$93+ Cheap flights from Indianapolis (IND) to Caribbean Islands
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Mar 14 — Mar 211
1 adult, Economy
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Find cheap flights from Indianapolis to Caribbean Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Indianapolis to Caribbean IslandsExplore the most affordable flight options available from Indianapolis to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.
Explore the most affordable flight options available from Indianapolis to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 3/27:31 pm
IND
- STT
2 stops20h 03m
Multiple Airlines
Mon 3/92:36 pm
STT
- IND
1 stop18h 03m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$230
This Priceline deal was found by Cheapflights users on 2/10. 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.
Sat 3/76:57 pm
IND
- SJU
1 stop14h 30m
Frontier
Fri 3/136:30 am
SJU
- IND
1 stop26h 09m
Frontier
Deal found 2/10![Frontier logo]()
$248
This Trip.com deal was found by Cheapflights users on 2/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/39:23 pm
IND
- SJU
1 stop11h 31m
Multiple Airlines
Sat 3/73:53 am
SJU
- IND
1 stop28h 39m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$249
This Frontier deal was found by Cheapflights users on 2/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/41:23 pm
IND
- SJU
1 stop12h 30m
Frontier
Thu 3/510:57 am
SJU
- IND
1 stop7h 17m
Frontier
Deal found 2/11![Frontier logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Wed 3/46:00 am
IND
- SJU
1 stop9h 25m
Multiple Airlines
Wed 3/1812:05 pm
SJU
- IND
1 stop23h 11m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$251
This Priceline deal was found by Cheapflights users on 2/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:18 pm
IND
- SJU
1 stop6h 43m
Multiple Airlines
Mon 5/49:54 pm
SJU
- IND
2 stops15h 53m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$253
This Frontier deal was found by Cheapflights users on 2/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2912:07 pm
IND
- SJU
1 stop10h 41m
Frontier
Thu 5/76:30 am
SJU
- IND
1 stop11h 54m
Frontier
Deal found 2/11![Frontier logo]()
$254
This Frontier deal was found by Cheapflights users on 2/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/41:23 pm
IND
- SJU
1 stop10h 20m
Frontier
Sun 3/83:08 am
SJU
- IND
1 stop6h 38m
Frontier
Deal found 2/11![Frontier logo]()
$255
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:10 pm
IND
- SJU
2 stops11h 01m
United Airlines
Wed 3/48:30 am
SJU
- IND
1 stop7h 28m
United Airlines
Deal found 2/8![United Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 2/207:41 pm
IND
- SJU
1 stop19h 40m
Multiple Airlines
Wed 2/2511:52 am
SJU
- IND
2 stops23h 28m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Tue 3/109:34 am
IND
- STT
1 stop27h 57m
Multiple Airlines
Tue 3/172:36 pm
STT
- IND
1 stop18h 45m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$257
This CheapOair deal was found by Cheapflights users on 2/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/512:07 pm
IND
- SJU
1 stop13h 54m
Multiple Airlines
Mon 5/119:54 pm
SJU
- IND
2 stops16h 15m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$258
Best flights from Indianapolis to Caribbean IslandsDiscover carefully curated flight deals from Indianapolis to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 12, 2026.
Discover carefully curated flight deals from Indianapolis to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 12, 2026.
This Delta deal was found by Cheapflights users on 2/9. 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.
Sun 4/266:00 am
IND
- SJU
1 stop10h 23m
Delta
Wed 5/65:34 pm
SJU
- IND
1 stop7h 07m
Delta
Deal found 2/9![Delta logo]()
$256
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:10 pm
IND
- SJU
2 stops11h 01m
United Airlines
Wed 3/48:30 am
SJU
- IND
1 stop7h 28m
United Airlines
Deal found 2/8![United Airlines logo]()
$256
This American Airlines deal was found by Cheapflights users on 2/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/3011:02 am
IND
- SJU
1 stop11h 56m
American Airlines
Tue 4/77:00 pm
SJU
- IND
1 stop16h 26m
American Airlines
Deal found 2/12![American Airlines logo]()
$266
This Frontier deal was found by Cheapflights users on 2/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:10 pm
IND
- SJU
1 stop7h 43m
Frontier
Tue 3/33:53 am
SJU
- IND
1 stop9h 35m
Frontier
Deal found 2/10![Frontier logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 4/207:18 pm
IND
- STT
1 stop18h 13m
Multiple Airlines
Wed 4/221:23 pm
STT
- IND
1 stop18h 45m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$272
This Priceline deal was found by Cheapflights users on 2/10. 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.
Tue 2/245:45 am
IND
- SXM
1 stop7h 30m
Spirit Airlines
Fri 2/273:20 pm
SXM
- IND
1 stop8h 28m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$286
This Southwest deal was found by Cheapflights users on 2/9. 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.
Sun 4/195:05 am
IND
- PLS
1 stop9h 45m
Southwest
Thu 4/233:50 pm
PLS
- IND
1 stop7h 35m
Southwest
Deal found 2/9![Southwest logo]()
$321
This Air Canada deal was found by Cheapflights users on 2/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1610:20 am
IND
- NAS
1 stop7h 10m
Air Canada
Mon 6/226:30 pm
NAS
- IND
1 stop21h 14m
Air Canada
Deal found 2/11![Air Canada logo]()
$360
This United Airlines deal was found by Cheapflights users on 2/11. 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.
Tue 4/211:50 pm
IND
- SJU
2 stops10h 00m
United Airlines
Wed 4/294:55 pm
SJU
- IND
1 stop7h 02m
United Airlines
Deal found 2/11![United Airlines logo]()
$266
This CheapOair deal was found by Cheapflights users on 2/9. 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.
Tue 3/179:34 am
IND
- SJU
1 stop16h 29m
Frontier
Tue 3/246:30 am
SJU
- IND
1 stop26h 51m
Frontier
Deal found 2/9![Frontier logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/85:45 am
IND
- STT
1 stop9h 43m
Multiple Airlines
Tue 4/142:36 pm
STT
- IND
1 stop20h 35m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$281
This Delta deal was found by Cheapflights users on 2/9. 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.
Fri 4/246:00 am
IND
- SJU
1 stop5h 50m
Delta
Thu 4/307:30 am
SJU
- IND
1 stop10h 14m
Delta
Deal found 2/9![Delta logo]()
$291
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Sun 4/267:15 am
IND
- SJU
1 stop7h 29m
United Airlines
Thu 4/307:20 am
SJU
- IND
2 stops10h 32m
United Airlines
Deal found 2/10![United Airlines logo]()
$266
This FlightHub deal was found by Cheapflights users on 2/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/45:45 am
IND
- SXM
1 stop7h 30m
Spirit Airlines
Sun 3/82:20 pm
SXM
- IND
2 stops18h 12m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$315
This CheapOair deal was found by Cheapflights users on 2/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/179:13 pm
IND
- SJU
1 stop11h 41m
Frontier
Fri 2/275:25 pm
SJU
- IND
1 stop16h 14m
Frontier
Deal found 2/12![Frontier logo]()
$289
This CheapOair deal was found by Cheapflights users on 2/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/253:12 pm
IND
- SJU
1 stop6h 57m
Multiple Airlines
Tue 3/33:53 am
SJU
- IND
1 stop9h 35m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$291
This Southwest deal was found by Cheapflights users on 2/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/115:25 am
IND
- MBJ
1 stop10h 05m
Southwest
Wed 3/181:00 pm
MBJ
- IND
1 stop9h 15m
Southwest
Deal found 2/11![Southwest logo]()
$330
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Wed 3/115:10 am
IND
- MBJ
2 stops9h 16m
American Airlines
Wed 3/1812:28 pm
MBJ
- IND
1 stop11h 14m
American Airlines
Deal found 2/11![American Airlines logo]()
$335
This Mytrip deal was found by Cheapflights users on 2/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/85:45 am
IND
- STT
1 stop9h 43m
Spirit Airlines
Wed 4/154:40 pm
STT
- IND
3 stops21h 37m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 2/9. 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.
Mon 4/208:15 am
IND
- PLS
1 stop5h 55m
Delta
Tue 4/213:25 pm
PLS
- IND
1 stop9h 16m
Delta
Deal found 2/9![Delta logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Wed 4/85:45 am
IND
- STT
1 stop9h 43m
Multiple Airlines
Wed 4/154:40 pm
STT
- IND
2 stops18h 37m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$292
This American Airlines deal was found by Cheapflights users on 2/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:53 pm
IND
- MBJ
2 stops15h 31m
American Airlines
Tue 5/122:19 pm
MBJ
- IND
2 stops17h 34m
American Airlines
Deal found 2/12![American Airlines logo]()
$335
This Air Canada deal was found by Cheapflights users on 2/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2110:20 am
IND
- NAS
1 stop7h 10m
Air Canada
Thu 5/286:30 pm
NAS
- IND
1 stop21h 09m
Air Canada
Deal found 2/11![Air Canada logo]()
$369
This Frontier deal was found by Cheapflights users on 2/9. 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.
Sat 2/289:32 pm
IND
- SDQ
1 stop11h 07m
Frontier
Tue 3/31:11 pm
SDQ
- IND
1 stop8h 17m
Frontier
Deal found 2/9![Frontier logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Wed 4/156:15 am
IND
- STT
1 stop9h 19m
Multiple Airlines
Wed 4/222:36 pm
STT
- IND
1 stop17h 32m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 2/9. 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 3/106:00 pm
IND
- PLS
2 stops18h 00m
Delta
Thu 3/123:50 pm
PLS
- IND
1 stop8h 30m
Delta
Deal found 2/9![Delta logo]()
$326
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/115:45 am
IND
- SXM
1 stop7h 30m
Spirit Airlines
Tue 3/172:20 pm
SXM
- IND
1 stop8h 12m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$330
This Air Canada deal was found by Cheapflights users on 2/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/310:20 am
IND
- MBJ
1 stop26h 00m
Air Canada
Mon 6/812:15 pm
MBJ
- IND
1 stop26h 24m
Air Canada
Deal found 2/9![Air Canada logo]()
$376
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Thu 4/307:15 am
IND
- PLS
2 stops8h 50m
United Airlines
Mon 5/45:15 pm
PLS
- IND
1 stop6h 44m
United Airlines
Deal found 2/10![United Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 2/9. 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.
Mon 3/93:25 pm
IND
- PLS
2 stops20h 35m
Delta
Thu 3/123:50 pm
PLS
- IND
1 stop8h 30m
Delta
Deal found 2/9![Delta logo]()
$326
Last-minute flights from Indianapolis to Caribbean IslandsDiscover last-minute flight deals from Indianapolis to Caribbean Islands. Data last updated February 12, 2026 and is based on user searches.
Discover last-minute flight deals from Indianapolis to Caribbean Islands. Data last updated February 12, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 2/207:41 pm
IND
- SJU
1 stop19h 40m
Multiple Airlines
Wed 2/2511:52 am
SJU
- IND
2 stops23h 28m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$257
This CheapOair deal was found by Cheapflights users on 2/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:58 pm
IND
- SJU
1 stop28h 55m
Frontier
Tue 2/243:53 am
SJU
- IND
1 stop9h 35m
Frontier
Deal found 2/12![Frontier logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 2/227:31 pm
IND
- SJU
2 stops16h 08m
Multiple Airlines
Thu 2/264:36 pm
SJU
- IND
1 stop7h 12m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$254
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/243:12 pm
IND
- SJU
3 stops26h 46m
Spirit Airlines
Wed 3/46:27 pm
SJU
- IND
2 stops25h 56m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$259
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:10 pm
IND
- SJU
2 stops11h 01m
United Airlines
Wed 3/48:30 am
SJU
- IND
1 stop7h 28m
United Airlines
Deal found 2/8![United Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 3/27:31 pm
IND
- STT
2 stops20h 03m
Multiple Airlines
Mon 3/92:36 pm
STT
- IND
1 stop18h 03m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$230
This Trip.com deal was found by Cheapflights users on 2/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/39:23 pm
IND
- SJU
1 stop11h 31m
Multiple Airlines
Sat 3/73:53 am
SJU
- IND
1 stop28h 39m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$249
This Frontier deal was found by Cheapflights users on 2/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/41:23 pm
IND
- SJU
1 stop12h 30m
Frontier
Thu 3/510:57 am
SJU
- IND
1 stop7h 17m
Frontier
Deal found 2/11![Frontier logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Wed 3/46:00 am
IND
- SJU
1 stop9h 25m
Multiple Airlines
Wed 3/1812:05 pm
SJU
- IND
1 stop23h 11m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$251
This Priceline deal was found by Cheapflights users on 2/10. 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.
Wed 3/41:23 pm
IND
- SJU
1 stop10h 20m
Frontier
Sun 3/83:08 am
SJU
- IND
1 stop6h 38m
Frontier
Deal found 2/10![Frontier logo]()
$255
This Priceline deal was found by Cheapflights users on 2/10. 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.
Sat 3/76:57 pm
IND
- SJU
1 stop14h 30m
Frontier
Fri 3/136:30 am
SJU
- IND
1 stop26h 09m
Frontier
Deal found 2/10![Frontier logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Tue 3/109:34 am
IND
- STT
1 stop27h 57m
Multiple Airlines
Tue 3/172:36 pm
STT
- IND
1 stop18h 45m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$257
One-way flights from Indianapolis to Caribbean IslandsSearch for one-way flight options from Indianapolis to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 12, 2026.
Search for one-way flight options from Indianapolis to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 12, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 2/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:00 am
IND
- SJU
1 stop7h 04m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$93
This Frontier deal was found by Cheapflights users on 2/9. 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.
Sun 3/19:57 pm
IND
- SJU
1 stop11h 12m
Frontier
Deal found 2/9![Frontier logo]()
$96
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/235:45 am
IND
- SJU
1 stop8h 46m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$102
This Super.com deal was found by Cheapflights users on 2/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/93:00 pm
IND
- SJU
1 stop10h 58m
Frontier
Deal found 2/10![Frontier logo]()
$109
This Super.com deal was found by Cheapflights users on 2/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/179:13 pm
IND
- SJU
1 stop11h 41m
Frontier
Deal found 2/10![Frontier logo]()
$116
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Sun 4/55:15 am
IND
- PLS
1 stop6h 44m
American Airlines
Deal found 2/11![American Airlines logo]()
$116
This Frontier deal was found by Cheapflights users on 2/9. 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.
Thu 4/97:10 pm
IND
- SJU
1 stop6h 51m
Frontier
Deal found 2/9![Frontier logo]()
$117
This Super.com deal was found by Cheapflights users on 2/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/167:18 pm
IND
- SJU
1 stop6h 55m
Frontier
Deal found 2/9![Frontier logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 4/136:40 pm
IND
- AUA
1 stop19h 55m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$121
This Priceline deal was found by Cheapflights users on 2/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/189:13 pm
IND
- SJU
1 stop28h 40m
Frontier
Deal found 2/11![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Mon 4/64:14 pm
IND
- SJU
2 stops31h 44m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$127
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Tue 4/1410:43 am
IND
- SJU
2 stops10h 08m
American Airlines
Deal found 2/9![American Airlines logo]()
$128
Find flight deals from Indianapolis to Caribbean Islands
Keep the following information in mind while searching for Indianapolis to Caribbean Islands flight deals. Data was last updated February 12, 2026.
Round-trip from | $230 (Kiwi.com) |
|---|---|
One-way from | $93 (Cheapflightsfares) |
Popular in | December |
Cheapest in | September |
Average price | $419 |
Cheapflights Fare Finder
Customize your flight search to find flights from Indianapolis to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 12, 2026.
Use the filters below to find and compare flights from Indianapolis to Caribbean Islands that are best for you.
Fly from
Indianapolis
Fly to
Caribbean Islands
Route
Depart
Return
Price
IndianapolisSan Juan
IND - SJU
INDSJU
Indianapolis
Sun 4/26
6:00 am-4:23 pm
1 stop10h 23m
San Juan Luis Munoz Marin Intl
Wed 5/6
5:34 pm-12:41 am
1 stop7h 07m
$256
IndianapolisSan Juan
IND - SJU
INDSJU
Indianapolis
Sun 3/1
6:10 pm-6:11 am
2 stops11h 01m
San Juan Luis Munoz Marin Intl
Wed 3/4
8:30 am-2:58 pm
1 stop7h 28m
$256
IndianapolisSan Juan
IND - SJU
INDSJU
Indianapolis
Mon 3/30
11:02 am-10:58 pm
1 stop11h 56m
San Juan Luis Munoz Marin Intl
Tue 4/7
7:00 pm-11:26 am
1 stop16h 26m
$266
IndianapolisSan Juan
IND - SJU
INDSJU
Indianapolis
Tue 4/21
1:50 pm-11:50 pm
2 stops10h 00m
San Juan Luis Munoz Marin Intl
Wed 4/29
4:55 pm-11:57 pm
1 stop7h 02m
$266
IndianapolisSan Juan
IND - SJU
INDSJU
Indianapolis
Sun 4/26
7:15 am-2:44 pm
1 stop7h 29m
San Juan Luis Munoz Marin Intl
Thu 4/30
7:20 am-5:52 pm
2 stops10h 32m
$266
IndianapolisSan Juan
IND - SJU
INDSJU
Indianapolis
Fri 2/27
6:10 pm-2:53 am
1 stop7h 43m
San Juan Luis Munoz Marin Intl
Tue 3/3
3:53 am-12:28 pm
1 stop9h 35m
$269
IndianapolisSaint Thomas Island
IND - STT
INDSTT
Indianapolis
Mon 4/20
7:18 pm-1:31 pm
1 stop18h 13m
Saint Thomas Island Cyril E King
Wed 4/22
1:23 pm-8:08 am
1 stop18h 45m
$272
IndianapolisSan Juan
IND - SJU
INDSJU
Indianapolis
Tue 3/17
9:34 am-2:03 am
1 stop16h 29m
San Juan Luis Munoz Marin Intl
Tue 3/24
6:30 am-9:21 am
1 stop26h 51m
$273
IndianapolisSaint Thomas Island
IND - STT
INDSTT
Indianapolis
Wed 4/8
5:45 am-3:28 pm
1 stop9h 43m
Saint Thomas Island Cyril E King
Tue 4/14
2:36 pm-11:11 am
1 stop20h 35m
$281
IndianapolisSimpson Bay
IND - SXM
INDSXM
Indianapolis
Tue 2/24
5:45 am-2:15 pm
1 stop7h 30m
Simpson Bay Princess Juliana
Fri 2/27
3:20 pm-10:48 pm
1 stop8h 28m
$286
Showing 1-10 of 60 results
Best time to book a flight from Indianapolis to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Indianapolis with our price prediction graph.
IND-STT
IND-SJU
IND-AUA
IND-NAS
IND-PUJ
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 Islands
IND-zzEPX
IND-STT
IND-SJU
IND-AUA
IND-NAS
What is the cheapest month to book a flight from Indianapolis to Caribbean Islands?
Currently, July is the cheapest month in which you can book a flight from Indianapolis to Caribbean Islands (average of $109). Flying from Indianapolis to Caribbean Islands in December is currently the most expensive (average of $225). 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 EPX?
Find hourly flight availability from Indianapolis to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 12, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Indianapolis to Caribbean Islands as you normally would.
Reviews of airlines servicing Caribbean Islands
Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated February 12, 2026.
See what other customers who have flown with Southwest, Delta, and United Airlines from Indianapolis to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Indianapolis to Caribbean Islands. 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 Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Indianapolis to Caribbean Islands by cabin class
Find flights from Indianapolis to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Indianapolis and Caribbean Islands flights
Browse other Indianapolis and Caribbean Islands flight options. Last updated on February 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Indianapolis to Caribbean Islands flights
Consider these flights traveling from Indianapolis to Caribbean Islands.
Top 6 airlines flying from Indianapolis to Caribbean Islands
Discover the top 6 airlines that operate flights from Indianapolis to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$130 | Average$365 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$138 | Average$545 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$191 | Average$411 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$215 | Average$768 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$215 | Average$568 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$248 | Average$579 | FlexibilityNo cancel fee | On-time71% |