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Caribbean Islands

$69+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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 November 6, 2025.

Round-trip from

$270
(Delta)

One-way from

$69
(Frontier)

Popular in

December

Cheapest in

September

Average price

$390
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. 9% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 6, 2025.

This CheapOair deal was found by Cheapflights users on 11/4. 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 11/188:59 pmIND - SJU
1 stop16h 43mSpirit Airlines
Fri 11/2111:55 amSJU - IND
1 stop12h 24mSpirit Airlines
Deal found 11/4$273
This Mytrip deal was found by Cheapflights users on 11/5. 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 12/26:07 pmIND - SJU
2 stops25h 20mSpirit Airlines
Fri 12/54:10 amSJU - IND
1 stop7h 48mSpirit Airlines
Deal found 11/5$274
This Priceline deal was found by Cheapflights users on 11/4. 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.
Fri 11/1410:14 pmIND - SJU
1 stop12h 05mMultiple Airlines
Fri 11/2111:55 amSJU - IND
1 stop12h 24mMultiple Airlines
Deal found 11/4$277
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/26:07 pmIND - SJU
1 stop23h 16mMultiple Airlines
Tue 12/95:00 pmSJU - IND
1 stop29h 35mMultiple Airlines
Deal found 11/4$281
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Thu 12/48:48 amIND - SJU
2 stops24h 44mMultiple Airlines
Mon 12/87:10 amSJU - IND
1 stop25h 33mMultiple Airlines
Deal found 11/4$286
This Mytrip deal was found by Cheapflights users on 11/4. 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.
Wed 12/35:00 amIND - SJU
2 stops30h 32mSpirit Airlines
Tue 12/96:00 amSJU - IND
2 stops29h 58mSpirit Airlines
Deal found 11/4$288
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 11/289:32 amIND - STT
1 stop27h 58mMultiple Airlines
Sat 12/61:01 pmSTT - IND
2 stops21h 52mMultiple Airlines
Deal found 11/5$288
This Spirit deal was found by Cheapflights users on 11/4. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/412:03 pmIND - STI
1 stop13h 39mSpirit Airlines
Tue 12/93:43 amSTI - IND
1 stop8h 15mSpirit Airlines
Deal found 11/4$292
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 11/287:30 amIND - SJU
1 stop15h 14mMultiple Airlines
Fri 12/54:10 amSJU - IND
2 stops30h 43mMultiple Airlines
Deal found 11/5$302
This United Airlines deal was found by Cheapflights users on 11/4. 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 11/1811:25 amIND - SJU
2 stops9h 57mUnited Airlines
Fri 11/214:52 pmSJU - IND
1 stop7h 26mUnited Airlines
Deal found 11/4$305
This Mytrip deal was found by Cheapflights users on 11/5. 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.
Sat 12/135:30 amIND - STT
1 stop8h 19mMultiple Airlines
Sat 12/203:23 pmSTT - IND
1 stop9h 16mMultiple Airlines
Deal found 11/5$308
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/19:29 pmIND - STT
1 stop16h 01mMultiple Airlines
Sat 12/63:54 pmSTT - IND
1 stop18h 59mMultiple Airlines
Deal found 11/5$311

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 November 6, 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

Sat 1/31

12:27 pm-11:59 pm

1 stop10h 32m

San Juan Luis Munoz Marin Intl

Sat 2/7

7:30 am-1:23 pm

1 stop6h 53m

$270

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Fri 11/28

9:32 am-2:30 pm

1 stop27h 58m

Saint Thomas Island Cyril E King

Sat 12/6

1:01 pm-9:53 am

2 stops21h 52m

$288

IndianapolisSantiago de los Caballeros

IND - STI

INDSTI

Indianapolis

Thu 12/4

12:03 pm-2:42 am

1 stop13h 39m

Santiago de los Caballeros

Tue 12/9

3:43 am-9:35 pm

2 stops18h 52m

$306

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Tue 3/10

10:49 am-8:00 pm

1 stop9h 11m

San Juan Luis Munoz Marin Intl

Wed 3/11

7:10 am-2:16 pm

1 stop7h 06m

$320

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Sat 2/21

5:49 am-2:00 pm

1 stop7h 11m

Saint Thomas Island Cyril E King

Sat 2/28

2:55 pm-9:00 pm

1 stop7h 05m

$323

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 1/24

12:25 pm-12:36 am

2 stops11h 11m

San Juan Luis Munoz Marin Intl

Thu 1/29

8:10 am-5:52 pm

2 stops10h 42m

$325

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 1/24

2:00 pm-6:11 am

2 stops15h 11m

San Juan Luis Munoz Marin Intl

Tue 1/27

2:05 am-11:42 am

1 stop10h 37m

$325

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Mon 1/26

12:25 pm-12:36 am

2 stops11h 11m

San Juan Luis Munoz Marin Intl

Tue 2/3

2:15 pm-11:30 pm

2 stops10h 15m

$325

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Mon 1/26

7:15 am-3:40 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Thu 1/29

2:05 am-1:18 pm

2 stops12h 13m

$325

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sun 1/25

11:40 am-9:26 pm

1 stop8h 46m

San Juan Luis Munoz Marin Intl

Tue 2/3

2:15 pm-11:30 pm

2 stops10h 15m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

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 December is currently the most expensive (average of $215). 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 November 6, 2025.

It’s optimal to fly from Indianapolis to Caribbean Islands at noon. By choosing this option you can save up to 16% 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 Thursday at noon 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 November 6, 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
4,240 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

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
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

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
7.9
Good
8,004 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

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
9,003 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

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
11,042 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

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
8,114 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

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 $320, Delta can have you in Caribbean Islands from Indianapolis in 9h 11m. 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 $69. However, be on the lookout for offers from Delta and Spirit 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 - Saint Thomas Island Cyril E King, 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, 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 December is currently the most expensive (average of $215). 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$372FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$215Average$785FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$215Average$581FlexibilityNo cancel feeOn-time69%
DeltaCheapest$215Average$528FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$229Average$379FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$265Average$599FlexibilityNo cancel feeOn-time71%

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