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$86+ 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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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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 December 16, 2025.

This American Airlines deal was found by Cheapflights users on 12/16. 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 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 stop16h 34mAmerican Airlines
Mon 1/127:12 pmSJU - IND
1 stop16h 49mAmerican Airlines
Deal found 12/16$270
This Frontier deal was found by Cheapflights users on 12/14. 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.
Thu 12/185:06 pmIND - SJU
1 stop8h 44mFrontier
Wed 12/243:55 amSJU - IND
1 stop13h 26mFrontier
Deal found 12/14$334
This Priceline deal was found by Cheapflights users on 12/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:05 pmIND - SJU
1 stop8h 45mMultiple Airlines
Tue 12/304:10 amSJU - IND
1 stop8h 23mMultiple Airlines
Deal found 12/15$340
This Expedia deal was found by Cheapflights users on 12/15. 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 Expedia 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
Sun 12/282:55 pmSJU - IND
1 stop27h 47mFrontier
Deal found 12/15$349
This Frontier deal was found by Cheapflights users on 12/16. 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 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
Mon 12/296:00 amSJU - IND
1 stop11h 10mFrontier
Deal found 12/16$355
This Orbitz deal was found by Cheapflights users on 12/15. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/235:06 pmIND - SJU
1 stop26h 21mFrontier
Fri 12/263:55 amSJU - IND
1 stop18h 03mFrontier
Deal found 12/15$359
This Delta deal was found by Cheapflights users on 12/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:00 amIND - GCM
1 stop8h 27mDelta
Tue 12/301:52 pmGCM - IND
1 stop10h 20mDelta
Deal found 12/14$360
This United Airlines deal was found by Cheapflights users on 12/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:15 amIND - PLS
1 stop6h 40mUnited Airlines
Fri 12/262:23 pmPLS - IND
1 stop7h 36mUnited Airlines
Deal found 12/14$364
This United Airlines deal was found by Cheapflights users on 12/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/237:15 amIND - GCM
1 stop6h 30mUnited Airlines
Tue 12/305:45 pmGCM - IND
2 stops17h 28mUnited Airlines
Deal found 12/14$365
This Delta deal was found by Cheapflights users on 12/16. 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.
Thu 12/186:22 amIND - SJU
1 stop6h 37mDelta
Thu 12/256:40 pmSJU - IND
1 stop6h 32mDelta
Deal found 12/16$365
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/185:45 amIND - AUA
1 stop6h 55mUnited Airlines
Sat 12/202:50 pmAUA - IND
1 stop9h 54mUnited Airlines
Deal found 12/15$366
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 12/306:39 pmIND - SJU
2 stops13h 00mMultiple Airlines
Fri 1/99:23 pmSJU - IND
1 stop13h 20mMultiple Airlines
Deal found 12/14$367

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 December 16, 2025.

Round-trip from

$242
(Priceline)

One-way from

$86
(Frontier)

Popular in

December

Cheapest in

September

Average price

$620

Good round-trip deal

$406 or less
From Indianapolis to Caribbean
Search Deals
One-way flight from Indianapolis to Caribbean
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($74 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Indianapolis to Caribbean.
Search Deals

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 December 16, 2025.
Use the filters below to find and compare flights from Indianapolis to Caribbean that are best for you.

Fly from

Indianapolis

Fly to

Caribbean

Route

Depart

Return

Price

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Sat 1/31

8:26 pm-2:10 pm

1 stop16h 44m

Simpson Bay Princess Juliana

Sat 2/7

3:15 pm-10:48 pm

1 stop8h 33m

$242

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Sat 1/24

8:26 pm-2:10 pm

1 stop16h 44m

Simpson Bay Princess Juliana

Sat 1/31

3:15 pm-10:48 pm

1 stop8h 33m

$242

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Tue 1/20

6:00 am-4:25 pm

1 stop9h 25m

San Juan Luis Munoz Marin Intl

Sun 1/25

8:45 pm-11:43 am

2 stops15h 58m

$274

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Fri 2/6

2:12 pm-11:33 pm

1 stop8h 21m

San Juan Luis Munoz Marin Intl

Mon 2/9

5:50 pm-11:26 am

1 stop18h 36m

$277

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Thu 1/29

8:26 pm-2:10 pm

1 stop16h 44m

Simpson Bay Princess Juliana

Thu 2/5

3:15 pm-9:43 am

2 stops19h 28m

$280

IndianapolisOranjestad

IND - AUA

INDAUA

Indianapolis

Sat 1/31

5:10 am-3:35 pm

1 stop9h 25m

Oranjestad Reina Beatrix

Sat 2/7

4:40 pm-10:48 pm

1 stop7h 08m

$285

IndianapolisMontego Bay

IND - MBJ

INDMBJ

Indianapolis

Tue 2/17

8:18 pm-12:02 pm

1 stop15h 44m

Montego Bay Sangster Intl

Tue 2/24

1:00 pm-10:48 pm

1 stop9h 48m

$286

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 1/24

6:00 am-4:22 pm

1 stop9h 22m

San Juan Luis Munoz Marin Intl

Sat 1/24

8:05 pm-9:43 am

1 stop14h 38m

$290

IndianapolisOranjestad

IND - AUA

INDAUA

Indianapolis

Sun 1/25

1:31 pm-3:35 pm

1 stop25h 04m

Oranjestad Reina Beatrix

Sun 2/1

4:50 pm-10:48 pm

1 stop30h 58m

$294

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Tue 1/6

5:30 am-5:05 pm

2 stops10h 35m

Saint Thomas Island Cyril E King

Fri 1/16

6:39 pm-10:26 am

2 stops16h 47m

$301

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 60 results
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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, January is the cheapest month in which you can book a flight from Indianapolis to Caribbean (average of $128). Flying from Indianapolis to Caribbean 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 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 December 16, 2025.

It’s optimal to fly from Indianapolis to Caribbean 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?

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

Travelers seeking maximum savings on their Indianapolis to Caribbean 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

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 December 16, 2025.
See what other customers who have flown with Southwest, Delta, and United 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.
Southwest
7.9
Good
4,250 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

7.9

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
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

7.9

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
Delta
7.9
Good
8,008 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

7.9

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
United Airlines
7.4
Good
9,092 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

7.9

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
American Airlines
7.2
Good
11,049 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

7.9

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
Spirit Airlines
6.3
Okay
8,186 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

7.9

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. 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 49m. Indianapolis and Caribbean are separated by a distance of 1903 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 $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 for a low price.

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

    Most travelers choose Indianapolis - San Juan Luis Munoz Marin Intl, Indianapolis - Punta Cana or Indianapolis - Saint Thomas Island Cyril E King when deciding on the best route 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, January is the cheapest month in which you can book a flight from Indianapolis to Caribbean (average of $128). Flying from Indianapolis to Caribbean 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

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

Discover the top 6 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 December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$371FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$191Average$417FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$215Average$795FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$215Average$589FlexibilityNo cancel feeOn-time69%
DeltaCheapest$215Average$560FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$599FlexibilityNo cancel feeOn-time71%

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