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$81+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
1 adult, Economy
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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 2, 2025.

Round-trip from

$182
(Cheapflightsfares)

One-way from

$81
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$370
From Indiana to Caribbean
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One-way flight from Indiana 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 April 2025
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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 2, 2025.

This eDestinos deal was found by Cheapflights users on 4/1. 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.
Tue 4/84:32 pmORD - SJU
1 stop14h 54mSpirit Airlines
Wed 4/235:59 pmSJU - ORD
1 stop7h 21mSpirit Airlines
Deal found 4/1$177
This Delta deal was found by Cheapflights users on 3/31. 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 4/307:30 amCVG - SJU
1 stop8h 57mDelta
Wed 5/77:00 amSJU - CVG
1 stop10h 14mDelta
Deal found 3/31$215
This Delta deal was found by Cheapflights users on 4/1. 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.
Sat 4/264:15 pmIND - SJU
1 stop7h 33mDelta
Sat 5/36:35 amSJU - IND
1 stop9h 42mDelta
Deal found 4/1$225
This United Airlines deal was found by Cheapflights users on 4/1. 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 5/311:25 amIND - SJU
2 stops12h 32mUnited Airlines
Sat 5/103:56 pmSJU - IND
1 stop7h 31mUnited Airlines
Deal found 4/1$227
This FlightHub deal was found by Cheapflights users on 4/1. 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 4/95:40 amIND - SJU
1 stop10h 35mSpirit Airlines
Wed 4/237:00 pmSJU - IND
2 stops15h 36mSpirit Airlines
Deal found 4/1$230
This Trip.com deal was found by Cheapflights users on 3/31. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/297:00 pmORD - SJU
1 stop12h 26mMultiple Airlines
Tue 5/66:20 amSJU - ORD
1 stop12h 57mMultiple Airlines
Deal found 3/31$232
This American Airlines deal was found by Cheapflights users on 4/1. 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 10/76:05 amCVG - SJU
2 stops10h 15mAmerican Airlines
Sat 10/114:05 pmSJU - CVG
1 stop6h 52mAmerican Airlines
Deal found 4/1$235
This United Airlines deal was found by Cheapflights users on 4/1. 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.
Thu 5/82:10 pmCVG - SJU
1 stop9h 44mUnited Airlines
Sat 5/101:05 amSJU - CVG
2 stops12h 09mUnited Airlines
Deal found 4/1$241
This American Airlines deal was found by Cheapflights users on 4/1. 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 4/98:11 pmIND - SJU
1 stop8h 49mAmerican Airlines
Wed 4/236:05 amSJU - IND
1 stop13h 14mAmerican Airlines
Deal found 4/1$245
This Booking.com deal was found by Cheapflights users on 4/1. 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.
Fri 4/2510:03 amIND - SJU
1 stop7h 30mMultiple Airlines
Sun 5/49:30 pmSJU - IND
1 stop12h 21mMultiple Airlines
Deal found 4/1$267
This Mytrip deal was found by Cheapflights users on 4/1. 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 5/16:30 amCVG - SJU
2 stops17h 22mMultiple Airlines
Thu 5/88:12 pmSJU - CVG
1 stop15h 59mMultiple Airlines
Deal found 4/1$274
This Cheapflightsfares deal was found by Cheapflights users on 4/1. 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.
Sat 4/125:17 pmCVG - SJU
1 stop6h 01mFrontier
Thu 4/1712:55 pmSJU - CVG
1 stop6h 58mFrontier
Deal found 4/1$292

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 2, 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

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 4/12

11:45 am-11:46 pm

1 stop11h 01m

San Juan Luis Munoz Marin Intl

Sat 4/26

6:38 pm-12:58 am

1 stop7h 20m

$200

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Wed 4/30

7:30 am-4:27 pm

1 stop8h 57m

San Juan Luis Munoz Marin Intl

Wed 5/7

7:00 am-5:14 pm

1 stop10h 14m

$215

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 4/26

5:33 pm-11:15 pm

1 stop5h 42m

San Juan Luis Munoz Marin Intl

Sat 5/3

6:35 am-4:17 pm

1 stop9h 42m

$225

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Fri 5/2

6:49 pm-11:39 pm

2 stops28h 50m

San Juan Luis Munoz Marin Intl

Tue 5/6

3:41 pm-10:16 am

1 stop18h 35m

$227

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sun 4/13

2:42 pm-5:33 pm

1 stop26h 51m

San Juan Luis Munoz Marin Intl

Fri 4/18

6:38 pm-8:58 am

1 stop14h 20m

$228

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 4/29

7:00 pm-8:26 am

1 stop12h 26m

San Juan Luis Munoz Marin Intl

Tue 5/6

6:20 am-6:17 pm

1 stop12h 57m

$232

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Thu 5/8

2:10 pm-11:54 pm

1 stop9h 44m

San Juan Luis Munoz Marin Intl

Sat 5/10

1:05 am-1:14 pm

2 stops12h 09m

$241

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Wed 4/30

3:30 pm-12:09 am

2 stops8h 39m

San Juan Luis Munoz Marin Intl

Wed 5/7

5:25 am-11:02 pm

1 stop17h 37m

$255

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-3:13 pm

1 stop7h 28m

$256

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

2:35 pm-11:04 pm

1 stop8h 29m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 60 results
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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 2, 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 2, 2025.
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,898 reviews
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Alaska Airlines
8.0
Very good
9,820 reviews
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Southwest
8.0
Very good
4,272 reviews
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air Transat
7.8
Good
381 reviews
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Copa Airlines
7.6
Good
1,400 reviews
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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?

    $81 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 Delta and American Airlines, with prices starting from $108 and $126, 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

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Alternative routes for Indiana to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Dallas/Fort Worth to O'Hare Intl flights
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Los Angeles to Newark flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Tampa flights
George Bush Intcntl to Cancún flights
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LaGuardia to Los Angeles 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 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$349FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$187Average$379FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$223Average$658FlexibilityNo cancel feeOn-time69%
DeltaCheapest$256Average$652FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$669FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$350Average$787FlexibilityNo cancel feeOn-time63%

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