$93+ Cheap flights from Indianapolis (IND) to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Oct 15 — Oct 221
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
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 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 September 15, 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 September 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Sat 10/311:47 pm -
1 stop9h 57m
Thu 11/53:59 pm -
1 stop27h 58m
Deal found 9/11![Frontier logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:47 pm -
1 stop9h 57m
Tue 11/33:59 pm -
1 stop27h 58m
Deal found 9/13![Frontier logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Fri 10/27:48 pm -
2 stops43h 28m
Wed 10/76:30 am -
1 stop12h 23m
Deal found 9/11![Frontier logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Sat 10/37:48 pm -
2 stops17h 46m
Wed 10/76:30 am -
1 stop12h 23m
Deal found 9/11![Frontier logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 11/47:52 pm -
2 stops21h 29m
Thu 11/123:59 pm -
1 stop27h 58m
Deal found 9/11![Frontier logo]()
$208
This Trip.com deal was found by Cheapflights users on 9/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:10 pm -
1 stop8h 45m
Wed 10/287:15 am -
2 stops11h 42m
Deal found 9/9![Frontier logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/271:33 pm -
1 stop25h 44m
Fri 10/303:59 pm -
1 stop21h 03m
Deal found 9/14![Multiple Airlines logo]()
$219
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:12 pm -
2 stops17h 15m
Mon 11/21:07 pm -
1 stop10h 51m
Deal found 9/14![American Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/285:45 pm -
2 stops17h 30m
Sat 12/55:25 pm -
2 stops16h 04m
Deal found 9/14![American Airlines logo]()
$347
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 11/286:00 am -
1 stop7h 31m
Sun 12/63:35 pm -
1 stop8h 47m
Deal found 9/10![United Airlines logo]()
$358
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/258:58 pm -
2 stops16h 33m
Wed 10/285:05 pm -
2 stops19h 48m
Deal found 9/14![American Airlines logo]()
$370
This Air Canada deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1810:20 am -
1 stop7h 10m
Thu 10/226:30 pm -
1 stop21h 11m
Deal found 9/14![Air Canada logo]()
$372
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 September 15, 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 September 15, 2026.
This CheapOair deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:47 pm -
1 stop9h 57m
Mon 11/23:55 am -
1 stop7h 35m
Deal found 9/14![Frontier logo]()
$216
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:01 am -
1 stop9h 22m
Wed 10/2812:41 pm -
1 stop9h 16m
Deal found 9/14![American Airlines logo]()
$274
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 11/286:00 am -
1 stop7h 31m
Sun 12/63:35 pm -
1 stop8h 47m
Deal found 9/10![United Airlines logo]()
$358
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:00 am -
1 stop5h 50m
Sat 10/311:15 pm -
1 stop7h 13m
Deal found 9/10![Delta logo]()
$400
This Southwest deal was found by Cheapflights users on 9/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/138:45 am -
1 stop11h 05m
Sun 11/159:40 pm -
1 stop12h 25m
Deal found 9/12![Southwest logo]()
$406
This Copa Airlines deal was found by Cheapflights users on 9/10. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/245:45 am -
2 stops17h 11m
Sun 11/82:24 pm -
2 stops29h 22m
Deal found 9/10![Copa Airlines logo]()
$629
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:22 am -
1 stop7h 26m
Mon 11/1612:55 pm -
1 stop10h 49m
Deal found 9/9![United Airlines logo]()
$400
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/152:25 pm -
2 stops9h 35m
Sun 12/139:35 pm -
1 stop12h 30m
Deal found 9/14![Southwest logo]()
$406
This United Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:00 am -
1 stop6h 47m
Wed 9/302:35 pm -
1 stop7h 24m
Deal found 9/12![United Airlines logo]()
$402
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/86:00 am -
1 stop6h 43m
Sat 2/1311:54 am -
1 stop12h 05m
Deal found 9/10![American Airlines logo]()
$456
This United Airlines deal was found by Cheapflights users on 9/10. 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 11/126:22 am -
1 stop7h 26m
Tue 11/1712:55 pm -
2 stops10h 52m
Deal found 9/10![United Airlines logo]()
$404
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:00 am -
1 stop8h 40m
Wed 10/284:05 pm -
1 stop8h 20m
Deal found 9/11![Delta logo]()
$518
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/712:10 pm -
2 stops10h 25m
Sun 11/155:35 am -
2 stops11h 00m
Deal found 9/13![Southwest logo]()
$474
This American Airlines deal was found by Cheapflights users on 9/12. 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 10/247:12 pm -
1 stop18h 03m
Sat 10/312:19 pm -
1 stop7h 47m
Deal found 9/12![American Airlines logo]()
$501
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/51:05 pm -
2 stops10h 50m
Mon 11/97:30 am -
2 stops9h 05m
Deal found 9/10![Southwest logo]()
$474
This United Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:20 am -
1 stop7h 54m
Fri 11/273:20 pm -
2 stops18h 28m
Deal found 9/12![United Airlines logo]()
$475
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/83:10 pm -
2 stops9h 15m
Thu 10/156:30 am -
2 stops8h 50m
Deal found 9/10![Southwest logo]()
$481
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:57 pm -
2 stops19h 29m
Sat 10/101:01 pm -
1 stop10h 28m
Deal found 9/10![American Airlines logo]()
$547
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/76:00 am -
1 stop8h 25m
Mon 1/113:50 pm -
1 stop8h 42m
Deal found 9/11![Delta logo]()
$627
This Copa Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:45 am -
2 stops29h 09m
Wed 10/288:57 am -
2 stops25h 23m
Deal found 9/14![Copa Airlines logo]()
$693
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 10/319:10 am -
2 stops14h 26m
Fri 11/62:05 am -
2 stops11h 42m
Deal found 9/10![United Airlines logo]()
$476
This Southwest deal was found by Cheapflights users on 9/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1412:55 pm -
2 stops9h 40m
Sun 11/155:35 am -
2 stops11h 00m
Deal found 9/12![Southwest logo]()
$496
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/276:00 am -
1 stop7h 15m
Sun 1/313:40 pm -
1 stop9h 52m
Deal found 9/14![Delta logo]()
$640
This United Airlines deal was found by Cheapflights users on 9/10. 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 11/265:45 am -
1 stop10h 43m
Thu 12/32:55 pm -
1 stop9h 58m
Deal found 9/10![United Airlines logo]()
$482
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/273:16 pm -
2 stops18h 06m
Fri 11/66:00 am -
2 stops9h 38m
Deal found 9/10![American Airlines logo]()
$605
This United Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/69:50 am -
1 stop6h 38m
Tue 11/105:10 pm -
1 stop7h 49m
Deal found 9/13![United Airlines logo]()
$482
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:00 am -
2 stops12h 06m
Sun 11/158:55 pm -
2 stops14h 48m
Deal found 9/12![Delta logo]()
$645
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:12 pm -
2 stops19h 52m
Thu 10/152:42 pm -
2 stops18h 17m
Deal found 9/10![American Airlines logo]()
$623
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:20 am -
2 stops8h 10m
Tue 12/81:00 pm -
2 stops9h 45m
Deal found 9/10![Southwest logo]()
$575
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/135:45 am -
1 stop6h 55m
Wed 10/143:35 pm -
2 stops19h 21m
Deal found 9/14![United Airlines logo]()
$487
Last-minute flights from Indianapolis to CaribbeanDiscover last-minute flight deals from Indianapolis to Caribbean. Data last updated September 15, 2026 and is based on user searches.
Discover last-minute flight deals from Indianapolis to Caribbean. Data last updated September 15, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Fri 10/27:48 pm -
2 stops43h 28m
Wed 10/76:30 am -
1 stop12h 23m
Deal found 9/11![Frontier logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Sat 10/37:48 pm -
2 stops17h 46m
Wed 10/76:30 am -
1 stop12h 23m
Deal found 9/11![Frontier logo]()
$207
This American Airlines deal was found by Cheapflights users on 9/12. 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 10/177:12 pm -
2 stops17h 46m
Sat 10/313:58 pm -
2 stops21h 10m
Deal found 9/12![American Airlines logo]()
$372
This Air Canada deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1810:20 am -
1 stop7h 10m
Thu 10/226:30 pm -
1 stop21h 11m
Deal found 9/14![Air Canada logo]()
$372
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:19 pm -
1 stop14h 08m
Thu 10/227:45 am -
1 stop15h 44m
Deal found 9/10![American Airlines logo]()
$376
This Trip.com deal was found by Cheapflights users on 9/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:10 pm -
1 stop8h 45m
Wed 10/287:15 am -
2 stops11h 42m
Deal found 9/9![Frontier logo]()
$216
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:12 pm -
1 stop18h 03m
Wed 10/285:05 pm -
2 stops19h 48m
Deal found 9/14![American Airlines logo]()
$370
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:12 pm -
2 stops17h 15m
Mon 11/21:07 pm -
1 stop10h 51m
Deal found 9/14![American Airlines logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/271:33 pm -
1 stop25h 44m
Fri 10/303:59 pm -
1 stop21h 03m
Deal found 9/14![Multiple Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Sat 10/311:47 pm -
1 stop9h 57m
Thu 11/53:59 pm -
1 stop27h 58m
Deal found 9/11![Frontier logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:47 pm -
1 stop9h 57m
Tue 11/33:59 pm -
1 stop27h 58m
Deal found 9/13![Frontier logo]()
$161
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:57 pm -
2 stops18h 56m
Sat 11/73:29 pm -
1 stop19h 42m
Deal found 9/13![American Airlines logo]()
$360
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 September 15, 2026.
Search for one-way flight options from Indianapolis to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:52 pm -
1 stop28h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:52 pm -
1 stop28h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Frontier logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:59 pm -
2 stops20h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/141:47 pm -
2 stops12h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/127:59 pm -
2 stops37h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:59 pm -
2 stops38h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:52 pm -
2 stops19h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$124
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/207:19 pm -
1 stop14h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![American Airlines logo]()
$125
This Air Canada deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/234:25 pm -
2 stops21h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Air Canada logo]()
$146
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:05 am -
1 stop4h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$147
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:00 am -
1 stop7h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![American Airlines logo]()
$152
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/157:54 am -
2 stops11h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![American Airlines logo]()
$156
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 September 15, 2026.
Round-trip from | $157 (Kiwi.com) |
|---|---|
One-way from | $93 (Kiwi.com) |
Popular in | December |
Cheapest in | May |
Average price | $365 |
Good round-trip deal | $489 or less |
Good one-way deal | $255 or less |
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 7,457,451 searches. Data last updated September 15, 2026.
Use the filters below to find and compare flights from Indianapolis to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
IndianapolisSan Juan
IND Indianapolis - SJU San Juan Luis Munoz Marin Intl
INDSJU
Indianapolis
Mon 10/12
7:59 pm-4:26 pm
2 stops20h 27m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$112
IndianapolisSan Juan
IND Indianapolis - SJU San Juan Luis Munoz Marin Intl
INDSJU
Indianapolis
Mon 11/9
7:52 pm-4:17 pm
2 stops43h 25m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$112
IndianapolisSan Juan
IND Indianapolis - SJU San Juan Luis Munoz Marin Intl
INDSJU
Indianapolis
Sun 11/15
6:13 pm-9:42 am
1 stop14h 29m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$141
IndianapolisSan Juan
IND Indianapolis - SJU San Juan Luis Munoz Marin Intl
INDSJU
Indianapolis
Tue 10/20
11:21 am-1:53 am
1 stop14h 32m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$144
IndianapolisNassau
IND Indianapolis - NAS Nassau Intl
INDNAS
Indianapolis
Wed 9/23
4:25 pm-1:25 pm
2 stops21h 00m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$146
IndianapolisNassau
IND Indianapolis - NAS Nassau Intl
INDNAS
Indianapolis
Tue 11/10
10:23 am-3:33 pm
1 stop5h 10m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$146
Quickest round-trip
IndianapolisNassau
IND Indianapolis - NAS Nassau Intl
INDNAS
Indianapolis
Wed 9/23
7:05 am-11:51 am
1 stop4h 46m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$147
IndianapolisNassau
IND Indianapolis - NAS Nassau Intl
INDNAS
Indianapolis
Wed 9/23
6:00 am-1:26 pm
1 stop7h 26m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$152
IndianapolisNassau
IND Indianapolis - NAS Nassau Intl
INDNAS
Indianapolis
Tue 11/10
9:27 am-7:03 pm
2 stops9h 36m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$156
IndianapolisSan Juan
IND Indianapolis - SJU San Juan Luis Munoz Marin Intl
INDSJU
Indianapolis
Thu 11/12
6:13 pm-9:42 am
1 stop14h 29m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
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-AUA
IND-NAS
IND-SDQ
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-AUA
IND-NAS
What is the cheapest month to book a flight from Indianapolis to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Indianapolis to Caribbean (average of $488). Flying from Indianapolis to Caribbean in December is currently the most expensive (average of $682). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How far ahead should I book a flight from 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 September 15, 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.
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Related info for your journey
Find useful and relevant information for your journey from Indianapolis to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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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 September 15, 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 7,457,451 searches. Data last updated September 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$186 | Average$336 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$235 | Average$563 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$235 | Average$665 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$238 | Average$655 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$291 | Average$745 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$327 | Average$627 | FlexibilityNo cancel fee | On-time62% |