$163+ 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
Jun 24 — Jul 11
Round-trip
1 adult, Economy
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Find cheap flights from Omaha to Caribbean Islands with Cheapflights
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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 May 25, 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 May 25, 2026.
This United Airlines deal was found by Cheapflights users on 5/21. 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 9/36:15 am
OMA
- SJU
1 stop8h 27m
United Airlines
Sat 9/122:00 pm
SJU
- OMA
1 stop10h 42m
United Airlines
Deal found 5/21![United Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 10/211:58 pm
OMA
- SJU
1 stop8h 52m
American Airlines
Wed 10/288:35 am
SJU
- OMA
2 stops10h 49m
American Airlines
Deal found 5/23![American Airlines logo]()
$331
This United Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/311:23 am
OMA
- SJU
1 stop8h 11m
United Airlines
Fri 7/107:40 am
SJU
- OMA
1 stop7h 37m
United Airlines
Deal found 5/23![United Airlines logo]()
$338
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 8/315:15 pm
OMA
- SJU
2 stops15h 28m
American Airlines
Sat 9/56:00 am
SJU
- OMA
2 stops11h 25m
American Airlines
Deal found 5/24![American Airlines logo]()
$351
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 9/146:26 pm
OMA
- MBJ
2 stops18h 59m
American Airlines
Sat 9/195:16 pm
MBJ
- OMA
2 stops19h 59m
American Airlines
Deal found 5/25![American Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 5/22. 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 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
Fri 10/232:00 pm
SJU
- OMA
1 stop10h 41m
United Airlines
Deal found 5/22![United Airlines logo]()
$360
This Delta deal was found by Cheapflights users on 5/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:35 am
OMA
- SJU
1 stop10h 00m
Delta
Mon 9/212:26 pm
SJU
- OMA
1 stop10h 33m
Delta
Deal found 5/20![Delta logo]()
$401
This United Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 7/75:27 pm
OMA
- SJU
2 stops11h 02m
United Airlines
Sat 7/117:40 am
SJU
- OMA
1 stop7h 43m
United Airlines
Deal found 5/23![United Airlines logo]()
$403
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 9/298:07 pm
OMA
- SJU
2 stops18h 33m
American Airlines
Mon 10/53:25 pm
SJU
- OMA
1 stop17h 53m
American Airlines
Deal found 5/24![American Airlines logo]()
$406
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 8/31:45 pm
OMA
- SJU
1 stop8h 14m
American Airlines
Fri 8/712:55 am
SJU
- OMA
1 stop9h 54m
American Airlines
Deal found 5/24![American Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 10/266:00 am
OMA
- SJU
1 stop7h 40m
United Airlines
Fri 10/302:46 pm
SJU
- OMA
1 stop8h 24m
United Airlines
Deal found 5/24![United Airlines logo]()
$416
This American Airlines deal was found by Cheapflights users on 5/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:23 pm
OMA
- STT
2 stops17h 17m
American Airlines
Tue 11/34:27 pm
STT
- OMA
1 stop8h 59m
American Airlines
Deal found 5/22![American Airlines logo]()
$420
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 May 25, 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 May 25, 2026.
This Delta deal was found by Cheapflights users on 5/21. 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.
Thu 8/132:41 pm
OMA
- SJU
1 stop6h 48m
Delta
Tue 8/186:48 am
SJU
- OMA
1 stop7h 49m
Delta
Deal found 5/21![Delta logo]()
$326
This United Airlines deal was found by Cheapflights users on 5/20. 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.
Fri 7/311:23 am
OMA
- SJU
1 stop8h 11m
United Airlines
Fri 7/107:40 am
SJU
- OMA
1 stop10h 48m
United Airlines
Deal found 5/20![United Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 9/146:20 pm
OMA
- MBJ
2 stops18h 25m
American Airlines
Sat 9/191:05 pm
MBJ
- OMA
2 stops20h 08m
American Airlines
Deal found 5/23![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 5/21. 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.
Thu 8/131:10 pm
OMA
- SJU
2 stops8h 55m
Southwest
Mon 8/172:35 pm
SJU
- OMA
2 stops8h 25m
Southwest
Deal found 5/21![Southwest logo]()
$492
This Copa Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 11/25:15 pm
OMA
- PUJ
2 stops30h 50m
Copa Airlines
Sun 11/86:35 pm
PUJ
- OMA
2 stops30h 55m
Copa Airlines
Deal found 5/24![Copa Airlines logo]()
$733
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 6/296:00 am
OMA
- SJU
1 stop7h 44m
United Airlines
Wed 7/87:40 am
SJU
- OMA
1 stop7h 37m
United Airlines
Deal found 5/24![United Airlines logo]()
$409
This American Airlines deal was found by Cheapflights users on 5/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:23 pm
OMA
- STT
1 stop15h 17m
American Airlines
Tue 11/34:27 pm
STT
- OMA
1 stop8h 59m
American Airlines
Deal found 5/22![American Airlines logo]()
$470
This Southwest deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/151:10 pm
OMA
- SJU
2 stops10h 10m
Southwest
Wed 8/1211:50 am
SJU
- OMA
2 stops10h 55m
Southwest
Deal found 5/23![Southwest logo]()
$504
This United Airlines deal was found by Cheapflights users on 5/21. 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.
Fri 7/316:09 am
OMA
- SJU
1 stop10h 29m
United Airlines
Tue 8/47:40 am
SJU
- OMA
1 stop7h 37m
United Airlines
Deal found 5/21![United Airlines logo]()
$460
This American Airlines deal was found by Cheapflights users on 5/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/75:04 pm
OMA
- MBJ
2 stops18h 40m
American Airlines
Fri 6/125:17 pm
MBJ
- OMA
2 stops19h 42m
American Airlines
Deal found 5/22![American Airlines logo]()
$482
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 9/275:40 am
OMA
- SXM
1 stop7h 10m
Delta
Fri 10/23:20 pm
SXM
- OMA
1 stop9h 39m
Delta
Deal found 5/24![Delta logo]()
$565
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 9/147:00 pm
OMA
- MBJ
2 stops16h 43m
United Airlines
Sat 9/192:40 pm
MBJ
- OMA
2 stops22h 04m
United Airlines
Deal found 5/24![United Airlines logo]()
$482
This American Airlines deal was found by Cheapflights users on 5/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/65:03 pm
OMA
- MBJ
2 stops18h 44m
American Airlines
Sun 7/125:14 pm
MBJ
- OMA
2 stops18h 11m
American Airlines
Deal found 5/22![American Airlines logo]()
$490
This Delta deal was found by Cheapflights users on 5/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:30 am
OMA
- NAS
1 stop5h 21m
Delta
Fri 8/213:22 pm
NAS
- OMA
1 stop6h 08m
Delta
Deal found 5/20![Delta logo]()
$566
This United Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 7/96:40 pm
OMA
- MBJ
2 stops18h 50m
United Airlines
Thu 7/162:40 pm
MBJ
- OMA
1 stop28h 41m
United Airlines
Deal found 5/25![United Airlines logo]()
$491
This American Airlines deal was found by Cheapflights users on 5/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:23 pm
OMA
- STT
1 stop15h 17m
American Airlines
Wed 10/285:40 pm
STT
- OMA
2 stops18h 42m
American Airlines
Deal found 5/20![American Airlines logo]()
$515
This Southwest deal was found by Cheapflights users on 5/20. 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.
Fri 8/76:30 pm
OMA
- NAS
2 stops17h 00m
Southwest
Mon 8/101:10 pm
NAS
- OMA
2 stops9h 50m
Southwest
Deal found 5/20![Southwest logo]()
$640
This Delta deal was found by Cheapflights users on 5/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:46 am
OMA
- PLS
1 stop5h 54m
Delta
Wed 6/173:45 pm
PLS
- OMA
1 stop9h 05m
Delta
Deal found 5/20![Delta logo]()
$593
This United Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 7/76:15 am
OMA
- SJU
1 stop8h 27m
United Airlines
Sat 7/117:40 am
SJU
- OMA
1 stop7h 43m
United Airlines
Deal found 5/23![United Airlines logo]()
$494
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 10/66:23 pm
OMA
- STT
2 stops17h 17m
American Airlines
Tue 10/131:50 pm
STT
- OMA
2 stops20h 23m
American Airlines
Deal found 5/24![American Airlines logo]()
$520
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 10/65:35 am
OMA
- STT
1 stop7h 04m
Delta
Tue 10/132:49 pm
STT
- OMA
1 stop10h 18m
Delta
Deal found 5/24![Delta logo]()
$613
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 5/306:15 am
OMA
- SJU
1 stop8h 27m
United Airlines
Sat 6/67:20 am
SJU
- OMA
2 stops11h 08m
United Airlines
Deal found 5/24![United Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 10/175:09 pm
OMA
- GCM
2 stops17h 51m
American Airlines
Sat 10/243:30 pm
GCM
- OMA
2 stops19h 52m
American Airlines
Deal found 5/23![American Airlines logo]()
$525
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 8/165:30 am
OMA
- SXM
1 stop7h 23m
Delta
Mon 8/243:18 pm
SXM
- OMA
1 stop8h 44m
Delta
Deal found 5/25![Delta logo]()
$615
This United Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/311:23 am
OMA
- SJU
1 stop8h 11m
United Airlines
Sun 7/51:40 pm
SJU
- OMA
1 stop11h 02m
United Airlines
Deal found 5/25![United Airlines logo]()
$528
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/66:20 am
OMA
- GCM
1 stop8h 47m
American Airlines
Wed 6/1012:33 pm
GCM
- OMA
1 stop11h 48m
American Airlines
Deal found 5/25![American Airlines logo]()
$541
This United Airlines deal was found by Cheapflights users on 5/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
OMA
- GCM
2 stops9h 10m
United Airlines
Thu 7/91:35 pm
GCM
- OMA
1 stop9h 10m
United Airlines
Deal found 5/22![United Airlines logo]()
$541
This American Airlines deal was found by Cheapflights users on 5/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:19 am
OMA
- GCM
1 stop29h 06m
American Airlines
Thu 7/92:41 pm
GCM
- OMA
1 stop8h 42m
American Airlines
Deal found 5/22![American Airlines logo]()
$553
This United Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 6/146:40 pm
OMA
- MBJ
2 stops20h 30m
United Airlines
Fri 6/1912:52 pm
MBJ
- OMA
2 stops21h 35m
United Airlines
Deal found 5/23![United Airlines logo]()
$545
This Delta deal was found by Cheapflights users on 5/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/265:35 am
OMA
- AUA
1 stop7h 35m
Delta
Sat 10/33:25 pm
AUA
- OMA
1 stop9h 34m
Delta
Deal found 5/22![Delta logo]()
$746
Last-minute flights from Omaha to Caribbean IslandsDiscover last-minute flight deals from Omaha to Caribbean Islands. Data last updated May 25, 2026 and is based on user searches.
Discover last-minute flight deals from Omaha to Caribbean Islands. Data last updated May 25, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 5/20. 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.
Sun 5/2411:23 am
OMA
- SJU
1 stop8h 11m
United Airlines
Tue 5/261:40 pm
SJU
- OMA
1 stop11h 02m
United Airlines
Deal found 5/20![United Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 5/246:00 am
OMA
- SJU
2 stops11h 25m
American Airlines
Fri 5/296:00 am
SJU
- OMA
2 stops11h 19m
American Airlines
Deal found 5/24![American Airlines logo]()
$575
This United Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 5/275:27 pm
OMA
- SJU
2 stops11h 02m
United Airlines
Fri 5/297:20 am
SJU
- OMA
2 stops11h 08m
United Airlines
Deal found 5/23![United Airlines logo]()
$541
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/66:20 am
OMA
- GCM
1 stop8h 47m
American Airlines
Wed 6/1012:33 pm
GCM
- OMA
1 stop11h 48m
American Airlines
Deal found 5/25![American Airlines logo]()
$541
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 6/77:47 pm
OMA
- MBJ
2 stops17h 21m
American Airlines
Fri 6/1212:31 pm
MBJ
- OMA
2 stops20h 24m
American Airlines
Deal found 5/24![American Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 5/21. 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.
Wed 6/1012:57 pm
OMA
- MBJ
2 stops50h 13m
United Airlines
Sun 6/144:33 pm
MBJ
- OMA
2 stops31h 11m
United Airlines
Deal found 5/21![United Airlines logo]()
$568
This United Airlines deal was found by Cheapflights users on 5/20. 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.
Sun 6/146:40 pm
OMA
- MBJ
2 stops20h 30m
United Airlines
Fri 6/1912:52 pm
MBJ
- OMA
2 stops23h 50m
United Airlines
Deal found 5/20![United Airlines logo]()
$545
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 6/145:04 pm
OMA
- MBJ
2 stops18h 40m
American Airlines
Fri 6/1912:31 pm
MBJ
- OMA
2 stops20h 24m
American Airlines
Deal found 5/24![American Airlines logo]()
$564
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 6/216:20 am
OMA
- SJU
1 stop15h 25m
American Airlines
Fri 6/2612:44 am
SJU
- OMA
1 stop9h 11m
American Airlines
Deal found 5/23![American Airlines logo]()
$542
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/2610:31 am
OMA
- SJU
1 stop13h 06m
Multiple Airlines
Tue 7/78:37 pm
SJU
- OMA
2 stops23h 43m
Multiple Airlines
Deal found 5/21![Multiple Airlines logo]()
$551
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/261:21 pm
OMA
- SJU
1 stop8h 39m
American Airlines
Tue 7/73:40 pm
SJU
- OMA
2 stops9h 57m
American Airlines
Deal found 5/25![American Airlines logo]()
$554
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 6/296:00 am
OMA
- SJU
1 stop7h 44m
United Airlines
Wed 7/87:40 am
SJU
- OMA
1 stop7h 37m
United Airlines
Deal found 5/24![United Airlines logo]()
$409
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 May 25, 2026.
Search for one-way flight options from Omaha to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated May 25, 2026.
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 8/2212:10 pm
OMA
- SJU
1 stop9h 19m
Delta
Deal found 5/25![Delta logo]()
$163
This American Airlines deal was found by Cheapflights users on 5/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:08 pm
OMA
- SJU
2 stops15h 35m
American Airlines
Deal found 5/21![American Airlines logo]()
$166
This United Airlines deal was found by Cheapflights users on 5/21. 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.
Mon 7/66:00 am
OMA
- SJU
1 stop10h 38m
United Airlines
Deal found 5/21![United Airlines logo]()
$240
This American Airlines deal was found by Cheapflights users on 5/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/216:20 am
OMA
- SJU
1 stop15h 25m
American Airlines
Deal found 5/20![American Airlines logo]()
$250
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 5/291:15 pm
OMA
- SJU
1 stop8h 02m
Delta
Deal found 5/25![Delta logo]()
$255
This American Airlines deal was found by Cheapflights users on 5/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:00 am
OMA
- SJU
1 stop16h 01m
American Airlines
Deal found 5/20![American Airlines logo]()
$260
This American Airlines deal was found by Cheapflights users on 5/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/67:48 pm
OMA
- PUJ
1 stop17h 12m
American Airlines
Deal found 5/21![American Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 7/55:03 pm
OMA
- PUJ
2 stops17h 00m
American Airlines
Deal found 5/23![American Airlines logo]()
$288
This United Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 7/56:40 pm
OMA
- PUJ
1 stop18h 47m
United Airlines
Deal found 5/23![United Airlines logo]()
$296
This United Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 5/2911:23 am
OMA
- SJU
2 stops11h 27m
United Airlines
Deal found 5/25![United Airlines logo]()
$300
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 6/157:47 pm
OMA
- SJU
1 stop7h 38m
American Airlines
Deal found 5/24![American Airlines logo]()
$308
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 5/295:04 pm
OMA
- SJU
2 stops15h 35m
American Airlines
Deal found 5/24![American Airlines logo]()
$320
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 May 25, 2026.
Round-trip from | $326 (United Airlines) |
|---|---|
One-way from | $163 (Delta) |
Popular in | March |
Cheapest in | January |
Average price | $399 |
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 May 25, 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
Thu 8/13
2:41 pm-10:29 pm
1 stop6h 48m
San Juan Luis Munoz Marin Intl
Tue 8/18
6:48 am-1:37 pm
1 stop7h 49m
$326
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Fri 7/3
11:23 am-8:34 pm
1 stop8h 11m
San Juan Luis Munoz Marin Intl
Fri 7/10
7:40 am-5:28 pm
1 stop10h 48m
$326
OmahaMontego Bay
OMA - MBJ
OMAMBJ
Omaha Eppley Airfield
Mon 9/14
6:20 pm-12:45 pm
2 stops18h 25m
Montego Bay Sangster Intl
Sat 9/19
1:05 pm-9:13 am
2 stops20h 08m
$357
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Mon 6/29
6:00 am-2:44 pm
1 stop7h 44m
San Juan Luis Munoz Marin Intl
Wed 7/8
7:40 am-2:17 pm
1 stop7h 37m
$409
OmahaSan Juan
OMA - SJU
OMASJU
Omaha Eppley Airfield
Fri 7/31
6:09 am-5:38 pm
1 stop10h 29m
San Juan Luis Munoz Marin Intl
Tue 8/4
7:40 am-2:17 pm
1 stop7h 37m
$460
OmahaSaint Thomas Island
OMA - STT
OMASTT
Omaha Eppley Airfield
Tue 10/27
6:23 pm-10:40 am
1 stop15h 17m
Saint Thomas Island Cyril E King
Tue 11/3
4:27 pm-11:26 pm
1 stop8h 59m
$470
OmahaMontego Bay
OMA - MBJ
OMAMBJ
Omaha Eppley Airfield
Sun 6/7
5:04 pm-11:44 am
2 stops18h 40m
Montego Bay Sangster Intl
Fri 6/12
5:17 pm-12:59 pm
2 stops19h 42m
$482
OmahaMontego Bay
OMA - MBJ
OMAMBJ
Omaha Eppley Airfield
Mon 9/14
7:00 pm-11:43 am
2 stops16h 43m
Montego Bay Sangster Intl
Sat 9/19
2:40 pm-12:44 pm
2 stops22h 04m
$482
OmahaMontego Bay
OMA - MBJ
OMAMBJ
Omaha Eppley Airfield
Mon 7/6
5:03 pm-11:47 am
2 stops18h 44m
Montego Bay Sangster Intl
Sun 7/12
5:14 pm-11:25 am
2 stops18h 11m
$490
OmahaMontego Bay
OMA - MBJ
OMAMBJ
Omaha Eppley Airfield
Thu 7/9
6:40 pm-1:30 pm
2 stops18h 50m
Montego Bay Sangster Intl
Thu 7/16
2:40 pm-7:21 pm
1 stop28h 41m
$491
Showing 1-10 of 43 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-MBJ
OMA-SJU
OMA-GCM
OMA-PUJ
OMA-STT
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-MBJ
OMA-SJU
OMA-GCM
OMA-PUJ
What is the cheapest month to book a flight from Omaha to Caribbean Islands?
Currently, May is the cheapest month in which you can book a flight from Omaha to Caribbean Islands (average of $193). 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 5 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 May 25, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andJetBlue 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.
Overall
7.9
Comfort
7.8
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.9
Comfort
7.8
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.9
Comfort
7.8
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.9
Comfort
7.8
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.9
Comfort
7.8
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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 May 25, 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 6 airlines flying from Omaha to Caribbean Islands
Discover the top 6 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 May 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$129 | Average$268 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$152 | Average$625 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$235 | Average$581 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$250 | Average$641 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$350 | Average$635 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$431 | Average$790 | FlexibilityNo cancel fee | On-time62% |