Cheap flights from Indianapolis to Caribbean from $99

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Indianapolis to Caribbean departing on 7/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Indianapolis to Caribbean

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:48 pm - 12:53 pm
IND
-
STT
18h 05m
2 stops
American Airlines Logo
3:43 pm - 11:13 pm
STT
-
IND
7h 30m
1 stop
$212American Airlines
Fri, Aug 21 - Fri, Aug 28
American Airlines Logo
6:11 am - 3:02 pm
IND
-
STT
8h 51m
1 stop
American Airlines Logo
4:42 pm - 10:20 am
STT
-
IND
17h 38m
2 stops
$256American Airlines
Sun, Aug 30 - Sun, Sep 6
Delta Logo
6:00 am - 4:37 pm
IND
-
NAS
10h 37m
1 stop
Delta Logo
1:17 pm - 12:21 am
NAS
-
IND
11h 04m
1 stop
$298Delta
Tue, Jun 30 - Sat, Jul 4
United Airlines Logo
6:00 am - 3:56 pm
IND
-
NAS
9h 56m
2 stops
United Airlines Logo
4:58 pm - 11:26 pm
NAS
-
IND
6h 28m
1 stop
$302United Airlines
Thu, Jul 30 - Fri, Jul 31
United Airlines Logo
8:10 pm - 12:30 pm
IND
-
GCM
17h 20m
2 stops
United Airlines Logo
1:35 pm - 11:26 pm
GCM
-
IND
8h 51m
1 stop
$321United Airlines
Fri, Jul 24 - Fri, Jul 31
Frontier Logo
7:10 pm - 11:16 am
IND
-
SJU
16h 06m
1 stop
Frontier Logo
6:26 pm - 6:15 pm
SJU
-
IND
23h 49m
1 stop
$336Frontier
Tue, Aug 4 - Tue, Aug 11
Multiple Airlines Logo
12:20 pm - 1:41 pm
IND
-
SJU
25h 21m
2 stops
Multiple Airlines Logo
6:26 am - 12:53 pm
SJU
-
IND
6h 27m
1 stop
$344Multiple Airlines
Wed, Aug 12 - Sun, Aug 16
Delta Logo
11:50 am - 10:29 pm
IND
-
SJU
10h 39m
1 stop
Delta Logo
2:59 pm - 9:23 pm
SJU
-
IND
6h 24m
1 stop
$346Delta
Sat, Aug 22 - Tue, Aug 25
Multiple Airlines Logo
7:30 am - 4:11 pm
IND
-
SJU
8h 41m
1 stop
Multiple Airlines Logo
6:26 am - 11:25 am
SJU
-
IND
28h 59m
2 stops
$349Multiple Airlines
Thu, Aug 13 - Sun, Aug 16
Frontier Logo
7:47 pm - 7:57 am
IND
-
SJU
12h 10m
1 stop
Frontier Logo
6:32 am - 9:15 pm
SJU
-
IND
14h 43m
1 stop
$350Frontier
Sat, Jul 25 - Wed, Jul 29

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American Airlines flights from Indianapolis to Caribbean

Our best American Airlines deals on Indianapolis to Caribbean flight tickets
American Airlines
Aug 21
IND6:48 pmIndianapolis
18h 05m
2 stops
STT12:53 pmSaint Thomas Island Cyril E King
Aug 28
STT3:43 pmSaint Thomas Island Cyril E King
7h 30m
1 stop
IND11:13 pmIndianapolis
$212
American Airlines
Aug 30
IND6:11 amIndianapolis
8h 51m
1 stop
STT3:02 pmSaint Thomas Island Cyril E King
Sep 6
STT4:42 pmSaint Thomas Island Cyril E King
17h 38m
2 stops
IND10:20 amIndianapolis
$256
American Airlines
Sep 8
IND6:00 pmIndianapolis
18h 51m
2 stops
STT12:51 pmSaint Thomas Island Cyril E King
Sep 16
STT1:41 pmSaint Thomas Island Cyril E King
20h 44m
2 stops
IND10:25 amIndianapolis
$281

Frontier flights from Indianapolis to Caribbean

Our best Frontier deals on Indianapolis to Caribbean flight tickets
Frontier
Aug 4
IND7:10 pmIndianapolis
16h 06m
1 stop
SJU11:16 amSan Juan Luis Munoz Marin Intl
Aug 11
SJU6:26 pmSan Juan Luis Munoz Marin Intl
23h 49m
1 stop
IND6:15 pmIndianapolis
$336
Frontier
Jul 25
IND7:47 pmIndianapolis
12h 10m
1 stop
SJU7:57 amSan Juan Luis Munoz Marin Intl
Jul 29
SJU6:32 amSan Juan Luis Munoz Marin Intl
14h 43m
1 stop
IND9:15 pmIndianapolis
$350
Frontier
Aug 3
IND6:32 pmIndianapolis
7h 43m
1 stop
SJU2:15 amSan Juan Luis Munoz Marin Intl
Aug 5
SJU8:37 pmSan Juan Luis Munoz Marin Intl
13h 26m
1 stop
IND10:03 amIndianapolis
$355

momondo 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, momondo users made 832,500 searches. Data last updated June 12, 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

Fri 8/21

6:48 pm-12:53 pm

2 stops18h 05m

Saint Thomas Island Cyril E King

Fri 8/28

3:43 pm-11:13 pm

1 stop7h 30m

$212

IndianapolisSaint Thomas Island

IND - STT

INDSTT

Indianapolis

Sun 8/30

6:11 am-3:02 pm

1 stop8h 51m

Saint Thomas Island Cyril E King

Sun 9/6

4:42 pm-10:20 am

2 stops17h 38m

$256

IndianapolisNassau

IND - NAS

INDNAS

Indianapolis

Tue 6/30

6:00 am-4:37 pm

1 stop10h 37m

Nassau Intl

Sat 7/4

1:17 pm-12:21 am

1 stop11h 04m

$298
Quickest round-trip

IndianapolisNassau

IND - NAS

INDNAS

Indianapolis

Thu 7/30

6:00 am-3:56 pm

2 stops9h 56m

Nassau Intl

Fri 7/31

4:58 pm-11:26 pm

1 stop6h 28m

$302

IndianapolisGeorge Town

IND - GCM

INDGCM

Indianapolis

Fri 7/24

8:10 pm-12:30 pm

2 stops17h 20m

George Town Owen Roberts Intl

Fri 7/31

1:35 pm-11:26 pm

1 stop8h 51m

$321

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Tue 8/4

7:10 pm-11:16 am

1 stop16h 06m

San Juan Luis Munoz Marin Intl

Tue 8/11

6:26 pm-6:15 pm

1 stop23h 49m

$336

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Wed 8/12

12:20 pm-1:41 pm

2 stops25h 21m

San Juan Luis Munoz Marin Intl

Sun 8/16

6:26 am-12:53 pm

1 stop6h 27m

$344

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 8/22

11:50 am-10:29 pm

1 stop10h 39m

San Juan Luis Munoz Marin Intl

Tue 8/25

2:59 pm-9:23 pm

1 stop6h 24m

$346

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Thu 8/13

7:30 am-4:11 pm

1 stop8h 41m

San Juan Luis Munoz Marin Intl

Sun 8/16

6:26 am-11:25 am

2 stops28h 59m

$349

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 7/25

7:47 pm-7:57 am

1 stop12h 10m

San Juan Luis Munoz Marin Intl

Wed 7/29

6:32 am-9:15 pm

1 stop14h 43m

$350

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

What is the cheapest month to fly to Caribbean?

In general, September 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 $108. If you don’t want to visit Caribbean in September, then you should wait until August to fly from Indianapolis, when ticket prices are also cheap, with an average price of $113.

What is the cheapest Indianapolis to Caribbean flight route?

Fly from Indianapolis to San Juan Luis Munoz Marin Intl 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 $413 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 $354 on momondo.

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

There is only 1 cabin class 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 87% 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

Fastest flight time

4h 20m

Direct flights

Sun

Airports in Caribbean

195 airports
The fastest flight from Indianapolis to Caribbean takes 4h 20m
Direct flights go from Indianapolis to Caribbean on Sunday. The only airline offering direct flights is Southwest.
There are 195 airports in Caribbean. From Indianapolis there are direct flights to Punta Cana (PUJ), San Juan Luis Munoz Marin Intl (SJU).

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?

  • 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?

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
DeltaPriceFrom $153Free CancellationRating
7.9
8,400 reviews
Search Delta flights
FrontierPriceFrom $180Free CancellationRating
5.6
2,894 reviews
Search Frontier flights
SouthwestPriceFrom $215Free CancellationRating
7.9
4,234 reviews
Search Southwest flights
United AirlinesPriceFrom $232Free CancellationRating
7.4
9,810 reviews
Search United Airlines flights
American AirlinesPriceFrom $241Free CancellationRating
7.1
11,644 reviews
Search American Airlines flights
JetBluePriceFrom $457Free CancellationRating
7.1
2,981 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.

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1 adult
Sun 7/12
Sun 7/19

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