Caribbean

$106+ Cheap flights from Indianapolis (IND) 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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Jun 2 — Jun 91
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Cheap flight deals from Indianapolis to Caribbean

Cheapest flights from Indianapolis to Caribbean
Explore the most affordable flight options available from Indianapolis to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 3, 2026.

This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:46 pm
IND
-
SJU
1 stop18h 18m
Frontier
Sun 5/313:58 pm
SJU
-
IND
1 stop26h 41m
Frontier
Deal found 4/29$212
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.
Mon 6/87:32 pm
IND
-
SJU
1 stop27h 57m
Frontier
Wed 6/176:05 pm
SJU
-
IND
1 stop24h 56m
Frontier
Deal found 4/30$224
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/297:10 pm
IND
-
SJU
1 stop12h 47m
Frontier
Tue 8/46:00 am
SJU
-
IND
1 stop12h 15m
Frontier
Deal found 4/30$236
This Travelocity deal was found by Cheapflights users on 5/3. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:42 pm
IND
-
SJU
1 stop12h 15m
Frontier
Sat 8/229:24 am
SJU
-
IND
1 stop9h 32m
Frontier
Deal found 5/3$240
This Kiwi.com deal was found by Cheapflights users on 5/3. 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.
Mon 8/311:02 am
IND
-
SJU
1 stop29h 03m
Multiple Airlines
Thu 8/136:00 am
SJU
-
IND
1 stop28h 12m
Multiple Airlines
Deal found 5/3$243
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:10 pm
IND
-
SJU
1 stop7h 01m
Frontier
Sat 8/159:24 am
SJU
-
IND
1 stop9h 33m
Frontier
Deal found 4/29$256
This Frontier deal was found by Cheapflights users on 5/3. 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.
Sat 8/87:42 pm
IND
-
SJU
1 stop12h 15m
Frontier
Fri 8/146:32 am
SJU
-
IND
1 stop14h 42m
Frontier
Deal found 5/3$258
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/812:14 pm
IND
-
SJU
2 stops36h 23m
Multiple Airlines
Wed 6/177:00 am
SJU
-
IND
1 stop29h 47m
Multiple Airlines
Deal found 5/1$268
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/56:10 am
IND
-
SJU
1 stop6h 56m
Multiple Airlines
Mon 7/136:31 pm
SJU
-
IND
1 stop23h 44m
Multiple Airlines
Deal found 4/30$274
This Priceline deal was found by Cheapflights users on 5/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/317:42 pm
IND
-
SJU
1 stop27h 47m
Frontier
Tue 8/46:00 am
SJU
-
IND
1 stop12h 15m
Frontier
Deal found 5/1$275
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/307:42 pm
IND
-
SJU
1 stop6h 29m
Frontier
Thu 8/66:00 am
SJU
-
IND
1 stop12h 57m
Frontier
Deal found 4/30$276
This United Airlines deal was found by Cheapflights users on 5/1. 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 7/46:00 am
IND
-
STT
2 stops11h 00m
United Airlines
Sat 7/112:10 pm
STT
-
IND
1 stop9h 34m
United Airlines
Deal found 5/1$300

Find flight deals from Indianapolis to Caribbean

Keep the following information in mind while searching for Indianapolis to Caribbean flight deals. Data was last updated May 3, 2026.

Round-trip from

$212
(Expedia)

One-way from

$106
(Frontier)

Popular in

December

Cheapest in

September

Average price

$355
From Indianapolis to Caribbean
One-way flight from Indianapolis to Caribbean
Highest demand for flights based on searches. 14% potential increase in price ($68 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in May 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Indianapolis 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 May 3, 2026.
Use the filters below to find and compare flights from Indianapolis to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Sat 5/16

9:28 am-5:00 pm

1 stop7h 32m

Saint Thomas Island Cyril E King

Sat 5/23

2:10 pm-10:05 pm

1 stop7h 55m

$300

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Mon 5/11

7:13 am-4:15 pm

2 stops9h 02m

Saint Thomas Island Cyril E King

Fri 5/15

5:05 pm-11:59 pm

1 stop6h 54m

$325

IndianapolisMontego Bay

IND - MBJ

INDMBJ

Indianapolis

Mon 5/18

7:16 am-3:34 pm

1 stop9h 18m

Montego Bay Sangster Intl

Thu 5/21

4:59 pm-12:33 am

1 stop6h 34m

$362

IndianapolisMontego Bay

IND - MBJ

INDMBJ

Indianapolis

Fri 7/3

5:35 am-3:10 pm

1 stop10h 35m

Montego Bay Sangster Intl

Tue 7/7

4:12 pm-11:59 pm

1 stop6h 47m

$365

IndianapolisMontego Bay

IND - MBJ

INDMBJ

Indianapolis

Wed 5/13

6:00 am-3:34 pm

1 stop10h 34m

Montego Bay Sangster Intl

Wed 5/20

4:59 pm-12:33 am

1 stop6h 34m

$372

IndianapolisMontego Bay

IND - MBJ

INDMBJ

Indianapolis

Wed 5/6

6:00 am-3:10 pm

2 stops10h 10m

Montego Bay Sangster Intl

Fri 5/8

4:12 pm-10:05 am

2 stops16h 53m

$377

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Mon 5/11

7:16 am-3:17 pm

1 stop8h 01m

Saint Thomas Island Cyril E King

Fri 5/15

3:01 pm-12:33 am

1 stop9h 32m

$387

IndianapolisMontego Bay

IND - MBJ

INDMBJ

Indianapolis

Sat 5/16

10:00 am-3:10 pm

1 stop6h 10m

Montego Bay Sangster Intl

Sat 5/23

2:40 pm-11:26 pm

1 stop7h 46m

$402

IndianapolisOranjestad

IND - AUA

INDAUA

Indianapolis

Thu 5/28

7:00 am-3:20 pm

1 stop8h 20m

Oranjestad Reina Beatrix

Thu 6/4

4:30 pm-9:28 am

2 stops16h 58m

$412

IndianapolisNassau

IND - NAS

INDNAS

Indianapolis

Fri 7/17

9:20 am-2:57 pm

1 stop5h 37m

Nassau Intl

Wed 7/22

3:59 pm-11:55 pm

1 stop7h 56m

$413

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/2

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Indianapolis to Caribbean

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

How far ahead should I book a flight from Indianapolis to Caribbean?

The price you pay for your flight from Indianapolis to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 36 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, September is the cheapest month in which you can book a flight from Indianapolis to Caribbean (average of $108). Flying from Indianapolis to Caribbean in December is currently the most expensive (average of $1,231). 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.

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 May 3, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Indianapolis to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Indianapolis to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Indianapolis to Caribbean?

    If you book a flight to Caribbean from Indianapolis, you will be flying from Indianapolis, which is the city’s only airport. Indianapolis (IND) is located 8.3 mi from the center of Indianapolis.

  • How long is the flight from Indianapolis to Caribbean?

    Departing from Indianapolis to Caribbean will take you 7h 32m. Indianapolis and Caribbean are separated by a distance of 1948 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Indianapolis to Caribbean one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $94. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from Indianapolis to Caribbean for a low price.

  • What are the most popular routes from Indianapolis to Caribbean?

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Indianapolis to Caribbean (average of $108). Flying from Indianapolis to Caribbean in December is currently the most expensive (average of $1,231). 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 Indianapolis to Caribbean

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

Top 7 airlines flying from Indianapolis to Caribbean

Discover the top 7 airlines that operate flights from Indianapolis 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 May 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$107Average$450FlexibilityNo cancel feeOn-time65%
FrontierCheapest$138Average$264FlexibilityNo cancel feeOn-time62%
DeltaCheapest$152Average$542FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$215Average$648FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$228Average$559FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$247Average$584FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$374Average$810FlexibilityNo cancel feeOn-time62%

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