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Caribbean Islands

$94+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap 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 September 16, 2025.

Round-trip from

$222
(Kiwi.com)

One-way from

$94
(eDestinos)

Popular in

December

Cheapest in

September

Average price

$270
From Indianapolis to Caribbean Islands
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One-way flight from Indianapolis to Caribbean Islands
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Highest demand for flights based on searches. 8% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/225:15 amIND - SJU
1 stop10h 09mMultiple Airlines
Sat 10/256:22 amSJU - IND
1 stop14h 48mMultiple Airlines
Deal found 9/15$222
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 11/111:28 pmIND - SJU
1 stop27h 26mMultiple Airlines
Wed 11/199:00 amSJU - IND
1 stop16h 32mMultiple Airlines
Deal found 9/14$223
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/215:15 amIND - SJU
1 stop10h 09mMultiple Airlines
Fri 10/315:51 pmSJU - IND
1 stop27h 19mMultiple Airlines
Deal found 9/15$231
This Delta deal was found by Cheapflights users on 9/16. 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 10/227:29 amIND - SJU
1 stop8h 56mDelta
Tue 10/287:00 amSJU - IND
1 stop9h 19mDelta
Deal found 9/16$235
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Fri 10/241:01 pmIND - SJU
1 stop10h 58mAmerican Airlines
Tue 10/285:30 amSJU - IND
1 stop9h 52mAmerican Airlines
Deal found 9/15$236
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/145:15 amIND - SJU
1 stop10h 09mMultiple Airlines
Thu 11/207:11 amSJU - IND
1 stop18h 21mMultiple Airlines
Deal found 9/15$240
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.
Mon 11/101:28 pmIND - SJU
1 stop13h 05mMultiple Airlines
Wed 11/199:00 amSJU - IND
1 stop16h 32mMultiple Airlines
Deal found 9/14$248
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 11/155:10 amIND - SJU
1 stop11h 44mMultiple Airlines
Tue 11/189:00 amSJU - IND
2 stops14h 56mMultiple Airlines
Deal found 9/15$250
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/196:21 pmIND - SJU
1 stop8h 13mFrontier
Wed 9/249:26 pmSJU - IND
2 stops20h 32mFrontier
Deal found 9/14$252
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/85:15 amIND - SJU
1 stop10h 09mMultiple Airlines
Tue 10/146:22 amSJU - IND
2 stops16h 42mMultiple Airlines
Deal found 9/15$253
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.
Mon 9/295:00 amIND - SJU
1 stop20h 58mMultiple Airlines
Fri 10/34:51 pmSJU - IND
1 stop26h 23mMultiple Airlines
Deal found 9/13$254
This Mytrip deal was found by Cheapflights users on 9/16. 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 10/146:20 pmIND - STT
1 stop15h 36mSpirit Airlines
Tue 10/2111:01 amSTT - IND
1 stop8h 42mSpirit Airlines
Deal found 9/16$263

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 September 16, 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

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Wed 10/22

7:29 am-4:25 pm

1 stop8h 56m

San Juan Luis Munoz Marin Intl

Wed 10/29

1:06 pm-9:03 pm

1 stop7h 57m

$235

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Fri 10/24

9:15 am-4:40 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Mon 10/27

5:50 am-7:10 pm

1 stop13h 20m

$235

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Thu 11/13

3:35 pm-1:25 am

1 stop8h 50m

San Juan Luis Munoz Marin Intl

Thu 11/20

6:40 am-7:40 pm

1 stop14h 00m

$235

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Wed 10/22

7:29 am-4:25 pm

1 stop8h 56m

San Juan Luis Munoz Marin Intl

Tue 10/28

7:00 am-4:19 pm

1 stop9h 19m

$235

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Fri 11/14

9:05 pm-9:55 am

1 stop11h 50m

San Juan Luis Munoz Marin Intl

Tue 11/18

9:40 am-5:20 pm

1 stop8h 40m

$235

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Mon 10/27

6:00 am-4:33 pm

1 stop10h 33m

San Juan Luis Munoz Marin Intl

Fri 10/31

7:00 am-4:19 pm

1 stop9h 19m

$235

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Thu 11/13

12:57 pm-11:56 pm

1 stop9h 59m

San Juan Luis Munoz Marin Intl

Wed 11/19

6:36 pm-12:26 am

1 stop6h 50m

$270

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Thu 10/23

12:52 pm-11:56 pm

1 stop11h 04m

San Juan Luis Munoz Marin Intl

Sat 10/25

3:30 pm-11:29 pm

1 stop7h 59m

$270

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sun 9/28

7:43 pm-11:04 am

1 stop15h 21m

San Juan Luis Munoz Marin Intl

Sat 10/4

3:19 pm-11:11 pm

1 stop7h 52m

$288

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Fri 10/24

6:20 pm-9:56 am

1 stop15h 36m

Saint Thomas Island Cyril E King

Wed 10/29

11:01 am-7:43 pm

1 stop8h 42m

$292

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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, September is the cheapest month in which you can book a flight from Indianapolis to Caribbean Islands (average of $254). Flying from Indianapolis to Caribbean Islands in June is currently the most expensive (average of $339). 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 September 16, 2025.

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 September 16, 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.
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,957 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,924 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,019 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 $235, Delta can have you in Caribbean Islands from Indianapolis in 7h 25m. 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 Spirit Airlines, with whom users have recently found tickets for as low as $94. However, be on the lookout for offers from Delta and American Airlines, 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?

    While some choose either Indianapolis - Punta Cana or Indianapolis - Nassau Intl, Indianapolis - San Juan Luis Munoz Marin Intl is the most popular route 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, September is the cheapest month in which you can book a flight from Indianapolis to Caribbean Islands (average of $254). Flying from Indianapolis to Caribbean Islands in June is currently the most expensive (average of $339). 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.
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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$369FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$215Average$610FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$218Average$803FlexibilityNo cancel feeOn-time63%
Spirit AirlinesCheapest$224Average$377FlexibilityNo cancel feeOn-time65%
DeltaCheapest$234Average$553FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$600FlexibilityNo cancel feeOn-time71%

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