$129+ Cheap flights from Omaha (OMA) 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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
OMA — SJU
Aug 8 — Aug 151
Round-trip
1 adult, Economy
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Find cheap flights from Omaha 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 Omaha to Caribbean IslandsExplore the most affordable flight options available from Omaha to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 9, 2026.
Explore the most affordable flight options available from Omaha to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 9, 2026.
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 8/166:02 am
OMA
- SJU
1 stop7h 42m
United Airlines
Fri 8/212:20 pm
SJU
- OMA
1 stop10h 03m
United Airlines
Deal found 7/8![United Airlines logo]()
$258
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:00 pm
OMA
- SJU
2 stops15h 57m
United Airlines
Mon 10/267:25 am
SJU
- OMA
1 stop7h 53m
United Airlines
Deal found 7/9![United Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 9/208:07 pm
OMA
- SJU
2 stops17h 43m
American Airlines
Sat 9/262:58 pm
SJU
- OMA
2 stops10h 15m
American Airlines
Deal found 7/8![American Airlines logo]()
$292
This Faresmojo deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/115:35 am
OMA
- SJU
1 stop6h 45m
JetBlue
Mon 11/163:10 pm
SJU
- OMA
1 stop7h 57m
JetBlue
Deal found 7/7![JetBlue logo]()
$296
This American Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 10/212:32 pm
OMA
- SJU
2 stops18h 14m
American Airlines
Wed 10/282:58 pm
SJU
- OMA
1 stop10h 27m
American Airlines
Deal found 7/8![American Airlines logo]()
$297
This United Airlines deal was found by Cheapflights users on 7/4. 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 10/237:00 pm
OMA
- SJU
2 stops15h 57m
United Airlines
Wed 10/282:46 pm
SJU
- OMA
1 stop9h 15m
United Airlines
Deal found 7/4![United Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/266:15 am
OMA
- SJU
1 stop8h 27m
United Airlines
Sun 8/302:20 pm
SJU
- OMA
1 stop10h 03m
United Airlines
Deal found 7/7![United Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 10/115:34 pm
OMA
- STT
2 stops20h 21m
American Airlines
Thu 10/151:48 pm
STT
- OMA
2 stops20h 21m
American Airlines
Deal found 7/7![American Airlines logo]()
$336
This American Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 9/233:03 pm
OMA
- STT
2 stops20h 48m
American Airlines
Mon 9/281:41 pm
STT
- OMA
2 stops23h 07m
American Airlines
Deal found 7/7![American Airlines logo]()
$341
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/316:02 am
OMA
- SJU
1 stop7h 42m
United Airlines
Wed 9/22:20 pm
SJU
- OMA
1 stop8h 50m
United Airlines
Deal found 7/7![United Airlines logo]()
$348
This American Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 12/58:17 pm
OMA
- MBJ
2 stops17h 30m
American Airlines
Thu 12/103:50 pm
MBJ
- OMA
2 stops17h 53m
American Airlines
Deal found 7/8![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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.
Sun 10/183:40 pm
OMA
- SJU
1 stop8h 45m
Southwest
Fri 10/236:00 am
SJU
- OMA
2 stops10h 40m
Southwest
Deal found 7/8![Southwest logo]()
$357
Best flights from Omaha to Caribbean IslandsDiscover carefully curated flight deals from Omaha to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 9, 2026.
Discover carefully curated flight deals from Omaha to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 9, 2026.
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 9/268:00 am
OMA
- SJU
2 stops14h 50m
United Airlines
Sat 10/33:56 pm
SJU
- OMA
1 stop8h 03m
United Airlines
Deal found 7/8![United Airlines logo]()
$258
This American Airlines deal was found by Cheapflights users on 7/4. 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 10/133:00 pm
OMA
- MBJ
2 stops20h 12m
American Airlines
Sat 10/171:44 pm
MBJ
- OMA
2 stops19h 25m
American Airlines
Deal found 7/4![American Airlines logo]()
$377
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 8/166:02 am
OMA
- SJU
1 stop7h 42m
United Airlines
Fri 8/212:20 pm
SJU
- OMA
1 stop10h 03m
United Airlines
Deal found 7/8![United Airlines logo]()
$258
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 9/15:45 am
OMA
- PUJ
1 stop6h 40m
Delta
Sat 9/54:04 pm
PUJ
- OMA
1 stop7h 58m
Delta
Deal found 7/6![Delta logo]()
$530
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/266:15 am
OMA
- SJU
1 stop8h 27m
United Airlines
Sat 8/291:00 am
SJU
- OMA
2 stops12h 44m
United Airlines
Deal found 7/7![United Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 10/176:00 am
OMA
- SJU
2 stops13h 38m
United Airlines
Wed 10/213:56 pm
SJU
- OMA
1 stop8h 03m
United Airlines
Deal found 7/6![United Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 10/106:00 am
OMA
- SJU
1 stop7h 44m
United Airlines
Thu 10/157:00 am
SJU
- OMA
1 stop8h 08m
United Airlines
Deal found 7/7![United Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 11/46:04 pm
OMA
- MBJ
2 stops17h 51m
American Airlines
Sat 11/73:50 pm
MBJ
- OMA
2 stops18h 01m
American Airlines
Deal found 7/7![American Airlines logo]()
$457
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 10/216:00 am
OMA
- SJU
1 stop10h 38m
United Airlines
Wed 10/287:25 am
SJU
- OMA
1 stop7h 53m
United Airlines
Deal found 7/8![United Airlines logo]()
$348
This American Airlines deal was found by Cheapflights users on 7/4. 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 12/127:28 pm
OMA
- STT
2 stops17h 57m
American Airlines
Sat 12/194:34 pm
STT
- OMA
2 stops18h 21m
American Airlines
Deal found 7/4![American Airlines logo]()
$475
This Air Canada deal was found by Cheapflights users on 7/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:13 pm
OMA
- BGI
2 stops23h 12m
Air Canada
Wed 10/214:20 pm
BGI
- OMA
2 stops32h 22m
Air Canada
Deal found 7/4![Air Canada logo]()
$1,121
This American Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 12/16:04 pm
OMA
- AUA
2 stops20h 42m
American Airlines
Tue 12/85:45 pm
AUA
- OMA
2 stops20h 06m
American Airlines
Deal found 7/7![American Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 7/5. 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.
Thu 8/205:30 am
OMA
- NAS
1 stop7h 27m
Delta
Thu 8/271:16 pm
NAS
- OMA
1 stop11h 43m
Delta
Deal found 7/5![Delta logo]()
$586
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:00 pm
OMA
- SJU
2 stops15h 57m
United Airlines
Mon 10/267:25 am
SJU
- OMA
2 stops13h 55m
United Airlines
Deal found 7/9![United Airlines logo]()
$382
This American Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 1/38:17 pm
OMA
- MBJ
2 stops16h 01m
American Airlines
Fri 1/82:44 pm
MBJ
- OMA
2 stops19h 14m
American Airlines
Deal found 7/8![American Airlines logo]()
$497
This Delta deal was found by Cheapflights users on 7/5. 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.
Mon 12/76:30 pm
OMA
- SDQ
2 stops16h 55m
Delta
Tue 12/156:45 am
SDQ
- OMA
2 stops16h 22m
Delta
Deal found 7/5![Delta logo]()
$605
This American Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/147:44 pm
OMA
- MBJ
1 stop17h 28m
American Airlines
Mon 8/172:52 pm
MBJ
- OMA
2 stops20h 27m
American Airlines
Deal found 7/6![American Airlines logo]()
$497
This United Airlines deal was found by Cheapflights users on 7/4. 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 8/317:00 pm
OMA
- SJU
2 stops15h 57m
United Airlines
Tue 9/11:00 am
SJU
- OMA
2 stops14h 04m
United Airlines
Deal found 7/4![United Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 7/5. 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.
Tue 8/185:45 am
OMA
- PUJ
1 stop6h 37m
Delta
Fri 8/214:04 pm
PUJ
- OMA
1 stop8h 55m
Delta
Deal found 7/5![Delta logo]()
$610
This Delta deal was found by Cheapflights users on 7/5. 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.
Thu 12/35:35 am
OMA
- SDQ
1 stop7h 05m
Delta
Tue 12/153:55 pm
SDQ
- OMA
1 stop10h 12m
Delta
Deal found 7/5![Delta logo]()
$620
This American Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 12/118:17 pm
OMA
- PLS
1 stop17h 25m
American Airlines
Wed 12/161:18 pm
PLS
- OMA
1 stop11h 38m
American Airlines
Deal found 7/8![American Airlines logo]()
$517
This Delta deal was found by Cheapflights users on 7/5. 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.
Thu 12/35:35 am
OMA
- SDQ
1 stop7h 05m
Delta
Thu 12/103:55 pm
SDQ
- OMA
1 stop10h 12m
Delta
Deal found 7/5![Delta logo]()
$620
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 10/265:31 pm
OMA
- MBJ
2 stops17h 42m
United Airlines
Fri 10/302:20 pm
MBJ
- OMA
2 stops22h 29m
United Airlines
Deal found 7/8![United Airlines logo]()
$477
This American Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 9/236:26 pm
OMA
- PUJ
2 stops19h 46m
American Airlines
Tue 9/292:04 pm
PUJ
- OMA
2 stops20h 08m
American Airlines
Deal found 7/7![American Airlines logo]()
$529
This Delta deal was found by Cheapflights users on 7/4. 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 10/265:30 am
OMA
- NAS
1 stop7h 19m
Delta
Sat 10/311:16 pm
NAS
- OMA
1 stop5h 31m
Delta
Deal found 7/4![Delta logo]()
$628
This American Airlines deal was found by Cheapflights users on 7/5. 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.
Sat 10/38:07 pm
OMA
- PUJ
2 stops17h 55m
American Airlines
Sat 10/104:04 pm
PUJ
- OMA
2 stops19h 45m
American Airlines
Deal found 7/5![American Airlines logo]()
$535
This United Airlines deal was found by Cheapflights users on 7/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:25 pm
OMA
- PUJ
2 stops17h 15m
United Airlines
Sat 10/101:25 pm
PUJ
- OMA
1 stop11h 17m
United Airlines
Deal found 7/5![United Airlines logo]()
$530
This Delta deal was found by Cheapflights users on 7/5. 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.
Tue 12/86:30 pm
OMA
- SDQ
2 stops16h 55m
Delta
Tue 12/156:45 am
SDQ
- OMA
2 stops19h 22m
Delta
Deal found 7/5![Delta logo]()
$645
This American Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 11/57:33 pm
OMA
- NAS
2 stops14h 34m
American Airlines
Tue 11/103:15 pm
NAS
- OMA
2 stops9h 11m
American Airlines
Deal found 7/8![American Airlines logo]()
$536
This American Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 12/48:17 pm
OMA
- STT
1 stop16h 23m
American Airlines
Fri 12/112:49 pm
STT
- OMA
2 stops19h 54m
American Airlines
Deal found 7/8![American Airlines logo]()
$546
Last-minute flights from Omaha to Caribbean IslandsDiscover last-minute flight deals from Omaha to Caribbean Islands. Data last updated July 9, 2026 and is based on user searches.
Discover last-minute flight deals from Omaha to Caribbean Islands. Data last updated July 9, 2026 and is based on user searches.
This Faresmojo deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/112:00 pm
OMA
- SJU
1 stop9h 29m
JetBlue
Sun 8/97:00 am
SJU
- OMA
1 stop6h 46m
JetBlue
Deal found 7/9![JetBlue logo]()
$396
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/511:23 am
OMA
- SJU
1 stop8h 11m
United Airlines
Tue 8/111:00 am
SJU
- OMA
2 stops12h 20m
United Airlines
Deal found 7/7![United Airlines logo]()
$383
This American Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/1211:59 am
OMA
- SJU
2 stops11h 00m
American Airlines
Thu 8/207:30 am
SJU
- OMA
1 stop17h 08m
American Airlines
Deal found 7/6![American Airlines logo]()
$411
This American Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/146:55 am
OMA
- SJU
1 stop15h 20m
American Airlines
Fri 8/213:47 pm
SJU
- OMA
1 stop8h 51m
American Airlines
Deal found 7/6![American Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 8/1610:40 am
OMA
- SJU
1 stop10h 49m
Delta
Thu 8/205:49 pm
SJU
- OMA
1 stop7h 10m
Delta
Deal found 7/8![Delta logo]()
$258
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/166:00 am
OMA
- SJU
2 stops13h 38m
United Airlines
Thu 8/207:00 am
SJU
- OMA
2 stops12h 17m
United Airlines
Deal found 7/7![United Airlines logo]()
$373
This American Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/176:55 am
OMA
- SJU
1 stop15h 20m
American Airlines
Mon 8/317:30 am
SJU
- OMA
1 stop17h 08m
American Airlines
Deal found 7/9![American Airlines logo]()
$372
This American Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/176:31 am
OMA
- SJU
2 stops14h 24m
American Airlines
Thu 8/207:30 am
SJU
- OMA
1 stop10h 00m
American Airlines
Deal found 7/6![American Airlines logo]()
$406
This American Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/216:55 am
OMA
- SJU
1 stop15h 20m
American Airlines
Thu 8/273:47 pm
SJU
- OMA
1 stop8h 51m
American Airlines
Deal found 7/7![American Airlines logo]()
$292
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/266:15 am
OMA
- SJU
1 stop8h 27m
United Airlines
Sun 8/302:20 pm
SJU
- OMA
1 stop10h 03m
United Airlines
Deal found 7/7![United Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 8/277:44 pm
OMA
- STT
2 stops19h 08m
American Airlines
Wed 9/21:49 pm
STT
- OMA
2 stops24h 10m
American Airlines
Deal found 7/8![American Airlines logo]()
$383
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/316:15 am
OMA
- SJU
1 stop8h 27m
United Airlines
Tue 9/11:00 am
SJU
- OMA
2 stops12h 20m
United Airlines
Deal found 7/7![United Airlines logo]()
$348
One-way flights from Omaha to Caribbean IslandsSearch for one-way flight options from Omaha to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated July 9, 2026.
Search for one-way flight options from Omaha to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated July 9, 2026.
This American Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 8/145:05 pm
OMA
- SJU
2 stops15h 38m
American Airlines
Deal found 7/8![American Airlines logo]()
$129
This American Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:05 pm
OMA
- SJU
2 stops15h 38m
American Airlines
Deal found 7/9![American Airlines logo]()
$132
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/141:41 pm
OMA
- SJU
1 stop7h 48m
Delta
Deal found 7/6![Delta logo]()
$163
This Southwest deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 8/14:35 pm
OMA
- SJU
1 stop7h 45m
Southwest
Deal found 7/8![Southwest logo]()
$223
This American Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 7/305:03 pm
OMA
- PUJ
1 stop16h 41m
American Airlines
Deal found 7/8![American Airlines logo]()
$288
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 7/305:27 pm
OMA
- PUJ
2 stops18h 13m
United Airlines
Deal found 7/8![United Airlines logo]()
$294
This American Airlines deal was found by Cheapflights users on 7/5. 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.
Sat 11/217:33 pm
OMA
- SJU
1 stop7h 57m
American Airlines
Deal found 7/5![American Airlines logo]()
$348
This Delta deal was found by Cheapflights users on 7/5. 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.
Thu 9/36:25 am
OMA
- SDQ
2 stops10h 41m
Delta
Deal found 7/5![Delta logo]()
$373
This American Airlines deal was found by Cheapflights users on 7/5. 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.
Thu 9/31:39 pm
OMA
- SDQ
1 stop22h 21m
American Airlines
Deal found 7/5![American Airlines logo]()
$406
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/308:15 pm
OMA
- PUJ
3 stops22h 39m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$417
This United Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 12/267:55 am
OMA
- MBJ
2 stops31h 29m
United Airlines
Deal found 7/6![United Airlines logo]()
$535
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/19:12 am
OMA
- PUJ
3 stops24h 18m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$768
Find flight deals from Omaha to Caribbean Islands
Keep the following information in mind while searching for Omaha to Caribbean Islands flight deals. Data was last updated July 9, 2026.
Round-trip from | $258 (United Airlines) |
|---|---|
One-way from | $129 (American Airlines) |
Popular in | December |
Cheapest in | January |
Average price | $496 |
Cheapflights Fare Finder
Customize your flight search to find flights from Omaha 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 July 9, 2026.
Use the filters below to find and compare flights from Omaha to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Sat 9/26
8:00 am-11:50 pm
2 stops14h 50m
San Juan Luis Munoz Marin Intl
Sat 10/3
3:56 pm-10:59 pm
1 stop8h 03m
$258
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Sun 8/16
6:02 am-2:44 pm
1 stop7h 42m
San Juan Luis Munoz Marin Intl
Fri 8/21
2:20 pm-11:23 pm
1 stop10h 03m
$258
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Wed 8/26
6:15 am-3:42 pm
1 stop8h 27m
San Juan Luis Munoz Marin Intl
Sat 8/29
1:00 am-12:44 pm
2 stops12h 44m
$326
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Sat 10/17
6:00 am-8:38 pm
2 stops13h 38m
San Juan Luis Munoz Marin Intl
Wed 10/21
3:56 pm-10:59 pm
1 stop8h 03m
$326
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Sat 10/10
6:00 am-2:44 pm
1 stop7h 44m
San Juan Luis Munoz Marin Intl
Thu 10/15
7:00 am-2:08 pm
1 stop8h 08m
$326
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Wed 10/21
6:00 am-5:38 pm
1 stop10h 38m
San Juan Luis Munoz Marin Intl
Wed 10/28
7:25 am-2:18 pm
1 stop7h 53m
$348
OmahaMontego Bay
OMA - MBJ
OMAMBJ
Omaha Eppley Airfield
Tue 10/13
3:00 pm-11:12 am
2 stops20h 12m
Montego Bay Sangster Intl
Sat 10/17
1:44 pm-9:09 am
2 stops19h 25m
$377
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Fri 10/16
7:00 pm-11:57 am
2 stops15h 57m
San Juan Luis Munoz Marin Intl
Mon 10/26
7:25 am-8:20 pm
2 stops13h 55m
$382
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Mon 8/31
7:00 pm-11:57 am
2 stops15h 57m
San Juan Luis Munoz Marin Intl
Tue 9/1
1:00 am-2:04 pm
2 stops14h 04m
$416
OmahaMontego Bay
OMA - MBJ
OMAMBJ
Omaha Eppley Airfield
Wed 11/4
6:04 pm-12:55 pm
2 stops17h 51m
Montego Bay Sangster Intl
Sat 11/7
3:50 pm-8:51 am
2 stops18h 01m
$457
Showing 1-10 of 41 resultsSorted by cheapest first
Best time to book a flight from Omaha to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Omaha with our price prediction graph.
OMA-SJU
OMA-MBJ
OMA-PUJ
OMA-STT
OMA-BGI
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 Omaha to Caribbean Islands
OMA-zzEPX
OMA-SJU
OMA-MBJ
OMA-PUJ
OMA-STT
What is the cheapest month to book a flight from Omaha to Caribbean Islands?
Currently, February is the cheapest month in which you can book a flight from Omaha to Caribbean Islands (average of $162). Flying from Omaha to Caribbean Islands in August is currently the most expensive (average of $456). 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 Omaha to Caribbean Islands?
To ensure you get the cheapest price possible for a flight from Omaha to Caribbean Islands, you should look to book at least 28 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
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 July 9, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Omaha to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Overall
7.9
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
7.9
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
7.9
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
7.9
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
7.9
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
7.9
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
Find useful and relevant information for your journey from Omaha 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 Omaha 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 Omaha to Caribbean Islands by cabin class
Find flights from Omaha to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Omaha and Caribbean Islands flights
Browse other Omaha and Caribbean Islands flight options. Last updated on July 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Omaha to Caribbean Islands flights
Consider these flights traveling from Omaha to Caribbean Islands.
Top 5 airlines flying from Omaha to Caribbean Islands
Discover the top 5 airlines that operate flights from Omaha 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 July 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$152 | Average$629 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$235 | Average$590 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$250 | Average$616 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$350 | Average$720 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$431 | Average$790 | FlexibilityNo cancel fee | On-time62% |