$154+ Cheap flights from Worcester, MA (ORH) 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 6/26. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — SJU
Jul 5 — Jul 121
Round-trip
1 adult, Economy
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Find cheap flights from Worcester to Caribbean Islands 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
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Cheapest flights from Worcester to Caribbean IslandsExplore the most affordable flight options available from Worcester 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 Worcester 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 8/145:23 pm
ORH
- SJU
2 stops21h 31m
American Airlines
Mon 8/313:28 pm
SJU
- ORH
2 stops25h 30m
American Airlines
Deal found 6/4![American Airlines logo]()
$312
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.
Tue 7/285:16 pm
ORH
- SJU
2 stops29h 43m
American Airlines
Wed 8/57:00 am
SJU
- ORH
1 stop9h 58m
American Airlines
Deal found 6/2![American Airlines logo]()
$342
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.
Wed 7/15:18 pm
ORH
- NAS
2 stops20h 00m
American Airlines
Tue 7/76:45 pm
NAS
- ORH
2 stops22h 06m
American Airlines
Deal found 6/1![American Airlines logo]()
$349
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.
Sat 10/105:17 pm
ORH
- MBJ
2 stops20h 23m
American Airlines
Sat 10/175:00 pm
MBJ
- ORH
2 stops22h 52m
American Airlines
Deal found 6/1![American Airlines logo]()
$357
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.
Mon 6/155:18 pm
ORH
- PUJ
2 stops20h 52m
American Airlines
Thu 6/1811:56 am
PUJ
- ORH
1 stop28h 57m
American Airlines
Deal found 6/1![American Airlines logo]()
$366
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.
Tue 7/145:16 pm
ORH
- AUA
2 stops23h 43m
American Airlines
Sat 7/185:59 pm
AUA
- ORH
2 stops22h 52m
American Airlines
Deal found 6/3![American Airlines logo]()
$372
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:35 pm
ORH
- SJU
1 stop8h 31m
JetBlue
Tue 8/255:35 am
SJU
- ORH
1 stop10h 15m
JetBlue
Deal found 5/31![JetBlue logo]()
$380
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.
Wed 7/85:16 pm
ORH
- SDQ
2 stops28h 09m
American Airlines
Wed 7/294:24 pm
SDQ
- ORH
2 stops24h 27m
American Airlines
Deal found 6/3![American Airlines logo]()
$381
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.
Sun 11/223:29 pm
ORH
- SJU
1 stop7h 18m
American Airlines
Thu 11/266:25 am
SJU
- ORH
1 stop9h 39m
American Airlines
Deal found 6/2![American Airlines logo]()
$382
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.
Fri 8/285:40 pm
ORH
- AUA
2 stops18h 40m
Delta
Tue 9/13:25 pm
AUA
- ORH
2 stops25h 35m
Delta
Deal found 6/4![Delta logo]()
$382
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.
Sat 6/275:18 pm
ORH
- AUA
2 stops22h 52m
American Airlines
Wed 7/14:20 pm
AUA
- ORH
2 stops24h 31m
American Airlines
Deal found 6/4![American Airlines logo]()
$384
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 8/185:23 pm
ORH
- SJU
2 stops21h 15m
American Airlines
Wed 8/267:24 pm
SJU
- ORH
2 stops21h 34m
American Airlines
Deal found 5/31![American Airlines logo]()
$386
Best flights from Worcester to Caribbean IslandsDiscover carefully curated flight deals from Worcester 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 Worcester 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 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.
Wed 7/15:18 pm
ORH
- NAS
2 stops20h 00m
American Airlines
Tue 7/76:45 pm
NAS
- ORH
2 stops22h 06m
American Airlines
Deal found 6/1![American Airlines logo]()
$349
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/312:35 pm
ORH
- SJU
1 stop8h 31m
JetBlue
Wed 9/25:35 am
SJU
- ORH
1 stop10h 15m
JetBlue
Deal found 6/3![JetBlue logo]()
$380
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.
Fri 8/285:40 pm
ORH
- AUA
2 stops18h 40m
Delta
Tue 9/13:25 pm
AUA
- ORH
2 stops25h 35m
Delta
Deal found 6/4![Delta logo]()
$382
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.
Sat 10/105:17 pm
ORH
- MBJ
2 stops20h 23m
American Airlines
Sat 10/175:00 pm
MBJ
- ORH
2 stops22h 52m
American Airlines
Deal found 6/1![American Airlines logo]()
$357
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:35 pm
ORH
- SJU
1 stop8h 31m
JetBlue
Wed 8/265:35 am
SJU
- ORH
1 stop10h 15m
JetBlue
Deal found 5/31![JetBlue logo]()
$380
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.
Sat 7/185:16 pm
ORH
- AUA
1 stop19h 38m
American Airlines
Sat 7/254:59 pm
AUA
- ORH
2 stops23h 52m
American Airlines
Deal found 6/3![American Airlines logo]()
$373
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:35 pm
ORH
- SJU
1 stop8h 31m
JetBlue
Thu 8/275:35 am
SJU
- ORH
1 stop10h 15m
JetBlue
Deal found 5/31![JetBlue logo]()
$380
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.
Tue 7/145:16 pm
ORH
- AUA
1 stop19h 38m
American Airlines
Sat 7/185:03 pm
AUA
- ORH
1 stop23h 48m
American Airlines
Deal found 6/3![American Airlines logo]()
$375
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 8/35:40 pm
ORH
- PUJ
2 stops19h 45m
Delta
Wed 8/54:04 pm
PUJ
- ORH
2 stops24h 56m
Delta
Deal found 5/31![Delta logo]()
$507
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.
Wed 7/85:16 pm
ORH
- SDQ
2 stops28h 09m
American Airlines
Wed 7/294:24 pm
SDQ
- ORH
2 stops24h 27m
American Airlines
Deal found 6/3![American Airlines logo]()
$381
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:35 pm
ORH
- SJU
1 stop8h 31m
JetBlue
Mon 8/245:35 am
SJU
- ORH
1 stop10h 15m
JetBlue
Deal found 5/31![JetBlue logo]()
$421
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.
Sun 8/165:23 pm
ORH
- SJU
2 stops21h 15m
American Airlines
Thu 8/274:53 pm
SJU
- ORH
2 stops24h 05m
American Airlines
Deal found 5/31![American Airlines logo]()
$386
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.
Mon 8/175:23 pm
ORH
- SJU
2 stops21h 15m
American Airlines
Wed 8/267:24 pm
SJU
- ORH
2 stops21h 34m
American Airlines
Deal found 5/31![American Airlines logo]()
$386
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/162:35 pm
ORH
- SJU
1 stop8h 31m
JetBlue
Thu 8/206:50 am
SJU
- ORH
1 stop9h 00m
JetBlue
Deal found 6/3![JetBlue logo]()
$540
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 10/135:17 pm
ORH
- NAS
2 stops16h 18m
American Airlines
Wed 10/217:10 pm
NAS
- ORH
2 stops21h 42m
American Airlines
Deal found 6/4![American Airlines logo]()
$414
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.
Fri 7/315:40 pm
ORH
- PUJ
2 stops42h 03m
Delta
Wed 8/52:50 pm
PUJ
- ORH
2 stops26h 10m
Delta
Deal found 5/31![Delta logo]()
$725
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.
Fri 7/314:45 pm
ORH
- SJU
1 stop6h 47m
JetBlue
Wed 8/57:00 am
SJU
- ORH
1 stop8h 52m
JetBlue
Deal found 6/1![JetBlue logo]()
$545
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 7/75:16 pm
ORH
- SDQ
2 stops40h 11m
American Airlines
Sun 7/267:00 am
SDQ
- ORH
2 stops33h 51m
American Airlines
Deal found 6/4![American Airlines logo]()
$415
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.
Fri 7/314:45 pm
ORH
- SJU
1 stop6h 47m
JetBlue
Tue 8/45:35 am
SJU
- ORH
1 stop10h 15m
JetBlue
Deal found 6/1![JetBlue logo]()
$545
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.
Wed 11/113:29 pm
ORH
- NAS
1 stop19h 51m
American Airlines
Sun 11/156:44 pm
NAS
- ORH
2 stops20h 20m
American Airlines
Deal found 6/3![American Airlines logo]()
$416
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/224:45 pm
ORH
- SJU
1 stop7h 14m
JetBlue
Wed 7/15:28 am
SJU
- ORH
1 stop10h 22m
JetBlue
Deal found 6/2![JetBlue logo]()
$550
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.
Sun 8/25:16 pm
ORH
- PUJ
1 stop21h 25m
American Airlines
Thu 8/64:14 pm
PUJ
- ORH
1 stop24h 44m
American Airlines
Deal found 5/31![American Airlines logo]()
$418
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.
Sat 10/175:17 pm
ORH
- NAS
2 stops44h 08m
American Airlines
Wed 10/217:10 pm
NAS
- ORH
2 stops21h 42m
American Airlines
Deal found 6/4![American Airlines logo]()
$429
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.
Sun 10/115:17 pm
ORH
- PUJ
1 stop17h 41m
American Airlines
Sat 10/175:20 pm
PUJ
- ORH
2 stops23h 32m
American Airlines
Deal found 6/4![American Airlines logo]()
$433
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 10/165:17 pm
ORH
- NAS
2 stops40h 43m
American Airlines
Thu 10/221:15 pm
NAS
- ORH
2 stops27h 37m
American Airlines
Deal found 6/4![American Airlines logo]()
$436
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/104:45 pm
ORH
- MBJ
1 stop19h 59m
JetBlue
Sat 10/173:10 pm
MBJ
- ORH
1 stop23h 37m
JetBlue
Deal found 6/4![JetBlue logo]()
$732
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.
Sun 10/115:17 pm
ORH
- PUJ
2 stops19h 18m
American Airlines
Fri 10/163:10 pm
PUJ
- ORH
2 stops25h 42m
American Airlines
Deal found 6/4![American Airlines logo]()
$438
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 10/145:17 pm
ORH
- NAS
2 stops40h 43m
American Airlines
Tue 10/202:40 pm
NAS
- ORH
2 stops26h 12m
American Airlines
Deal found 6/4![American Airlines logo]()
$441
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 7/155:16 pm
ORH
- MBJ
2 stops43h 09m
American Airlines
Wed 7/222:31 pm
MBJ
- ORH
2 stops25h 20m
American Airlines
Deal found 5/31![American Airlines logo]()
$442
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 10/145:17 pm
ORH
- NAS
2 stops40h 43m
American Airlines
Sun 10/187:50 am
NAS
- ORH
2 stops33h 02m
American Airlines
Deal found 6/4![American Airlines logo]()
$446
Last-minute flights from Worcester to Caribbean IslandsDiscover last-minute flight deals from Worcester to Caribbean Islands. Data last updated June 5, 2026 and is based on user searches.
Discover last-minute flight deals from Worcester to Caribbean Islands. Data last updated June 5, 2026 and is based on user searches.
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.
Thu 6/115:18 pm
ORH
- NAS
2 stops18h 18m
American Airlines
Mon 6/156:40 pm
NAS
- ORH
2 stops22h 13m
American Airlines
Deal found 6/4![American Airlines logo]()
$414
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.
Thu 6/115:18 pm
ORH
- NAS
1 stop20h 39m
American Airlines
Sat 6/135:59 pm
NAS
- ORH
2 stops22h 54m
American Airlines
Deal found 6/4![American Airlines logo]()
$417
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.
Mon 6/155:18 pm
ORH
- PUJ
2 stops20h 52m
American Airlines
Thu 6/1811:56 am
PUJ
- ORH
1 stop28h 57m
American Airlines
Deal found 6/1![American Airlines logo]()
$366
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.
Sat 6/275:18 pm
ORH
- AUA
2 stops22h 52m
American Airlines
Wed 7/14:20 pm
AUA
- ORH
2 stops24h 31m
American Airlines
Deal found 6/4![American Airlines logo]()
$384
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.
Wed 7/15:18 pm
ORH
- NAS
2 stops20h 00m
American Airlines
Tue 7/76:45 pm
NAS
- ORH
2 stops22h 06m
American Airlines
Deal found 6/1![American Airlines logo]()
$349
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 7/35:16 pm
ORH
- SJU
2 stops16h 29m
American Airlines
Thu 7/93:40 pm
SJU
- ORH
2 stops25h 11m
American Airlines
Deal found 6/4![American Airlines logo]()
$424
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 7/75:16 pm
ORH
- SDQ
2 stops40h 11m
American Airlines
Sun 7/267:00 am
SDQ
- ORH
2 stops33h 51m
American Airlines
Deal found 6/4![American Airlines logo]()
$415
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.
Wed 7/85:16 pm
ORH
- SDQ
2 stops28h 09m
American Airlines
Wed 7/294:24 pm
SDQ
- ORH
2 stops24h 27m
American Airlines
Deal found 6/3![American Airlines logo]()
$381
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.
Tue 7/145:16 pm
ORH
- AUA
2 stops23h 43m
American Airlines
Sat 7/185:59 pm
AUA
- ORH
2 stops22h 52m
American Airlines
Deal found 6/3![American Airlines logo]()
$372
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.
Fri 7/175:16 pm
ORH
- SJU
2 stops28h 43m
American Airlines
Mon 7/207:14 pm
SJU
- ORH
2 stops21h 37m
American Airlines
Deal found 6/2![American Airlines logo]()
$412
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 7/275:16 pm
ORH
- SJU
2 stops29h 43m
American Airlines
Mon 8/37:14 pm
SJU
- ORH
2 stops21h 37m
American Airlines
Deal found 6/2![American Airlines logo]()
$386
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.
Tue 7/285:16 pm
ORH
- SJU
2 stops29h 43m
American Airlines
Wed 8/57:00 am
SJU
- ORH
1 stop9h 58m
American Airlines
Deal found 6/2![American Airlines logo]()
$342
One-way flights from Worcester to Caribbean IslandsSearch for one-way flight options from Worcester 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 Worcester to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated June 5, 2026.
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.
Fri 6/265:18 pm
ORH
- SJU
2 stops16h 21m
American Airlines
Deal found 6/1![American Airlines logo]()
$154
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 6/155:18 pm
ORH
- AUA
2 stops20h 15m
American Airlines
Deal found 6/3![American Airlines logo]()
$157
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 8/145:23 pm
ORH
- SJU
2 stops21h 31m
American Airlines
Deal found 6/4![American Airlines logo]()
$162
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 7/265:16 pm
ORH
- MBJ
2 stops19h 31m
American Airlines
Deal found 6/1![American Airlines logo]()
$187
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.
Sun 7/195:16 pm
ORH
- SJU
2 stops17h 48m
American Airlines
Deal found 6/4![American Airlines logo]()
$191
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.
Sat 7/255:16 pm
ORH
- MBJ
2 stops21h 20m
American Airlines
Deal found 6/1![American Airlines logo]()
$193
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.
Sat 7/185:16 pm
ORH
- PUJ
2 stops21h 51m
American Airlines
Deal found 6/4![American Airlines logo]()
$199
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.
Thu 6/255:18 pm
ORH
- SJU
2 stops29h 27m
American Airlines
Deal found 6/1![American Airlines logo]()
$201
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 7/235:40 pm
ORH
- MBJ
2 stops20h 26m
Delta
Deal found 6/1![Delta logo]()
$206
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 6/155:18 pm
ORH
- PUJ
2 stops20h 52m
American Airlines
Deal found 6/3![American Airlines logo]()
$209
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.
Sat 6/135:18 pm
ORH
- PUJ
1 stop17h 37m
American Airlines
Deal found 6/3![American Airlines logo]()
$211
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.
Tue 7/215:40 pm
ORH
- MBJ
2 stops22h 54m
Delta
Deal found 6/1![Delta logo]()
$212
Find flight deals from Worcester to Caribbean Islands
Keep the following information in mind while searching for Worcester to Caribbean Islands flight deals. Data was last updated June 5, 2026.
Round-trip from | $312 (American Airlines) |
|---|---|
One-way from | $154 (American Airlines) |
Popular in | December |
Cheapest in | January |
Average price | $364 |
Cheapflights Fare Finder
Customize your flight search to find flights from Worcester 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 Worcester to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
WorcesterNassau
ORH - NAS
ORHNAS
Worcester
Wed 7/1
5:18 pm-1:18 pm
2 stops20h 00m
Nassau Intl
Tue 7/7
6:45 pm-4:51 pm
2 stops22h 06m
$349
WorcesterMontego Bay
ORH - MBJ
ORHMBJ
Worcester
Sat 10/10
5:17 pm-12:40 pm
2 stops20h 23m
Montego Bay Sangster Intl
Sat 10/17
5:00 pm-4:52 pm
2 stops22h 52m
$357
WorcesterOranjestad
ORH - AUA
ORHAUA
Worcester
Sat 7/18
5:16 pm-12:54 pm
1 stop19h 38m
Oranjestad Reina Beatrix
Sat 7/25
4:59 pm-4:51 pm
2 stops23h 52m
$373
WorcesterOranjestad
ORH - AUA
ORHAUA
Worcester
Tue 7/14
5:16 pm-12:54 pm
1 stop19h 38m
Oranjestad Reina Beatrix
Sat 7/18
5:03 pm-4:51 pm
1 stop23h 48m
$375
WorcesterSan Juan
ORH - SJU
ORHSJU
Worcester
Mon 8/31
2:35 pm-11:06 pm
1 stop8h 31m
San Juan Luis Munoz Marin Intl
Wed 9/2
5:35 am-3:50 pm
1 stop10h 15m
$380
WorcesterSan Juan
ORH - SJU
ORHSJU
Worcester
Thu 8/20
2:35 pm-11:06 pm
1 stop8h 31m
San Juan Luis Munoz Marin Intl
Wed 8/26
5:35 am-3:50 pm
1 stop10h 15m
$380
WorcesterSan Juan
ORH - SJU
ORHSJU
Worcester
Thu 8/20
2:35 pm-11:06 pm
1 stop8h 31m
San Juan Luis Munoz Marin Intl
Thu 8/27
5:35 am-3:50 pm
1 stop10h 15m
$380
WorcesterSanto Domingo
ORH - SDQ
ORHSDQ
Worcester
Wed 7/8
5:16 pm-9:25 pm
2 stops28h 09m
Santo Domingo Las Americas
Wed 7/29
4:24 pm-4:51 pm
2 stops24h 27m
$381
WorcesterOranjestad
ORH - AUA
ORHAUA
Worcester
Fri 8/28
5:40 pm-12:20 pm
2 stops18h 40m
Oranjestad Reina Beatrix
Tue 9/1
3:25 pm-5:00 pm
2 stops25h 35m
$382
WorcesterSan Juan
ORH - SJU
ORHSJU
Worcester
Sun 8/16
5:23 pm-2:38 pm
2 stops21h 15m
San Juan Luis Munoz Marin Intl
Thu 8/27
4:53 pm-4:58 pm
2 stops24h 05m
$386
Showing 1-10 of 51 resultsSorted by cheapest first
Best time to book a flight from Worcester to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Worcester with our price prediction graph.
ORH-SJU
ORH-MBJ
ORH-AUA
ORH-PUJ
ORH-NAS
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 Worcester to Caribbean Islands
ORH-zzEPX
ORH-SJU
ORH-MBJ
ORH-AUA
ORH-PUJ
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Caribbean Islands
Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated June 5, 2026.
See what other customers who have flown with American Airlines from Worcester to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.1
Crew
7.9
Entertainment
6.9
Food
6.4
Boarding
7.5
Comfort
7.2
Reviews
1 / 20
2.0
MediocreAnonymous,Apr 2026
DFW - BDL
Overall
7.1
Crew
7.9
Entertainment
6.9
Food
6.4
Boarding
7.5
Comfort
7.2
Reviews
1 / 20
2.0
MediocreAnonymous,Apr 2026
DFW - BDL
Related info for your journey
Find useful and relevant information for your journey from Worcester to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Worcester to Caribbean Islands
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Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
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Worcester and Caribbean Islands flights
Browse other Worcester and Caribbean Islands flight options. Last updated on June 5, 2026.
Popular flight searches
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Worcester to Caribbean Islands flights
Consider these flights traveling from Worcester to Caribbean Islands.
Top airline flying from Worcester to Caribbean Islands
Discover the top airline that operate flights from Worcester 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$404 | Average$490 | FlexibilityNo cancel fee | On-time71% |