonstop4h 12m
Frontier
dom 5/36:50 pm
BWI
- SJU
Nonstop3h 50m
Frontier
Deal found 2/16![Frontier logo]()
$144
Best flights from Caribbean Islands to MarylandDiscover carefully curated flight deals from Caribbean Islands to Maryland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated febbraio 16, 2026.
Discover carefully curated flight deals from Caribbean Islands to Maryland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated febbraio 16, 2026.
This eDestinos deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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.
gio 4/234:11 pm
SJU
- PHL
1 stop8h 18m
Frontier
dom 4/266:10 am
PHL
- SJU
1 stop18h 43m
Frontier
Deal found 2/15![Frontier logo]()
$174
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sab 2/287:05 am
SJU
- BWI
1 stop11h 42m
Multiple Airlines
mer 3/46:00 am
BWI
- SJU
Nonstop3h 47m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$194
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.
gio 2/269:11 pm
SJU
- BWI
Nonstop4h 09m
Spirit Airlines
dom 3/16:00 am
BWI
- SJU
Nonstop3h 47m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$208
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
gio 5/141:00 am
SJU
- IAD
1 stop6h 28m
United Airlines
mar 5/195:24 pm
IAD
- SJU
Nonstop4h 00m
United Airlines
Deal found 2/13![United Airlines logo]()
$258
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.
gio 5/217:00 am
SJU
- DCA
1 stop9h 59m
Delta
mar 5/266:09 am
DCA
- SJU
1 stop10h 14m
Delta
Deal found 2/13![Delta logo]()
$262
This Southwest deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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.
mer 3/186:40 am
SJU
- DCA
1 stop10h 40m
Southwest
mar 3/243:45 pm
DCA
- SJU
2 stops8h 30m
Southwest
Deal found 2/15![Southwest logo]()
$262
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.
gio 3/51:22 pm
MBJ
- BWI
1 stop9h 04m
American Airlines
lun 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 2/13. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
gio 4/231:15 pm
NAS
- DCA
1 stop21h 04m
Air Canada
mar 4/2812:55 pm
DCA
- NAS
2 stops24h 00m
Air Canada
Deal found 2/13![Air Canada logo]()
$347
This Frontier deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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.
gio 4/301:43 pm
SJU
- BWI
Nonstop4h 12m
Frontier
dom 5/36:50 pm
BWI
- SJU
Nonstop3h 50m
Frontier
Deal found 2/14![Frontier logo]()
$176
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sab 5/92:14 pm
SDQ
- IAD
1 stop14h 07m
Copa Airlines
mer 9/94:34 pm
IAD
- SDQ
1 stop19h 08m
Copa Airlines
Deal found 2/12![Copa Airlines logo]()
$378
This Cheapflightsfares deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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.
ven 4/2410:55 am
SJU
- PHL
Nonstop4h 09m
Frontier
dom 4/265:05 am
PHL
- SJU
1 stop9h 03m
Frontier
Deal found 2/15![Frontier logo]()
$178
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar 3/243:08 am
SJU
- BWI
1 stop12h 25m
Multiple Airlines
mar 4/76:15 am
BWI
- SJU
Nonstop3h 39m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$201
This CheapOair deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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.
dom 5/107:15 am
SJU
- BWI
1 stop25h 45m
Frontier
dom 5/176:50 pm
BWI
- SJU
Nonstop3h 50m
Frontier
Deal found 2/15![Frontier logo]()
$187
This Cheapflightsfares deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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.
dom 3/221:39 am
SJU
- PHL
Nonstop4h 04m
Spirit Airlines
mar 4/78:52 pm
PHL
- SJU
Nonstop3h 42m
Spirit Airlines
Deal found 2/15![Spirit Airlines logo]()
$230
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer 2/253:53 am
SJU
- BWI
1 stop18h 01m
Frontier
dom 3/15:45 am
BWI
- SJU
1 stop19h 40m
Frontier
Deal found 2/12![Frontier logo]()
$192
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven 4/177:40 am
SJU
- IAD
1 stop8h 23m
United Airlines
mar 4/215:24 pm
IAD
- SJU
Nonstop4h 00m
United Airlines
Deal found 2/13![United Airlines logo]()
$258
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.
gio 3/57:00 am
SJU
- DCA
1 stop10h 27m
Delta
mar 3/175:09 pm
DCA
- SJU
1 stop6h 50m
Delta
Deal found 2/13![Delta logo]()
$262
This Southwest deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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.
gio 4/92:00 pm
SJU
- DCA
1 stop8h 50m
Southwest
lun 4/134:25 pm
DCA
- SJU
1 stop7h 30m
Southwest
Deal found 2/14![Southwest logo]()
$262
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sab 3/281:39 am
SJU
- PHL
Nonstop4h 04m
Multiple Airlines
sab 4/46:25 am
PHL
- SJU
1 stop18h 53m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$255
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer 2/253:53 am
SJU
- IAD
1 stop28h 27m
Frontier
dom 3/110:10 am
IAD
- SJU
1 stop15h 43m
Frontier
Deal found 2/12![Frontier logo]()
$192
This Delta deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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.
ven 5/151:10 pm
SJU
- DCA
1 stop10h 14m
Delta
lun 5/186:09 am
DCA
- SJU
1 stop10h 14m
Delta
Deal found 2/14![Delta logo]()
$262
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer 4/151:00 am
SJU
- DCA
1 stop8h 30m
United Airlines
mar 4/217:00 am
DCA
- SJU
1 stop6h 45m
United Airlines
Deal found 2/13![United Airlines logo]()
$262
This CheapOair deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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.
gio 4/163:36 pm
SJU
- PHL
1 stop8h 23m
Spirit Airlines
dom 4/195:45 am
PHL
- SJU
2 stops8h 46m
Spirit Airlines
Deal found 2/15![Spirit Airlines logo]()
$262
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
gio 4/2311:57 am
NAS
- DCA
Nonstop2h 45m
American Airlines
mar 4/288:20 am
DCA
- NAS
Nonstop2h 47m
American Airlines
Deal found 2/13![American Airlines logo]()
$307
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven 5/13:18 pm
SJU
- PHL
1 stop9h 36m
Frontier
mar 5/59:00 am
PHL
- SJU
1 stop8h 30m
Frontier
Deal found 2/12![Frontier logo]()
$192
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.
gio 5/287:00 am
SJU
- DCA
1 stop9h 59m
Delta
sab 5/306:09 am
DCA
- SJU
1 stop10h 14m
Delta
Deal found 2/13![Delta logo]()
$262
This United Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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.
ven 3/62:05 am
SJU
- DCA
1 stop8h 24m
United Airlines
mar 3/1012:00 pm
DCA
- SJU
2 stops11h 36m
United Airlines
Deal found 2/15![United Airlines logo]()
$262
This OneTravel deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar 4/77:54 pm
SJU
- PHL
1 stop12h 45m
Spirit Airlines
gio 4/165:45 am
PHL
- SJU
2 stops15h 04m
Spirit Airlines
Deal found 2/15![Spirit Airlines logo]()
$266
This Air Canada deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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.
mar 3/311:15 pm
NAS
- DCA
1 stop21h 04m
Air Canada
mar 4/76:59 am
DCA
- NAS
1 stop13h 06m
Air Canada
Deal found 2/14![Air Canada logo]()
$347
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.
ven 5/82:30 pm
SJU
- DCA
1 stop8h 29m
Delta
dom 5/106:10 am
DCA
- SJU
1 stop7h 09m
Delta
Deal found 2/13![Delta logo]()
$262
Last-minute flights from Caribbean Islands to MarylandDiscover last-minute flight deals from Caribbean Islands to Maryland. Data last updated febbraio 16, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean Islands to Maryland. Data last updated febbraio 16, 2026 and is based on user searches.
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.
gio 2/196:00 am
SJU
- PHL
Nonstop4h 12m
Frontier
dom 2/228:39 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/12![Frontier logo]()
$123
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.
gio 2/192:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
dom 2/228:52 pm
PHL
- SJU
Nonstop3h 45m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$135
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.
ven 2/204:17 pm
SJU
- IAD
Nonstop4h 08m
Frontier
lun 2/238:20 pm
IAD
- SJU
Nonstop3h 45m
Frontier
Deal found 2/13![Frontier logo]()
$103
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.
ven 2/206:00 am
SJU
- PHL
Nonstop4h 12m
Frontier
dom 2/228:39 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/12![Frontier logo]()
$131
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer 2/252:59 am
SJU
- PHL
Nonstop4h 12m
Multiple Airlines
dom 3/18:39 pm
PHL
- SJU
Nonstop3h 45m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$122
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.
mer 2/252:54 am
SJU
- PHL
Nonstop4h 12m
Frontier
lun 3/28:39 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/12![Frontier logo]()
$130
This eDestinos deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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.
mer 2/252:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
dom 3/18:52 pm
PHL
- SJU
Nonstop3h 45m
Spirit Airlines
Deal found 2/14![Spirit Airlines logo]()
$132
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.
gio 2/262:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
lun 3/28:52 pm
PHL
- SJU
Nonstop3h 45m
Spirit Airlines
Deal found 2/12![Spirit Airlines 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.
ven 2/274:17 pm
SJU
- IAD
Nonstop4h 08m
Frontier
lun 3/28:20 pm
IAD
- SJU
Nonstop3h 45m
Frontier
Deal found 2/13![Frontier logo]()
$100
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.
sab 2/284:17 pm
SJU
- IAD
Nonstop4h 08m
Frontier
lun 3/28:20 pm
IAD
- SJU
Nonstop3h 45m
Frontier
Deal found 2/13![Frontier logo]()
$159
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.
ven 3/610:12 pm
SJU
- PHL
Nonstop4h 12m
Frontier
mar 3/108:44 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/12![Frontier logo]()
$127
This eDestinos deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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.
ven 3/610:12 pm
SJU
- PHL
Nonstop4h 12m
Frontier
lun 3/98:44 pm
PHL
- SJU
Nonstop3h 45m
Frontier
Deal found 2/15![Frontier logo]()
$133
One-way flights from Caribbean Islands to MarylandSearch for one-way flight options from Caribbean Islands to Maryland. Find affordable one-way fares based on user searches. Data last updated febbraio 16, 2026.
Search for one-way flight options from Caribbean Islands to Maryland. Find affordable one-way fares based on user searches. Data last updated febbraio 16, 2026.
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.
gio 4/231:43 pm
SJU
- BWI
Nonstop4h 12m
Frontier
Deal found 2/13![Frontier 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.
gio 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.
ven 2/272:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$72
This eDestinos deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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.
gio 2/262:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
Deal found 2/15![Spirit Airlines logo]()
$73
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.
mer 5/61:25 pm
SJU
- PHL
Nonstop4h 09m
Frontier
Deal found 2/12![Frontier logo]()
$74
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun 4/131:59 am
SJU
- PHL
Nonstop4h 09m
Frontier
Deal found 2/12![Frontier logo]()
$75
This eDestinos deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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.
lun 2/232:59 am
SJU
- PHL
Nonstop4h 16m
Frontier
Deal found 2/15![Frontier logo]()
$78
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer 2/259:11 pm
SJU
- BWI
Nonstop4h 09m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$79
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.
mar 3/171:59 am
SJU
- PHL
Nonstop4h 12m
Frontier
Deal found 2/13![Frontier logo]()
$79
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.
sab 2/282:59 am
SJU
- PHL
Nonstop4h 12m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$81
This Super.com deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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.
mar 4/281:59 am
SJU
- PHL
Nonstop4h 09m
Frontier
Deal found 2/15![Frontier logo]()
$82
This eDestinos deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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.
gio 3/269:12 pm
SJU
- PHL
Nonstop4h 12m
Frontier
Deal found 2/14![Frontier logo]()
$83
Find flight deals from Caribbean Islands to Maryland
Keep the following information in mind while searching for Caribbean Islands to Maryland flight deals. Data was last updated febbraio 16, 2026.
Round-trip from | $100 (Trip.com) |
|---|---|
One-way from | $71 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean Islands 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 febbraio 16, 2026.
Use the filters below to find and compare flights from Caribbean Islands to Maryland that are best for you.
Fly from
Caribbean Islands
Fly to
Maryland
Route
Depart
Return
Price
San JuanPhiladelphia
SJU - PHL
SJUPHL
San Juan Luis Munoz Marin Intl
gio 4/23
4:11 pm-12:29 am
1 stop8h 18m
Philadelphia
dom 4/26
6:10 am-12:53 am
1 stop18h 43m
$174
San JuanBaltimore
SJU - BWI
SJUBWI
San Juan Luis Munoz Marin Intl
gio 4/30
1:43 pm-5:55 pm
Nonstop4h 12m
Baltimore/Washington
dom 5/3
6:50 pm-10:40 pm
Nonstop3h 50m
$176
San JuanPhiladelphia
SJU - PHL
SJUPHL
San Juan Luis Munoz Marin Intl
ven 4/24
10:55 am-3:04 pm
Nonstop4h 09m
Philadelphia
dom 4/26
5:05 am-2:08 pm
1 stop9h 03m
$178
San JuanBaltimore
SJU - BWI
SJUBWI
San Juan Luis Munoz Marin Intl
dom 5/10
7:15 am-9:00 am
1 stop25h 45m
Baltimore/Washington
dom 5/17
6:50 pm-10:40 pm
Nonstop3h 50m
$187
San JuanBaltimore
SJU - BWI
SJUBWI
San Juan Luis Munoz Marin Intl
mer 2/25
3:53 am-8:54 pm
1 stop18h 01m
Baltimore/Washington
dom 3/1
5:45 am-2:25 am
1 stop19h 40m
$192
San JuanWashington, D.C.
SJU - IAD
SJUIAD
San Juan Luis Munoz Marin Intl
mer 2/25
3:53 am-7:20 am
1 stop28h 27m
Washington, D.C. Dulles Intl
dom 3/1
10:10 am-2:53 am
1 stop15h 43m
$192
San JuanPhiladelphia
SJU - PHL
SJUPHL
San Juan Luis Munoz Marin Intl
ven 5/1
3:18 pm-12:54 am
1 stop9h 36m
Philadelphia
mar 5/5
9:00 am-5:30 pm
1 stop8h 30m
$192
San JuanBaltimore
SJU - BWI
SJUBWI
San Juan Luis Munoz Marin Intl
sab 2/28
7:05 am-5:47 pm
1 stop11h 42m
Baltimore/Washington
mer 3/4
6:00 am-10:47 am
Nonstop3h 47m
$194
San JuanBaltimore
SJU - BWI
SJUBWI
San Juan Luis Munoz Marin Intl
mar 3/24
3:08 am-3:33 pm
1 stop12h 25m
Baltimore/Washington
mar 4/7
6:15 am-9:54 am
Nonstop3h 39m
$201
San JuanBaltimore
SJU - BWI
SJUBWI
San Juan Luis Munoz Marin Intl
gio 2/26
9:11 pm-12:20 am
Nonstop4h 09m
Baltimore/Washington
dom 3/1
6:00 am-10:47 am
Nonstop3h 47m
$208
Showing 1-10 of 60 results
Best time to book a flight from Caribbean Islands to Maryland
Have a flexible travel schedule? Discover the best time to fly to Maryland from Caribbean Islands with our price prediction graph.
SJU-IAD
SJU-PHL
SJU-BWI
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 Islands to Maryland
zzEPX-USMD
SJU-IAD
SJU-PHL
SJU-BWI
SJU-DCA
What is the cheapest month to book a flight from Caribbean Islands to Maryland?
Currently, April is the cheapest month in which you can book a flight from Caribbean Islands to Maryland (average of $70). Flying from Caribbean Islands 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 EPX to MD?
Find hourly flight availability from Caribbean Islands 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 febbraio 16, 2026.
A simple way to save on the total cost of your ticket is to fly from Caribbean Islands to Maryland in the evening. If you’re flexible enough to do this you can expect to save up to 63% on your trip compared to booking a flight at noon.
What is the cheapest day to fly from Caribbean Islands to Maryland?
Use this chart to determine the cheapest time to fly round-trip from Caribbean Islands to Maryland. Price data was last updated on February 7, 2026.
Travelers seeking maximum savings on their Caribbean Islands 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.
Weekly flight availability from Caribbean Islands to Maryland
Explore weekly flight availability from Caribbean Islands to Maryland. 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 febbraio 16, 2026.
The most flights from zzEPX to USMD are scheduled on a Saturday (4 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (1 on average).
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 febbraio 16, 2026.
Read through reviews of airlines operating flights from Caribbean Islands to Maryland, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Comfort
8.0
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 Islands 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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Return Flight Options
Top destinations
Alternative routes for Caribbean Islands 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 Islands to Maryland by cabin class
Find flights from Caribbean Islands to Maryland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Caribbean Islands and Maryland flights
Browse other Caribbean Islands and Maryland flight options. Last updated on febbraio 16, 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 Islands after your stay in Maryland
Caribbean Islands to Maryland flights
Consider these flights traveling from Caribbean Islands to Maryland.
Top 6 airlines flying from Caribbean Islands to Maryland
Discover the top 6 airlines that operate flights from Caribbean Islands 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 febbraio 16, 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% |