Caribbean

$96+ Cheap flights from Indianapolis (IND) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Apr 13 — Apr 201
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Cheap flight deals from Indianapolis to Caribbean

Cheapest flights from Indianapolis to Caribbean
Explore the most affordable flight options available from Indianapolis to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 14, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/811:36 am
IND
-
SJU
1 stop7h 19m
Multiple Airlines
Wed 4/154:35 pm
SJU
-
IND
2 stops18h 57m
Multiple Airlines
Deal found 3/12$265
This Kiwi.com deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2612:12 pm
IND
-
SJU
1 stop7h 02m
Multiple Airlines
Sun 5/39:54 am
SJU
-
IND
1 stop24h 40m
Multiple Airlines
Deal found 3/11$267
This Flightnetwork deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/237:13 pm
IND
-
SJU
1 stop6h 48m
Frontier
Thu 4/306:00 am
SJU
-
IND
1 stop29h 49m
Frontier
Deal found 3/11$274
This Expedia deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:08 pm
IND
-
SJU
2 stops18h 41m
Multiple Airlines
Thu 4/163:19 pm
SJU
-
IND
1 stop16h 19m
Multiple Airlines
Deal found 3/10$276
This Kiwi.com deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1012:18 pm
IND
-
SJU
1 stop7h 32m
Multiple Airlines
Sun 4/197:00 am
SJU
-
IND
2 stops27h 34m
Multiple Airlines
Deal found 3/10$280
This CheapOair deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:08 pm
IND
-
SJU
2 stops18h 41m
Multiple Airlines
Tue 4/143:08 am
SJU
-
IND
1 stop8h 03m
Multiple Airlines
Deal found 3/13$281
This Kiwi.com deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1012:18 pm
IND
-
SJU
2 stops53h 21m
Multiple Airlines
Fri 4/178:27 pm
SJU
-
IND
1 stop13h 22m
Multiple Airlines
Deal found 3/12$282
This Kiwi.com deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/191:56 pm
IND
-
SJU
1 stop22h 37m
Multiple Airlines
Wed 4/2911:30 am
SJU
-
IND
2 stops24h 02m
Multiple Airlines
Deal found 3/11$283
This Kiwi.com deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2012:34 pm
IND
-
SJU
1 stop6h 40m
Multiple Airlines
Thu 4/306:00 am
SJU
-
IND
1 stop14h 08m
Multiple Airlines
Deal found 3/11$284
This American Airlines deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/128:08 pm
IND
-
STT
2 stops17h 07m
American Airlines
Wed 4/1511:27 am
STT
-
IND
1 stop6h 58m
American Airlines
Deal found 3/14$300
This American Airlines deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/158:16 am
IND
-
STT
1 stop6h 33m
American Airlines
Thu 4/2311:27 am
STT
-
IND
1 stop6h 58m
American Airlines
Deal found 3/14$305
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:15 pm
IND
-
STT
1 stop17h 20m
American Airlines
Fri 5/152:30 pm
STT
-
IND
1 stop9h 39m
American Airlines
Deal found 3/9$316

Find flight deals from Indianapolis to Caribbean

Keep the following information in mind while searching for Indianapolis to Caribbean flight deals. Data was last updated March 14, 2026.

Round-trip from

$265
(Kiwi.com)

One-way from

$96
(Priceline)

Popular in

December

Cheapest in

September

Average price

$452
From Indianapolis to Caribbean
One-way flight from Indianapolis to Caribbean
Highest demand for flights based on searches. 15% potential increase in price ($72 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($21 potential savings vs. average RT price).
Average for round-trip flights in March 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Indianapolis to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 14, 2026.
Use the filters below to find and compare flights from Indianapolis to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Tue 4/21

12:47 pm-11:50 pm

2 stops11h 03m

San Juan Luis Munoz Marin Intl

Sat 4/25

7:40 am-3:08 pm

1 stop7h 28m

$298

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Sat 5/16

7:15 pm-12:35 pm

1 stop17h 20m

Saint Thomas Island Cyril E King

Fri 5/22

4:48 pm-11:59 pm

1 stop7h 11m

$300

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Tue 4/14

6:00 am-3:31 pm

1 stop9h 31m

Saint Thomas Island Cyril E King

Mon 4/20

4:45 pm-11:57 pm

1 stop7h 12m

$300

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Fri 4/10

7:08 am-2:48 pm

1 stop7h 40m

Saint Thomas Island Cyril E King

Wed 4/15

3:05 pm-12:41 am

1 stop9h 36m

$320

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Tue 4/28

9:40 am-8:51 pm

2 stops11h 11m

San Juan Luis Munoz Marin Intl

Tue 5/5

10:03 am-9:25 pm

2 stops11h 22m

$320

IndianapolisProvidenciales

IND - PLS

INDPLS

Indianapolis

Tue 4/14

6:00 am-12:40 pm

1 stop6h 40m

Providenciales

Tue 4/21

3:25 pm-12:41 am

1 stop9h 16m

$321

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Mon 4/13

9:00 am-9:24 pm

2 stops12h 24m

San Juan Luis Munoz Marin Intl

Thu 4/16

1:00 am-11:17 am

2 stops10h 17m

$340

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Wed 4/22

1:25 pm-11:40 pm

1 stop10h 15m

San Juan Luis Munoz Marin Intl

Wed 4/29

5:05 am-5:15 pm

1 stop12h 10m

$341

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Mon 3/23

8:04 pm-12:05 pm

1 stop16h 01m

Saint Thomas Island Cyril E King

Tue 3/31

3:40 pm-9:32 am

2 stops17h 52m

$345

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Thu 3/19

6:00 am-3:18 pm

1 stop9h 18m

Saint Thomas Island Cyril E King

Thu 3/26

2:35 pm-11:30 pm

1 stop8h 55m

$350

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/12

Showing 1-10 of 60 resultsSorted by cheapest first
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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.
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

What is the cheapest month to book a flight from Indianapolis to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Indianapolis to Caribbean (average of $143). Flying from Indianapolis to Caribbean in June is currently the most expensive (average of $232). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IND to CB?

Find hourly flight availability from Indianapolis to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 14, 2026.

When flying from Indianapolis to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated March 14, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Indianapolis to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

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.
  • What airport do you fly from for flights from Indianapolis to Caribbean?

    If you book a flight to Caribbean from Indianapolis, you will be flying from Indianapolis, which is the city’s only airport. Indianapolis (IND) is located 8.3 mi from the center of Indianapolis.

  • How long is the flight from Indianapolis to Caribbean?

    Departing from Indianapolis to Caribbean will take you 7h 40m. Indianapolis and Caribbean are separated by a distance of 1948 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Indianapolis to Caribbean one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $94. However, be on the lookout for offers from Spirit Airlines and Southwest, as they are both options that can get you from Indianapolis to Caribbean for a low price.

  • What are the most popular routes from Indianapolis to Caribbean?

  • Can I find deals for flights from Indianapolis to Caribbean that include hotel bookings?

    Yes. In addition to deals on Indianapolis to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Indianapolis to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Indianapolis to Caribbean.

  • Can I find deals for business class flights from Indianapolis to Caribbean?

    Yes. Cheapflights offers flight deals from Indianapolis to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Indianapolis to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Indianapolis to Caribbean (average of $143). Flying from Indianapolis to Caribbean in June is currently the most expensive (average of $232). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different 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.

Top 7 airlines flying from Indianapolis to Caribbean

Discover the top 7 airlines that operate flights from Indianapolis to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$138Average$298FlexibilityNo cancel feeOn-time62%
DeltaCheapest$148Average$558FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$191Average$449FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$215Average$651FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$215Average$544FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$248Average$584FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$374Average$810FlexibilityNo cancel feeOn-time62%

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