Caribbean Islands

$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
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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 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$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$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$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$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$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$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$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$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$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$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$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$258

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
From Indianapolis to Caribbean Islands
One-way flight from Indianapolis to Caribbean Islands
Highest demand for flights based on searches. 17% potential increase in price ($84 potential increase over avg. RT price).
Cheapest flight prices on average. 6% potential price decrease ($25 potential savings vs. average RT price).
Average for round-trip flights in February 2026

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

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/11

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, 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
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

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

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

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

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

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

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

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

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

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

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 $256, Delta can have you in Caribbean Islands from Indianapolis in 10h 23m. 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, 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.

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 February 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$365FlexibilityNo cancel feeOn-time62%
DeltaCheapest$138Average$545FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$191Average$411FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$215Average$768FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$215Average$568FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$248Average$579FlexibilityNo cancel feeOn-time71%

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