$106+ 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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Jun 2 — Jun 91
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 May 3, 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 May 3, 2026.
This Expedia deal was found by Cheapflights users on 4/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:46 pm
IND
- SJU
1 stop18h 18m
Frontier
Sun 5/313:58 pm
SJU
- IND
1 stop26h 41m
Frontier
Deal found 4/29![Frontier logo]()
$212
This Priceline deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 6/87:32 pm
IND
- SJU
1 stop27h 57m
Frontier
Wed 6/176:05 pm
SJU
- IND
1 stop24h 56m
Frontier
Deal found 4/30![Frontier logo]()
$224
This Frontier deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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.
Wed 7/297:10 pm
IND
- SJU
1 stop12h 47m
Frontier
Tue 8/46:00 am
SJU
- IND
1 stop12h 15m
Frontier
Deal found 4/30![Frontier logo]()
$236
This Travelocity deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:42 pm
IND
- SJU
1 stop12h 15m
Frontier
Sat 8/229:24 am
SJU
- IND
1 stop9h 32m
Frontier
Deal found 5/3![Frontier logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:02 am
IND
- SJU
1 stop29h 03m
Multiple Airlines
Thu 8/136:00 am
SJU
- IND
1 stop28h 12m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$243
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:10 pm
IND
- SJU
1 stop7h 01m
Frontier
Sat 8/159:24 am
SJU
- IND
1 stop9h 33m
Frontier
Deal found 4/29![Frontier logo]()
$256
This Frontier deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:42 pm
IND
- SJU
1 stop12h 15m
Frontier
Fri 8/146:32 am
SJU
- IND
1 stop14h 42m
Frontier
Deal found 5/3![Frontier logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/812:14 pm
IND
- SJU
2 stops36h 23m
Multiple Airlines
Wed 6/177:00 am
SJU
- IND
1 stop29h 47m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$268
This Expedia deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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.
Sun 7/56:10 am
IND
- SJU
1 stop6h 56m
Multiple Airlines
Mon 7/136:31 pm
SJU
- IND
1 stop23h 44m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$274
This Priceline deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/317:42 pm
IND
- SJU
1 stop27h 47m
Frontier
Tue 8/46:00 am
SJU
- IND
1 stop12h 15m
Frontier
Deal found 5/1![Frontier logo]()
$275
This Frontier deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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.
Thu 7/307:42 pm
IND
- SJU
1 stop6h 29m
Frontier
Thu 8/66:00 am
SJU
- IND
1 stop12h 57m
Frontier
Deal found 4/30![Frontier logo]()
$276
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
IND
- STT
2 stops11h 00m
United Airlines
Sat 7/112:10 pm
STT
- IND
1 stop9h 34m
United Airlines
Deal found 5/1![United Airlines logo]()
$300
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 May 3, 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 May 3, 2026.
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/169:28 am
IND
- STT
1 stop7h 32m
United Airlines
Sat 5/232:10 pm
STT
- IND
1 stop7h 55m
United Airlines
Deal found 5/1![United Airlines logo]()
$300
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:13 am
IND
- STT
2 stops9h 02m
American Airlines
Fri 5/155:05 pm
STT
- IND
1 stop6h 54m
American Airlines
Deal found 4/28![American Airlines logo]()
$325
This Delta deal was found by Cheapflights users on 4/29. 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 5/187:16 am
IND
- MBJ
1 stop9h 18m
Delta
Thu 5/214:59 pm
MBJ
- IND
1 stop6h 34m
Delta
Deal found 4/29![Delta logo]()
$362
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/110:25 am
IND
- SJU
Nonstop4h 20m
Southwest
Thu 8/66:30 am
SJU
- IND
1 stop7h 10m
Southwest
Deal found 4/30![Southwest logo]()
$417
This CheapOair deal was found by Cheapflights users on 4/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:10 am
IND
- STT
1 stop8h 06m
Spirit Airlines
Sat 5/163:21 pm
STT
- IND
1 stop7h 20m
Spirit Airlines
Deal found 4/28![Spirit Airlines logo]()
$428
This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1312:20 pm
IND
- PUJ
2 stops22h 16m
Frontier
Sun 7/193:59 pm
PUJ
- IND
1 stop19h 06m
Frontier
Deal found 4/29![Frontier logo]()
$491
This Air Canada deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 6/710:20 am
IND
- PUJ
1 stop29h 05m
Air Canada
Sun 6/145:25 pm
PUJ
- IND
2 stops27h 14m
Air Canada
Deal found 4/30![Air Canada logo]()
$573
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:35 am
IND
- MBJ
1 stop10h 35m
United Airlines
Tue 7/74:12 pm
MBJ
- IND
1 stop6h 47m
United Airlines
Deal found 4/29![United Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/136:00 am
IND
- MBJ
1 stop10h 34m
Delta
Wed 5/204:59 pm
MBJ
- IND
1 stop6h 34m
Delta
Deal found 4/30![Delta logo]()
$372
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:00 am
IND
- MBJ
2 stops10h 10m
United Airlines
Fri 5/84:12 pm
MBJ
- IND
2 stops16h 53m
United Airlines
Deal found 5/2![United Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:16 am
IND
- STT
1 stop8h 01m
Delta
Fri 5/153:01 pm
STT
- IND
1 stop9h 32m
Delta
Deal found 5/1![Delta logo]()
$387
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/138:08 pm
IND
- SXM
2 stops17h 07m
American Airlines
Thu 9/172:50 pm
SXM
- IND
2 stops19h 22m
American Airlines
Deal found 4/28![American Airlines logo]()
$432
This Southwest deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2510:25 am
IND
- SJU
Nonstop4h 20m
Southwest
Sat 8/19:25 pm
SJU
- IND
1 stop11h 45m
Southwest
Deal found 5/2![Southwest logo]()
$437
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:00 am
IND
- MBJ
1 stop6h 10m
United Airlines
Sat 5/232:40 pm
MBJ
- IND
1 stop7h 46m
United Airlines
Deal found 5/1![United Airlines logo]()
$402
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 7/186:40 pm
IND
- PLS
1 stop16h 00m
American Airlines
Tue 7/211:11 pm
PLS
- IND
1 stop10h 39m
American Airlines
Deal found 4/30![American Airlines logo]()
$461
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/246:00 am
IND
- NAS
1 stop10h 35m
Delta
Thu 5/283:29 pm
NAS
- IND
1 stop9h 04m
Delta
Deal found 5/3![Delta logo]()
$422
This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1712:26 pm
IND
- PUJ
1 stop25h 04m
Spirit Airlines
Thu 5/212:40 pm
PUJ
- IND
1 stop20h 41m
Spirit Airlines
Deal found 4/29![Spirit Airlines logo]()
$540
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:00 am
IND
- AUA
1 stop8h 20m
United Airlines
Thu 6/44:30 pm
AUA
- IND
2 stops16h 58m
United Airlines
Deal found 4/29![United Airlines logo]()
$412
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:46 pm
IND
- AUA
1 stop20h 23m
American Airlines
Sat 7/254:59 pm
AUA
- IND
2 stops17h 36m
American Airlines
Deal found 5/2![American Airlines logo]()
$465
This Delta deal was found by Cheapflights users on 4/29. 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 9/147:10 am
IND
- SXM
1 stop6h 40m
Delta
Wed 9/163:20 pm
SXM
- IND
1 stop9h 14m
Delta
Deal found 4/29![Delta logo]()
$427
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 7/1810:25 am
IND
- SJU
Nonstop4h 20m
Southwest
Sat 7/251:25 pm
SJU
- IND
Nonstop4h 35m
Southwest
Deal found 4/30![Southwest logo]()
$522
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Fri 7/179:20 am
IND
- NAS
1 stop5h 37m
United Airlines
Wed 7/223:59 pm
NAS
- IND
1 stop7h 56m
United Airlines
Deal found 4/28![United Airlines logo]()
$413
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/146:11 am
IND
- PLS
1 stop8h 01m
American Airlines
Fri 6/192:55 pm
PLS
- IND
2 stops18h 02m
American Airlines
Deal found 4/28![American Airlines logo]()
$466
This Delta deal was found by Cheapflights users on 4/28. 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.
Mon 9/146:00 am
IND
- SXM
1 stop7h 50m
Delta
Thu 9/173:20 pm
SXM
- IND
1 stop9h 14m
Delta
Deal found 4/28![Delta logo]()
$427
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/206:00 am
IND
- AUA
1 stop9h 35m
United Airlines
Fri 7/243:10 pm
AUA
- IND
1 stop8h 16m
United Airlines
Deal found 4/29![United Airlines logo]()
$423
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 9/166:00 am
IND
- SXM
1 stop7h 50m
Delta
Thu 9/173:20 pm
SXM
- IND
1 stop9h 14m
Delta
Deal found 4/30![Delta logo]()
$427
This Southwest deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/305:10 am
IND
- SJU
1 stop8h 35m
Southwest
Sat 6/61:25 pm
SJU
- IND
Nonstop4h 35m
Southwest
Deal found 5/2![Southwest logo]()
$572
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:22 pm
IND
- SXM
1 stop18h 00m
American Airlines
Sat 9/54:39 pm
SXM
- IND
2 stops18h 59m
American Airlines
Deal found 4/28![American Airlines logo]()
$496
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Mon 5/1110:46 am
IND
- SJU
1 stop9h 48m
United Airlines
Tue 5/191:00 am
SJU
- IND
1 stop7h 47m
United Airlines
Deal found 4/28![United Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/217:19 am
IND
- GCM
1 stop7h 17m
American Airlines
Mon 7/275:10 pm
GCM
- IND
2 stops14h 40m
American Airlines
Deal found 5/1![American Airlines logo]()
$497
Last-minute flights from Indianapolis to CaribbeanDiscover last-minute flight deals from Indianapolis to Caribbean. Data last updated May 3, 2026 and is based on user searches.
Discover last-minute flight deals from Indianapolis to Caribbean. Data last updated May 3, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 4/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/71:46 pm
IND
- SJU
1 stop8h 57m
Frontier
Wed 5/133:03 am
SJU
- IND
1 stop9h 43m
Frontier
Deal found 4/29![Frontier logo]()
$308
This American Airlines deal was found by Cheapflights users on 4/29. 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 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
Thu 5/142:30 pm
STT
- IND
1 stop9h 39m
American Airlines
Deal found 4/29![American Airlines logo]()
$325
This Priceline deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:07 pm
IND
- SJU
1 stop9h 57m
Frontier
Sat 5/238:59 am
SJU
- IND
1 stop28h 02m
Frontier
Deal found 5/1![Frontier logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Sat 5/166:10 am
IND
- SJU
1 stop19h 58m
Multiple Airlines
Wed 5/207:30 am
SJU
- IND
2 stops27h 51m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:01 am
IND
- STT
1 stop7h 14m
American Airlines
Thu 5/2811:43 am
STT
- IND
1 stop10h 55m
American Airlines
Deal found 4/29![American Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 5/1812:14 pm
IND
- SJU
2 stops15h 47m
Multiple Airlines
Fri 5/226:00 am
SJU
- IND
1 stop29h 21m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$322
This Priceline deal was found by Cheapflights users on 4/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/191:46 pm
IND
- SJU
1 stop12h 22m
Frontier
Fri 5/229:09 am
SJU
- IND
1 stop27h 52m
Frontier
Deal found 4/29![Frontier logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2212:14 pm
IND
- SJU
2 stops39h 47m
Multiple Airlines
Thu 5/287:00 am
SJU
- IND
1 stop6h 38m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2212:14 pm
IND
- SJU
2 stops11h 45m
Multiple Airlines
Sat 5/237:24 pm
SJU
- IND
1 stop25h 04m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$323
This Booking.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/231:50 pm
IND
- SJU
1 stop12h 18m
Frontier
Sat 5/303:58 pm
SJU
- IND
1 stop21h 03m
Frontier
Deal found 5/1![Frontier logo]()
$297
This Expedia deal was found by Cheapflights users on 4/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:46 pm
IND
- SJU
1 stop18h 18m
Frontier
Sun 5/313:58 pm
SJU
- IND
1 stop26h 41m
Frontier
Deal found 4/29![Frontier logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2912:14 pm
IND
- SJU
2 stops11h 45m
Multiple Airlines
Mon 6/82:05 pm
SJU
- IND
1 stop21h 16m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$313
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 May 3, 2026.
Search for one-way flight options from Indianapolis to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 3, 2026.
This Frontier deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/151:46 pm
IND
- SJU
1 stop12h 22m
Frontier
Deal found 4/30![Frontier logo]()
$106
This Mytrip deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:07 pm
IND
- SJU
1 stop9h 57m
Frontier
Deal found 5/2![Frontier logo]()
$109
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/297:10 pm
IND
- SJU
1 stop12h 47m
Frontier
Deal found 4/29![Frontier logo]()
$118
This Priceline deal was found by Cheapflights users on 4/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/137:46 pm
IND
- SJU
1 stop12h 09m
Frontier
Deal found 4/29![Frontier logo]()
$120
This Expedia deal was found by Cheapflights users on 4/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:10 pm
IND
- SJU
1 stop22h 26m
Frontier
Deal found 4/29![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/188:00 am
IND
- SJU
1 stop30h 33m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$129
This Frontier deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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.
Thu 6/257:46 pm
IND
- SJU
1 stop6h 23m
Frontier
Deal found 4/30![Frontier logo]()
$138
This Trip.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:14 pm
IND
- SJU
2 stops13h 54m
Frontier
Deal found 5/1![Frontier logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Fri 6/2612:14 pm
IND
- SJU
2 stops26h 15m
Frontier
Deal found 4/29![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Fri 5/2912:14 pm
IND
- SJU
2 stops19h 50m
Frontier
Deal found 4/29![Frontier logo]()
$147
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/67:00 am
IND
- MBJ
1 stop7h 30m
United Airlines
Deal found 4/30![United Airlines logo]()
$152
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:47 pm
IND
- STT
2 stops18h 00m
American Airlines
Deal found 5/2![American Airlines logo]()
$154
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 May 3, 2026.
Round-trip from | $212 (Expedia) |
|---|---|
One-way from | $106 (Frontier) |
Popular in | December |
Cheapest in | September |
Average price | $355 |
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 May 3, 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
IndianapolisSaint Thomas Island
IND - STT
INDSTT
Indianapolis
Sat 5/16
9:28 am-5:00 pm
1 stop7h 32m
Saint Thomas Island Cyril E King
Sat 5/23
2:10 pm-10:05 pm
1 stop7h 55m
$300
IndianapolisSaint Thomas Island
IND - STT
INDSTT
Indianapolis
Mon 5/11
7:13 am-4:15 pm
2 stops9h 02m
Saint Thomas Island Cyril E King
Fri 5/15
5:05 pm-11:59 pm
1 stop6h 54m
$325
IndianapolisMontego Bay
IND - MBJ
INDMBJ
Indianapolis
Mon 5/18
7:16 am-3:34 pm
1 stop9h 18m
Montego Bay Sangster Intl
Thu 5/21
4:59 pm-12:33 am
1 stop6h 34m
$362
IndianapolisMontego Bay
IND - MBJ
INDMBJ
Indianapolis
Fri 7/3
5:35 am-3:10 pm
1 stop10h 35m
Montego Bay Sangster Intl
Tue 7/7
4:12 pm-11:59 pm
1 stop6h 47m
$365
IndianapolisMontego Bay
IND - MBJ
INDMBJ
Indianapolis
Wed 5/13
6:00 am-3:34 pm
1 stop10h 34m
Montego Bay Sangster Intl
Wed 5/20
4:59 pm-12:33 am
1 stop6h 34m
$372
IndianapolisMontego Bay
IND - MBJ
INDMBJ
Indianapolis
Wed 5/6
6:00 am-3:10 pm
2 stops10h 10m
Montego Bay Sangster Intl
Fri 5/8
4:12 pm-10:05 am
2 stops16h 53m
$377
IndianapolisSaint Thomas Island
IND - STT
INDSTT
Indianapolis
Mon 5/11
7:16 am-3:17 pm
1 stop8h 01m
Saint Thomas Island Cyril E King
Fri 5/15
3:01 pm-12:33 am
1 stop9h 32m
$387
IndianapolisMontego Bay
IND - MBJ
INDMBJ
Indianapolis
Sat 5/16
10:00 am-3:10 pm
1 stop6h 10m
Montego Bay Sangster Intl
Sat 5/23
2:40 pm-11:26 pm
1 stop7h 46m
$402
IndianapolisOranjestad
IND - AUA
INDAUA
Indianapolis
Thu 5/28
7:00 am-3:20 pm
1 stop8h 20m
Oranjestad Reina Beatrix
Thu 6/4
4:30 pm-9:28 am
2 stops16h 58m
$412
IndianapolisNassau
IND - NAS
INDNAS
Indianapolis
Fri 7/17
9:20 am-2:57 pm
1 stop5h 37m
Nassau Intl
Wed 7/22
3:59 pm-11:55 pm
1 stop7h 56m
$413
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-PUJ
IND-GCM
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-PUJ
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 36 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 $108). Flying from Indianapolis to Caribbean in December is currently the most expensive (average of $1,231). 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.
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 May 3, 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.
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 May 3, 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 May 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$107 | Average$450 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$138 | Average$264 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$152 | Average$542 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$215 | Average$648 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$228 | Average$559 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$247 | Average$584 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$374 | Average$810 | FlexibilityNo cancel fee | On-time62% |