What airlines fly to Caribbean Islands?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Caribbean Islands from Indianapolis according to our data. American Airlines is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 7 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Indianapolis to Caribbean Islands?

Frontier, American Airlines, and Delta are the most popular carriers operating from Indianapolis to Caribbean Islands

When did momondo last update prices for flights from Indianapolis Airport to Caribbean Islands?

Prices for flights from Indianapolis Airport to Caribbean Islands were last updated today.

How many operators does momondo search for flights from Indianapolis Airport to Caribbean Islands?

As of September 2026, there are 6 operators available to choose from for flights from Indianapolis Airport to Caribbean Islands.

How old do you have to be to fly from Indianapolis Airport to Caribbean Islands?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Indianapolis Airport to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$84 Cheap Flights from Indianapolis to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Indianapolis to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:59 pm - 4:06 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

20h 07m1 stop Atlanta Hartsfield-Jackson

3:59 pm - 6:57 pmSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

27h 58m1 stop Atlanta Hartsfield-Jackson

$175Frontier

Mon, Oct 12 - Tue, Nov 3

7:59 pm - 4:06 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

20h 07m1 stop Atlanta Hartsfield-Jackson

3:59 pm - 1:02 pmSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

21h 03m1 stop Atlanta Hartsfield-Jackson

$177Frontier

Mon, Oct 12 - Fri, Oct 30

6:49 pm - 12:13 pmIND Indianapolis-STT Saint Thomas Island Cyril E King

16h 24m2 stops Charlotte Douglas Miami

4:33 pm - 8:57 amSTT Saint Thomas Island Cyril E King-IND Indianapolis

17h 24m2 stops Charlotte Douglas Chicago O'Hare Intl

$224American Airlines

Sun, Jan 17 - Fri, Jan 22

6:49 pm - 2:17 pmIND Indianapolis-STT Saint Thomas Island Cyril E King

18h 28m2 stops Charlotte Douglas Miami

4:33 pm - 8:57 amSTT Saint Thomas Island Cyril E King-IND Indianapolis

17h 24m2 stops Charlotte Douglas Chicago O'Hare Intl

$224American Airlines

Sun, Jan 17 - Fri, Jan 22

1:33 pm - 3:17 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

25h 44m1 stop Fort Lauderdale

3:59 pm - 1:02 pmSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

21h 03m1 stop Atlanta Hartsfield-Jackson

$242Multiple Airlines

Tue, Oct 27 - Fri, Oct 30

7:30 am - 5:21 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

9h 51m1 stop Orlando Sanford Intl

2:55 am - 1:02 pmSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

10h 07m2 stops Orlando Atlanta Hartsfield-Jackson

$262Multiple Airlines

Fri, Oct 30 - Fri, Oct 30

6:36 am - 4:20 pmIND Indianapolis-STT Saint Thomas Island Cyril E King

8h 44m1 stop Houston George Bush Intcntl

3:35 pm - 11:22 pmSTT Saint Thomas Island Cyril E King-IND Indianapolis

8h 47m1 stop Houston George Bush Intcntl

$360United Airlines

Sat, Dec 5 - Sat, Dec 12

6:00 am - 4:15 pmIND Indianapolis-STT Saint Thomas Island Cyril E King

9h 15m1 stop Atlanta Hartsfield-Jackson

4:15 pm - 12:32 amSTT Saint Thomas Island Cyril E King-IND Indianapolis

9h 17m1 stop Atlanta Hartsfield-Jackson

$380Delta

Tue, Feb 16 - Wed, Feb 17

6:00 am - 2:31 pmIND Indianapolis-STT Saint Thomas Island Cyril E King

7h 31m1 stop Chicago O'Hare Intl

3:35 pm - 11:22 pmSTT Saint Thomas Island Cyril E King-IND Indianapolis

8h 47m1 stop Houston George Bush Intcntl

$383United Airlines

Sat, Nov 28 - Sun, Dec 6

8:00 am - 4:49 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

8h 49m1 stop Atlanta Hartsfield-Jackson

5:59 pm - 12:25 amSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

6h 26m1 stop Atlanta Hartsfield-Jackson

$386Delta

Thu, Oct 29 - Fri, Oct 30

Cheap last minute flights

Enter your travel dates to find the best prices.

7:41 pm - 2:18 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

18h 37m1 stop Orlando

10:42 am - 9:31 amSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

22h 49m1 stop Orlando

$347Frontier

Thu, Sep 10 - Wed, Sep 16

10:26 am - 11:13 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

12h 47m1 stop Orlando

6:33 am - 6:53 pmSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

12h 20m1 stop Atlanta Hartsfield-Jackson

$347Frontier

Thu, Sep 10 - Wed, Sep 16

10:20 am - 5:30 pmIND Indianapolis-NAS Nassau Intl

7h 10m1 stop Toronto Pearson Intl

6:30 pm - 8:41 pmNAS Nassau Intl-IND Indianapolis

26h 11m1 stop Toronto Pearson Intl

$400Air Canada

Thu, Sep 10 - Mon, Sep 14

6:52 am - 1:33 pmIND Indianapolis-NAS Nassau Intl

6h 41m1 stop Newark

2:35 pm - 9:59 pmNAS Nassau Intl-IND Indianapolis

7h 24m1 stop Newark

$402United Airlines

Thu, Sep 10 - Wed, Sep 16

7:26 pm - 1:33 pmIND Indianapolis-NAS Nassau Intl

18h 07m2 stops Chicago O'Hare Intl Newark

2:35 pm - 9:59 pmNAS Nassau Intl-IND Indianapolis

7h 24m1 stop Newark

$402United Airlines

Thu, Sep 10 - Wed, Sep 16

6:57 pm - 1:38 pmIND Indianapolis-NAS Nassau Intl

18h 41m1 stop Charlotte Douglas

10:32 am - 11:17 pmNAS Nassau Intl-IND Indianapolis

12h 45m1 stop Miami

$410American Airlines

Thu, Sep 10 - Wed, Sep 16

6:57 pm - 1:38 pmIND Indianapolis-NAS Nassau Intl

18h 41m1 stop Charlotte Douglas

12:34 pm - 9:17 pmNAS Nassau Intl-IND Indianapolis

8h 43m2 stops Miami New York LaGuardia

$415American Airlines

Thu, Sep 10 - Mon, Sep 14

6:55 am - 4:55 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

10h 00m2 stops Nashville Intl Orlando

11:50 am - 9:05 pmSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

9h 15m2 stops Orlando Nashville Intl

$516Southwest

Fri, Sep 11 - Tue, Sep 15

8:10 am - 6:10 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

10h 00m2 stops Houston Hobby Orlando

8:20 am - 5:15 pmSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

8h 55m2 stops Orlando Nashville Intl

$516Southwest

Sat, Sep 12 - Sat, Sep 19

8:49 pm - 2:22 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

17h 33m2 stops Denver Intl Atlanta Hartsfield-Jackson

8:45 am - 10:07 amSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

25h 22m1 stop Fort Lauderdale

$563Multiple Airlines

Mon, Sep 7 - Wed, Sep 9

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American Airlines flights from Indianapolis to Caribbean Islands

Our best American Airlines deals on Indianapolis to Caribbean Islands flight tickets

American Airlines

Jan 17

IND6:49 pmIndianapolis

16h 24m

2 stops

STT12:13 pmSaint Thomas Island Cyril E King

Jan 22

STT4:33 pmSaint Thomas Island Cyril E King

17h 24m

2 stops

IND8:57 amIndianapolis

$224

American Airlines

Jan 13

IND7:11 pmIndianapolis

16h 02m

1 stop

STT12:13 pmSaint Thomas Island Cyril E King

Feb 10

STT3:38 pmSaint Thomas Island Cyril E King

8h 14m

1 stop

IND10:52 pmIndianapolis

$229

American Airlines

Oct 30

IND7:19 pmIndianapolis

14h 27m

1 stop

SJU9:46 amSan Juan Luis Munoz Marin Intl

Nov 4

SJU3:49 pmSan Juan Luis Munoz Marin Intl

9h 49m

1 stop

IND12:38 amIndianapolis

$250

Frontier flights from Indianapolis to Caribbean Islands

Our best Frontier deals on Indianapolis to Caribbean Islands flight tickets

Frontier

Oct 12

IND7:59 pmIndianapolis

20h 07m

1 stop

SJU4:06 pmSan Juan Luis Munoz Marin Intl

Nov 3

SJU3:59 pmSan Juan Luis Munoz Marin Intl

27h 58m

1 stop

IND6:57 pmIndianapolis

$175

Frontier

Oct 12

IND7:59 pmIndianapolis

20h 07m

1 stop

SJU4:06 pmSan Juan Luis Munoz Marin Intl

Oct 30

SJU3:59 pmSan Juan Luis Munoz Marin Intl

21h 03m

1 stop

IND1:02 pmIndianapolis

$177

Frontier

Oct 12

IND7:59 pmIndianapolis

20h 07m

1 stop

SJU4:06 pmSan Juan Luis Munoz Marin Intl

Oct 29

SJU3:59 pmSan Juan Luis Munoz Marin Intl

26h 58m

1 stop

IND6:57 pmIndianapolis

$186

momondo Fare Finder

Use the filters below to find and compare flights from Indianapolis to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IndianapolisSan Juan

IND Indianapolis - SJU San Juan Luis Munoz Marin Intl

INDSJU

Indianapolis

Mon 10/12

7:59 pm-4:06 pm

1 stop20h 07m

San Juan Luis Munoz Marin Intl

Tue 11/3

3:59 pm-6:57 pm

1 stop27h 58m

$175

IndianapolisSan Juan

IND Indianapolis - SJU San Juan Luis Munoz Marin Intl

INDSJU

Indianapolis

Mon 10/12

7:59 pm-4:06 pm

1 stop20h 07m

San Juan Luis Munoz Marin Intl

Fri 10/30

3:59 pm-1:02 pm

1 stop21h 03m

$177

IndianapolisSaint Thomas Island

IND Indianapolis - STT Saint Thomas Island Cyril E King

INDSTT

Indianapolis

Sun 1/17

6:49 pm-12:13 pm

2 stops16h 24m

Saint Thomas Island Cyril E King

Fri 1/22

4:33 pm-8:57 am

2 stops17h 24m

$224

IndianapolisSaint Thomas Island

IND Indianapolis - STT Saint Thomas Island Cyril E King

INDSTT

Indianapolis

Sun 1/17

6:49 pm-2:17 pm

2 stops18h 28m

Saint Thomas Island Cyril E King

Fri 1/22

4:33 pm-8:57 am

2 stops17h 24m

$224

IndianapolisSan Juan

IND Indianapolis - SJU San Juan Luis Munoz Marin Intl

INDSJU

Indianapolis

Tue 10/27

1:33 pm-3:17 pm

1 stop25h 44m

San Juan Luis Munoz Marin Intl

Fri 10/30

3:59 pm-1:02 pm

1 stop21h 03m

$242

IndianapolisSan Juan

IND Indianapolis - SJU San Juan Luis Munoz Marin Intl

INDSJU

Indianapolis

Fri 10/30

7:30 am-5:21 pm

1 stop9h 51m

San Juan Luis Munoz Marin Intl

Fri 10/30

2:55 am-1:02 pm

2 stops10h 07m

$262

IndianapolisSaint Thomas Island

IND Indianapolis - STT Saint Thomas Island Cyril E King

INDSTT

Indianapolis

Sat 12/5

6:36 am-4:20 pm

1 stop8h 44m

Saint Thomas Island Cyril E King

Sat 12/12

3:35 pm-11:22 pm

1 stop8h 47m

$360

IndianapolisSaint Thomas Island

IND Indianapolis - STT Saint Thomas Island Cyril E King

INDSTT

Indianapolis

Tue 2/16

6:00 am-4:15 pm

1 stop9h 15m

Saint Thomas Island Cyril E King

Wed 2/17

4:15 pm-12:32 am

1 stop9h 17m

$380

IndianapolisSaint Thomas Island

IND Indianapolis - STT Saint Thomas Island Cyril E King

INDSTT

Indianapolis

Sat 11/28

6:00 am-2:31 pm

1 stop7h 31m

Saint Thomas Island Cyril E King

Sun 12/6

3:35 pm-11:22 pm

1 stop8h 47m

$383

Quickest round-trip

IndianapolisSan Juan

IND Indianapolis - SJU San Juan Luis Munoz Marin Intl

INDSJU

Indianapolis

Thu 10/29

8:00 am-4:49 pm

1 stop8h 49m

San Juan Luis Munoz Marin Intl

Fri 10/30

5:59 pm-12:25 am

1 stop6h 26m

$386

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Indianapolis to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean Islands?

The month of January is, on average, the cheapest month to fly to Caribbean Islands from Indianapolis, with most prices found around $517. The month of February is another great option to travel to Caribbean Islands, with average flight prices from Indianapolis averaging around $561.

What is the cheapest Indianapolis to Caribbean Islands flight route?

Fly from Indianapolis to Punta Cana for the best Indianapolis - Caribbean Islands flight prices

How far in advance should I book a flight from Indianapolis to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Indianapolis when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $438 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Indianapolis for as low as $366 on momondo.

What cabin class options are available on Indianapolis to Caribbean Islands flights?

There are 2 cabin classes available to choose from on Indianapolis to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Indianapolis to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Indianapolis to Caribbean Islands.

Cheap Indianapolis to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Indianapolis to Caribbean Islands

Best Price Found	$84
Fastest flight time	4h 10m
Direct flights	Sun
Airports in Caribbean Islands	100 airports

The best one-way flight to Caribbean Islands from Indianapolis in the past 72 hours is $84. The best round-trip flight deal from Indianapolis to Caribbean Islands found on momondo in the last 72 hours is $175.

The fastest flight from Indianapolis to Caribbean Islands takes 4h 10m

Direct flights go from Indianapolis to Caribbean Islands on Sunday. There are no airlines offering direct flights.

There are 100 airports in Caribbean Islands. From Indianapolis there are direct flights to Punta Cana (PUJ).

Search flight deals

Frequently asked questions about flying from Indianapolis to Caribbean Islands

When did momondo last update prices for flights from Indianapolis Airport to Caribbean Islands?
Prices for flights from Indianapolis Airport to Caribbean Islands were last updated today.
How many operators does momondo search for flights from Indianapolis Airport to Caribbean Islands?
As of September 2026, there are 6 operators available to choose from for flights from Indianapolis Airport to Caribbean Islands.
How old do you have to be to fly from Indianapolis Airport to Caribbean Islands?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Indianapolis Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Indianapolis to Caribbean Islands?
Based on momondo bookings for flights between Indianapolis and Caribbean Islands, the leading plane model is Boeing 737 MAX 8, making up 17.80% of the total bookings. Other popular models include Airbus A320-100/200 with 16.90%, Embraer 175 with 10.53%, and Boeing 737-800 Passenger/BBJ2 (winglets) with 9.71%.

Best airlines flying from Indianapolis to Caribbean Islands

Compare and see reviews for airlines that fly from Indianapolis to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $186	Free Cancellation	Rating 5.6 2,618 reviews	Search Frontier flights
United Airlines	PriceFrom $235	Free Cancellation	Rating 7.4 10,172 reviews	Search United Airlines flights
Delta	PriceFrom $235	Free Cancellation	Rating 7.8 8,558 reviews	Search Delta flights
American Airlines	PriceFrom $237	Free Cancellation	Rating 7.1 12,040 reviews	Search American Airlines flights
Southwest	PriceFrom $286	Free Cancellation	Rating 8.0 4,201 reviews	Search Southwest flights
JetBlue	PriceFrom $327	Free Cancellation	Rating 7.1 3,046 reviews	Search JetBlue flights

Why use momondo?

Why should I use momondo to find a flight deal from Indianapolis to Caribbean Islands?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean Islands from Indianapolis.

Can I find flights from Indianapolis to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Caribbean Islands from Indianapolis with this policy.

How can momondo help me find flights from Indianapolis to Caribbean Islands?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Indianapolis to Caribbean Islands.

I’m not ready to book a flight from Indianapolis to Caribbean Islands right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Indianapolis to Caribbean Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.