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Caribbean Islands

$103+ Cheap flights from Indiana to Caribbean Islands

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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
may. 6 — may. 131
mar. 5/6
mar. 5/13
1 adult, Economy
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Cheap flight deals from Indiana to Caribbean Islands

Keep the following information in mind while searching for Indiana to Caribbean Islands flight deals. Data was last updated mayo 1, 2025.

Round-trip from

$196
(CheapOair)

One-way from

$103
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$371
From Indiana to Caribbean Islands
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One-way flight from Indiana to Caribbean Islands
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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. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find flight deals from Indiana to Caribbean Islands

Cheapest flights from Indiana to Caribbean Islands
Explore the most affordable flight options available from Indiana to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on mayo 1, 2025.

This CheapOair deal was found by Cheapflights users on 4/30. 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.
dom. 5/258:17 amORD - SJU
1 stop10h 45mSpirit Airlines
jue. 5/298:12 pmSJU - ORD
1 stop13h 38mSpirit Airlines
Deal found 4/30$196
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/86:09 pmCVG - SJU
1 stop16h 31mAmerican Airlines
sáb. 12/136:40 amSJU - CVG
1 stop9h 55mAmerican Airlines
Deal found 4/28$215
This American Airlines deal was found by Cheapflights users on 4/30. 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.
mar. 8/122:35 pmIND - SJU
2 stops9h 30mAmerican Airlines
mar. 8/193:50 pmSJU - IND
1 stop7h 16mAmerican Airlines
Deal found 4/30$225
This United Airlines deal was found by Cheapflights users on 4/29. 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.
dom. 10/57:00 amCVG - SJU
1 stop7h 44mUnited Airlines
lun. 10/131:05 amSJU - CVG
2 stops12h 04mUnited Airlines
Deal found 4/29$242
This Priceline deal was found by Cheapflights users on 4/30. 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.
lun. 6/98:15 amIND - SJU
1 stop10h 52mSpirit Airlines
lun. 6/168:24 pmSJU - IND
2 stops15h 35mSpirit Airlines
Deal found 4/30$254
This Delta deal was found by Cheapflights users on 4/30. 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.
lun. 6/306:00 amIND - SJU
1 stop10h 38mDelta
mié. 7/27:00 amSJU - IND
1 stop10h 19mDelta
Deal found 4/30$255
This FlightHub deal was found by Cheapflights users on 4/30. 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.
sáb. 5/174:35 pmORD - SJU
1 stop17h 10mMultiple Airlines
mar. 5/203:56 amSJU - ORD
1 stop29h 26mMultiple Airlines
Deal found 4/30$255
This Delta deal was found by Cheapflights users on 4/29. 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.
lun. 11/177:55 amCVG - SJU
1 stop8h 15mDelta
lun. 11/246:20 pmSJU - CVG
1 stop6h 35mDelta
Deal found 4/29$268
This Mytrip deal was found by Cheapflights users on 4/30. 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.
sáb. 5/242:19 pmCVG - SJU
2 stops19h 24mMultiple Airlines
vie. 5/308:12 pmSJU - CVG
1 stop23h 25mMultiple Airlines
Deal found 4/30$271
This Mytrip deal was found by Cheapflights users on 4/30. 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.
sáb. 5/316:00 amIND - SJU
2 stops27h 43mMultiple Airlines
mar. 6/31:59 amSJU - IND
2 stops21h 16mMultiple Airlines
Deal found 4/30$272
This CheapOair deal was found by Cheapflights users on 4/30. 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.
dom. 5/46:10 amORD - PUJ
Nonstop4h 41mMultiple Airlines
vie. 5/912:42 pmPUJ - ORD
1 stop11h 47mMultiple Airlines
Deal found 4/30$285
This eDestinos deal was found by Cheapflights users on 4/30. 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.
vie. 5/305:10 amORD - SJU
1 stop9h 05mFrontier
lun. 6/23:40 amSJU - ORD
1 stop21h 56mFrontier
Deal found 4/30$288

Cheapflights Fare Finder

Customize your flight search to find flights from Indiana to Caribbean Islands 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 mayo 1, 2025.
Use the filters below to find and compare flights from Indiana to Caribbean Islands that are best for you.

Fly from

Indiana

Fly to

Caribbean Islands

Route

Depart

Return

Price

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

dom. 5/25

8:17 am-8:02 pm

1 stop10h 45m

San Juan Luis Munoz Marin Intl

jue. 5/29

8:12 pm-8:50 am

1 stop13h 38m

$196

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

dom. 9/28

6:40 am-2:45 pm

1 stop8h 05m

San Juan Luis Munoz Marin Intl

sáb. 10/4

3:55 pm-12:03 am

1 stop8h 08m

$225

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

vie. 5/16

6:05 pm-10:59 am

1 stop16h 54m

San Juan Luis Munoz Marin Intl

jue. 5/22

5:25 am-3:39 pm

1 stop10h 14m

$225

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

dom. 10/5

7:00 am-2:44 pm

1 stop7h 44m

San Juan Luis Munoz Marin Intl

lun. 10/13

1:05 am-1:09 pm

2 stops12h 04m

$242

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

lun. 6/30

6:00 am-4:38 pm

1 stop10h 38m

San Juan Luis Munoz Marin Intl

mié. 7/2

7:00 am-5:19 pm

1 stop10h 19m

$255

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

sáb. 5/17

4:35 pm-10:45 am

1 stop17h 10m

San Juan Luis Munoz Marin Intl

mar. 5/20

3:56 am-8:22 am

1 stop29h 26m

$255

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

mar. 5/27

10:50 am-11:31 am

1 stop24h 41m

San Juan Luis Munoz Marin Intl

mar. 6/3

2:54 pm-9:45 am

1 stop18h 51m

$266

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

mar. 10/14

7:55 am-4:25 pm

1 stop8h 30m

San Juan Luis Munoz Marin Intl

mié. 10/15

5:30 pm-11:55 pm

1 stop6h 25m

$268

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

mar. 5/27

10:50 am-11:31 am

1 stop24h 41m

San Juan Luis Munoz Marin Intl

lun. 6/2

1:59 am-7:32 pm

1 stop17h 33m

$269

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

sáb. 5/24

2:19 pm-9:43 am

2 stops19h 24m

San Juan Luis Munoz Marin Intl

vie. 5/30

8:12 pm-7:37 pm

1 stop23h 25m

$271

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 60 results
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Best time to book a flight from Indiana to Caribbean Islands

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

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

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

Find hourly flight availability from Indiana to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated mayo 1, 2025.

When flying from Indiana to Caribbean Islands, 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 Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated mayo 1, 2025.
To help decide which airline to fly from Indiana to Caribbean Islands, see what other customers have to say about Delta, Alaska Airlines and Southwest. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,934 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

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
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

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
9,968 reviews
Delta
8.0
Very good
7,934 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

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
4,294 reviews
Delta
8.0
Very good
7,934 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

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
7.5
Good
1,415 reviews
Delta
8.0
Very good
7,934 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

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.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

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 Islands. 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 Islands one-way?

    One-way options have recently been found by users for as low as $103 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $104 and American Airlines from $113 one-way.

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

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

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

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

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

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

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

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Indiana to Caribbean Islands

Discover the top 6 airlines that operate flights from Indiana to Caribbean Islands. 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 mayo 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$353FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$195Average$375FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$223Average$642FlexibilityNo cancel feeOn-time69%
DeltaCheapest$254Average$624FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$659FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$349Average$765FlexibilityNo cancel feeOn-time63%

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