HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$98+ Cheap flights from Indiana 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
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Indiana 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 Indiana to Caribbean

Keep the following information in mind while searching for Indiana to Caribbean flight deals. Data was last updated April 17, 2025.

Round-trip from

$215
(United Airlines)

One-way from

$98
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$375
From Indiana to Caribbean
Search Deals
One-way flight from Indiana to Caribbean
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($36 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 April 2025
Search Deals

Find flight deals from Indiana to Caribbean

Cheapest flights from Indiana to Caribbean
Explore the most affordable flight options available from Indiana to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

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.
Tue 5/62:10 pmCVG - SJU
1 stop9h 44mUnited Airlines
Sat 5/103:56 pmSJU - CVG
1 stop7h 44mUnited Airlines
Deal found 4/16$215
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1111:30 amORD - SJU
Nonstop4h 46mSpirit Airlines
Thu 5/156:09 amSJU - ORD
Nonstop5h 16mSpirit Airlines
Deal found 4/17$216
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.
Mon 10/207:55 amCVG - SJU
1 stop8h 30mDelta
Sat 10/2512:57 pmSJU - CVG
1 stop5h 49mDelta
Deal found 4/17$225
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 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.
Sun 4/278:00 amCVG - SJU
1 stop16h 09mAmerican Airlines
Thu 5/17:15 amSJU - CVG
1 stop16h 56mAmerican Airlines
Deal found 4/17$235
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 Flightnetwork 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/104:35 pmORD - SJU
1 stop17h 10mMultiple Airlines
Sat 5/179:58 pmSJU - ORD
1 stop11h 45mMultiple Airlines
Deal found 4/16$264
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.
Fri 5/162:36 pmCVG - SJU
2 stops20h 55mMultiple Airlines
Fri 5/238:12 pmSJU - CVG
1 stop24h 02mMultiple Airlines
Deal found 4/15$287
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2712:35 pmCVG - SJU
1 stop7h 06mFrontier
Thu 5/13:56 amSJU - CVG
1 stop7h 40mFrontier
Deal found 4/17$294
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

Cheapflights Fare Finder

Customize your flight search to find flights from Indiana 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 Indiana to Caribbean that are best for you.

Fly from

Indiana

Fly to

Caribbean

Route

Depart

Return

Price

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Tue 5/6

2:10 pm-11:54 pm

1 stop9h 44m

San Juan Luis Munoz Marin Intl

Sat 5/10

3:56 pm-11:40 pm

1 stop7h 44m

$215

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 5/11

11:30 am-5:16 pm

Nonstop4h 46m

San Juan Luis Munoz Marin Intl

Thu 5/15

6:09 am-10:25 am

Nonstop5h 16m

$216

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 5/3

5:27 pm-11:15 pm

1 stop5h 48m

San Juan Luis Munoz Marin Intl

Thu 5/8

6:15 am-12:44 pm

1 stop6h 29m

$225

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

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sun 4/27

8:00 am-12:09 am

1 stop16h 09m

San Juan Luis Munoz Marin Intl

Thu 5/1

7:15 am-12:11 am

1 stop16h 56m

$235

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

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 5/10

4:35 pm-10:45 am

1 stop17h 10m

San Juan Luis Munoz Marin Intl

Sat 5/17

9:58 pm-8:43 am

1 stop11h 45m

$264

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Fri 5/16

2:36 pm-11:31 am

2 stops20h 55m

San Juan Luis Munoz Marin Intl

Fri 5/23

8:12 pm-8:14 pm

1 stop24h 02m

$287

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sun 4/27

12:35 pm-7:41 pm

1 stop7h 06m

San Juan Luis Munoz Marin Intl

Thu 5/1

3:56 am-11:36 am

1 stop7h 40m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

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

Best time to book a flight from Indiana to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Indiana 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 Indiana to Caribbean

What is the cheapest month to book a flight from Indiana to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Indiana to Caribbean (average of $254). Flying from Indiana 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 IN to CB?

Find hourly flight availability from Indiana 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 Indiana 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.
Alaska Airlines
8.0
Very good
9,887 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,887 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,280 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,916 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Copa Airlines
7.6
Good
1,409 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Indiana to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Indiana to Caribbean one-way?

    $98 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and Southwest, with prices starting from $102 and $108, respectively.

  • Can I find deals for flights from Indiana to Caribbean that include hotel bookings?

    Yes. In addition to deals on Indiana to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Indiana to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Indiana to Caribbean.

  • Can I find deals for business class flights from Indiana to Caribbean?

    Yes. Cheapflights offers flight deals from Indiana 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 Indiana to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Indiana to Caribbean (average of $254). Flying from Indiana 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

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 Indiana to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Fort Lauderdale flights
Newark to Orlando flights
LaGuardia to Fort Lauderdale flights
Newark to Cancún flights
John F Kennedy Intl to Miami flights
LaGuardia to Miami flights
John F Kennedy Intl to Cancún flights
John F Kennedy Intl to Heathrow flights
San Francisco to John F Kennedy Intl flights
Los Angeles to John F Kennedy Intl flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Miami flights
John F Kennedy Intl to Los Angeles flights
Los Angeles to Newark flights
Dallas/Fort Worth to Seattle flights
Dallas/Fort Worth to John F Kennedy Intl flights
John F Kennedy Intl to Dallas/Fort Worth flights
Newark to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to San Francisco flights
Newark to Heathrow flights
Dallas/Fort Worth to O'Hare Intl flights
Los Angeles to Haneda flights
LaGuardia to O'Hare Intl flights
Dallas/Fort Worth to Cancún flights
Dallas/Fort Worth to LaGuardia flights
Newark to Las Vegas flights
John F Kennedy Intl to O'Hare Intl flights
O'Hare Intl to Las Vegas flights
John F Kennedy Intl to Charles de Gaulle flights
O'Hare Intl to Dallas/Fort Worth flights
Los Angeles to Honolulu flights
John F Kennedy Intl to Orlando flights
O'Hare Intl to LaGuardia flights
Newark to Seattle flights
John F Kennedy Intl to Leonardo da Vinci/Fiumicino flights
Los Angeles to Boston flights
LaGuardia to Dallas/Fort Worth flights
LaGuardia to Orlando flights
Newark to Charles de Gaulle flights
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Gatwick flights
O'Hare Intl to Cancún flights
John F Kennedy Intl to Seattle flights
LaGuardia to Atlanta flights
John F Kennedy Intl to Mexico City flights
Seattle to Los Angeles flights
George Bush Intcntl to Cancún flights
Los Angeles to Seattle flights
Fort Lauderdale to Newark flights

Top 6 airlines flying from Indiana to Caribbean

Discover the top 6 airlines that operate flights from Indiana 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$651FlexibilityNo cancel feeOn-time69%
DeltaCheapest$255Average$646FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$676FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$350Average$787FlexibilityNo 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.