$120+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Aug 28 — Sep 41
Round-trip
1 adult, Economy
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Find cheap flights from Indianapolis to Caribbean with Cheapflights
1. Tell us where you want to go
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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 July 29, 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 July 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 10/268:30 am
IND
- SJU
1 stop15h 27m
Multiple Airlines
Wed 10/285:12 pm
SJU
- IND
1 stop27h 27m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:48 pm
IND
- SJU
2 stops28h 09m
Multiple Airlines
Wed 9/168:45 am
SJU
- IND
1 stop25h 22m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 7/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3012:39 pm
IND
- SJU
2 stops22h 14m
Multiple Airlines
Tue 10/66:05 pm
SJU
- IND
1 stop20h 12m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 9/307:48 pm
IND
- SJU
2 stops30h 25m
Multiple Airlines
Mon 10/54:39 pm
SJU
- IND
1 stop22h 38m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 9/2812:39 pm
IND
- SJU
2 stops26h 38m
Multiple Airlines
Mon 10/54:39 pm
SJU
- IND
1 stop22h 38m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 10/57:48 pm
IND
- SJU
2 stops19h 29m
Frontier
Fri 10/95:12 pm
SJU
- IND
1 stop20h 39m
Frontier
Deal found 7/28![Frontier logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 9/68:00 am
IND
- SJU
1 stop16h 34m
Multiple Airlines
Wed 9/168:45 am
SJU
- IND
1 stop25h 22m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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.
Sat 10/172:46 pm
IND
- SJU
1 stop8h 55m
Frontier
Wed 10/215:12 pm
SJU
- IND
2 stops18h 32m
Frontier
Deal found 7/26![Frontier logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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.
Sat 9/1212:39 pm
IND
- SJU
2 stops21h 39m
Multiple Airlines
Wed 9/168:45 am
SJU
- IND
1 stop25h 22m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 9/76:11 pm
IND
- SJU
2 stops30h 45m
Multiple Airlines
Wed 9/168:45 am
SJU
- IND
1 stop25h 22m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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.
Sat 10/172:46 pm
IND
- SJU
1 stop8h 55m
Frontier
Tue 10/205:12 pm
SJU
- IND
2 stops18h 32m
Frontier
Deal found 7/26![Frontier logo]()
$275
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/307:02 am
IND
- STT
1 stop6h 32m
Delta
Fri 9/42:49 pm
STT
- IND
1 stop9h 38m
Delta
Deal found 7/28![Delta logo]()
$320
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 July 29, 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 July 29, 2026.
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 10/297:00 am
IND
- NAS
1 stop6h 54m
Delta
Sun 11/13:19 pm
NAS
- IND
1 stop5h 09m
Delta
Deal found 7/29![Delta logo]()
$376
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Sat 12/57:12 pm
IND
- NAS
1 stop15h 55m
American Airlines
Sat 12/1211:09 am
NAS
- IND
1 stop12h 50m
American Airlines
Deal found 7/24![American Airlines logo]()
$380
This United Airlines deal was found by Cheapflights users on 7/24. 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.
Tue 10/136:05 am
IND
- SJU
1 stop7h 40m
United Airlines
Fri 10/161:00 am
SJU
- IND
2 stops11h 42m
United Airlines
Deal found 7/24![United Airlines logo]()
$381
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 8/1911:00 am
IND
- SJU
2 stops10h 05m
Southwest
Sat 8/226:25 am
SJU
- IND
2 stops10h 10m
Southwest
Deal found 7/26![Southwest logo]()
$491
This Air Canada deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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.
Mon 8/314:25 pm
IND
- UVF
1 stop21h 55m
Air Canada
Fri 9/43:15 pm
UVF
- IND
1 stop29h 29m
Air Canada
Deal found 7/28![Air Canada logo]()
$566
This CheapOair deal was found by Cheapflights users on 7/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1412:20 pm
IND
- SDQ
2 stops22h 43m
Frontier
Mon 8/1712:18 pm
SDQ
- IND
2 stops30h 20m
Frontier
Deal found 7/24![Frontier logo]()
$755
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 10/248:00 am
IND
- NAS
1 stop7h 28m
Delta
Wed 10/281:15 pm
NAS
- IND
1 stop9h 09m
Delta
Deal found 7/29![Delta logo]()
$378
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 1/96:15 am
IND
- NAS
1 stop8h 55m
American Airlines
Sat 1/166:45 pm
NAS
- IND
1 stop15h 16m
American Airlines
Deal found 7/27![American Airlines logo]()
$380
This Delta deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 10/196:00 am
IND
- NAS
1 stop7h 54m
Delta
Fri 10/233:19 pm
NAS
- IND
1 stop9h 16m
Delta
Deal found 7/26![Delta logo]()
$380
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Sat 8/156:00 am
IND
- NAS
1 stop6h 48m
American Airlines
Sat 8/221:50 pm
NAS
- IND
1 stop9h 23m
American Airlines
Deal found 7/24![American Airlines logo]()
$380
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 1/710:10 am
IND
- PLS
1 stop5h 50m
United Airlines
Mon 1/115:06 pm
PLS
- IND
1 stop16h 59m
United Airlines
Deal found 7/28![United Airlines logo]()
$423
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Thu 8/207:21 am
IND
- NAS
1 stop6h 51m
American Airlines
Thu 8/271:50 pm
NAS
- IND
1 stop9h 23m
American Airlines
Deal found 7/24![American Airlines logo]()
$380
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 10/276:00 am
IND
- NAS
1 stop7h 54m
Delta
Sat 10/311:15 pm
NAS
- IND
1 stop4h 45m
Delta
Deal found 7/28![Delta logo]()
$380
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 1/236:00 am
IND
- AUA
1 stop9h 40m
United Airlines
Sat 2/64:20 pm
AUA
- IND
1 stop8h 21m
United Airlines
Deal found 7/28![United Airlines logo]()
$451
This Delta deal was found by Cheapflights users on 7/25. 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 11/76:00 am
IND
- NAS
1 stop5h 50m
Delta
Sat 11/144:55 pm
NAS
- IND
1 stop7h 57m
Delta
Deal found 7/25![Delta logo]()
$380
This American Airlines deal was found by Cheapflights users on 7/24. 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 9/186:00 am
IND
- NAS
2 stops11h 55m
American Airlines
Mon 9/212:34 pm
NAS
- IND
2 stops9h 27m
American Airlines
Deal found 7/24![American Airlines logo]()
$384
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/235:35 am
IND
- MBJ
1 stop8h 55m
Southwest
Sun 8/303:25 pm
MBJ
- IND
1 stop6h 10m
Southwest
Deal found 7/24![Southwest logo]()
$531
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/1511:50 am
IND
- NAS
1 stop4h 49m
Delta
Sat 8/226:04 pm
NAS
- IND
1 stop6h 23m
Delta
Deal found 7/27![Delta logo]()
$381
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 1/236:00 am
IND
- PLS
2 stops10h 00m
United Airlines
Fri 1/295:06 pm
PLS
- IND
1 stop16h 59m
United Airlines
Deal found 7/27![United Airlines logo]()
$463
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 10/267:59 pm
IND
- NAS
2 stops15h 42m
Delta
Sun 11/13:19 pm
NAS
- IND
1 stop5h 09m
Delta
Deal found 7/29![Delta logo]()
$384
This United Airlines deal was found by Cheapflights users on 7/25. 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.
Sat 12/511:05 am
IND
- SJU
2 stops12h 31m
United Airlines
Fri 12/112:05 am
SJU
- IND
1 stop8h 13m
United Airlines
Deal found 7/25![United Airlines logo]()
$466
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/1911:00 am
IND
- SJU
2 stops10h 05m
Southwest
Sun 8/2310:05 am
SJU
- IND
2 stops10h 35m
Southwest
Deal found 7/27![Southwest logo]()
$569
This American Airlines deal was found by Cheapflights users on 7/25. 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 8/228:24 pm
IND
- AUA
2 stops17h 35m
American Airlines
Tue 8/252:59 pm
AUA
- IND
2 stops18h 01m
American Airlines
Deal found 7/25![American Airlines logo]()
$456
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 10/267:10 am
IND
- SJU
2 stops14h 12m
United Airlines
Wed 10/287:05 am
SJU
- IND
2 stops11h 41m
United Airlines
Deal found 7/27![United Airlines logo]()
$466
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/142:10 pm
IND
- SJU
2 stops9h 35m
Southwest
Fri 12/181:20 pm
SJU
- IND
2 stops11h 20m
Southwest
Deal found 7/24![Southwest logo]()
$580
This American Airlines deal was found by Cheapflights users on 7/24. 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 9/65:01 am
IND
- MBJ
2 stops9h 33m
American Airlines
Sun 9/135:16 pm
MBJ
- IND
2 stops18h 03m
American Airlines
Deal found 7/24![American Airlines logo]()
$460
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 11/79:10 am
IND
- SJU
2 stops14h 26m
United Airlines
Fri 11/132:05 am
SJU
- IND
2 stops13h 55m
United Airlines
Deal found 7/26![United Airlines logo]()
$466
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 1/206:00 am
IND
- PLS
1 stop8h 25m
Delta
Wed 2/31:25 pm
PLS
- IND
2 stops11h 07m
Delta
Deal found 7/29![Delta logo]()
$428
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 9/177:21 pm
IND
- MBJ
1 stop18h 32m
American Airlines
Mon 9/215:16 pm
MBJ
- IND
2 stops18h 03m
American Airlines
Deal found 7/27![American Airlines logo]()
$466
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 9/145:10 am
IND
- STT
1 stop8h 40m
Southwest
Mon 9/212:35 pm
STT
- IND
1 stop8h 25m
Southwest
Deal found 7/26![Southwest logo]()
$635
Last-minute flights from Indianapolis to CaribbeanDiscover last-minute flight deals from Indianapolis to Caribbean. Data last updated July 29, 2026 and is based on user searches.
Discover last-minute flight deals from Indianapolis to Caribbean. Data last updated July 29, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1311:00 am
IND
- SJU
1 stop8h 32m
Frontier
Tue 8/185:55 am
SJU
- IND
2 stops35h 31m
Frontier
Deal found 7/25![Frontier logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 7/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1412:20 pm
IND
- SJU
2 stops36h 21m
Frontier
Thu 8/2012:11 pm
SJU
- IND
1 stop9h 03m
Frontier
Deal found 7/25![Frontier logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 7/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1411:02 am
IND
- SJU
1 stop29h 09m
Multiple Airlines
Tue 8/183:10 am
SJU
- IND
2 stops14h 16m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/167:38 pm
IND
- SJU
1 stop12h 19m
Frontier
Wed 8/195:37 pm
SJU
- IND
2 stops47h 49m
Frontier
Deal found 7/27![Frontier logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1712:20 pm
IND
- SJU
2 stops36h 36m
Frontier
Thu 8/203:10 am
SJU
- IND
1 stop8h 07m
Frontier
Deal found 7/24![Frontier logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/176:32 pm
IND
- SJU
1 stop16h 34m
Frontier
Sun 8/237:30 am
SJU
- IND
2 stops33h 56m
Frontier
Deal found 7/28![Frontier logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:11 pm
IND
- SJU
2 stops30h 45m
Multiple Airlines
Fri 8/286:35 am
SJU
- IND
1 stop13h 20m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:33 pm
IND
- SJU
1 stop15h 33m
Frontier
Tue 8/255:37 pm
SJU
- IND
2 stops23h 49m
Frontier
Deal found 7/24![Frontier logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 8/246:11 pm
IND
- SJU
2 stops30h 45m
Frontier
Sun 8/303:10 am
SJU
- IND
1 stop8h 07m
Frontier
Deal found 7/26![Frontier logo]()
$301
This Priceline deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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.
Tue 8/257:33 pm
IND
- SJU
1 stop21h 16m
Frontier
Mon 8/313:10 am
SJU
- IND
1 stop15h 28m
Frontier
Deal found 7/28![Frontier logo]()
$316
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/307:02 am
IND
- STT
1 stop6h 32m
Delta
Fri 9/42:49 pm
STT
- IND
1 stop9h 38m
Delta
Deal found 7/28![Delta logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/316:11 pm
IND
- SJU
2 stops30h 45m
Frontier
Fri 9/48:43 pm
SJU
- IND
1 stop13h 35m
Frontier
Deal found 7/28![Frontier logo]()
$308
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 July 29, 2026.
Search for one-way flight options from Indianapolis to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:11 pm
IND
- SJU
2 stops30h 23m
Frontier
Deal found 7/24![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 10/2612:39 pm
IND
- SJU
2 stops35h 18m
Frontier
Deal found 7/26![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/287:48 pm
IND
- SJU
2 stops30h 25m
Frontier
Deal found 7/29![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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.
Tue 10/2712:39 pm
IND
- SJU
2 stops11h 18m
Frontier
Deal found 7/26![Frontier logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 7/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:11 pm
IND
- SJU
2 stops30h 45m
Frontier
Deal found 7/25![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2112:39 pm
IND
- SJU
2 stops28h 06m
Frontier
Deal found 7/24![Frontier logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 10/282:46 pm
IND
- SJU
1 stop8h 52m
Frontier
Deal found 7/26![Frontier logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/196:11 pm
IND
- SJU
2 stops30h 23m
Frontier
Deal found 7/27![Frontier logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 7/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:46 pm
IND
- SJU
1 stop8h 52m
Frontier
Deal found 7/25![Frontier logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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.
Tue 10/271:33 pm
IND
- SJU
1 stop10h 05m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$132
This Delta deal was found by Cheapflights users on 7/24. 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.
Sat 8/156:00 am
IND
- NAS
1 stop5h 51m
Delta
Deal found 7/24![Delta logo]()
$136
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” 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 9/236:00 am
IND
- NAS
2 stops7h 38m
American Airlines
Deal found 7/26![American Airlines logo]()
$141
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 July 29, 2026.
Round-trip from | $243 (Kiwi.com) |
|---|---|
One-way from | $120 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $463 |
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 July 29, 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
IndianapolisNassau
IND - NAS
INDNAS
Indianapolis
Thu 10/29
7:00 am-1:54 pm
1 stop6h 54m
Nassau Intl
Sun 11/1
3:19 pm-8:28 pm
1 stop5h 09m
$376
IndianapolisNassau
IND - NAS
INDNAS
Indianapolis
Sat 10/24
8:00 am-3:28 pm
1 stop7h 28m
Nassau Intl
Wed 10/28
1:15 pm-10:24 pm
1 stop9h 09m
$378
IndianapolisNassau
IND - NAS
INDNAS
Indianapolis
Sat 12/5
7:12 pm-11:07 am
1 stop15h 55m
Nassau Intl
Sat 12/12
11:09 am-11:59 pm
1 stop12h 50m
$380
IndianapolisNassau
IND - NAS
INDNAS
Indianapolis
Sat 1/9
6:15 am-3:10 pm
1 stop8h 55m
Nassau Intl
Sat 1/16
6:45 pm-10:01 am
1 stop15h 16m
$380
IndianapolisNassau
IND - NAS
INDNAS
Indianapolis
Mon 10/19
6:00 am-1:54 pm
1 stop7h 54m
Nassau Intl
Fri 10/23
3:19 pm-12:35 am
1 stop9h 16m
$380
IndianapolisNassau
IND - NAS
INDNAS
Indianapolis
Sat 8/15
6:00 am-12:48 pm
1 stop6h 48m
Nassau Intl
Sat 8/22
1:50 pm-11:13 pm
1 stop9h 23m
$380
IndianapolisNassau
IND - NAS
INDNAS
Indianapolis
Thu 8/20
7:21 am-2:12 pm
1 stop6h 51m
Nassau Intl
Thu 8/27
1:50 pm-11:13 pm
1 stop9h 23m
$380
IndianapolisNassau
IND - NAS
INDNAS
Indianapolis
Tue 10/27
6:00 am-1:54 pm
1 stop7h 54m
Nassau Intl
Sat 10/31
1:15 pm-6:00 pm
1 stop4h 45m
$380
IndianapolisNassau
IND - NAS
INDNAS
Indianapolis
Sat 11/7
6:00 am-11:50 am
1 stop5h 50m
Nassau Intl
Sat 11/14
4:55 pm-12:52 am
1 stop7h 57m
$380
IndianapolisSan Juan
IND - SJU
INDSJU
Indianapolis
Tue 10/13
6:05 am-1:45 pm
1 stop7h 40m
San Juan Luis Munoz Marin Intl
Fri 10/16
1:00 am-12:42 pm
2 stops11h 42m
$381
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-NAS
IND-MBJ
IND-PLS
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-NAS
IND-MBJ
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 $482). Flying from Indianapolis to Caribbean in June is currently the most expensive (average of $669). 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 July 29, 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.
How far ahead should I book a flight from Indianapolis to Caribbean?
The price you pay for your flight from Indianapolis to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 22 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 July 29, 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.
Entertainment
7.5
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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 July 29, 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 6 airlines flying from Indianapolis to Caribbean
Discover the top 6 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 July 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$168 | Average$586 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$180 | Average$334 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$235 | Average$550 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$236 | Average$617 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$250 | Average$772 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$327 | Average$621 | FlexibilityNo cancel fee | On-time62% |