Caribbean Islands

$78+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Jan 20 — Jan 271
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Cheap flight deals from Indianapolis to Caribbean Islands

Cheapest flights from Indianapolis to Caribbean Islands
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 December 21, 2025.

This Frontier deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” 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.
Mon 12/2910:22 amIND - SJU
1 stop11h 53mFrontier
Sat 1/106:15 amSJU - IND
1 stop9h 28mFrontier
Deal found 12/18$323
This Kiwi.com deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” 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 12/314:51 pmIND - SJU
2 stops28h 14mSpirit Airlines
Mon 1/128:05 pmSJU - IND
1 stop23h 18mSpirit Airlines
Deal found 12/20$340
This American Airlines deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” 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 12/316:00 amIND - SJU
1 stop14h 11mAmerican Airlines
Mon 1/126:30 amSJU - IND
1 stop12h 27mAmerican Airlines
Deal found 12/20$345
This Priceline deal was found by Cheapflights users on 12/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:47 pmIND - SJU
1 stop10h 47mFrontier
Thu 12/2510:33 amSJU - IND
1 stop6h 48mFrontier
Deal found 12/19$355
This Frontier deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” 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.
Mon 12/2910:22 amIND - SJU
1 stop11h 53mFrontier
Thu 1/83:55 amSJU - IND
1 stop9h 51mFrontier
Deal found 12/18$357
This Delta deal was found by Cheapflights users on 12/19. Clicking the “Pick Dates” 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 12/212:42 pmIND - SJU
1 stop7h 38mDelta
Fri 12/263:45 amSJU - IND
1 stop9h 06mDelta
Deal found 12/19$365
This Priceline deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” 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 12/235:06 pmIND - SJU
1 stop8h 44mFrontier
Mon 12/293:55 amSJU - IND
1 stop13h 16mFrontier
Deal found 12/18$375
This American Airlines deal was found by Cheapflights users on 12/19. Clicking the “Pick Dates” 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 12/301:04 pmIND - SJU
1 stop9h 55mAmerican Airlines
Fri 1/96:30 amSJU - IND
1 stop15h 30mAmerican Airlines
Deal found 12/19$385
This American Airlines deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” 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 12/316:03 amIND - NAS
1 stop9h 52mAmerican Airlines
Tue 1/66:45 pmNAS - IND
1 stop15h 16mAmerican Airlines
Deal found 12/20$390
This Delta deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” 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 12/2210:56 amIND - MBJ
1 stop9h 45mDelta
Fri 12/263:38 pmMBJ - IND
1 stop6h 04mDelta
Deal found 12/18$393
This Frontier deal was found by Cheapflights users on 12/19. Clicking the “Pick Dates” 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.
Mon 12/226:47 pmIND - SJU
1 stop10h 47mFrontier
Thu 1/17:06 pmSJU - IND
1 stop15h 19mFrontier
Deal found 12/19$394
This Kiwi.com deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” 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 12/306:39 pmIND - SJU
2 stops13h 00mMultiple Airlines
Fri 1/96:00 amSJU - IND
1 stop7h 46mMultiple Airlines
Deal found 12/18$406

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 December 21, 2025.

Round-trip from

$206
(FlightHub)

One-way from

$78
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$615
From Indianapolis to Caribbean Islands
One-way flight from Indianapolis to Caribbean Islands
Highest demand for flights based on searches. 15% potential increase in price ($74 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in December 2025

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 December 21, 2025.
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

IndianapolisChristiansted

IND - STX

INDSTX

Indianapolis

Mon 2/9

5:10 am-3:43 pm

1 stop9h 33m

Christiansted Henry Rohlsen

Fri 2/13

4:37 pm-10:48 pm

1 stop7h 11m

$236

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Fri 1/9

6:00 am-3:56 pm

2 stops8h 56m

Saint Thomas Island Cyril E King

Fri 1/16

6:39 pm-8:38 am

2 stops14h 59m

$257

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Wed 2/4

5:08 am-2:36 pm

1 stop8h 28m

Saint Thomas Island Cyril E King

Sun 2/8

6:39 pm-10:21 am

2 stops16h 42m

$257

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Mon 2/9

7:01 am-5:05 pm

2 stops9h 04m

Saint Thomas Island Cyril E King

Fri 2/13

1:16 pm-12:33 am

2 stops12h 17m

$257

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Tue 1/20

7:01 am-5:05 pm

2 stops9h 04m

Saint Thomas Island Cyril E King

Tue 1/27

2:26 pm-9:00 pm

1 stop7h 34m

$257

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Thu 2/5

5:08 am-2:36 pm

1 stop8h 28m

Saint Thomas Island Cyril E King

Sun 2/8

6:39 pm-10:01 am

1 stop16h 22m

$257

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Thu 2/19

7:09 pm-1:47 pm

1 stop17h 38m

Saint Thomas Island Cyril E King

Mon 2/23

4:29 pm-10:39 am

1 stop19h 10m

$257

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Thu 2/19

8:04 pm-12:21 pm

2 stops15h 17m

Saint Thomas Island Cyril E King

Thu 2/26

1:16 pm-12:33 am

2 stops12h 17m

$257

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Mon 3/30

6:50 am-3:57 pm

1 stop9h 07m

San Juan Luis Munoz Marin Intl

Tue 4/7

6:15 am-12:39 pm

1 stop6h 24m

$270

IndianapolisMontego Bay

IND - MBJ

INDMBJ

Indianapolis

Sat 1/31

8:26 pm-12:02 pm

1 stop15h 36m

Montego Bay Sangster Intl

Sat 2/7

12:57 pm-10:48 pm

1 stop9h 51m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 60 results
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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.
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

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

Currently, January is the cheapest month in which you can book a flight from Indianapolis to Caribbean Islands (average of $128). Flying from Indianapolis to Caribbean Islands in July is currently the most expensive (average of $227). 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 December 21, 2025.

It’s optimal to fly from Indianapolis to Caribbean Islands at noon. By choosing this option you can save up to 19% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Indianapolis to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Indianapolis to Caribbean Islands. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Indianapolis to Caribbean Islands flight should consider departing on Friday evenings when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 21, 2025.
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

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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

    If you book a flight to Caribbean Islands 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 Islands?

    For as low as $266, Spirit Airlines can have you in Caribbean Islands from Indianapolis in 8h 35m. There are 1903 mi between Indianapolis and Caribbean Islands. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $65. 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 Islands for a low price.

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Indianapolis to Caribbean Islands 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 Islands?

    Currently, January is the cheapest month in which you can book a flight from Indianapolis to Caribbean Islands (average of $128). Flying from Indianapolis to Caribbean Islands in July is currently the most expensive (average of $227). 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

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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.

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 December 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$364FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$191Average$418FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$215Average$794FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$215Average$588FlexibilityNo cancel feeOn-time69%
DeltaCheapest$215Average$560FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$597FlexibilityNo cancel feeOn-time71%

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