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$84+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find 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 October 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/167:00 amIND - SJU
1 stop9h 19mSpirit Airlines
Sun 11/239:45 pmSJU - IND
1 stop11h 23mSpirit Airlines
Deal found 10/29$266
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/159:36 pmIND - SJU
2 stops18h 43mMultiple Airlines
Mon 11/247:10 amSJU - IND
1 stop11h 02mMultiple Airlines
Deal found 10/30$268
This Delta deal was found by Cheapflights users on 10/30. 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 12/411:33 amIND - SJU
1 stop10h 47mDelta
Tue 12/92:08 pmSJU - IND
1 stop7h 48mDelta
Deal found 10/30$270
This Frontier deal was found by Cheapflights users on 10/29. 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 12/58:48 pmIND - SJU
2 stops17h 46mFrontier
Sun 12/73:55 amSJU - IND
1 stop7h 28mFrontier
Deal found 10/29$271
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/167:00 amIND - SJU
1 stop9h 19mSpirit Airlines
Sat 11/2211:55 amSJU - IND
1 stop12h 24mSpirit Airlines
Deal found 10/28$273
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/195:05 amIND - SJU
1 stop21h 28mMultiple Airlines
Wed 11/267:10 amSJU - IND
1 stop14h 58mMultiple Airlines
Deal found 10/29$277
This Frontier deal was found by Cheapflights users on 10/29. 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.
Sun 11/169:49 amIND - SJU
2 stops14h 43mFrontier
Sun 11/2310:22 pmSJU - IND
1 stop11h 15mFrontier
Deal found 10/29$278
This Frontier deal was found by Cheapflights users on 10/30. 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.
Sat 11/159:36 pmIND - SJU
1 stop12h 43mFrontier
Sun 11/232:25 amSJU - IND
2 stops19h 04mFrontier
Deal found 10/30$280
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/269:29 pmIND - SJU
1 stop22h 43mMultiple Airlines
Wed 12/37:10 amSJU - IND
1 stop11h 02mMultiple Airlines
Deal found 10/29$284
This Frontier deal was found by Cheapflights users on 10/28. 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.
Sat 11/89:36 pmIND - SJU
1 stop12h 43mFrontier
Fri 11/142:11 amSJU - IND
2 stops16h 24mFrontier
Deal found 10/28$300
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/117:15 amIND - SJU
1 stop7h 25mUnited Airlines
Fri 11/145:50 pmSJU - IND
1 stop7h 09mUnited Airlines
Deal found 10/29$305
This Expedia deal was found by Cheapflights users on 10/28. 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.
Sat 11/157:00 amIND - MBJ
1 stop5h 02mSpirit Airlines
Sat 11/221:07 pmMBJ - IND
1 stop10h 12mSpirit Airlines
Deal found 10/28$313

Cheap flight deals from Indianapolis to Caribbean

Keep the following information in mind while searching for Indianapolis to Caribbean flight deals. Data was last updated October 30, 2025.

Round-trip from

$263
(United Airlines)

One-way from

$84
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$407

Good round-trip deal

$543 or less
From Indianapolis to Caribbean
Search Deals
One-way flight from Indianapolis to Caribbean
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 30, 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

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sun 2/22

12:37 pm-9:00 pm

1 stop7h 23m

San Juan Luis Munoz Marin Intl

Fri 2/27

2:05 am-1:17 pm

2 stops12h 12m

$263

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 1/24

3:52 pm-12:36 am

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Fri 1/30

2:05 am-11:42 am

1 stop10h 37m

$282

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Mon 1/26

5:49 am-3:11 pm

1 stop8h 22m

Saint Thomas Island Cyril E King

Fri 1/30

1:33 pm-10:56 pm

1 stop10h 23m

$289

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Mon 11/10

11:45 am-9:26 pm

1 stop8h 41m

San Juan Luis Munoz Marin Intl

Thu 11/13

8:10 am-3:43 pm

1 stop8h 33m

$305

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Tue 3/10

10:49 am-11:36 pm

2 stops12h 47m

San Juan Luis Munoz Marin Intl

Wed 3/11

7:10 am-5:48 pm

2 stops10h 38m

$320

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Tue 1/13

11:25 am-9:00 pm

1 stop8h 35m

San Juan Luis Munoz Marin Intl

Tue 1/13

2:05 am-4:37 pm

2 stops15h 32m

$320

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sun 3/1

12:37 pm-9:00 pm

1 stop7h 23m

San Juan Luis Munoz Marin Intl

Fri 3/6

2:05 am-12:57 pm

2 stops11h 52m

$323

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 1/31

3:38 pm-6:11 am

2 stops13h 33m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-11:42 am

1 stop10h 37m

$325

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Wed 2/4

2:34 pm-10:22 pm

1 stop6h 48m

San Juan Luis Munoz Marin Intl

Wed 2/11

8:35 am-2:57 pm

1 stop7h 22m

$325

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Sat 12/13

5:30 am-2:49 pm

1 stop8h 19m

Saint Thomas Island Cyril E King

Sat 12/20

3:23 pm-10:43 pm

1 stop8h 20m

$354

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

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 October 30, 2025.

It’s optimal to fly from Indianapolis to Caribbean at noon. By choosing this option you can save up to 20% 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 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

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 October 30, 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
8.0
Very good
4,243 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
8,116 reviews
Southwest
8.0
Very good
4,243 reviews

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

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. 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 23m. 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 Delta, with whom users have recently found tickets for as low as $118. However, be on the lookout for offers from Spirit Airlines and American Airlines, 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 - Nassau Intl 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$372FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$215Average$785FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$215Average$582FlexibilityNo cancel feeOn-time69%
DeltaCheapest$215Average$556FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$229Average$377FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$264Average$598FlexibilityNo cancel feeOn-time71%

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