Caribbean

$81+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Feb 28 — Mar 71
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Indianapolis to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 January 29, 2026.

This Frontier deal was found by Cheapflights users on 1/27. 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.
Fri 2/276:10 pm
IND
-
SJU
1 stop7h 43m
Frontier
Sun 3/83:08 am
SJU
-
IND
1 stop6h 38m
Frontier
Deal found 1/27$236
This Booking.com deal was found by Cheapflights users on 1/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/58:31 pm
IND
-
SJU
1 stop12h 53m
Multiple Airlines
Tue 2/104:40 pm
SJU
-
IND
2 stops18h 03m
Multiple Airlines
Deal found 1/26$237
This Booking.com deal was found by Cheapflights users on 1/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/310:38 am
IND
-
SJU
1 stop11h 55m
Multiple Airlines
Mon 2/98:00 am
SJU
-
IND
1 stop11h 38m
Multiple Airlines
Deal found 1/27$238
This Priceline deal was found by Cheapflights users on 1/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:58 pm
IND
-
SJU
1 stop28h 55m
Frontier
Thu 2/2610:57 am
SJU
-
IND
1 stop7h 17m
Frontier
Deal found 1/28$239
This Gotogate deal was found by Cheapflights users on 1/27. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:12 pm
IND
-
SJU
1 stop6h 57m
Spirit Airlines
Tue 3/34:31 pm
SJU
-
IND
2 stops17h 01m
Spirit Airlines
Deal found 1/27$240
This Priceline deal was found by Cheapflights users on 1/27. 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 3/75:45 am
IND
-
STX
1 stop8h 55m
Spirit Airlines
Sat 3/143:31 pm
STX
-
IND
1 stop7h 01m
Spirit Airlines
Deal found 1/27$240
This Priceline deal was found by Cheapflights users on 1/27. 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 2/289:32 pm
IND
-
SJU
1 stop28h 21m
Multiple Airlines
Fri 3/66:00 am
SJU
-
IND
1 stop9h 17m
Multiple Airlines
Deal found 1/27$241
This CheapOair deal was found by Cheapflights users on 1/28. 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.
Thu 2/195:45 am
IND
-
STT
1 stop9h 49m
Spirit Airlines
Tue 2/245:40 pm
STT
-
IND
1 stop26h 43m
Spirit Airlines
Deal found 1/28$241
This CheapOair deal was found by Cheapflights users on 1/27. 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.
Sat 2/218:58 pm
IND
-
SJU
1 stop28h 55m
Multiple Airlines
Thu 2/266:00 am
SJU
-
IND
1 stop9h 17m
Multiple Airlines
Deal found 1/27$243
This CheapOair deal was found by Cheapflights users on 1/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:15 am
IND
-
STT
1 stop9h 13m
Spirit Airlines
Wed 4/154:40 pm
STT
-
IND
1 stop29h 58m
Spirit Airlines
Deal found 1/26$243
This CheapOair deal was found by Cheapflights users on 1/28. 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 2/218:58 pm
IND
-
SJU
1 stop28h 55m
Multiple Airlines
Wed 2/254:31 pm
SJU
-
IND
2 stops17h 01m
Multiple Airlines
Deal found 1/28$244
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/19:34 pm
IND
-
SJU
1 stop11h 13m
Multiple Airlines
Wed 2/48:05 pm
SJU
-
IND
1 stop24h 31m
Multiple Airlines
Deal found 1/26$245

Find flight deals from Indianapolis to Caribbean

Keep the following information in mind while searching for Indianapolis to Caribbean flight deals. Data was last updated January 29, 2026.

Round-trip from

$236
(Frontier)

One-way from

$81
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$395

Good one-way deal

$275 or less
From Indianapolis to Caribbean
One-way flight from Indianapolis to Caribbean
Highest demand for flights based on searches. 17% potential increase in price ($87 potential increase over avg. RT price).
Cheapest flight prices on average. 6% potential price decrease ($25 potential savings vs. average RT price).
Average for round-trip flights in January 2026
Price to beat on a one-way flight from Indianapolis to Caribbean.

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 January 29, 2026.
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 2/19

5:45 am-4:34 pm

1 stop9h 49m

Saint Thomas Island Cyril E King

Tue 2/24

5:40 pm-7:23 pm

1 stop26h 43m

$241

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 2/21

12:37 pm-9:00 pm

1 stop7h 23m

San Juan Luis Munoz Marin Intl

Wed 2/25

2:05 am-1:11 pm

2 stops12h 06m

$256

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 4/25

7:15 pm-12:35 pm

1 stop17h 20m

San Juan Luis Munoz Marin Intl

Tue 4/28

5:45 am-4:39 pm

2 stops10h 54m

$256

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sun 5/3

8:15 am-4:23 pm

1 stop8h 08m

San Juan Luis Munoz Marin Intl

Fri 5/15

12:50 pm-11:58 pm

1 stop11h 08m

$256

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 2/21

12:37 pm-9:00 pm

1 stop7h 23m

San Juan Luis Munoz Marin Intl

Thu 2/26

2:05 am-1:11 pm

2 stops12h 06m

$256

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 4/25

4:45 pm-11:12 pm

1 stop6h 27m

San Juan Luis Munoz Marin Intl

Tue 4/28

6:15 am-12:41 pm

1 stop6h 26m

$256

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Tue 5/5

11:08 am-9:24 pm

2 stops10h 16m

San Juan Luis Munoz Marin Intl

Tue 5/12

7:20 am-2:41 pm

1 stop7h 21m

$256

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Wed 2/25

12:24 pm-11:56 pm

1 stop10h 32m

San Juan Luis Munoz Marin Intl

Thu 3/5

6:15 am-2:24 pm

1 stop9h 09m

$256

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Tue 2/17

12:37 pm-9:00 pm

1 stop7h 23m

San Juan Luis Munoz Marin Intl

Thu 2/19

8:05 am-6:46 pm

2 stops11h 41m

$256

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Tue 4/7

6:15 am-3:28 pm

1 stop9h 13m

Saint Thomas Island Cyril E King

Wed 4/15

4:40 pm-2:17 pm

2 stops21h 37m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 60 results
1
2
3
...
6

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 $143). 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 January 29, 2026.

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 January 29, 2026.
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.

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 Frontier, with whom users have recently found tickets for as low as $65. However, be on the lookout for offers from Spirit Airlines and Southwest, 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?

  • 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 $143). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Indianapolis to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$363FlexibilityNo cancel feeOn-time62%
DeltaCheapest$150Average$560FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$191Average$416FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$215Average$764FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$215Average$581FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$251Average$604FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.