What airlines fly to Caribbean?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Caribbean from Indianapolis according to our data. American Airlines is the first choice among our users, with 56% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 7 different airlines that fly to Caribbean 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?

Frontier, American Airlines, and Air Canada are the most popular carriers operating from Indianapolis to Caribbean

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

Prices for flights from Indianapolis Airport to Caribbean refresh daily.

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

The number of operators available for flights from Indianapolis Airport to Caribbean is 6 as of September 2026.

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

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.

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

The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$93 Cheap Flights from Indianapolis to Caribbean in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Indianapolis to Caribbean

Round-trip

One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

1:47 pm - 11:44 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

9h 57m1 stop Atlanta Hartsfield-Jackson

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

27h 58m1 stop Atlanta Hartsfield-Jackson

$161Frontier

Sat, Oct 31 - Tue, Nov 3

1:47 pm - 11:44 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

9h 57m1 stop Atlanta Hartsfield-Jackson

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

27h 58m1 stop Atlanta Hartsfield-Jackson

$162Frontier

Sat, Oct 31 - Tue, Nov 3

6:00 am - 9:15 amIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

27h 15m1 stop Orlando Sanford Intl

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

21h 03m1 stop Atlanta Hartsfield-Jackson

$217Multiple Airlines

Mon, Oct 26 - Fri, Oct 30

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

$219Multiple Airlines

Tue, Oct 27 - Fri, Oct 30

5:34 am - 3:14 pmIND Indianapolis-STT Saint Thomas Island Cyril E King

8h 40m1 stop Chicago O'Hare Intl

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

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

$248American 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

$248American Airlines

Sun, Jan 17 - Fri, Jan 22

1:49 pm - 11:50 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

10h 01m2 stops Chicago O'Hare Intl Newark

1:00 am - 10:56 amSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

9h 56m2 stops Newark Chicago O'Hare Intl

$274United Airlines

Sat, Oct 17 - Fri, Oct 23

11:35 am - 11:05 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

10h 30m1 stop Baltimore/Washington

10:45 am - 4:40 pmSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

6h 55m1 stop Orlando

$274Southwest

Mon, Feb 1 - Tue, Feb 9

5:50 am - 3:50 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

9h 00m2 stops Baltimore/Washington Orlando

10:45 am - 6:40 pmSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

8h 55m1 stop Orlando

$274Southwest

Tue, Feb 2 - Tue, Feb 9

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

7h 31m1 stop Chicago O'Hare Intl

3:35 pm - 11:29 pmSTT Saint Thomas Island Cyril E King-IND Indianapolis

8h 54m1 stop Houston George Bush Intcntl

$360United Airlines

Sat, Nov 28 - Sun, Dec 6

Cheap last minute flights

Enter your travel dates to find the best prices.

11:21 am - 5:43 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

6h 22m1 stop Orlando

10:42 am - 5:32 pmSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

6h 50m1 stop Orlando

$355Frontier

Sat, Sep 19 - Sat, Sep 26

6:27 pm - 9:35 amIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

15h 08m1 stop Orlando

6:42 pm - 10:25 amSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

15h 43m1 stop Orlando

$360Frontier

Sat, Sep 19 - Tue, Sep 22

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

7h 10m1 stop Toronto Pearson Intl

6:30 pm - 3:41 pmNAS Nassau Intl-IND Indianapolis

21h 11m1 stop Toronto Pearson Intl

$398Air Canada

Sun, Sep 20 - Thu, Sep 24

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

7h 10m1 stop Toronto Pearson Intl

2:20 pm - 3:41 pmNAS Nassau Intl-IND Indianapolis

25h 21m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

$401Air Canada

Sun, Sep 20 - Thu, Sep 24

5:45 am - 12:15 pmIND Indianapolis-PUJ Punta Cana

6h 30m1 stop Washington, D.C. Dulles Intl

2:20 pm - 11:30 pmPUJ Punta Cana-IND Indianapolis

9h 10m1 stop Houston George Bush Intcntl

$494United Airlines

Sat, Sep 19 - Sat, Sep 26

7:00 am - 8:47 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

13h 47m2 stops Washington, D.C. Reagan-National Miami

2:22 pm - 11:54 pmSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

9h 32m1 stop Philadelphia

$536American Airlines

Sat, Sep 19 - Sat, Sep 26

6:00 am - 8:47 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

14h 47m2 stops Charlotte Douglas Miami

6:00 am - 4:31 pmSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

10h 31m2 stops Miami Dallas/Fort Worth

$536American Airlines

Sat, Sep 19 - Sat, Sep 26

5:50 am - 4:40 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

10h 50m2 stops Baltimore/Washington Orlando

10:30 am - 9:05 pmSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

10h 35m2 stops Orlando Nashville Intl

$536Southwest

Sat, Sep 19 - Tue, Sep 22

7:00 am - 1:33 pmIND Indianapolis-NAS Nassau Intl

30h 33m2 stops Chicago O'Hare Intl Newark

2:53 pm - 8:16 amNAS Nassau Intl-IND Indianapolis

17h 23m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

$543United Airlines

Sun, Sep 20 - Thu, Sep 24

1:15 pm - 11:55 pmIND Indianapolis-SJU San Juan Luis Munoz Marin Intl

10h 40m2 stops Atlanta Hartsfield-Jackson Orlando

10:30 am - 9:05 pmSJU San Juan Luis Munoz Marin Intl-IND Indianapolis

10h 35m2 stops Orlando Nashville Intl

$569Southwest

Fri, Sep 18 - Wed, Sep 23

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Frontier flights from Indianapolis to Caribbean

Our best Frontier deals on Indianapolis to Caribbean flight tickets

Frontier

Oct 31

IND1:47 pmIndianapolis

9h 57m

1 stop

SJU11:44 pmSan Juan Luis Munoz Marin Intl

Nov 3

SJU3:59 pmSan Juan Luis Munoz Marin Intl

27h 58m

1 stop

IND6:57 pmIndianapolis

$161

Frontier

Oct 31

IND1:47 pmIndianapolis

9h 57m

1 stop

SJU11:44 pmSan Juan Luis Munoz Marin Intl

Nov 3

SJU3:59 pmSan Juan Luis Munoz Marin Intl

27h 58m

1 stop

IND6:57 pmIndianapolis

$162

Frontier

Oct 31

IND1:47 pmIndianapolis

9h 57m

1 stop

SJU11:44 pmSan Juan Luis Munoz Marin Intl

Nov 5

SJU3:59 pmSan Juan Luis Munoz Marin Intl

27h 58m

1 stop

IND6:57 pmIndianapolis

$171

American Airlines flights from Indianapolis to Caribbean

Our best American Airlines deals on Indianapolis to Caribbean flight tickets

American Airlines

Jan 17

IND7:56 pmIndianapolis

17h 21m

2 stops

STT2:17 pmSaint Thomas Island Cyril E King

Jan 22

STT4:33 pmSaint Thomas Island Cyril E King

17h 24m

2 stops

IND8:57 amIndianapolis

$248

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

$253

American Airlines

Oct 30

IND10:53 amIndianapolis

11h 09m

2 stops

SJU10:02 pmSan Juan Luis Munoz Marin Intl

Nov 4

SJU1:00 pmSan Juan Luis Munoz Marin Intl

9h 05m

2 stops

IND9:05 pmIndianapolis

$274

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IndianapolisSan Juan

IND Indianapolis - SJU San Juan Luis Munoz Marin Intl

INDSJU

Indianapolis

Sat 10/31

1:47 pm-11:44 pm

1 stop9h 57m

San Juan Luis Munoz Marin Intl

Tue 11/3

3:59 pm-6:57 pm

1 stop27h 58m

$161

IndianapolisSan Juan

IND Indianapolis - SJU San Juan Luis Munoz Marin Intl

INDSJU

Indianapolis

Sat 10/31

1:47 pm-11:44 pm

1 stop9h 57m

San Juan Luis Munoz Marin Intl

Tue 11/3

3:59 pm-6:57 pm

1 stop27h 58m

$162

IndianapolisSan Juan

IND Indianapolis - SJU San Juan Luis Munoz Marin Intl

INDSJU

Indianapolis

Mon 10/26

6:00 am-9:15 am

1 stop27h 15m

San Juan Luis Munoz Marin Intl

Fri 10/30

3:59 pm-1:02 pm

1 stop21h 03m

$217

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

$219

IndianapolisSaint Thomas Island

IND Indianapolis - STT Saint Thomas Island Cyril E King

INDSTT

Indianapolis

Sun 1/17

5:34 am-3:14 pm

1 stop8h 40m

Saint Thomas Island Cyril E King

Fri 1/22

4:33 pm-8:57 am

2 stops17h 24m

$248

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

$248

IndianapolisSan Juan

IND Indianapolis - SJU San Juan Luis Munoz Marin Intl

INDSJU

Indianapolis

Sat 10/17

1:49 pm-11:50 pm

2 stops10h 01m

San Juan Luis Munoz Marin Intl

Fri 10/23

1:00 am-10:56 am

2 stops9h 56m

$274

IndianapolisSan Juan

IND Indianapolis - SJU San Juan Luis Munoz Marin Intl

INDSJU

Indianapolis

Mon 2/1

11:35 am-11:05 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Tue 2/9

10:45 am-4:40 pm

1 stop6h 55m

$274

IndianapolisSan Juan

IND Indianapolis - SJU San Juan Luis Munoz Marin Intl

INDSJU

Indianapolis

Tue 2/2

5:50 am-3:50 pm

2 stops9h 00m

San Juan Luis Munoz Marin Intl

Tue 2/9

10:45 am-6:40 pm

1 stop8h 55m

$274

Quickest round-trip

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-11:29 pm

1 stop8h 54m

$360

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

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?

In general, January is the cheapest month to fly from Indianapolis to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $488. If you don’t want to visit Caribbean in January, then you should wait until February to fly from Indianapolis, when ticket prices are also cheap, with an average price of $528.

What is the cheapest Indianapolis to Caribbean flight route?

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

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

You are more likely to see cheaper flights to Caribbean from Indianapolis when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $439 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Indianapolis for as low as $372 on momondo.

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

There are 2 cabin classes available to choose from on Indianapolis to Caribbean 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 flights?

You could potentially save up to 50% on your flight if you consider stops on a Indianapolis to Caribbean flight.

Cheap Indianapolis to Caribbean flight deals and tips

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

Best Price Found	$93
Fastest flight time	4h 09m
Direct flights	Sun
Airports in Caribbean	196 airports

The best one-way flight to Caribbean from Indianapolis in the past 72 hours is $93. The best round-trip flight deal from Indianapolis to Caribbean found on momondo in the last 72 hours is $161.

The fastest flight from Indianapolis to Caribbean takes 4h 09m

Direct flights go from Indianapolis to Caribbean on Sunday. The only airline offering direct flights is American Airlines.

There are 196 airports in Caribbean. From Indianapolis there are direct flights to Punta Cana (PUJ), San Juan Luis Munoz Marin Intl (SJU).

Search flight deals

Frequently asked questions about flying from Indianapolis to Caribbean

When did momondo last update prices for flights from Indianapolis Airport to Caribbean?
Prices for flights from Indianapolis Airport to Caribbean refresh daily.
How many operators does momondo search for flights from Indianapolis Airport to Caribbean?
The number of operators available for flights from Indianapolis Airport to Caribbean is 6 as of September 2026.
How old do you have to be to fly from Indianapolis Airport to Caribbean?
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.
What documentation or ID do you need to fly to Caribbean?
The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Indianapolis to Caribbean?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Indianapolis to Caribbean is Boeing 737-800 (52.00% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (16.00%), Boeing 737 (16.00%), and Boeing 737-900 (8.00%).

Best airlines flying from Indianapolis to Caribbean

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

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $186	Free Cancellation	Rating 5.6 2,600 reviews	Search Frontier flights
United Airlines	PriceFrom $235	Free Cancellation	Rating 7.4 10,213 reviews	Search United Airlines flights
Delta	PriceFrom $235	Free Cancellation	Rating 7.8 8,579 reviews	Search Delta flights
American Airlines	PriceFrom $238	Free Cancellation	Rating 7.1 12,076 reviews	Search American Airlines flights
Southwest	PriceFrom $291	Free Cancellation	Rating 8.0 4,188 reviews	Search Southwest flights
JetBlue	PriceFrom $327	Free Cancellation	Rating 7.1 3,035 reviews	Search JetBlue flights

Why use momondo?

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

It is quick and easy to find Indianapolis to Caribbean flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Caribbean that suits you.

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

Flights from Indianapolis to Caribbean with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo provides multiple filters to help you find the best flight to Caribbean from Indianapolis. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Price alerts on flights to Caribbean from Indianapolis are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.