Caribbean Islands

$65+ 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
tammi 26 — helmi 21
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Cheap flight deals from Indiana to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Indiana (USIN) to Caribbean Islands (zzEPX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated tammikuu 21, 2025.

Round-trip from

$140
(CheapOair)

One-way from

$65
(Frontier)
From Indiana to Caribbean Islands
One-way flight from Indiana to Caribbean Islands

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 tammikuu 21, 2025.

This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ti 4/82:01 pmCVG - SJU
1 stop11h 49mFrontier
ti 4/156:16 pmSJU - CVG
1 stop16h 53mFrontier
Deal found 1/20$140
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
ti 2/2512:21 pmORD - SJU
Nonstop4h 31mSpirit Airlines
to 3/67:00 amSJU - ORD
Nonstop5h 36mSpirit Airlines
Deal found 1/21$160
This FlightHub deal was found by Cheapflights users on 1/21. 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.
ti 4/12:36 pmMDW - SJU
1 stop8h 18mFrontier
ma 4/75:01 amSJU - MDW
1 stop15h 45mFrontier
Deal found 1/21$160
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ti 3/43:14 pmORD - SJU
1 stop16h 35mMultiple Airlines
ke 3/125:45 pmSJU - ORD
1 stop7h 22mMultiple Airlines
Deal found 1/20$161
This Frontier deal was found by Cheapflights users on 1/21. 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.
pe 2/217:18 pmORD - SJU
1 stop12h 31mFrontier
ti 2/259:30 pmSJU - ORD
1 stop13h 57mFrontier
Deal found 1/21$170
This American Airlines deal was found by Cheapflights users on 1/20. 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.
ma 2/35:25 amCVG - SJU
2 stops9h 20mAmerican Airlines
to 2/66:00 amSJU - CVG
1 stop10h 43mAmerican Airlines
Deal found 1/20$195
This United Airlines deal was found by Cheapflights users on 1/20. 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.
ma 2/32:50 pmCVG - SJU
1 stop6h 32mUnited Airlines
ke 2/52:05 amSJU - CVG
1 stop9h 46mUnited Airlines
Deal found 1/20$205
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 1/277:15 amCVG - SJU
1 stop8h 40mDelta
la 2/17:00 amSJU - CVG
1 stop10h 09mDelta
Deal found 1/20$225
This Southwest deal was found by Cheapflights users on 1/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
su 2/21:20 pmMDW - SJU
2 stops9h 30mSouthwest
pe 2/71:45 pmSJU - MDW
1 stop10h 15mSouthwest
Deal found 1/20$235
This United Airlines deal was found by Cheapflights users on 1/21. 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.
su 2/210:35 amORD - SJU
1 stop8h 53mUnited Airlines
ke 2/52:05 amSJU - ORD
1 stop9h 35mUnited Airlines
Deal found 1/21$245
This Mytrip deal was found by Cheapflights users on 1/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
su 5/46:30 amCVG - SJU
1 stop9h 35mMultiple Airlines
to 5/81:45 amSJU - CVG
2 stops10h 26mMultiple Airlines
Deal found 1/19$272
This Booking.com deal was found by Cheapflights users on 1/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ti 4/12:36 pmMDW - PUJ
1 stop18h 42mFrontier
ma 4/72:49 pmPUJ - MDW
1 stop10h 01mFrontier
Deal found 1/20$294

Find flights from Indiana to Caribbean Islands within your budget

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 tammikuu 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

ti 4/8

2:01 pm-1:50 am

1 stop11h 49m

San Juan Luis Munoz Marin Intl

ti 4/15

6:16 pm-11:09 am

1 stop16h 53m

$140

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

ti 2/25

12:21 pm-6:52 pm

Nonstop4h 31m

San Juan Luis Munoz Marin Intl

to 3/6

7:00 am-10:36 am

Nonstop5h 36m

$160

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

ti 4/1

2:36 pm-11:54 pm

1 stop8h 18m

San Juan Luis Munoz Marin Intl

ma 4/7

5:01 am-7:46 pm

1 stop15h 45m

$160

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

ti 3/4

3:14 pm-9:49 am

1 stop16h 35m

San Juan Luis Munoz Marin Intl

ke 3/12

5:45 pm-12:07 am

1 stop7h 22m

$161

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

pe 2/21

7:18 pm-9:49 am

1 stop12h 31m

San Juan Luis Munoz Marin Intl

ti 2/25

9:30 pm-9:27 am

1 stop13h 57m

$170

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

ma 2/3

4:08 pm-11:58 pm

1 stop6h 50m

San Juan Luis Munoz Marin Intl

to 2/6

6:15 am-4:21 pm

2 stops11h 06m

$195

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

ma 2/3

2:50 pm-10:22 pm

1 stop6h 32m

San Juan Luis Munoz Marin Intl

ke 2/5

2:05 am-10:51 am

1 stop9h 46m

$205

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

su 2/2

1:20 pm-12:50 am

2 stops9h 30m

San Juan Luis Munoz Marin Intl

pe 2/7

1:45 pm-10:00 pm

1 stop10h 15m

$235

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

su 2/2

10:35 am-9:28 pm

1 stop8h 53m

San Juan Luis Munoz Marin Intl

ma 12/8

2:05 am-9:37 am

1 stop9h 32m

$245

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

su 5/4

6:30 am-4:05 pm

1 stop9h 35m

San Juan Luis Munoz Marin Intl

to 5/8

1:45 am-12:11 pm

2 stops10h 26m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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.

Travel insights for flights from Indiana to Caribbean Islands

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

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 March is currently the most expensive (average of $378). 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 tammikuu 21, 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 tammikuu 21, 2025.
To help decide which airline to fly from Indiana to Caribbean Islands, see what other customers have to say about Frontier, Spirit Airlines and American Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,521 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
9,706 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.8
Good
1,341 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.8
Good
381 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $65 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $82 and United Airlines from $103 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 March is currently the most expensive (average of $378). 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 Islands

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

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 tammikuu 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$148Average$288FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$182Average$369FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$254Average$639FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$257Average$709FlexibilityNo cancel feeOn-time71%
DeltaCheapest$257Average$644FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$350Average$820FlexibilityNo cancel feeOn-time63%
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