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$103+ Cheap flights from Caribbean to Indiana

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 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — IND
ago. 16 — ago. 231
sáb. 8/16
sáb. 8/23
1 adult, Economy
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Cheap flight deals from Caribbean to Indiana

Keep the following information in mind while searching for Caribbean to Indiana flight deals. Data was last updated agosto 11, 2025.

Round-trip from

$205
(American Airlines)

One-way from

$103
(Delta)

Popular in

March

Cheapest in

September

Average price

$346

Good one-way deal

$838 or less
From Caribbean to Indiana
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One-way flight from Caribbean to Indiana
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Highest demand for flights based on searches. 8% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a one-way flight from Caribbean to Indiana.
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Find flight deals from Caribbean to Indiana

Cheapest flights from Caribbean to Indiana
Explore the most affordable flight options available from Caribbean to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 11, 2025.

This Southwest deal was found by Cheapflights users on 8/11. 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.
vie. 10/175:30 pmSJU - SDF
1 stop6h 40mSouthwest
lun. 10/205:30 pmSDF - SJU
1 stop7h 15mSouthwest
Deal found 8/11$205
This American Airlines deal was found by Cheapflights users on 8/10. 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.
jue. 10/21:37 pmSJU - CVG
1 stop8h 53mAmerican Airlines
mar. 10/76:00 amCVG - SJU
2 stops9h 54mAmerican Airlines
Deal found 8/10$205
This American Airlines deal was found by Cheapflights users on 8/9. 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.
jue. 10/307:45 amSJU - CVG
2 stops9h 55mAmerican Airlines
lun. 11/106:00 amCVG - SJU
1 stop16h 47mAmerican Airlines
Deal found 8/9$209
This American Airlines deal was found by Cheapflights users on 8/10. 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.
jue. 12/258:51 pmSJU - CVG
1 stop14h 39mAmerican Airlines
lun. 1/55:51 amCVG - SJU
1 stop13h 10mAmerican Airlines
Deal found 8/10$210
This Delta deal was found by Cheapflights users on 8/11. 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.
vie. 10/245:43 pmSJU - IND
1 stop6h 39mDelta
vie. 10/312:11 pmIND - SJU
1 stop7h 48mDelta
Deal found 8/11$215
This Cheapflightsfares deal was found by Cheapflights users on 8/9. 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.
vie. 8/224:05 pmSJU - ORD
1 stop7h 17mSpirit Airlines
mar. 8/266:56 amORD - SJU
1 stop16h 01mSpirit Airlines
Deal found 8/9$222
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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.
jue. 8/288:00 pmSJU - ORD
1 stop14h 22mSpirit Airlines
dom. 8/316:20 amORD - SJU
1 stop11h 31mSpirit Airlines
Deal found 8/10$229
This American Airlines deal was found by Cheapflights users on 8/11. 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.
jue. 10/165:30 amSJU - CVG
1 stop10h 02mAmerican Airlines
dom. 10/196:27 amCVG - SJU
1 stop17h 32mAmerican Airlines
Deal found 8/11$230
This SmartFares deal was found by Cheapflights users on 8/9. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/295:42 pmSJU - ORD
1 stop26h 25mSpirit Airlines
mié. 9/311:21 amORD - SJU
2 stops11h 07mSpirit Airlines
Deal found 8/9$232
This Mytrip deal was found by Cheapflights users on 8/9. 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.
jue. 8/288:00 pmSJU - ORD
1 stop14h 22mSpirit Airlines
lun. 9/86:44 pmORD - SJU
2 stops18h 27mSpirit Airlines
Deal found 8/9$233
This Trip.com deal was found by Cheapflights users on 8/9. 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.
jue. 9/47:40 pmSJU - ORD
Nonstop5h 16mSpirit Airlines
mar. 9/96:30 amORD - SJU
1 stop13h 26mSpirit Airlines
Deal found 8/9$234
This American Airlines deal was found by Cheapflights users on 8/10. 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.
sáb. 10/185:30 amSJU - SDF
2 stops9h 36mAmerican Airlines
lun. 10/208:22 amSDF - SJU
1 stop15h 32mAmerican Airlines
Deal found 8/10$235

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Indiana 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 agosto 11, 2025.
Use the filters below to find and compare flights from Caribbean to Indiana that are best for you.

Fly from

Caribbean

Fly to

Indiana

Route

Depart

Return

Price

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

vie. 10/17

5:30 pm-12:10 am

1 stop6h 40m

Louisville Intl

lun. 10/20

5:30 pm-12:45 am

1 stop7h 15m

$205

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

jue. 10/2

1:37 pm-10:30 pm

1 stop8h 53m

Cincinnati Cinci./N. Kentucky

mar. 10/7

6:00 am-3:54 pm

2 stops9h 54m

$205

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

jue. 10/30

7:45 am-5:40 pm

2 stops9h 55m

Cincinnati Cinci./N. Kentucky

lun. 11/10

6:00 am-11:47 pm

1 stop16h 47m

$209

San JuanIndianapolis

SJU - IND

SJUIND

San Juan Luis Munoz Marin Intl

vie. 10/24

5:43 pm-12:22 am

1 stop6h 39m

Indianapolis

vie. 10/31

2:11 pm-9:59 pm

1 stop7h 48m

$215

San JuanIndianapolis

SJU - IND

SJUIND

San Juan Luis Munoz Marin Intl

mié. 1/14

4:40 pm-12:08 am

1 stop8h 28m

Indianapolis

mar. 3/31

11:10 am-10:25 pm

1 stop11h 15m

$220

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

jue. 8/28

8:00 pm-9:22 am

1 stop14h 22m

Chicago O'Hare Intl

dom. 8/31

5:05 am-9:48 pm

1 stop15h 43m

$225

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

jue. 10/16

5:30 am-3:32 pm

1 stop10h 02m

Cincinnati Cinci./N. Kentucky

dom. 10/19

6:27 am-11:59 pm

1 stop17h 32m

$230

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

jue. 8/28

8:00 pm-9:22 am

1 stop14h 22m

Chicago O'Hare Intl

lun. 9/8

6:44 pm-2:11 pm

2 stops18h 27m

$233

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

sáb. 10/18

5:30 am-3:06 pm

2 stops9h 36m

Louisville Intl

lun. 10/20

8:22 am-11:54 pm

1 stop15h 32m

$235

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

jue. 9/11

7:40 pm-11:56 pm

Nonstop5h 16m

Chicago O'Hare Intl

mar. 9/16

6:44 pm-8:56 pm

2 stops25h 12m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

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

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

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

Currently, August is the cheapest month in which you can book a flight from Caribbean to Indiana (average of $297). Flying from Caribbean to Indiana in March is currently the most expensive (average of $361). 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 CB to IN?

Find hourly flight availability from Caribbean to Indiana. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated agosto 11, 2025.

When flying from Caribbean to Indiana, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Indiana

Get insights into the airlines that provide service to Indiana. 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 Indiana. Reviews last updated agosto 11, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and Copa Airlines from Caribbean to Indiana to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,978 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Copa Airlines
7.5
Good
1,506 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,922 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Indiana. 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 Caribbean to Indiana one-way?

    One-way options have recently been found by users for as low as $103 on Southwest. Other airlines that offer cheap prices include Delta from $103 and American Airlines from $105 one-way.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Caribbean to Indiana (average of $297). Flying from Caribbean to Indiana in March is currently the most expensive (average of $361). 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 Caribbean to Indiana

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

Discover the top 6 airlines that operate flights from Caribbean to Indiana. 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 agosto 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$168Average$305FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$172Average$381FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$222Average$606FlexibilityNo cancel feeOn-time69%
DeltaCheapest$232Average$456FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$261Average$510FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$304Average$474FlexibilityNo cancel feeOn-time63%

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