HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$77+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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

Keep the following information in mind while searching for Indianapolis to Caribbean flight deals. Data was last updated February 20, 2025.

Round-trip from

$239
(Mytrip)

One-way from

$77
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$374
From Indianapolis to Caribbean
Search Deals
One-way flight from Indianapolis to Caribbean
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals

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 February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/20. 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 5/155:45 pmIND - SJU
2 stops30h 27mSpirit Airlines
Sat 5/172:06 amSJU - IND
2 stops31h 40mSpirit Airlines
Deal found 2/20$239
This Justfly.com deal was found by Cheapflights users on 2/20. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/812:33 pmIND - SJU
1 stop13h 50mMultiple Airlines
Wed 3/129:35 pmSJU - IND
1 stop17h 45mMultiple Airlines
Deal found 2/20$241
This Frontier deal was found by Cheapflights users on 2/20. 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 3/274:20 pmIND - SJU
1 stop9h 29mFrontier
Wed 4/22:45 amSJU - IND
1 stop12h 03mFrontier
Deal found 2/20$261
This FlightHub deal was found by Cheapflights users on 2/20. 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.
Sat 3/810:14 pmIND - STT
1 stop10h 47mSpirit Airlines
Sat 3/151:40 pmSTT - IND
1 stop19h 24mSpirit Airlines
Deal found 2/20$270
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Fri 2/287:43 pmIND - SJU
1 stop15h 06mAmerican Airlines
Tue 3/42:25 pmSJU - IND
2 stops9h 29mAmerican Airlines
Deal found 2/20$300
This FlightHub deal was found by Cheapflights users on 2/20. 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 5/287:17 pmIND - STX
2 stops45h 01mSpirit Airlines
Sat 5/315:13 pmSTX - IND
1 stop16h 33mSpirit Airlines
Deal found 2/20$304
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Fri 4/186:57 pmIND - STX
2 stops18h 17mAmerican Airlines
Wed 4/234:55 pmSTX - IND
2 stops18h 57mAmerican Airlines
Deal found 2/20$305
This Priceline deal was found by Cheapflights users on 2/19. 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.
Wed 2/266:45 amIND - MBJ
1 stop6h 58mSpirit Airlines
Wed 3/51:07 pmMBJ - IND
1 stop8h 12mSpirit Airlines
Deal found 2/19$318
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Mon 3/34:20 pmIND - SDQ
1 stop21h 20mFrontier
Mon 3/101:42 pmSDQ - IND
2 stops25h 20mFrontier
Deal found 2/20$328
This FlightHub deal was found by Cheapflights users on 2/19. 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 4/26:59 pmIND - AUA
2 stops19h 46mSpirit Airlines
Tue 4/83:50 pmAUA - IND
1 stop17h 06mSpirit Airlines
Deal found 2/19$328
This United Airlines deal was found by Cheapflights users on 2/20. 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 2/219:10 amIND - SJU
2 stops12h 12mUnited Airlines
Thu 2/274:52 pmSJU - IND
1 stop7h 38mUnited Airlines
Deal found 2/20$335
This Kiwi.com deal was found by Cheapflights users on 2/18. 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.
Tue 2/258:40 pmIND - MBJ
2 stops17h 03mMultiple Airlines
Thu 3/61:07 pmMBJ - IND
1 stop7h 51mMultiple Airlines
Deal found 2/18$350

Find flights from Indianapolis to Caribbean within your budget

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 February 20, 2025.

Fly from

Indianapolis

Fly to

Caribbean

Route

Depart

Return

Price

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Thu 5/15

5:45 pm-12:12 am

2 stops30h 27m

San Juan Luis Munoz Marin Intl

Sat 5/17

2:06 am-9:46 am

2 stops31h 40m

$239

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 3/8

12:33 pm-3:23 am

1 stop13h 50m

San Juan Luis Munoz Marin Intl

Wed 3/12

9:35 pm-3:20 pm

1 stop17h 45m

$241

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Thu 3/27

4:20 pm-1:49 am

1 stop9h 29m

San Juan Luis Munoz Marin Intl

Wed 4/2

2:45 am-2:48 pm

1 stop12h 03m

$261

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Mon 4/7

9:59 pm-10:06 am

1 stop12h 07m

Saint Thomas Island Cyril E King

Thu 4/10

10:45 am-8:56 am

1 stop22h 11m

$273

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Fri 2/28

7:43 pm-11:49 am

1 stop15h 06m

San Juan Luis Munoz Marin Intl

Tue 3/4

2:25 pm-10:54 pm

2 stops9h 29m

$300

IndianapolisChristiansted

IND - STX

INDSTX

Indianapolis

Fri 4/18

6:57 pm-1:14 pm

2 stops18h 17m

Christiansted Henry Rohlsen

Wed 4/23

4:55 pm-11:52 am

2 stops18h 57m

$305

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Wed 3/5

7:02 pm-11:01 am

3 stops14h 59m

Saint Thomas Island Cyril E King

Wed 3/12

1:40 pm-6:03 pm

3 stops28h 23m

$308

IndianapolisSanto Domingo

IND - SDQ

INDSDQ

Indianapolis

Mon 3/3

4:20 pm-2:40 pm

1 stop21h 20m

Santo Domingo Las Americas

Mon 3/10

1:42 pm-3:02 pm

2 stops25h 20m

$328

IndianapolisOranjestad

IND - AUA

INDAUA

Indianapolis

Wed 4/2

6:59 pm-2:45 pm

2 stops19h 46m

Oranjestad Reina Beatrix

Tue 4/8

3:50 pm-8:56 am

1 stop17h 06m

$328

IndianapolisMontego Bay

IND - MBJ

INDMBJ

Indianapolis

Mon 3/3

6:45 am-1:43 pm

1 stop6h 58m

Montego Bay Sangster Intl

Sat 3/8

1:07 pm-9:19 pm

1 stop8h 12m

$333

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Indianapolis to Caribbean

Get recent, data-driven insights about flights from Indianapolis to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 20, 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 February 20, 2025.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Copa Airlines
7.6
Good
1,510 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

LATAM Airlines
7.5
Good
1,795 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $77. However, be on the lookout for offers from Frontier 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 - Saint Thomas Island Cyril E King 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 March is currently the most expensive (average of $363). 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.
O'Hare Intl to Cancún flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Miami flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Mexico City flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Seattle flights
O'Hare Intl to Orlando flights
O'Hare Intl to Dallas/Fort Worth flights
Midway to Las Vegas flights
O'Hare Intl to Denver flights
O'Hare Intl to Luis Munoz Marin Intl flights
O'Hare Intl to San Francisco flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Newark flights
O'Hare Intl to Heathrow flights
Cincinnati to Las Vegas flights
Midway to Cancún flights
O'Hare Intl to Leonardo da Vinci/Fiumicino flights
O'Hare Intl to Charles de Gaulle flights
O'Hare Intl to Boston flights
O'Hare Intl to San Diego flights
O'Hare Intl to New Orleans flights
O'Hare Intl to Tampa flights
O'Hare Intl to Narita flights
O'Hare Intl to Austin flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Fort Myers flights
O'Hare Intl to West Palm Beach flights
O'Hare Intl to Nashville flights
O'Hare Intl to Haneda flights
O'Hare Intl to Athens flights
O'Hare Intl to Honolulu flights
Midway to Newark flights
O'Hare Intl to Atlanta flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Dublin flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Baltimore flights
Midway to LaGuardia flights
Midway to John F Kennedy Intl flights
Midway to Sky Harbor Intl flights
Midway to Fort Lauderdale flights
Midway to Miami flights
O'Hare Intl to Philadelphia flights
Indianapolis to Orlando flights
Indianapolis to Fort Lauderdale flights

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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$268FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$179Average$365FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$254Average$615FlexibilityNo cancel feeOn-time69%
DeltaCheapest$257Average$508FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$267Average$571FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$350Average$818FlexibilityNo cancel feeOn-time63%
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.