$80+ Cheap flights from the United States to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
May 22 — May 291
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from USA to Caribbean 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 USA to Caribbean
Cheapest
Best
Last-minute
One-way
Cheapest flights from USA to CaribbeanExplore the most affordable flight options available from USA to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 22, 2026.
Explore the most affordable flight options available from USA to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 22, 2026.
This eDestinos deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 5/86:15 am
MCO
- SJU
1 stop18h 06m
Frontier
Fri 5/157:20 am
SJU
- MCO
1 stop14h 33m
Frontier
Deal found 4/17![Frontier logo]()
$168
This eDestinos deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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.
Sat 4/252:29 pm
MCO
- SJU
1 stop10h 25m
Spirit Airlines
Fri 5/12:09 am
SJU
- MCO
1 stop11h 15m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$170
This Cheapflightsfares deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/136:20 am
MCO
- SJU
1 stop17h 39m
Frontier
Sat 5/166:30 am
SJU
- MCO
1 stop17h 14m
Frontier
Deal found 4/21![Frontier logo]()
$175
This eDestinos deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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.
Sat 5/96:15 am
MCO
- SJU
1 stop17h 44m
Frontier
Wed 5/135:15 pm
SJU
- MCO
1 stop13h 25m
Frontier
Deal found 4/21![Frontier logo]()
$178
This Super.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 4/302:17 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Sun 5/33:31 pm
SJU
- PHL
1 stop17h 00m
Frontier
Deal found 4/17![Frontier logo]()
$178
This Frontier deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 4/309:00 am
PHL
- SJU
Nonstop3h 50m
Frontier
Fri 5/83:33 pm
SJU
- PHL
1 stop7h 56m
Frontier
Deal found 4/21![Frontier logo]()
$179
This eDestinos deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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.
Sat 5/236:15 am
MCO
- SJU
1 stop21h 46m
Frontier
Sat 5/308:32 am
SJU
- MCO
1 stop13h 21m
Frontier
Deal found 4/18![Frontier logo]()
$180
This Expedia deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/196:10 pm
PHL
- SJU
1 stop7h 58m
Multiple Airlines
Sat 5/231:30 am
SJU
- PHL
Nonstop4h 05m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$180
This CheapOair deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/17:00 am
PHL
- SJU
1 stop10h 31m
Multiple Airlines
Wed 5/66:30 am
SJU
- PHL
Nonstop4h 11m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$181
This Mytrip deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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.
Sat 5/27:00 am
MCO
- SJU
1 stop17h 54m
Multiple Airlines
Sat 5/166:30 am
SJU
- MCO
1 stop17h 14m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$182
This Cheapflightsfares deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/147:00 am
PHL
- SJU
Nonstop3h 44m
Spirit Airlines
Sat 5/161:30 am
SJU
- PHL
Nonstop4h 05m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$182
This eDestinos deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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.
Sat 5/306:15 am
MCO
- SJU
1 stop21h 46m
Frontier
Sat 6/65:15 pm
SJU
- MCO
1 stop13h 25m
Frontier
Deal found 4/20![Frontier logo]()
$183
Best flights from USA to CaribbeanDiscover carefully curated flight deals from USA to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 22, 2026.
Discover carefully curated flight deals from USA to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 22, 2026.
This United Airlines deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/510:00 am
PHL
- SJU
2 stops11h 24m
United Airlines
Tue 5/191:00 am
SJU
- PHL
2 stops11h 20m
United Airlines
Deal found 4/19![United Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/237:25 pm
JFK
- SJU
Nonstop4h 18m
Delta
Fri 6/261:10 pm
SJU
- JFK
Nonstop4h 09m
Delta
Deal found 4/19![Delta logo]()
$277
This Spirit deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/202:50 pm
EWR
- SJU
1 stop9h 29m
Spirit Airlines
Mon 5/258:04 pm
SJU
- EWR
1 stop12h 55m
Spirit Airlines
Deal found 4/17![Spirit Airlines logo]()
$289
This JetBlue deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 6/1712:15 pm
JFK
- SJU
1 stop9h 42m
JetBlue
Sun 6/217:50 pm
SJU
- JFK
Nonstop4h 04m
JetBlue
Deal found 4/21![JetBlue logo]()
$352
This Southwest deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/79:05 pm
MCO
- SJU
Nonstop2h 50m
Southwest
Sun 5/109:45 pm
SJU
- MCO
Nonstop3h 10m
Southwest
Deal found 4/19![Southwest logo]()
$363
This Copa Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
Sat 6/133:32 pm
JFK
- PUJ
1 stop10h 39m
Copa Airlines
Sat 6/275:57 pm
PUJ
- JFK
1 stop18h 30m
Copa Airlines
Deal found 4/17![Copa Airlines logo]()
$428
This Avianca deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/273:00 am
JFK
- PUJ
2 stops14h 25m
Avianca
Wed 6/312:50 pm
PUJ
- JFK
1 stop10h 55m
Avianca
Deal found 4/19![Avianca logo]()
$510
This United Airlines deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:10 am
PHL
- SJU
2 stops14h 28m
United Airlines
Sat 5/97:40 am
SJU
- PHL
1 stop9h 53m
United Airlines
Deal found 4/19![United Airlines logo]()
$256
This United Airlines deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/76:10 am
PHL
- SJU
2 stops15h 14m
United Airlines
Thu 5/147:20 am
SJU
- PHL
1 stop7h 00m
United Airlines
Deal found 4/19![United Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/267:20 pm
JFK
- SJU
Nonstop4h 15m
Delta
Thu 5/287:05 am
SJU
- JFK
Nonstop3h 58m
Delta
Deal found 4/17![Delta logo]()
$302
This United Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/285:24 pm
IAD
- SJU
Nonstop4h 00m
United Airlines
Tue 6/27:20 am
SJU
- IAD
Nonstop4h 01m
United Airlines
Deal found 4/21![United Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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.
Fri 6/197:25 pm
JFK
- SJU
Nonstop4h 18m
Delta
Mon 6/227:05 am
SJU
- JFK
Nonstop3h 56m
Delta
Deal found 4/19![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 6/233:10 pm
MCO
- SJU
2 stops8h 35m
Southwest
Thu 8/206:00 am
SJU
- MCO
2 stops12h 50m
Southwest
Deal found 4/20![Southwest logo]()
$378
This United Airlines deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/711:32 am
PHL
- SJU
1 stop9h 02m
United Airlines
Tue 5/191:00 am
SJU
- PHL
2 stops11h 20m
United Airlines
Deal found 4/19![United Airlines logo]()
$292
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 7/47:25 pm
JFK
- SJU
Nonstop4h 18m
Delta
Sat 7/117:35 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 4/17![Delta logo]()
$322
This JetBlue deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 6/18:15 pm
JFK
- SDQ
Nonstop4h 05m
JetBlue
Wed 6/1011:13 am
SDQ
- JFK
Nonstop4h 06m
JetBlue
Deal found 4/20![JetBlue logo]()
$403
This Southwest deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/910:05 am
MCO
- SJU
Nonstop2h 50m
Southwest
Mon 5/115:05 am
SJU
- MCO
Nonstop3h 15m
Southwest
Deal found 4/21![Southwest logo]()
$381
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 6/2112:30 pm
JFK
- SJU
Nonstop3h 59m
Delta
Thu 6/251:10 pm
SJU
- JFK
Nonstop4h 09m
Delta
Deal found 4/21![Delta logo]()
$322
This Copa Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/116:00 am
JFK
- PUJ
1 stop11h 40m
Copa Airlines
Fri 10/1612:11 pm
PUJ
- JFK
1 stop15h 48m
Copa Airlines
Deal found 4/21![Copa Airlines logo]()
$440
This United Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/95:24 pm
IAD
- SJU
Nonstop4h 00m
United Airlines
Tue 6/167:20 am
SJU
- IAD
Nonstop4h 01m
United Airlines
Deal found 4/17![United Airlines logo]()
$307
This Southwest deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 5/72:00 pm
MCO
- SJU
2 stops9h 40m
Southwest
Tue 5/125:05 am
SJU
- MCO
2 stops14h 05m
Southwest
Deal found 4/17![Southwest logo]()
$390
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/58:05 am
JFK
- SJU
Nonstop4h 07m
Delta
Thu 5/76:00 pm
SJU
- JFK
Nonstop4h 15m
Delta
Deal found 4/17![Delta logo]()
$327
This Copa Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
Mon 9/142:20 am
JFK
- PUJ
1 stop11h 45m
Copa Airlines
Thu 9/2411:50 am
PUJ
- JFK
1 stop13h 10m
Copa Airlines
Deal found 4/17![Copa Airlines logo]()
$455
This JetBlue deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/99:39 pm
JFK
- STI
Nonstop4h 00m
JetBlue
Sat 5/163:29 am
STI
- JFK
1 stop9h 30m
JetBlue
Deal found 4/20![JetBlue logo]()
$456
This Southwest deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/82:00 pm
MCO
- SJU
2 stops9h 40m
Southwest
Wed 5/135:05 am
SJU
- MCO
2 stops9h 55m
Southwest
Deal found 4/19![Southwest logo]()
$392
This United Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:10 am
PHL
- SJU
2 stops15h 14m
United Airlines
Tue 5/121:00 am
SJU
- PHL
2 stops8h 54m
United Airlines
Deal found 4/21![United Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/237:20 pm
JFK
- SJU
Nonstop4h 15m
Delta
Sat 5/307:05 am
SJU
- JFK
Nonstop3h 58m
Delta
Deal found 4/21![Delta logo]()
$337
This JetBlue deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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.
Thu 5/147:35 pm
EWR
- STI
Nonstop3h 57m
JetBlue
Wed 5/205:45 am
STI
- EWR
Nonstop3h 54m
JetBlue
Deal found 4/18![JetBlue logo]()
$458
This Copa Airlines deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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.
Sat 6/63:32 pm
JFK
- PUJ
1 stop10h 39m
Copa Airlines
Mon 6/86:37 pm
PUJ
- JFK
1 stop9h 22m
Copa Airlines
Deal found 4/18![Copa Airlines logo]()
$468
This United Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:00 am
EWR
- SJU
Nonstop4h 04m
United Airlines
Wed 5/66:45 pm
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 4/20![United Airlines logo]()
$327
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated April 22, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated April 22, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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.
Sat 4/252:29 pm
MCO
- SJU
1 stop10h 25m
Spirit Airlines
Fri 5/12:09 am
SJU
- MCO
1 stop11h 15m
Spirit Airlines
Deal found 4/20![Spirit Airlines logo]()
$170
This Super.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 4/302:17 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Sun 5/33:31 pm
SJU
- PHL
1 stop17h 00m
Frontier
Deal found 4/17![Frontier logo]()
$178
This Frontier deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 4/309:00 am
PHL
- SJU
Nonstop3h 50m
Frontier
Fri 5/83:33 pm
SJU
- PHL
1 stop7h 56m
Frontier
Deal found 4/21![Frontier logo]()
$179
This CheapOair deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/17:00 am
PHL
- SJU
1 stop10h 31m
Multiple Airlines
Wed 5/66:30 am
SJU
- PHL
Nonstop4h 11m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$181
This Mytrip deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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.
Sat 5/27:00 am
MCO
- SJU
1 stop17h 54m
Multiple Airlines
Sat 5/166:30 am
SJU
- MCO
1 stop17h 14m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$182
This eDestinos deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 5/86:15 am
MCO
- SJU
1 stop18h 06m
Frontier
Fri 5/157:20 am
SJU
- MCO
1 stop14h 33m
Frontier
Deal found 4/17![Frontier logo]()
$168
This eDestinos deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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.
Sat 5/96:15 am
MCO
- SJU
1 stop17h 44m
Frontier
Wed 5/135:15 pm
SJU
- MCO
1 stop13h 25m
Frontier
Deal found 4/21![Frontier logo]()
$178
This Cheapflightsfares deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/136:20 am
MCO
- SJU
1 stop17h 39m
Frontier
Sat 5/166:30 am
SJU
- MCO
1 stop17h 14m
Frontier
Deal found 4/21![Frontier logo]()
$175
This Cheapflightsfares deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 5/147:00 am
PHL
- SJU
Nonstop3h 44m
Spirit Airlines
Sat 5/161:30 am
SJU
- PHL
Nonstop4h 05m
Spirit Airlines
Deal found 4/17![Spirit Airlines logo]()
$182
This Expedia deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/196:10 pm
PHL
- SJU
1 stop7h 58m
Multiple Airlines
Sat 5/231:30 am
SJU
- PHL
Nonstop4h 05m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$180
This eDestinos deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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.
Sat 5/236:15 am
MCO
- SJU
1 stop21h 46m
Frontier
Fri 5/298:32 am
SJU
- MCO
1 stop13h 21m
Frontier
Deal found 4/18![Frontier logo]()
$180
This eDestinos deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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.
Sat 5/306:15 am
MCO
- SJU
1 stop21h 46m
Frontier
Sat 6/65:15 pm
SJU
- MCO
1 stop13h 25m
Frontier
Deal found 4/20![Frontier logo]()
$183
One-way flights from USA to CaribbeanSearch for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 22, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 22, 2026.
This Super.com deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/18:39 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Deal found 4/19![Frontier logo]()
$80
This Cheapflightsfares deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 4/302:17 pm
PHL
- SJU
Nonstop3h 50m
Frontier
Deal found 4/21![Frontier logo]()
$81
This Super.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
Mon 5/188:00 am
PHL
- SJU
1 stop7h 49m
Frontier
Deal found 4/17![Frontier logo]()
$87
This Cheapflightsfares deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/169:05 pm
PHL
- SJU
1 stop10h 59m
Frontier
Deal found 4/20![Frontier logo]()
$88
This eDestinos deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/79:04 am
MCO
- SJU
1 stop15h 17m
Frontier
Deal found 4/19![Frontier logo]()
$89
This eDestinos deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/1910:11 am
PHL
- SJU
1 stop6h 59m
Frontier
Deal found 4/19![Frontier logo]()
$89
This Frontier deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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.
Sat 8/1511:59 pm
PHL
- SJU
Nonstop3h 58m
Frontier
Deal found 4/21![Frontier logo]()
$90
This eDestinos deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
Sat 5/304:40 pm
MCO
- SJU
1 stop11h 21m
Frontier
Deal found 4/17![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/146:15 am
MCO
- SJU
1 stop21h 46m
Frontier
Deal found 4/20![Frontier logo]()
$93
This Super.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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.
Wed 5/134:47 pm
PHL
- SJU
1 stop24h 39m
Frontier
Deal found 4/17![Frontier logo]()
$93
This Cheapflightsfares deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 4/252:29 pm
MCO
- SJU
1 stop10h 25m
Spirit Airlines
Deal found 4/21![Spirit Airlines logo]()
$94
This Cheapflightsfares deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/37:00 am
PHL
- SJU
1 stop10h 31m
Spirit Airlines
Deal found 4/21![Spirit Airlines logo]()
$94
Find flight deals from USA to Caribbean
Keep the following information in mind while searching for USA to Caribbean flight deals. Data was last updated April 22, 2026.
Round-trip from | $168 (eDestinos) |
|---|---|
One-way from | $80 (Super.com) |
Popular in | December |
Cheapest in | October |
Average price | $346 |
Good round-trip deal | $173 or less |
Good one-way deal | $77 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from USA to Caribbean 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 April 22, 2026.
Use the filters below to find and compare flights from the United States to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Tue 5/5
10:00 am-9:24 pm
2 stops11h 24m
San Juan Luis Munoz Marin Intl
Tue 5/19
1:00 am-12:20 pm
2 stops11h 20m
$256
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Tue 5/5
6:10 am-8:38 pm
2 stops14h 28m
San Juan Luis Munoz Marin Intl
Sat 5/9
7:40 am-5:33 pm
1 stop9h 53m
$256
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Thu 5/7
6:10 am-9:24 pm
2 stops15h 14m
San Juan Luis Munoz Marin Intl
Thu 5/14
7:20 am-2:20 pm
1 stop7h 00m
$256
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 6/23
7:25 pm-11:43 pm
Nonstop4h 18m
San Juan Luis Munoz Marin Intl
Fri 6/26
1:10 pm-5:19 pm
Nonstop4h 09m
$277
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Thu 5/28
5:24 pm-9:24 pm
Nonstop4h 00m
San Juan Luis Munoz Marin Intl
Tue 6/2
7:20 am-11:21 am
Nonstop4h 01m
$277
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Wed 5/20
2:50 pm-12:19 am
1 stop9h 29m
San Juan Luis Munoz Marin Intl
Mon 5/25
8:04 pm-8:59 am
1 stop12h 55m
$289
PhiladelphiaSan Juan
PHL - SJU
PHLSJU
Philadelphia
Thu 5/7
11:32 am-8:34 pm
1 stop9h 02m
San Juan Luis Munoz Marin Intl
Tue 5/19
1:00 am-12:20 pm
2 stops11h 20m
$292
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 5/26
7:20 pm-11:35 pm
Nonstop4h 15m
San Juan Luis Munoz Marin Intl
Thu 5/28
7:05 am-11:03 am
Nonstop3h 58m
$302
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Tue 6/9
5:24 pm-9:24 pm
Nonstop4h 00m
San Juan Luis Munoz Marin Intl
Tue 6/16
7:20 am-11:21 am
Nonstop4h 01m
$307
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Fri 6/19
7:25 pm-11:43 pm
Nonstop4h 18m
San Juan Luis Munoz Marin Intl
Mon 6/22
7:05 am-11:01 am
Nonstop3h 56m
$322
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from USA to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from USA with our price prediction graph.
MCO-SJU
PHL-SJU
JFK-SJU
EWR-SJU
JFK-PUJ
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 the United States to Caribbean
US0-0CB
MCO-SJU
PHL-SJU
JFK-SJU
EWR-SJU
What is the cheapest month to book a flight from USA to Caribbean?
Currently, September is the cheapest month in which you can book a flight from USA to Caribbean (average of $405). Flying from USA to Caribbean in December is currently the most expensive (average of $570). 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 US to CB?
Find hourly flight availability from USA to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 22, 2026.
One of the essential ways to save on airfare from USA to Caribbean is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 21% on airfare.
What is the cheapest day to fly from USA to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from USA to Caribbean. Price data was last updated on April 18, 2026.
Travelers seeking maximum savings on their USA to Caribbean flight should consider departing on Monday evenings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated April 22, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andJetBlue from the United States to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.9
Food
7.2
Entertainment
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Food
7.2
Entertainment
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Food
7.2
Entertainment
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Food
7.2
Entertainment
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Food
7.2
Entertainment
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Food
7.2
Entertainment
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from USA to Caribbean. 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 countries
Top destinations
Alternative routes for USA to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from USA to Caribbean by cabin class
Find flights from USA to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
USA and Caribbean flights
Browse other USA and Caribbean flight options. Last updated on April 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Caribbean
Find the right flight back to USA after your stay in Caribbean
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
USA to Caribbean flights
Consider these flights traveling from USA to Caribbean.
Top 10 airlines flying from USA to Caribbean
Discover the top 10 airlines that operate flights from USA to Caribbean. 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 April 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$83 | Average$359 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$87 | Average$392 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$321 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$103 | Average$490 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$546 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$122 | Average$315 | FlexibilityNo cancel fee | On-time33% | |
| Cheapest$129 | Average$706 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$131 | Average$577 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$142 | Average$507 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$144 | Average$504 | FlexibilityNo cancel fee | On-time71% |