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$108+ 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
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 29, 2025.

Round-trip from

$215
(Southwest)

One-way from

$108
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$405
From Indianapolis to Caribbean
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One-way flight from Indianapolis to Caribbean
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($34 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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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 29, 2025.

This Southwest deal was found by Cheapflights users on 7/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2412:10 pmIND - SJU
1 stop10h 20mSouthwest
Mon 9/293:30 pmSJU - IND
1 stop6h 30mSouthwest
Deal found 7/28$215
This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/235:30 amIND - STT
1 stop7h 26mSpirit Airlines
Thu 10/302:01 pmSTT - IND
1 stop9h 10mSpirit Airlines
Deal found 7/29$224
This Delta deal was found by Cheapflights users on 7/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/16:30 amIND - SJU
1 stop6h 40mDelta
Fri 9/52:20 pmSJU - IND
1 stop9h 06mDelta
Deal found 7/29$225
This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/66:24 pmIND - SJU
1 stop16h 40mSpirit Airlines
Fri 9/121:59 amSJU - IND
1 stop7h 19mSpirit Airlines
Deal found 7/29$227
This United Airlines deal was found by Cheapflights users on 7/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/246:10 amIND - SJU
1 stop7h 35mUnited Airlines
Sat 9/271:05 amSJU - IND
1 stop8h 07mUnited Airlines
Deal found 7/28$232
This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/611:10 amIND - SJU
2 stops23h 54mMultiple Airlines
Fri 9/123:39 amSJU - IND
1 stop13h 47mMultiple Airlines
Deal found 7/29$233
This Priceline deal was found by Cheapflights users on 7/27. 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.
Sat 8/96:27 pmIND - SJU
1 stop8h 12mFrontier
Sat 8/169:30 pmSJU - IND
1 stop20h 23mFrontier
Deal found 7/27$239
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/81:07 pmIND - SJU
1 stop9h 03mAmerican Airlines
Sun 10/125:30 amSJU - IND
1 stop9h 48mAmerican Airlines
Deal found 7/29$240
This Booking.com deal was found by Cheapflights users on 7/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/257:43 pmIND - MBJ
1 stop16h 22mSpirit Airlines
Wed 10/112:10 pmMBJ - IND
1 stop6h 37mSpirit Airlines
Deal found 7/28$280
This CheapOair deal was found by Cheapflights users on 7/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/96:30 amIND - PUJ
1 stop9h 25mSpirit Airlines
Sat 8/1612:31 pmPUJ - IND
1 stop9h 45mSpirit Airlines
Deal found 7/28$297
This FlightHub deal was found by Cheapflights users on 7/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/203:05 pmIND - STX
1 stop20h 21mSpirit Airlines
Sun 8/2412:31 pmSTX - IND
1 stop22h 59mSpirit Airlines
Deal found 7/28$324
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/252:38 pmIND - MBJ
2 stops20h 09mMultiple Airlines
Wed 10/112:10 pmMBJ - IND
1 stop6h 37mMultiple Airlines
Deal found 7/28$336

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 29, 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

Wed 9/24

12:10 pm-10:30 pm

1 stop10h 20m

San Juan Luis Munoz Marin Intl

Mon 9/29

3:30 pm-10:00 pm

1 stop6h 30m

$215

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Thu 10/23

5:30 am-12:56 pm

1 stop7h 26m

Saint Thomas Island Cyril E King

Thu 10/30

2:01 pm-11:11 pm

1 stop9h 10m

$224

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Mon 9/1

6:30 am-1:10 pm

1 stop6h 40m

San Juan Luis Munoz Marin Intl

Fri 9/5

2:20 pm-11:26 pm

1 stop9h 06m

$225

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 9/6

6:24 pm-11:04 am

1 stop16h 40m

San Juan Luis Munoz Marin Intl

Fri 9/12

1:59 am-9:18 am

1 stop7h 19m

$227

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Wed 9/24

6:10 am-1:45 pm

1 stop7h 35m

San Juan Luis Munoz Marin Intl

Sat 9/27

1:05 am-9:12 am

1 stop8h 07m

$232

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 9/6

11:10 am-11:04 am

2 stops23h 54m

San Juan Luis Munoz Marin Intl

Fri 9/12

3:39 am-5:26 pm

1 stop13h 47m

$233

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 8/9

6:27 pm-2:39 am

1 stop8h 12m

San Juan Luis Munoz Marin Intl

Sat 8/16

9:30 pm-5:53 pm

1 stop20h 23m

$239

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Wed 10/8

1:07 pm-10:10 pm

1 stop9h 03m

San Juan Luis Munoz Marin Intl

Sun 10/12

5:30 am-3:18 pm

1 stop9h 48m

$240

IndianapolisMontego Bay

IND - MBJ

INDMBJ

Indianapolis

Thu 9/25

7:43 pm-11:05 am

1 stop16h 22m

Montego Bay Sangster Intl

Wed 10/1

12:10 pm-7:47 pm

1 stop6h 37m

$280

IndianapolisPunta Cana

IND - PUJ

INDPUJ

Indianapolis

Sat 8/9

6:30 am-3:55 pm

1 stop9h 25m

Punta Cana

Sat 8/16

12:31 pm-10:16 pm

1 stop9h 45m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 57 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 29, 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 29, 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
4,238 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,977 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Copa Airlines
7.5
Good
1,493 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,899 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 $108. However, be on the lookout for offers from Spirit Airlines 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 - Montego Bay Sangster Intl or Indianapolis - Punta Cana 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 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$363FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$215Average$608FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$222Average$377FlexibilityNo cancel feeOn-time65%
DeltaCheapest$254Average$542FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$260Average$759FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$264Average$595FlexibilityNo cancel feeOn-time71%

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