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$88+ 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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Jul 13 — Jul 201
Sun 7/13
Sun 7/20
1 adult, Economy
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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 July 8, 2025.

Round-trip from

$257
(CheapOair)

One-way from

$88
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$453

Good round-trip deal

$693 or less
From Indianapolis to Caribbean
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One-way flight from Indianapolis to Caribbean
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Highest demand for flights based on searches. 6% potential increase in price ($30 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 July 2025
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Price to beat on a round-trip flight from Indianapolis to Caribbean.
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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 July 8, 2025.

This United Airlines deal was found by Cheapflights users on 7/7. 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 10/166:00 amIND - SJU
1 stop8h 44mUnited Airlines
Mon 10/201:05 amSJU - IND
1 stop8h 18mUnited Airlines
Deal found 7/7$256
This CheapOair deal was found by Cheapflights users on 7/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/257:13 pmIND - SJU
1 stop7h 26mMultiple Airlines
Thu 7/3111:59 pmSJU - IND
1 stop15h 25mMultiple Airlines
Deal found 7/8$257
This FlightHub deal was found by Cheapflights users on 7/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/197:30 pmIND - SJU
2 stops18h 41mSpirit Airlines
Sun 9/2112:29 pmSJU - IND
1 stop26h 20mSpirit Airlines
Deal found 7/8$259
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1110:45 amIND - SJU
2 stops10h 00mSouthwest
Tue 9/165:00 amSJU - IND
1 stop6h 20mSouthwest
Deal found 7/8$263
This Frontier deal was found by Cheapflights users on 7/8. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/155:51 pmIND - SJU
1 stop6h 55mFrontier
Wed 8/203:59 amSJU - IND
1 stop8h 14mFrontier
Deal found 7/8$264
This FlightHub deal was found by Cheapflights users on 7/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/87:30 pmIND - STT
1 stop14h 14mSpirit Airlines
Mon 9/154:24 pmSTT - IND
1 stop6h 44mSpirit Airlines
Deal found 7/6$268
This American Airlines deal was found by Cheapflights users on 7/6. 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.
Sat 9/66:55 pmIND - SJU
1 stop17h 52mAmerican Airlines
Sat 9/134:45 pmSJU - IND
1 stop6h 25mAmerican Airlines
Deal found 7/6$281
This Delta deal was found by Cheapflights users on 7/7. 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.
Sat 10/187:20 amIND - SJU
1 stop9h 05mDelta
Sat 10/257:30 amSJU - IND
1 stop10h 46mDelta
Deal found 7/7$294
This FlightHub deal was found by Cheapflights users on 7/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/216:30 amIND - MBJ
1 stop5h 35mSpirit Airlines
Fri 7/2512:10 pmMBJ - IND
1 stop9h 58mSpirit Airlines
Deal found 7/6$306
This Delta deal was found by Cheapflights users on 7/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:00 amIND - NAS
1 stop5h 58mDelta
Wed 10/292:36 pmNAS - IND
1 stop9h 21mDelta
Deal found 7/8$309
This American Airlines deal was found by Cheapflights users on 7/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/131:08 pmIND - NAS
1 stop23h 57mAmerican Airlines
Thu 9/182:09 pmNAS - IND
1 stop9h 50mAmerican Airlines
Deal found 7/8$316
This FlightHub deal was found by Cheapflights users on 7/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/177:50 pmIND - PUJ
1 stop19h 10mSpirit Airlines
Sat 8/234:05 pmPUJ - IND
1 stop19h 25mSpirit Airlines
Deal found 7/6$329

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 July 8, 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

Fri 7/25

7:13 pm-2:39 am

1 stop7h 26m

San Juan Luis Munoz Marin Intl

Thu 7/31

11:59 pm-3:24 pm

1 stop15h 25m

$257

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Fri 9/19

7:30 pm-2:11 pm

2 stops18h 41m

San Juan Luis Munoz Marin Intl

Sun 9/21

12:29 pm-2:49 pm

1 stop26h 20m

$259

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Thu 9/11

10:45 am-8:45 pm

2 stops10h 00m

San Juan Luis Munoz Marin Intl

Tue 9/16

5:00 am-11:20 am

1 stop6h 20m

$263

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Fri 8/15

5:51 pm-12:46 am

1 stop6h 55m

San Juan Luis Munoz Marin Intl

Wed 8/20

3:59 am-12:13 pm

1 stop8h 14m

$264

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Mon 9/8

7:30 pm-9:44 am

1 stop14h 14m

Saint Thomas Island Cyril E King

Mon 9/15

4:24 pm-11:08 pm

1 stop6h 44m

$268

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 9/6

6:55 pm-12:47 pm

1 stop17h 52m

San Juan Luis Munoz Marin Intl

Sat 9/13

4:45 pm-11:10 pm

1 stop6h 25m

$281

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Tue 8/26

7:00 am-4:27 pm

1 stop9h 27m

San Juan Luis Munoz Marin Intl

Sat 8/30

2:20 pm-11:26 pm

1 stop9h 06m

$294

IndianapolisMontego Bay

IND - MBJ

INDMBJ

Indianapolis

Mon 7/21

6:30 am-11:05 am

1 stop5h 35m

Montego Bay Sangster Intl

Fri 7/25

12:10 pm-11:08 pm

1 stop9h 58m

$306

IndianapolisNassau

IND - NAS

INDNAS

Indianapolis

Sun 10/26

6:00 am-11:58 am

1 stop5h 58m

Nassau Intl

Wed 10/29

2:36 pm-11:57 pm

1 stop9h 21m

$309

IndianapolisNassau

IND - NAS

INDNAS

Indianapolis

Sat 9/13

1:08 pm-1:05 pm

1 stop23h 57m

Nassau Intl

Thu 9/18

2:09 pm-11:59 pm

1 stop9h 50m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/8

Showing 1-10 of 59 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, September is the cheapest month in which you can book a flight from Indianapolis to Caribbean (average of $254). Flying from Indianapolis to Caribbean 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 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 July 8, 2025.

When flying from Indianapolis to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 July 8, 2025.
See what other customers who have flown with Southwest, Delta, and Copa 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
4,258 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,258 reviews
Southwest
8.0
Very good
4,258 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,962 reviews
Southwest
8.0
Very good
4,258 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Copa Airlines
7.5
Good
1,472 reviews
Southwest
8.0
Very good
4,258 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
SWISS
7.5
Good
1,652 reviews
Southwest
8.0
Very good
4,258 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,844 reviews
Southwest
8.0
Very good
4,258 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • What are the cheapest airlines to fly from Indianapolis to Caribbean one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $88. However, be on the lookout for offers from Delta and Frontier, 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 - Montego Bay Sangster 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, September is the cheapest month in which you can book a flight from Indianapolis to Caribbean (average of $254). Flying from Indianapolis to Caribbean 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

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 July 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$352FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$215Average$608FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$219Average$378FlexibilityNo cancel feeOn-time65%
DeltaCheapest$254Average$543FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$597FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$328Average$762FlexibilityNo cancel feeOn-time63%

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