$218+ Cheap flights from Washington to Caribbean Islands
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 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
SEA — SJU
Jul 5 — Jul 121
Round-trip
1 adult, Economy
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Find cheap flights from Washington to Caribbean Islands with Cheapflights
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Cheapest flights from Washington to Caribbean IslandsExplore the most affordable flight options available from Washington to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 5, 2026.
Explore the most affordable flight options available from Washington to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 5, 2026.
This American Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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.
Fri 8/215:18 am
PDX
- MBJ
1 stop8h 50m
American Airlines
Fri 8/282:12 pm
MBJ
- PDX
1 stop11h 47m
American Airlines
Deal found 6/4![American Airlines logo]()
$392
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 7/310:40 pm
PDX
- MBJ
1 stop12h 10m
United Airlines
Thu 7/94:12 pm
MBJ
- PDX
2 stops19h 22m
United Airlines
Deal found 6/2![United Airlines logo]()
$412
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/210:05 pm
PDX
- MBJ
1 stop11h 20m
Delta
Tue 11/106:00 pm
MBJ
- PDX
2 stops18h 31m
Delta
Deal found 6/2![Delta logo]()
$427
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/210:05 pm
PDX
- MBJ
1 stop11h 20m
Delta
Wed 11/116:00 pm
MBJ
- PDX
2 stops18h 31m
Delta
Deal found 6/4![Delta logo]()
$437
This United Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 9/55:00 am
SEA
- SJU
1 stop9h 38m
United Airlines
Sat 9/51:00 am
SJU
- SEA
2 stops18h 14m
United Airlines
Deal found 6/4![United Airlines logo]()
$449
This Cheapflightsfares deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2011:55 pm
SEA
- SJU
1 stop11h 28m
JetBlue
Wed 9/3010:30 am
SJU
- SEA
1 stop13h 12m
JetBlue
Deal found 6/3![JetBlue logo]()
$450
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:15 am
PDX
- MBJ
1 stop8h 35m
United Airlines
Sat 11/141:40 pm
MBJ
- PDX
1 stop11h 58m
United Airlines
Deal found 6/2![United Airlines logo]()
$452
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 12/55:45 am
SEA
- SJU
2 stops14h 10m
Delta
Sat 12/127:15 am
SJU
- SEA
2 stops15h 15m
Delta
Deal found 6/2![Delta logo]()
$454
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 11/210:45 pm
PDX
- SJU
1 stop9h 20m
American Airlines
Wed 12/27:00 am
SJU
- PDX
1 stop18h 21m
American Airlines
Deal found 6/2![American Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:21 pm
SEA
- SJU
1 stop15h 17m
American Airlines
Sat 9/512:55 am
SJU
- SEA
1 stop11h 34m
American Airlines
Deal found 6/4![American Airlines logo]()
$459
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:21 pm
SEA
- SJU
1 stop10h 22m
American Airlines
Tue 8/253:28 pm
SJU
- SEA
1 stop11h 52m
American Airlines
Deal found 6/5![American Airlines logo]()
$464
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/99:45 pm
PDX
- SJU
1 stop12h 35m
Delta
Tue 11/177:15 am
SJU
- PDX
2 stops15h 02m
Delta
Deal found 6/2![Delta logo]()
$466
Best flights from Washington to Caribbean IslandsDiscover carefully curated flight deals from Washington to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 5, 2026.
Discover carefully curated flight deals from Washington to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 5, 2026.
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/25:45 pm
PDX
- MBJ
2 stops15h 40m
Delta
Tue 11/106:00 pm
MBJ
- PDX
2 stops18h 31m
Delta
Deal found 6/2![Delta logo]()
$427
This Southwest deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:30 pm
PDX
- MBJ
2 stops11h 45m
Southwest
Wed 8/2611:50 am
MBJ
- PDX
2 stops12h 25m
Southwest
Deal found 5/31![Southwest logo]()
$427
This American Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1211:34 pm
PDX
- SJU
1 stop20h 41m
American Airlines
Fri 8/211:38 pm
SJU
- PDX
2 stops13h 21m
American Airlines
Deal found 5/31![American Airlines logo]()
$471
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 6/2611:30 pm
PDX
- MBJ
1 stop13h 40m
United Airlines
Sat 7/44:33 pm
MBJ
- PDX
1 stop28h 45m
United Airlines
Deal found 6/3![United Airlines logo]()
$504
This Travelocity deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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.
Wed 9/168:00 am
SEA
- PUJ
1 stop28h 25m
Air Canada
Sun 9/204:20 pm
PUJ
- SEA
2 stops25h 02m
Air Canada
Deal found 5/31![Air Canada logo]()
$618
This JetBlue deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 9/289:40 pm
SEA
- PUJ
1 stop13h 15m
JetBlue
Thu 10/111:45 am
PUJ
- SEA
1 stop11h 57m
JetBlue
Deal found 6/1![JetBlue logo]()
$687
This CheapOair deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 7/246:15 pm
SEA
- SJU
1 stop18h 03m
Multiple Airlines
Mon 8/33:17 pm
SJU
- SEA
2 stops22h 16m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$738
This Copa Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 9/106:52 pm
SEA
- AUA
2 stops16h 51m
Copa Airlines
Tue 9/223:46 pm
AUA
- SEA
2 stops34h 40m
Copa Airlines
Deal found 6/2![Copa Airlines logo]()
$747
This Southwest deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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.
Thu 9/37:35 pm
PDX
- SJU
2 stops10h 35m
Southwest
Mon 9/75:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 6/4![Southwest logo]()
$476
This American Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 8/85:00 am
SEA
- MBJ
1 stop9h 08m
American Airlines
Wed 8/192:12 pm
MBJ
- SEA
1 stop21h 17m
American Airlines
Deal found 5/31![American Airlines logo]()
$532
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 7/38:05 pm
SEA
- MBJ
2 stops15h 25m
United Airlines
Wed 7/84:12 pm
MBJ
- SEA
2 stops17h 48m
United Airlines
Deal found 6/3![United Airlines logo]()
$537
This Southwest deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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.
Sat 10/177:00 pm
PDX
- MBJ
2 stops16h 40m
Southwest
Sun 10/2512:55 pm
MBJ
- PDX
2 stops13h 55m
Southwest
Deal found 6/4![Southwest logo]()
$524
This United Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2711:40 pm
PDX
- MBJ
2 stops13h 30m
United Airlines
Tue 8/114:12 pm
MBJ
- PDX
2 stops19h 20m
United Airlines
Deal found 6/4![United Airlines logo]()
$541
This Delta deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:00 pm
PDX
- PUJ
1 stop11h 32m
Delta
Mon 9/283:59 pm
PUJ
- PDX
2 stops19h 44m
Delta
Deal found 6/1![Delta logo]()
$635
This American Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 12/110:08 pm
SEA
- STT
1 stop14h 50m
American Airlines
Tue 12/1512:27 pm
STT
- SEA
2 stops15h 11m
American Airlines
Deal found 6/1![American Airlines logo]()
$584
This Delta deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:35 pm
PDX
- PUJ
2 stops15h 08m
Delta
Fri 8/284:04 pm
PUJ
- PDX
2 stops19h 33m
Delta
Deal found 6/1![Delta logo]()
$635
This American Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 10/276:22 pm
SEA
- STT
2 stops13h 18m
American Airlines
Sun 11/112:57 pm
STT
- SEA
1 stop14h 43m
American Airlines
Deal found 6/1![American Airlines logo]()
$584
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 7/18:35 am
PDX
- SJU
2 stops12h 40m
Southwest
Wed 7/85:00 am
SJU
- PDX
1 stop13h 25m
Southwest
Deal found 6/2![Southwest logo]()
$586
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 7/111:30 pm
PDX
- SJU
1 stop10h 04m
United Airlines
Wed 7/81:40 pm
SJU
- PDX
1 stop12h 33m
United Airlines
Deal found 6/2![United Airlines logo]()
$615
This Air Canada deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/13:15 pm
PDX
- BGI
2 stops19h 20m
Air Canada
Thu 11/54:10 pm
BGI
- PDX
2 stops30h 21m
Air Canada
Deal found 6/5![Air Canada logo]()
$745
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/87:50 pm
SEA
- SJU
2 stops14h 14m
Delta
Sun 9/137:00 am
SJU
- SEA
1 stop15h 33m
Delta
Deal found 5/31![Delta logo]()
$635
This American Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:22 pm
SEA
- STT
2 stops15h 18m
American Airlines
Sun 11/16:17 pm
STT
- SEA
2 stops19h 28m
American Airlines
Deal found 6/4![American Airlines logo]()
$584
This Orbitz deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/32:20 pm
PDX
- BGI
1 stop18h 42m
JetBlue
Sat 7/115:15 pm
BGI
- PDX
2 stops22h 48m
JetBlue
Deal found 6/5![JetBlue logo]()
$823
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 6/205:07 am
SEA
- MBJ
1 stop8h 38m
United Airlines
Thu 7/24:12 pm
MBJ
- SEA
2 stops17h 48m
United Airlines
Deal found 6/2![United Airlines logo]()
$624
This Delta deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:50 pm
SEA
- AUA
2 stops15h 55m
Delta
Wed 10/73:25 pm
AUA
- SEA
1 stop11h 44m
Delta
Deal found 6/1![Delta logo]()
$638
This American Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/85:54 pm
SEA
- STT
2 stops14h 13m
American Airlines
Wed 11/184:18 pm
STT
- SEA
1 stop11h 22m
American Airlines
Deal found 6/1![American Airlines logo]()
$584
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/310:45 pm
SEA
- AUA
2 stops12h 50m
Southwest
Thu 7/91:45 pm
AUA
- SEA
2 stops15h 00m
Southwest
Deal found 6/5![Southwest logo]()
$648
This United Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 10/1611:30 pm
PDX
- PUJ
1 stop11h 57m
United Airlines
Sat 10/241:25 pm
PUJ
- PDX
1 stop10h 40m
United Airlines
Deal found 6/1![United Airlines logo]()
$630
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/82:30 pm
PDX
- PUJ
1 stop18h 45m
Delta
Sat 11/143:45 pm
PUJ
- PDX
1 stop12h 02m
Delta
Deal found 6/5![Delta logo]()
$640
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Thu 7/211:05 pm
SEA
- NAS
2 stops11h 10m
Southwest
Tue 7/72:10 pm
NAS
- SEA
2 stops12h 25m
Southwest
Deal found 6/3![Southwest logo]()
$676
Last-minute flights from Washington to Caribbean IslandsDiscover last-minute flight deals from Washington to Caribbean Islands. Data last updated June 5, 2026 and is based on user searches.
Discover last-minute flight deals from Washington to Caribbean Islands. Data last updated June 5, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 6/2611:30 pm
PDX
- MBJ
1 stop13h 40m
United Airlines
Sat 7/44:33 pm
MBJ
- PDX
1 stop28h 45m
United Airlines
Deal found 6/3![United Airlines logo]()
$504
This American Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 6/305:10 am
PDX
- SJU
2 stops13h 48m
American Airlines
Tue 7/147:25 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 6/1![American Airlines logo]()
$498
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 7/310:40 pm
PDX
- MBJ
1 stop12h 10m
United Airlines
Thu 7/94:12 pm
MBJ
- PDX
2 stops19h 22m
United Airlines
Deal found 6/2![United Airlines logo]()
$412
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
Fri 7/35:28 pm
PDX
- SJU
2 stops13h 17m
American Airlines
Thu 7/97:25 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 6/3![American Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/310:57 pm
PDX
- SJU
2 stops12h 50m
American Airlines
Fri 7/107:25 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 6/5![American Airlines logo]()
$530
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 7/38:05 pm
SEA
- MBJ
2 stops15h 25m
United Airlines
Wed 7/84:12 pm
MBJ
- SEA
2 stops17h 48m
United Airlines
Deal found 6/3![United Airlines logo]()
$537
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 7/310:52 pm
PDX
- SJU
1 stop10h 12m
United Airlines
Thu 7/91:40 pm
SJU
- PDX
1 stop12h 33m
United Airlines
Deal found 6/3![United Airlines logo]()
$554
This American Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 7/75:10 am
SEA
- SJU
1 stop14h 49m
American Airlines
Tue 7/285:45 am
SJU
- SEA
1 stop16h 26m
American Airlines
Deal found 6/1![American Airlines logo]()
$554
This United Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2711:40 pm
PDX
- MBJ
2 stops13h 30m
United Airlines
Tue 8/114:12 pm
MBJ
- PDX
2 stops19h 20m
United Airlines
Deal found 6/4![United Airlines logo]()
$541
This American Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 7/2810:30 pm
PDX
- SJU
1 stop12h 03m
American Airlines
Mon 8/37:00 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 5/31![American Airlines logo]()
$533
This American Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 7/285:49 am
PDX
- SJU
1 stop14h 10m
American Airlines
Sat 8/156:00 am
SJU
- PDX
2 stops13h 51m
American Airlines
Deal found 6/4![American Airlines logo]()
$563
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:10 am
SEA
- SJU
1 stop14h 49m
American Airlines
Tue 8/412:55 am
SJU
- SEA
1 stop11h 34m
American Airlines
Deal found 6/5![American Airlines logo]()
$524
One-way flights from Washington to Caribbean IslandsSearch for one-way flight options from Washington to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated June 5, 2026.
Search for one-way flight options from Washington to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated June 5, 2026.
This United Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 7/37:05 pm
SEA
- STT
2 stops17h 38m
United Airlines
Deal found 6/4![United Airlines logo]()
$218
This Southwest deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/39:25 pm
SEA
- STT
1 stop12h 30m
Southwest
Deal found 6/4![Southwest logo]()
$223
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1011:49 pm
SEA
- SJU
1 stop12h 53m
United Airlines
Deal found 6/2![United Airlines logo]()
$227
This United Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 6/266:50 pm
PDX
- MBJ
1 stop18h 55m
United Airlines
Deal found 6/1![United Airlines logo]()
$232
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:59 pm
SEA
- SJU
1 stop13h 39m
Delta
Deal found 6/4![Delta logo]()
$232
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 6/2910:59 pm
PDX
- SJU
2 stops13h 48m
American Airlines
Deal found 6/3![American Airlines logo]()
$233
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1811:00 pm
SEA
- MBJ
2 stops12h 10m
Southwest
Deal found 6/3![Southwest logo]()
$242
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:05 pm
SEA
- NAS
2 stops10h 10m
Southwest
Deal found 6/1![Southwest logo]()
$245
This United Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” 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 7/108:05 pm
SEA
- MBJ
1 stop17h 40m
United Airlines
Deal found 6/4![United Airlines logo]()
$247
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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 7/45:05 am
SEA
- SJU
1 stop15h 45m
American Airlines
Deal found 6/2![American Airlines logo]()
$252
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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 7/1610:40 pm
PDX
- MBJ
2 stops38h 30m
United Airlines
Deal found 6/3![United Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:53 pm
SEA
- SJU
2 stops48h 35m
Frontier
Deal found 6/2![Frontier logo]()
$257
Find flight deals from Washington to Caribbean Islands
Keep the following information in mind while searching for Washington to Caribbean Islands flight deals. Data was last updated June 5, 2026.
Round-trip from | $392 (American Airlines) |
|---|---|
One-way from | $218 (United Airlines) |
Popular in | December |
Cheapest in | October |
Average price | $626 |
Cheapflights Fare Finder
Customize your flight search to find flights from Washington to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 5, 2026.
Use the filters below to find and compare flights from Washington to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandMontego Bay
PDX - MBJ
PDXMBJ
Portland
Mon 11/2
5:45 pm-12:25 pm
2 stops15h 40m
Montego Bay Sangster Intl
Tue 11/10
6:00 pm-9:31 am
2 stops18h 31m
$427
PortlandMontego Bay
PDX - MBJ
PDXMBJ
Portland
Wed 8/19
11:30 pm-1:15 pm
2 stops11h 45m
Montego Bay Sangster Intl
Wed 8/26
11:50 am-10:15 pm
2 stops12h 25m
$427
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 8/12
11:34 pm-11:15 pm
1 stop20h 41m
San Juan Luis Munoz Marin Intl
Fri 8/21
1:38 pm-11:59 pm
2 stops13h 21m
$471
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 9/3
7:35 pm-9:10 am
2 stops10h 35m
San Juan Luis Munoz Marin Intl
Mon 9/7
5:30 am-3:00 pm
1 stop12h 30m
$476
PortlandMontego Bay
PDX - MBJ
PDXMBJ
Portland
Fri 6/26
11:30 pm-3:10 pm
1 stop13h 40m
Montego Bay Sangster Intl
Sat 7/4
4:33 pm-7:18 pm
1 stop28h 45m
$504
PortlandMontego Bay
PDX - MBJ
PDXMBJ
Portland
Sat 10/17
7:00 pm-1:40 pm
2 stops16h 40m
Montego Bay Sangster Intl
Sun 10/25
12:55 pm-12:50 am
2 stops13h 55m
$524
SeattleMontego Bay
SEA - MBJ
SEAMBJ
Seattle/Tacoma Intl
Sat 8/8
5:00 am-4:08 pm
1 stop9h 08m
Montego Bay Sangster Intl
Wed 8/19
2:12 pm-9:29 am
1 stop21h 17m
$532
SeattleMontego Bay
SEA - MBJ
SEAMBJ
Seattle/Tacoma Intl
Fri 7/3
8:05 pm-1:30 pm
2 stops15h 25m
Montego Bay Sangster Intl
Wed 7/8
4:12 pm-8:00 am
2 stops17h 48m
$537
PortlandMontego Bay
PDX - MBJ
PDXMBJ
Portland
Mon 7/27
11:40 pm-3:10 pm
2 stops13h 30m
Montego Bay Sangster Intl
Tue 8/11
4:12 pm-9:32 am
2 stops19h 20m
$541
SeattleSaint Thomas Island
SEA - STT
SEASTT
Seattle/Tacoma Intl
Tue 12/1
10:08 pm-4:58 pm
1 stop14h 50m
Saint Thomas Island Cyril E King
Tue 12/15
12:27 pm-11:38 pm
2 stops15h 11m
$584
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Washington to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Washington with our price prediction graph.
PDX-MBJ
SEA-SJU
PDX-SJU
SEA-STT
SEA-MBJ
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 Washington to Caribbean Islands
USWA-zzEPX
PDX-MBJ
SEA-SJU
PDX-SJU
SEA-STT
What is the cheapest month to book a flight from State of Washington to Caribbean Islands?
Currently, May is the cheapest month in which you can book a flight from State of Washington to Caribbean Islands (average of $167). Flying from State of Washington to Caribbean Islands in February is currently the most expensive (average of $306). 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 far ahead should I book a flight from State of Washington to Caribbean Islands?
The price you pay for your flight from State of Washington to Caribbean Islands may vary depending on when you book. For the best chance of a lower fare, look to book 6 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Related info for your journey
Find useful and relevant information for your journey from Washington to Caribbean Islands. 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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Complete your trip
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Top destinations
Alternative routes for Washington to Caribbean Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Washington to Caribbean Islands by cabin class
Find flights from Washington to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Washington and Caribbean Islands flights
Browse other Washington and Caribbean Islands flight options. Last updated on June 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Caribbean Islands
Find the right flight back to Washington after your stay in Caribbean Islands
Washington to Caribbean Islands flights
Consider these flights traveling from Washington to Caribbean Islands.
Top 9 airlines flying from Washington to Caribbean Islands
Discover the top 9 airlines that operate flights from Washington to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$175 | Average$344 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$190 | Average$699 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$278 | Average$657 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$282 | Average$549 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$349 | Average$678 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$365 | Average$748 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$434 | Average$629 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$454 | Average$828 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$587 | Average$727 | FlexibilityNo cancel fee | On-time75% |