$96+ Cheap flights from Indianapolis (IND) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Apr 13 — Apr 201
Round-trip
1 adult, Economy
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Find cheap flights from Indianapolis to Caribbean with Cheapflights
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Cheapest flights from Indianapolis to CaribbeanExplore the most affordable flight options available from Indianapolis to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 14, 2026.
Explore the most affordable flight options available from Indianapolis to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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.
Wed 4/811:36 am
IND
- SJU
1 stop7h 19m
Multiple Airlines
Wed 4/154:35 pm
SJU
- IND
2 stops18h 57m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” 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.
Sun 4/2612:12 pm
IND
- SJU
1 stop7h 02m
Multiple Airlines
Sun 5/39:54 am
SJU
- IND
1 stop24h 40m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$267
This Flightnetwork deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/237:13 pm
IND
- SJU
1 stop6h 48m
Frontier
Thu 4/306:00 am
SJU
- IND
1 stop29h 49m
Frontier
Deal found 3/11![Frontier logo]()
$274
This Expedia deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:08 pm
IND
- SJU
2 stops18h 41m
Multiple Airlines
Thu 4/163:19 pm
SJU
- IND
1 stop16h 19m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” 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 4/1012:18 pm
IND
- SJU
1 stop7h 32m
Multiple Airlines
Sun 4/197:00 am
SJU
- IND
2 stops27h 34m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$280
This CheapOair deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:08 pm
IND
- SJU
2 stops18h 41m
Multiple Airlines
Tue 4/143:08 am
SJU
- IND
1 stop8h 03m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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 4/1012:18 pm
IND
- SJU
2 stops53h 21m
Multiple Airlines
Fri 4/178:27 pm
SJU
- IND
1 stop13h 22m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” 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.
Sun 4/191:56 pm
IND
- SJU
1 stop22h 37m
Multiple Airlines
Wed 4/2911:30 am
SJU
- IND
2 stops24h 02m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2012:34 pm
IND
- SJU
1 stop6h 40m
Multiple Airlines
Thu 4/306:00 am
SJU
- IND
1 stop14h 08m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$284
This American Airlines deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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 4/128:08 pm
IND
- STT
2 stops17h 07m
American Airlines
Wed 4/1511:27 am
STT
- IND
1 stop6h 58m
American Airlines
Deal found 3/14![American Airlines logo]()
$300
This American Airlines deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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 4/158:16 am
IND
- STT
1 stop6h 33m
American Airlines
Thu 4/2311:27 am
STT
- IND
1 stop6h 58m
American Airlines
Deal found 3/14![American Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 3/9. 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 5/117:15 pm
IND
- STT
1 stop17h 20m
American Airlines
Fri 5/152:30 pm
STT
- IND
1 stop9h 39m
American Airlines
Deal found 3/9![American Airlines logo]()
$316
Best flights from Indianapolis to CaribbeanDiscover carefully curated flight deals from Indianapolis to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 14, 2026.
Discover carefully curated flight deals from Indianapolis to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 14, 2026.
This United Airlines deal was found by Cheapflights users on 3/9. 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.
Tue 4/2112:47 pm
IND
- SJU
2 stops11h 03m
United Airlines
Sat 4/257:40 am
SJU
- IND
1 stop7h 28m
United Airlines
Deal found 3/9![United Airlines logo]()
$298
This American Airlines deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” 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 5/167:15 pm
IND
- STT
1 stop17h 20m
American Airlines
Fri 5/224:48 pm
STT
- IND
1 stop7h 11m
American Airlines
Deal found 3/13![American Airlines logo]()
$300
This Delta deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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 4/107:08 am
IND
- STT
1 stop7h 40m
Delta
Wed 4/153:05 pm
STT
- IND
1 stop9h 36m
Delta
Deal found 3/14![Delta logo]()
$320
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” 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 4/221:25 pm
IND
- SJU
1 stop10h 15m
Southwest
Wed 4/295:05 am
SJU
- IND
1 stop12h 10m
Southwest
Deal found 3/10![Southwest logo]()
$341
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2312:17 pm
IND
- STT
2 stops21h 37m
Multiple Airlines
Mon 4/2710:49 am
STT
- IND
1 stop24h 22m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$357
This Mytrip deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/305:08 pm
IND
- SJU
1 stop15h 45m
Spirit Airlines
Mon 4/67:54 pm
SJU
- IND
2 stops27h 21m
Spirit Airlines
Deal found 3/13![Spirit Airlines logo]()
$382
This Air Canada deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/3110:20 am
IND
- GCM
1 stop26h 05m
Air Canada
Sat 6/610:55 am
GCM
- IND
1 stop8h 39m
Air Canada
Deal found 3/12![Air Canada logo]()
$465
This United Airlines deal was found by Cheapflights users on 3/9. 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.
Tue 4/146:00 am
IND
- STT
1 stop9h 31m
United Airlines
Mon 4/204:45 pm
STT
- IND
1 stop7h 12m
United Airlines
Deal found 3/9![United Airlines logo]()
$300
This American Airlines deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” 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 4/289:40 am
IND
- SJU
2 stops11h 11m
American Airlines
Tue 5/510:03 am
SJU
- IND
2 stops11h 22m
American Airlines
Deal found 3/13![American Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 3/8. 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.
Tue 4/146:00 am
IND
- PLS
1 stop6h 40m
Delta
Tue 4/213:25 pm
PLS
- IND
1 stop9h 16m
Delta
Deal found 3/8![Delta logo]()
$321
This United Airlines deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” 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 4/139:00 am
IND
- SJU
2 stops12h 24m
United Airlines
Thu 4/161:00 am
SJU
- IND
2 stops10h 17m
United Airlines
Deal found 3/10![United Airlines logo]()
$340
This American Airlines deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” 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 3/238:04 pm
IND
- STT
1 stop16h 01m
American Airlines
Tue 3/313:40 pm
STT
- IND
2 stops17h 52m
American Airlines
Deal found 3/11![American Airlines logo]()
$345
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/14:35 pm
IND
- SJU
1 stop7h 05m
Southwest
Mon 6/810:20 pm
SJU
- IND
1 stop10h 50m
Southwest
Deal found 3/10![Southwest logo]()
$381
This United Airlines deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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 3/196:00 am
IND
- STT
1 stop9h 18m
United Airlines
Thu 3/262:35 pm
STT
- IND
1 stop8h 55m
United Airlines
Deal found 3/12![United Airlines logo]()
$350
This Priceline deal was found by Cheapflights users on 3/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/195:30 am
IND
- SXM
1 stop8h 07m
Spirit Airlines
Thu 4/232:42 pm
SXM
- IND
1 stop9h 17m
Spirit Airlines
Deal found 3/9![Spirit Airlines logo]()
$459
This Southwest deal was found by Cheapflights users on 3/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/112:25 pm
IND
- SJU
2 stops9h 00m
Southwest
Fri 5/156:50 am
SJU
- IND
2 stops12h 05m
Southwest
Deal found 3/9![Southwest logo]()
$424
This United Airlines deal was found by Cheapflights users on 3/9. 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.
Tue 5/58:03 pm
IND
- MBJ
2 stops18h 27m
United Airlines
Fri 5/84:12 pm
MBJ
- IND
1 stop17h 15m
United Airlines
Deal found 3/9![United Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:00 am
IND
- PUJ
1 stop8h 35m
Delta
Wed 5/134:00 pm
PUJ
- IND
1 stop17h 05m
Delta
Deal found 3/10![Delta logo]()
$439
This American Airlines deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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 5/148:53 pm
IND
- GCM
2 stops17h 17m
American Airlines
Mon 5/182:10 pm
GCM
- IND
2 stops19h 13m
American Airlines
Deal found 3/14![American Airlines logo]()
$412
This United Airlines deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” 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 4/137:00 am
IND
- MBJ
2 stops9h 10m
United Airlines
Fri 4/174:12 pm
MBJ
- IND
1 stop17h 10m
United Airlines
Deal found 3/11![United Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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 5/106:00 am
IND
- PUJ
1 stop8h 35m
Delta
Fri 5/151:05 pm
PUJ
- IND
1 stop11h 38m
Delta
Deal found 3/12![Delta logo]()
$449
This United Airlines deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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 4/255:45 am
IND
- MBJ
1 stop10h 25m
United Airlines
Tue 4/284:12 pm
MBJ
- IND
2 stops18h 05m
United Airlines
Deal found 3/12![United Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 3/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:05 am
IND
- AUA
1 stop7h 05m
Delta
Sun 4/193:25 pm
AUA
- IND
1 stop9h 16m
Delta
Deal found 3/9![Delta logo]()
$457
This United Airlines deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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 5/47:15 am
IND
- MBJ
2 stops8h 55m
United Airlines
Fri 5/84:12 pm
MBJ
- IND
2 stops19h 46m
United Airlines
Deal found 3/12![United Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:45 am
IND
- NAS
2 stops11h 45m
Southwest
Wed 5/132:10 pm
NAS
- IND
2 stops8h 20m
Southwest
Deal found 3/10![Southwest logo]()
$523
This American Airlines deal was found by Cheapflights users on 3/9. 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 4/137:43 pm
IND
- AUA
2 stops17h 47m
American Airlines
Mon 4/204:20 pm
AUA
- IND
2 stops17h 07m
American Airlines
Deal found 3/9![American Airlines logo]()
$505
This Delta deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:00 am
IND
- AUA
1 stop8h 10m
Delta
Thu 7/21:35 pm
AUA
- IND
1 stop8h 02m
Delta
Deal found 3/13![Delta logo]()
$463
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:35 am
IND
- NAS
2 stops11h 55m
Southwest
Wed 5/208:45 am
NAS
- IND
2 stops12h 40m
Southwest
Deal found 3/10![Southwest logo]()
$531
This United Airlines deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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 7/257:00 am
IND
- MBJ
2 stops9h 10m
United Airlines
Wed 7/294:12 pm
MBJ
- IND
2 stops17h 16m
United Airlines
Deal found 3/12![United Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” 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 5/315:32 am
IND
- NAS
1 stop5h 54m
American Airlines
Wed 6/102:51 pm
NAS
- IND
2 stops7h 53m
American Airlines
Deal found 3/13![American Airlines logo]()
$514
Last-minute flights from Indianapolis to CaribbeanDiscover last-minute flight deals from Indianapolis to Caribbean. Data last updated March 14, 2026 and is based on user searches.
Discover last-minute flight deals from Indianapolis to Caribbean. Data last updated March 14, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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.
Wed 4/811:36 am
IND
- SJU
1 stop7h 19m
Multiple Airlines
Wed 4/154:35 pm
SJU
- IND
2 stops18h 57m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$265
This Expedia deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:08 pm
IND
- SJU
2 stops18h 41m
Multiple Airlines
Thu 4/163:19 pm
SJU
- IND
1 stop16h 19m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” 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 4/1012:18 pm
IND
- SJU
1 stop7h 32m
Multiple Airlines
Sun 4/197:00 am
SJU
- IND
2 stops27h 34m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” 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 4/1012:18 pm
IND
- SJU
2 stops53h 21m
Multiple Airlines
Fri 4/178:27 pm
SJU
- IND
1 stop13h 22m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$282
This Delta deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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 4/107:08 am
IND
- STT
1 stop7h 40m
Delta
Wed 4/153:05 pm
STT
- IND
1 stop9h 36m
Delta
Deal found 3/14![Delta logo]()
$320
This American Airlines deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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 4/128:08 pm
IND
- STT
2 stops17h 07m
American Airlines
Wed 4/1511:27 am
STT
- IND
1 stop6h 58m
American Airlines
Deal found 3/14![American Airlines logo]()
$300
This CheapOair deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:08 pm
IND
- SJU
2 stops18h 41m
Multiple Airlines
Tue 4/143:08 am
SJU
- IND
1 stop8h 03m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$281
This American Airlines deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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 4/158:16 am
IND
- STT
1 stop6h 33m
American Airlines
Thu 4/2311:27 am
STT
- IND
1 stop6h 58m
American Airlines
Deal found 3/14![American Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” 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.
Sun 4/191:56 pm
IND
- SJU
1 stop22h 37m
Multiple Airlines
Wed 4/2911:30 am
SJU
- IND
2 stops24h 02m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2012:34 pm
IND
- SJU
1 stop6h 40m
Multiple Airlines
Thu 4/306:00 am
SJU
- IND
1 stop14h 08m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$284
This Flightnetwork deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/237:13 pm
IND
- SJU
1 stop6h 48m
Frontier
Thu 4/306:00 am
SJU
- IND
1 stop29h 49m
Frontier
Deal found 3/11![Frontier logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” 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.
Sun 4/2612:12 pm
IND
- SJU
1 stop7h 02m
Multiple Airlines
Sun 5/39:54 am
SJU
- IND
1 stop24h 40m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$267
One-way flights from Indianapolis to CaribbeanSearch for one-way flight options from Indianapolis to Caribbean. Find affordable one-way fares based on user searches. Data last updated March 14, 2026.
Search for one-way flight options from Indianapolis to Caribbean. Find affordable one-way fares based on user searches. Data last updated March 14, 2026.
This Priceline deal was found by Cheapflights users on 3/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:18 pm
IND
- SJU
1 stop6h 43m
Frontier
Deal found 3/9![Frontier logo]()
$96
This CheapOair deal was found by Cheapflights users on 3/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1810:44 am
IND
- SJU
1 stop15h 17m
Frontier
Deal found 3/9![Frontier logo]()
$102
This Frontier deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/121:46 pm
IND
- SJU
1 stop8h 57m
Frontier
Deal found 3/14![Frontier logo]()
$106
This Priceline deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” 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.
Thu 4/97:10 pm
IND
- SJU
1 stop28h 30m
Frontier
Deal found 3/10![Frontier logo]()
$112
This Frontier deal was found by Cheapflights users on 3/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/87:18 pm
IND
- SJU
1 stop6h 43m
Frontier
Deal found 3/9![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/303:00 pm
IND
- SJU
2 stops34h 19m
Frontier
Deal found 3/10![Frontier logo]()
$122
This Delta deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:30 am
IND
- SJU
1 stop6h 41m
Delta
Deal found 3/10![Delta logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2612:12 pm
IND
- SJU
2 stops34h 17m
Frontier
Deal found 3/9![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” 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 4/1612:17 pm
IND
- SJU
2 stops35h 12m
Frontier
Deal found 3/13![Frontier logo]()
$130
This Delta deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” 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 5/106:00 am
IND
- SJU
1 stop10h 33m
Delta
Deal found 3/14![Delta logo]()
$135
This Delta deal was found by Cheapflights users on 3/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:00 am
IND
- MBJ
1 stop10h 34m
Delta
Deal found 3/9![Delta logo]()
$147
This American Airlines deal was found by Cheapflights users on 3/9. 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 4/255:42 pm
IND
- STT
1 stop17h 05m
American Airlines
Deal found 3/9![American Airlines logo]()
$148
Find flight deals from Indianapolis to Caribbean
Keep the following information in mind while searching for Indianapolis to Caribbean flight deals. Data was last updated March 14, 2026.
Round-trip from | $265 (Kiwi.com) |
|---|---|
One-way from | $96 (Priceline) |
Popular in | December |
Cheapest in | September |
Average price | $452 |
Cheapflights Fare Finder
Customize your flight search to find flights from Indianapolis to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 14, 2026.
Use the filters below to find and compare flights from Indianapolis to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
IndianapolisSan Juan
IND - SJU
INDSJU
Indianapolis
Tue 4/21
12:47 pm-11:50 pm
2 stops11h 03m
San Juan Luis Munoz Marin Intl
Sat 4/25
7:40 am-3:08 pm
1 stop7h 28m
$298
IndianapolisSaint Thomas Island
IND - STT
INDSTT
Indianapolis
Sat 5/16
7:15 pm-12:35 pm
1 stop17h 20m
Saint Thomas Island Cyril E King
Fri 5/22
4:48 pm-11:59 pm
1 stop7h 11m
$300
IndianapolisSaint Thomas Island
IND - STT
INDSTT
Indianapolis
Tue 4/14
6:00 am-3:31 pm
1 stop9h 31m
Saint Thomas Island Cyril E King
Mon 4/20
4:45 pm-11:57 pm
1 stop7h 12m
$300
IndianapolisSaint Thomas Island
IND - STT
INDSTT
Indianapolis
Fri 4/10
7:08 am-2:48 pm
1 stop7h 40m
Saint Thomas Island Cyril E King
Wed 4/15
3:05 pm-12:41 am
1 stop9h 36m
$320
IndianapolisSan Juan
IND - SJU
INDSJU
Indianapolis
Tue 4/28
9:40 am-8:51 pm
2 stops11h 11m
San Juan Luis Munoz Marin Intl
Tue 5/5
10:03 am-9:25 pm
2 stops11h 22m
$320
IndianapolisProvidenciales
IND - PLS
INDPLS
Indianapolis
Tue 4/14
6:00 am-12:40 pm
1 stop6h 40m
Providenciales
Tue 4/21
3:25 pm-12:41 am
1 stop9h 16m
$321
IndianapolisSan Juan
IND - SJU
INDSJU
Indianapolis
Mon 4/13
9:00 am-9:24 pm
2 stops12h 24m
San Juan Luis Munoz Marin Intl
Thu 4/16
1:00 am-11:17 am
2 stops10h 17m
$340
IndianapolisSan Juan
IND - SJU
INDSJU
Indianapolis
Wed 4/22
1:25 pm-11:40 pm
1 stop10h 15m
San Juan Luis Munoz Marin Intl
Wed 4/29
5:05 am-5:15 pm
1 stop12h 10m
$341
IndianapolisSaint Thomas Island
IND - STT
INDSTT
Indianapolis
Mon 3/23
8:04 pm-12:05 pm
1 stop16h 01m
Saint Thomas Island Cyril E King
Tue 3/31
3:40 pm-9:32 am
2 stops17h 52m
$345
IndianapolisSaint Thomas Island
IND - STT
INDSTT
Indianapolis
Thu 3/19
6:00 am-3:18 pm
1 stop9h 18m
Saint Thomas Island Cyril E King
Thu 3/26
2:35 pm-11:30 pm
1 stop8h 55m
$350
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Indianapolis to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Indianapolis with our price prediction graph.
IND-SJU
IND-STT
IND-MBJ
IND-GCM
IND-SXM
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 Indianapolis to Caribbean
IND-0CB
IND-SJU
IND-STT
IND-MBJ
IND-GCM
What is the cheapest month to book a flight from Indianapolis to Caribbean?
Currently, September is the cheapest month in which you can book a flight from Indianapolis to Caribbean (average of $143). Flying from Indianapolis to Caribbean in June is currently the most expensive (average of $232). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from IND to CB?
Find hourly flight availability from Indianapolis to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 14, 2026.
When flying from Indianapolis to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated March 14, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Indianapolis to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Related info for your journey
Find useful and relevant information for your journey from Indianapolis to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Indianapolis to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Indianapolis to Caribbean by cabin class
Find flights from Indianapolis to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Indianapolis and Caribbean flights
Browse other Indianapolis and Caribbean flight options. Last updated on March 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Indianapolis to Caribbean flights
Consider these flights traveling from Indianapolis to Caribbean.
Top 7 airlines flying from Indianapolis to Caribbean
Discover the top 7 airlines that operate flights from Indianapolis to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$138 | Average$298 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$148 | Average$558 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$191 | Average$449 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$215 | Average$651 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$215 | Average$544 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$248 | Average$584 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$374 | Average$810 | FlexibilityNo cancel fee | On-time62% |