$99 Find Cheap Flights from Indianapolis to Caribbean - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Indianapolis to Caribbean departing on 9/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flights from Indianapolis to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$358
Santo Domingo
Santo Domingo2 stops$477
Montego Bay
Montego Bay1 stop$371
Oranjestad
Oranjestad1 stop$346
Nassau
Nassau1 stop$306
Kingston
Kingston1 stop$629
Simpson Bay
Simpson Bay2 stops$344
Providenciales
Providenciales2 stops$517
Port of Spain
Port of Spain1 stop$541
Bridgetown
Bridgetown1 stop$548
George Town
George Town1 stop$321
Willemstad
Willemstad2 stops$655
Aguadilla
Aguadilla1 stop$412
Puerto Plata
Puerto Plata1 stop$680
St. John's
St. John's2 stops$631
Punta Cana
Punta Cana1 stop$358
Santo Domingo
Santo Domingo2 stops$477
Montego Bay
Montego Bay1 stop$371
Oranjestad
Oranjestad1 stop$346
Nassau
Nassau1 stop$306
Kingston
Kingston1 stop$629
Simpson Bay
Simpson Bay2 stops$344
Providenciales
Providenciales2 stops$517
Port of Spain
Port of Spain1 stop$541
Bridgetown
Bridgetown1 stop$548
George Town
George Town1 stop$321
Willemstad
Willemstad2 stops$655
Aguadilla
Aguadilla1 stop$412
Puerto Plata
Puerto Plata1 stop$680
St. John's
St. John's2 stops$631

Book Cheap Indianapolis to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Indianapolis to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Indianapolis to Caribbean

Fri, Aug 21 - Fri, Aug 28
American Airlines Logo
6:48 pm - 12:53 pm
IND
-
STT
18h 05m
2 stops
American Airlines Logo
4:42 pm - 11:52 pm
STT
-
IND
7h 10m
1 stop
$240American Airlines
Tue, Sep 8 - Wed, Sep 16
American Airlines Logo
6:00 pm - 12:51 pm
IND
-
STT
18h 51m
2 stops
American Airlines Logo
1:41 pm - 10:25 am
STT
-
IND
20h 44m
2 stops
$295American Airlines
Tue, Oct 27 - Sat, Oct 31
Delta Logo
6:00 am - 1:49 pm
IND
-
NAS
7h 49m
1 stop
Delta Logo
12:55 pm - 8:58 pm
NAS
-
IND
8h 03m
1 stop
$317Delta
Sat, Jul 25 - Tue, Jul 28
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
$322United Airlines
Tue, Dec 8 - Tue, Dec 15
United Airlines Logo
5:49 am - 1:17 pm
IND
-
SJU
6h 28m
1 stop
United Airlines Logo
2:35 pm - 10:57 pm
SJU
-
IND
9h 22m
1 stop
$340United Airlines
Wed, Jul 29 - Sun, Aug 2
Frontier Logo
7:10 pm - 2:15 am
IND
-
SJU
7h 05m
1 stop
Frontier Logo
6:45 am - 11:25 am
SJU
-
IND
28h 40m
2 stops
$342Frontier
Thu, Sep 10 - Mon, Sep 14
Multiple Airlines Logo
10:57 am - 11:38 pm
IND
-
SJU
12h 41m
1 stop
Multiple Airlines Logo
6:42 pm - 10:14 am
SJU
-
IND
15h 32m
1 stop
$343Multiple Airlines
Fri, Jul 31 - Tue, Aug 4
Frontier Logo
12:20 pm - 2:00 pm
IND
-
SJU
25h 40m
2 stops
Frontier Logo
3:10 am - 6:15 pm
SJU
-
IND
15h 05m
1 stop
$344Frontier
Thu, Sep 10 - Mon, Sep 14
Delta Logo
12:49 pm - 10:19 pm
IND
-
SJU
9h 30m
1 stop
Delta Logo
12:56 pm - 11:22 pm
SJU
-
IND
10h 26m
1 stop
$346Delta
Thu, Oct 15 - Sun, Oct 18
Multiple Airlines Logo
9:32 pm - 7:58 am
IND
-
SJU
10h 26m
1 stop
Multiple Airlines Logo
5:39 pm - 11:44 am
SJU
-
IND
18h 05m
2 stops
$347Multiple Airlines
Booking Insights

KAYAK's insights & trends for Indianapolis to Caribbean flights

Get data-powered insights and trends into flights from Indianapolis to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Indianapolis to Caribbean flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from Indianapolis found in the last 5 days was to San Juan, at $532 round-trip. The most popular route is from Indianapolis (IND) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 5 days was $532.

What is the cheapest time of day to fly to Caribbean?

The average price for all round-trip flights from Indianapolis to Caribbean depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean is generally in the morning, when round-trip flights cost $552 on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $552.

Can I save money by flying with a layover from Indianapolis to Caribbean?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $550, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Indianapolis to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Indianapolis to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Indianapolis to Caribbean is September, when tickets cost $108 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $1,479 and $1,299 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Indianapolis to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Indianapolis to Caribbean, you should book around 2 weeks before departure, which saves you about 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$99
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Indianapolis to Nassau

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Indianapolis to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Indianapolis to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Indianapolis to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Indianapolis to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Indianapolis to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Indianapolis to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Indianapolis to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Indianapolis to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many flights are there between Indianapolis and Caribbean per day?

    There is a maximum of 1 nonstop flight a day that takes off from Indianapolis and lands in Caribbean, with an average flight time of 4h 20m. The most common departure time is 10:00 am and most flights take off in the morning. Each week, there are 1 flights.

Reviews of the top 5 airlines serving from Indianapolis to Caribbean

 
Need help choosing which airline to fly with from Indianapolis to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4249 reviews
7.5Entertainment
8.0Comfort
8.6Crew
7.0Food
8.1Boarding
Airline reviews

Overall good, just screaming kids in the area the whole flight.

8.0 ExcellentAnonymous, Jul 2026
MDW - MHT
Read more Southwest reviews

Overall good, just screaming kids in the area the whole flight.

My experience will Southwest was good. I wish there was more entertainment and the boarding process was slow at time but other than that my experience was great definitely will be flying with SouthWest again.

Flight was delayed by 2 hours, meaning that a flight to Dwnver which should have arrived at 11pm came into the airport at 1 am. Made for a very long day.

I think Southwest is the number one airline that anyone can fly I have flown for the first time Frontier and what a joke and their customer service United was a very strange experience I'm only sticking to Southwest from here on out for sure

Great job! My family doesnt fly often but we felt safe 100%

Great job Southwest! My family doesn't fly often but we felt safe the whole time.

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Excellent! Only question is how we check in at exactly 24 hours in advance and end up at the end of the B boarding group

We never made it on this flight because we missed our connection due to o delayed flight from Jackson.

We had a terrible experience. The flight was delayed several hours, so we missed our connection. We were told to wait at the airport. At around 11:00 pm, the flight was cancelled. There were no available seats out of Jackson for the next two days. Fortunately, we had the foresight to rebook on United for the next day. However, we had to spend a long day at the airport and an overnight at a mediocre hotel. It was a miserable way to spend part of our vacation. We also sacrificed our $450 deposit on our California hotel because we could not get there.

delta wifi wouldn’t work boarding was not in sequence flight crew spent most of their time on the phone with the lights off pretending no one wanted or needed anything

Everything worked smoothly, never had a concern with the flight from start to finish.

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

Extremely dosappoontined and frustrated. Refused entry to lounge in Detroit despite having Delta AMEX Reserve linked in MyDelta phone app as revommended and also having proof of account. No pillows were available for overnight flight to AMS and breakfast was not served in Delta Comfort.

The airplanes were so old and out-dated it was terrifying to fly on them.

Delta flight overall it was goodT!the crew could do more and the food could be better.

Short flight. Perfect crew. Older plane. But clean and comfortable

The seats on this flight weren’t as comfortable as we had expected. Even leaned back these seats left us feeling crappy in our backs. Also we had to use our own tablets for movies, but nothing in the seats in front of us to hold the tablets up.

It was a short, comfortable flight. It did leave an hour late due to the pilot having to be replaced (family emergency) but that didn’t inconvenience myself & my friend. The situation was explained, eventually.

Flight was delayed “due to earlier delays of that plane”, so we were nearly three hours late.

There was a piece of plastic baked into my buttermilk biscuit! I have a pictures. The flight attendants in first class were really apologetic, and tried to rectify the situation. I I am very appreciative that they were able to give me some packets of pretzels and gummy bears. I understand they don't personally handle the food until warming it up so I know it wasn't their fault. I don't know whether it was a newer aircraft, or different food packaging, but I was happy that when the food was being warmed up - it didn't smell like plastic. Jokes on me with finding plastic in my food.

We were forced to eat vegetarian food because non veg food ran out. The breakfast was mediocre.

The seats were very uncomfortable. I paid for the front economy. i swear they added a row of seats in there. It was so tight, that I could measure the distance between my seat and the one in front from my elbow to the tips of my fingers plus six inches. The seat cushion was completely worn out. The dinner was very good. Thank you for having a vegetarian option as a standard. But breakfast was nothing but sugar. that's not food. The crew was crabby and rude, especially in regards to coming to the back gallery. And the entertainment choice: why would you put violent movies on the choice? the Godfather? Some movies with black women being beaten over the head with clubs? What the heck? You know that when there is a movie on a plane, everyone gets to watch it. Why choose the most violent titles possible? The total number of movies were very limited, and the television, even more so. No games were available on the set. The wellness section was nice, thank you. I appreciated a galley in the middle where I could stand. The seats were unbearable.

The seats were uncomfortable, as if the cushions haven't been switched out in many years. I felt like I was on an old bus. The food was delicious. thank you. Onboard entertainment, very limited. Unless you like violent movies. Why in the world would you have such severely violent movies on a plane? if you don't want to see such things, you don't have a choice. Have you considered that when choosing entertainment? Good god. Why would you have the Godfather? Or black women being brutally beaten with a club? Why in the hell would you put that kind of material on a plane? As for Kayak: Why when I ordered Qantas, was the plane on United?

The head rest is too big and cannot be placed differently/removed. Causes one head to tilt forward and increase back pain

We sat on the hot plane for ours with very conflicting messages. Some (most?) of this may be due to the flight control staff, but we were also repeatedly getting "we are leaving"/"we are not" messages. It was very uncomfortable

Flight was great. On time. Pleasant crew and responsible passengers. My only disappointment was that there was no coffee or tea offered. It was a short flight but a coffee would have been appreciated for what the price of tickets are now.

Passenger was too loud for the entire flight crew not once ask them to tame it …. Many passengers are uncomfortable including having headaches

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

There is no room, no gluten free options, or any free internet/entertainment. You have to bring your own tablet or smartphone because there are no screens.

April was the flight attendant in first class and was the most pleasant, cordial and efficient person I have seen on a flight in years. Good example of the type of people AA should hire to increase customer satisfacdtion.

Excellent accommodating crew at gate and on board. Baggage claim and gate checking were flawless.

Delayed 6 times. Eventually rebooked and missed a whole day of my vacation. Hot mess

Unfriendly gate staff and significant delay once we were on the plane.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

I am tired of being nickel and dimed for seat location, checked luggage and carry on bags. That is why i rarely fly anymore.

Did not get to Ontario yet. Sitting on tarmac for 2 plus hours.

The flight was great . But you only had one vegan item on the whole flight and someone prior to me took it . I was so disappointed cause I came in from the flooded area and couldn’t pick up anything prior to my flight .

I really didn't like anything. Paid for my checked luggage online ($79) and then was told that I would have to paid another $79 for my carry on. Was not allowed to enter the terminal until 3 hours before my flight and when I finally was allowed to check my bag and enter, my flight was delayed 3 times. When I finally landed, we were all instructed to "run off the plane" as they had to do a quick turn around to Las Vegas. Me and several of my flying companions will never fly Frontier again.

I paid for the upgraded bundle. Was worth it! Great experience round trip!

It was awful everything about it terrible I will never ever ever ride it again

It was awful ....my first time flying on it and I will NEVER fly it again ....everything about it was terrible .....most especially the flight attendants

Crew was kind of grumpy and there was no beverage service at all. Sodas were $4. Disappointing.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Everything was on time and smoothly run. All employees appeared happy and enjoying their job. The delay in take-off was unrelated to anything in Frontier’s control. I wish there were a caffeine-fee, sugar free soda drink option besides water. There are multiple zero sugar caffeine free options.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports