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$98+ 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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Round-trip from

$227
(Mytrip)

One-way from

$98
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$375
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. 8% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 17, 2025.

This Mytrip deal was found by Cheapflights users on 4/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/158:15 amIND - STT
1 stop25h 42mSpirit Airlines
Thu 5/2210:52 amSTT - IND
1 stop12h 23mSpirit Airlines
Deal found 4/15$201
This Mytrip deal was found by Cheapflights users on 4/17. 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 5/178:15 amIND - SJU
2 stops14h 23mSpirit Airlines
Thu 5/2212:36 pmSJU - IND
1 stop19h 39mSpirit Airlines
Deal found 4/17$229
This United Airlines deal was found by Cheapflights users on 4/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/37:15 amIND - SJU
1 stop7h 29mUnited Airlines
Fri 5/91:05 amSJU - IND
2 stops11h 51mUnited Airlines
Deal found 4/16$245
This Delta deal was found by Cheapflights users on 4/16. 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.
Mon 6/307:00 amIND - SJU
1 stop9h 28mDelta
Fri 7/116:15 amSJU - IND
1 stop10h 47mDelta
Deal found 4/16$255
This American Airlines deal was found by Cheapflights users on 4/17. 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 9/611:03 amIND - SJU
2 stops9h 07mAmerican Airlines
Sat 9/133:55 pmSJU - IND
1 stop8h 08mAmerican Airlines
Deal found 4/17$272
This Mytrip deal was found by Cheapflights users on 4/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/316:00 amIND - STT
1 stop8h 54mMultiple Airlines
Sat 6/73:49 pmSTT - IND
1 stop8h 21mMultiple Airlines
Deal found 4/15$273
This Delta deal was found by Cheapflights users on 4/16. 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.
Wed 9/177:10 amIND - STT
1 stop6h 29mDelta
Wed 9/242:49 pmSTT - IND
1 stop9h 08mDelta
Deal found 4/16$297
This Frontier deal was found by Cheapflights users on 4/17. 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 5/19:34 amIND - SJU
1 stop9h 13mFrontier
Sun 5/49:30 pmSJU - IND
1 stop12h 21mFrontier
Deal found 4/17$298
This Mytrip deal was found by Cheapflights users on 4/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/288:15 amIND - SJU
1 stop6h 45mMultiple Airlines
Sat 5/318:12 pmSJU - IND
1 stop24h 51mMultiple Airlines
Deal found 4/15$302
This Priceline deal was found by Cheapflights users on 4/17. 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 5/178:15 amIND - AUA
1 stop6h 25mSpirit Airlines
Sat 5/243:45 pmAUA - IND
1 stop8h 25mSpirit Airlines
Deal found 4/17$308
This Mytrip deal was found by Cheapflights users on 4/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/316:00 amIND - MBJ
1 stop6h 02mMultiple Airlines
Wed 6/412:07 pmMBJ - IND
1 stop10h 08mMultiple Airlines
Deal found 4/16$343
This Delta deal was found by Cheapflights users on 4/17. 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 4/2910:01 amIND - NAS
1 stop5h 59mDelta
Sat 5/31:20 pmNAS - IND
1 stop7h 45mDelta
Deal found 4/17$345

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 April 17, 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

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Thu 5/15

8:15 am-9:57 am

1 stop25h 42m

Saint Thomas Island Cyril E King

Thu 5/22

10:52 am-11:15 pm

1 stop12h 23m

$201

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 5/17

8:15 am-10:38 pm

2 stops14h 23m

San Juan Luis Munoz Marin Intl

Thu 5/22

12:36 pm-8:15 am

1 stop19h 39m

$229

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 5/3

12:49 pm-11:57 pm

2 stops11h 08m

San Juan Luis Munoz Marin Intl

Sat 5/10

3:56 pm-11:27 pm

1 stop7h 31m

$245

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Mon 6/30

7:00 am-4:28 pm

1 stop9h 28m

San Juan Luis Munoz Marin Intl

Fri 7/11

6:15 am-5:02 pm

1 stop10h 47m

$255

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Sat 5/31

6:00 am-2:54 pm

1 stop8h 54m

Saint Thomas Island Cyril E King

Sat 6/7

3:49 pm-12:10 am

1 stop8h 21m

$273

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 4/26

11:01 am-8:28 pm

2 stops9h 27m

San Juan Luis Munoz Marin Intl

Sat 5/3

7:15 am-5:45 pm

2 stops10h 30m

$295

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Fri 4/25

5:47 am-1:05 pm

1 stop7h 18m

Saint Thomas Island Cyril E King

Tue 4/29

1:30 pm-9:09 pm

1 stop7h 39m

$297

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Thu 5/1

9:34 am-6:47 pm

1 stop9h 13m

San Juan Luis Munoz Marin Intl

Sun 5/4

9:30 pm-9:51 am

1 stop12h 21m

$298

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Wed 5/28

8:15 am-3:00 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Sat 5/31

8:12 pm-9:03 pm

1 stop24h 51m

$302

IndianapolisOranjestad

IND - AUA

INDAUA

Indianapolis

Sat 5/17

8:15 am-2:40 pm

1 stop6h 25m

Oranjestad Reina Beatrix

Sat 5/24

3:45 pm-12:10 am

1 stop8h 25m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

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, 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 December is currently the most expensive (average of $336). 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 April 17, 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 April 17, 2025.
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,917 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Copa Airlines
7.6
Good
1,409 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,667 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 Spirit Airlines, with whom users have recently found tickets for as low as $98. However, be on the lookout for offers from Southwest and Delta, 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 - Oranjestad Reina Beatrix 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 December is currently the most expensive (average of $336). 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$343FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$196Average$380FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$223Average$614FlexibilityNo cancel feeOn-time69%
DeltaCheapest$255Average$534FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$598FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$350Average$787FlexibilityNo cancel feeOn-time63%

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