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Indiana

$85+ 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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — IND
Jan 13 — Jan 201
Tue 1/13
Tue 1/20
1 adult, Economy
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Cheap 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 December 14, 2025.

This eDestinos deal was found by Cheapflights users on 12/13. 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.
Thu 12/258:08 pmSJU - ORD
Nonstop5h 17mSpirit Airlines
Mon 1/55:45 amORD - SJU
Nonstop4h 41mSpirit Airlines
Deal found 12/13$170
This WAYA deal was found by Cheapflights users on 12/13. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/238:08 pmSJU - ORD
Nonstop5h 17mMultiple Airlines
Sun 1/181:13 pmORD - SJU
1 stop10h 07mMultiple Airlines
Deal found 12/13$173
This Priceline deal was found by Cheapflights users on 12/13. 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.
Sun 12/218:08 pmSJU - ORD
Nonstop5h 17mMultiple Airlines
Mon 1/51:44 pmORD - SJU
1 stop9h 22mMultiple Airlines
Deal found 12/13$184
This Frontier deal was found by Cheapflights users on 12/12. 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.
Sun 12/214:21 pmSJU - ORD
1 stop8h 03mFrontier
Thu 1/83:32 pmORD - SJU
1 stop7h 27mFrontier
Deal found 12/12$185
This Super.com deal was found by Cheapflights users on 12/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/218:08 pmSJU - ORD
Nonstop5h 17mSpirit Airlines
Mon 1/55:45 amORD - SJU
Nonstop4h 41mSpirit Airlines
Deal found 12/13$187
This Frontier deal was found by Cheapflights users on 12/12. 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 12/256:00 amSJU - IND
1 stop11h 21mFrontier
Mon 1/510:22 amIND - SJU
1 stop11h 53mFrontier
Deal found 12/12$192
This Priceline deal was found by Cheapflights users on 12/13. 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.
Thu 12/256:00 amSJU - MDW
1 stop17h 58mFrontier
Mon 1/56:15 amMDW - SJU
1 stop18h 24mFrontier
Deal found 12/13$192
This Frontier deal was found by Cheapflights users on 12/13. 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.
Wed 12/243:55 amSJU - ORD
1 stop8h 23mFrontier
Mon 1/51:44 pmORD - SJU
1 stop9h 22mFrontier
Deal found 12/13$192
This CheapOair deal was found by Cheapflights users on 12/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/239:37 pmSJU - MDW
1 stop26h 21mFrontier
Mon 1/56:15 amMDW - SJU
1 stop18h 24mFrontier
Deal found 12/11$193
This CheapOair deal was found by Cheapflights users on 12/13. 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.
Mon 12/224:21 pmSJU - ORD
1 stop8h 03mFrontier
Mon 1/51:44 pmORD - SJU
1 stop9h 22mFrontier
Deal found 12/13$193
This Priceline deal was found by Cheapflights users on 12/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/234:19 pmSJU - ORD
1 stop8h 05mMultiple Airlines
Mon 1/55:45 amORD - SJU
Nonstop4h 41mMultiple Airlines
Deal found 12/11$196
This eDestinos deal was found by Cheapflights users on 12/13. 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.
Sat 12/208:08 pmSJU - ORD
Nonstop5h 17mSpirit Airlines
Sat 1/35:00 amORD - SJU
1 stop15h 05mSpirit Airlines
Deal found 12/13$197

Find flight deals from Caribbean to Indiana

Keep the following information in mind while searching for Caribbean to Indiana flight deals. Data was last updated December 14, 2025.

Round-trip from

$166
(eDestinos)

One-way from

$85
(Mytrip)

Popular in

March

Cheapest in

January

Average price

$394
From Caribbean to Indiana
Search Deals
One-way flight from Caribbean to Indiana
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 14, 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 JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 1/29

4:36 pm-11:26 pm

1 stop7h 50m

Cincinnati Cinci./N. Kentucky

Mon 2/2

7:00 am-3:26 pm

1 stop7h 26m

$170

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Mon 1/12

9:23 pm-5:48 pm

1 stop21h 25m

Cincinnati Cinci./N. Kentucky

Sat 1/17

4:13 pm-2:23 pm

1 stop21h 10m

$170

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 2/5

11:06 am-7:31 pm

1 stop10h 25m

Chicago O'Hare Intl

Sun 2/8

7:45 am-6:02 pm

1 stop8h 17m

$179

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 3/5

6:00 am-1:56 pm

1 stop9h 56m

Chicago Midway

Mon 3/9

6:00 am-3:06 pm

1 stop8h 06m

$180

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Fri 1/16

6:00 am-6:54 pm

1 stop14h 54m

Chicago Midway

Sun 1/18

8:19 pm-12:42 pm

1 stop14h 23m

$184

San JuanIndianapolis

SJU - IND

SJUIND

San Juan Luis Munoz Marin Intl

Thu 12/25

6:00 am-4:21 pm

1 stop11h 21m

Indianapolis

Mon 1/5

10:22 am-11:15 pm

1 stop11h 53m

$192

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 1/22

4:36 pm-11:26 pm

1 stop7h 50m

Cincinnati Cinci./N. Kentucky

Tue 1/27

4:23 pm-11:59 pm

1 stop6h 36m

$196

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Sat 1/10

7:26 pm-8:31 pm

1 stop26h 05m

Cincinnati Cinci./N. Kentucky

Sat 1/17

4:13 pm-2:23 pm

1 stop21h 10m

$196

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 1/22

4:36 pm-11:26 pm

1 stop7h 50m

Cincinnati Cinci./N. Kentucky

Mon 1/26

10:30 am-6:40 pm

1 stop7h 10m

$196

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 12/24

8:08 pm-11:25 pm

Nonstop5h 17m

Chicago O'Hare Intl

Sat 1/3

5:00 am-10:05 pm

1 stop15h 05m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/12

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, November is the cheapest month in which you can book a flight from Caribbean to Indiana (average of $116). Flying from Caribbean to Indiana in July is currently the most expensive (average of $264). 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 December 14, 2025.

When flying from Caribbean to Indiana, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 19% versus a flight in the morning.

What is the cheapest day to fly from Caribbean to Indiana?

Use this chart to determine the cheapest time to fly round-trip from Caribbean to Indiana. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Caribbean to Indiana flight should consider departing on Friday evenings when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 14, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United 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
7.9
Good
4,251 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,251 reviews
Southwest
7.9
Good
4,251 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,007 reviews
Southwest
7.9
Good
4,251 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,094 reviews
Southwest
7.9
Good
4,251 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
7.9
Good
4,251 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,185 reviews
Southwest
7.9
Good
4,251 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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.

  • How long is the flight from Caribbean to Indiana?

    Airlines like Frontier, JetBlue, and Spirit Airlines fly from Caribbean to Indiana in about 7h 08m. The time it takes to get you to your destination can typically vary by up to 3h 17m. The distance from Caribbean to Indiana is about 1903 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $85 on Frontier. Other airlines that offer cheap prices include Delta from $108 and Southwest from $112 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, November is the cheapest month in which you can book a flight from Caribbean to Indiana (average of $116). Flying from Caribbean to Indiana in July is currently the most expensive (average of $264). 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 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 December 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$214Average$305FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$215Average$355FlexibilityNo cancel feeOn-time63%
DeltaCheapest$215Average$481FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$232Average$441FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$235Average$506FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$348Average$478FlexibilityNo cancel feeOn-time65%

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