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$97+ 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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
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 March 28, 2025.

Round-trip from

$226
(Mytrip)

One-way from

$97
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$444
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. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 28, 2025.

This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1310:50 amIND - SJU
1 stop24h 41mSpirit Airlines
Tue 5/202:54 pmSJU - IND
1 stop18h 51mSpirit Airlines
Deal found 3/27$226
This Southwest deal was found by Cheapflights users on 3/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/147:15 amIND - SJU
1 stop7h 15mSouthwest
Thu 4/176:50 amSJU - IND
1 stop8h 15mSouthwest
Deal found 3/27$245
This American Airlines deal was found by Cheapflights users on 3/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/227:53 amIND - SJU
1 stop16h 16mAmerican Airlines
Sat 4/262:35 pmSJU - IND
1 stop8h 29mAmerican Airlines
Deal found 3/27$265
This Delta deal was found by Cheapflights users on 3/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/207:00 amIND - SJU
1 stop9h 44mDelta
Sun 5/251:12 pmSJU - IND
1 stop7h 37mDelta
Deal found 3/28$285
This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1510:03 amIND - SJU
1 stop7h 30mMultiple Airlines
Wed 4/233:56 amSJU - IND
1 stop6h 48mMultiple Airlines
Deal found 3/27$291
This Frontier deal was found by Cheapflights users on 3/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/64:08 pmIND - SJU
1 stop10h 01mFrontier
Mon 4/73:00 amSJU - IND
1 stop8h 19mFrontier
Deal found 3/27$296
This American Airlines deal was found by Cheapflights users on 3/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/176:26 amIND - STT
2 stops10h 04mAmerican Airlines
Wed 9/245:20 pmSTT - IND
2 stops17h 21mAmerican Airlines
Deal found 3/27$297
This CheapOair deal was found by Cheapflights users on 3/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2410:03 amIND - STT
1 stop23h 57mSpirit Airlines
Mon 4/2811:05 amSTT - IND
1 stop27h 44mSpirit Airlines
Deal found 3/27$303
This United Airlines deal was found by Cheapflights users on 3/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/266:45 amIND - SJU
1 stop8h 57mUnited Airlines
Wed 10/12:55 pmSJU - IND
1 stop8h 33mUnited Airlines
Deal found 3/27$305
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2610:03 amIND - AUA
1 stop28h 37mSpirit Airlines
Sat 5/33:45 pmAUA - IND
1 stop17h 31mSpirit Airlines
Deal found 3/27$323
This Delta deal was found by Cheapflights users on 3/26. 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 4/298:00 amIND - NAS
1 stop6h 50mDelta
Sat 5/35:25 pmNAS - IND
1 stop6h 38mDelta
Deal found 3/26$345
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2410:03 amIND - SXM
1 stop27h 57mSpirit Airlines
Mon 4/283:05 pmSXM - IND
1 stop23h 44mSpirit Airlines
Deal found 3/27$346

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 March 28, 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

Tue 5/13

10:50 am-11:31 am

1 stop24h 41m

San Juan Luis Munoz Marin Intl

Tue 5/20

2:54 pm-9:45 am

1 stop18h 51m

$226

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Mon 4/14

7:15 am-2:30 pm

1 stop7h 15m

San Juan Luis Munoz Marin Intl

Thu 4/17

6:50 am-3:05 pm

1 stop8h 15m

$245

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Tue 4/22

7:53 am-12:09 am

1 stop16h 16m

San Juan Luis Munoz Marin Intl

Sat 4/26

2:35 pm-11:04 pm

1 stop8h 29m

$265

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Tue 5/20

7:00 am-4:44 pm

1 stop9h 44m

San Juan Luis Munoz Marin Intl

Sun 5/25

1:12 pm-8:49 pm

1 stop7h 37m

$285

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Tue 4/15

10:03 am-5:33 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Wed 4/23

3:56 am-10:44 am

1 stop6h 48m

$291

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sun 4/13

4:08 pm-11:51 pm

1 stop7h 43m

San Juan Luis Munoz Marin Intl

Sat 4/19

2:45 am-3:13 pm

1 stop12h 28m

$296

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Thu 4/24

10:03 am-10:00 am

1 stop23h 57m

Saint Thomas Island Cyril E King

Mon 4/28

11:05 am-2:49 pm

1 stop27h 44m

$303

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Tue 5/6

11:25 am-11:57 pm

2 stops12h 32m

San Juan Luis Munoz Marin Intl

Wed 5/14

7:45 am-5:54 pm

1 stop10h 09m

$305

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Sun 5/25

7:20 pm-10:55 am

2 stops15h 35m

Saint Thomas Island Cyril E King

Thu 5/29

3:19 pm-12:03 am

1 stop8h 44m

$323

IndianapolisOranjestad

IND - AUA

INDAUA

Indianapolis

Sat 4/26

10:03 am-2:40 pm

1 stop28h 37m

Oranjestad Reina Beatrix

Sat 5/3

3:45 pm-9:16 am

1 stop17h 31m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

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 March 28, 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 March 28, 2025.
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

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
8.1
Very good
4,274 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

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
7,897 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

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.
LATAM Airlines
7.5
Good
1,750 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

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
7.5
Good
1,395 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

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
8,603 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

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 $97. However, be on the lookout for offers from Delta 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 - 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 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$349FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$187Average$364FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$254Average$615FlexibilityNo cancel feeOn-time69%
DeltaCheapest$256Average$508FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$573FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$350Average$790FlexibilityNo cancel feeOn-time63%
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