$102 Find Cheap Flights from Indianapolis to Caribbean

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 8/10. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

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$404
Santo Domingo
Santo Domingo2 stops$453
Montego Bay
Montego Bay1 stop$380
Oranjestad
Oranjestad1 stop$377
Nassau
Nassau2 stops$312
Kingston
Kingston1 stop$466
Simpson Bay
Simpson Bay2 stops$336
Providenciales
Providenciales1 stop$528
Port of Spain
Port of Spain1 stop$498
Bridgetown
Bridgetown1 stop$516
George Town
George Town1 stop$331
Willemstad
Willemstad1 stop$620
Aguadilla
Aguadilla1 stop$356
Puerto Plata
Puerto Plata1 stop$670
St. John's
St. John's1 stop$790
Punta Cana
Punta Cana1 stop$404
Santo Domingo
Santo Domingo2 stops$453
Montego Bay
Montego Bay1 stop$380
Oranjestad
Oranjestad1 stop$377
Nassau
Nassau2 stops$312
Kingston
Kingston1 stop$466
Simpson Bay
Simpson Bay2 stops$336
Providenciales
Providenciales1 stop$528
Port of Spain
Port of Spain1 stop$498
Bridgetown
Bridgetown1 stop$516
George Town
George Town1 stop$331
Willemstad
Willemstad1 stop$620
Aguadilla
Aguadilla1 stop$356
Puerto Plata
Puerto Plata1 stop$670
St. John's
St. John's1 stop$790

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 - 11:18 am
IND
-
STT
16h 30m
2 stops
American Airlines Logo
3:43 pm - 8:56 am
STT
-
IND
17h 13m
2 stops
$212American Airlines
Wed, Sep 16 - Tue, Sep 22
American Airlines Logo
6:57 pm - 12:51 pm
IND
-
STT
17h 54m
2 stops
American Airlines Logo
1:41 pm - 10:25 am
STT
-
IND
20h 44m
2 stops
$217American Airlines
Sat, Oct 24 - Sat, Oct 31
United Airlines Logo
5:45 am - 12:58 pm
IND
-
STT
7h 13m
1 stop
United Airlines Logo
2:00 pm - 10:03 pm
STT
-
IND
8h 03m
1 stop
$300United Airlines
Wed, Jul 22 - Sat, Jul 25
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
$312United 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
$320Delta
Tue, Oct 27 - Sat, Oct 31
Delta Logo
7:10 am - 11:51 am
IND
-
NAS
4h 41m
1 stop
Delta Logo
12:55 pm - 12:32 am
NAS
-
IND
11h 37m
2 stops
$324Delta
Sat, Aug 8 - Thu, Aug 13
Multiple Airlines Logo
7:38 pm - 7:57 am
IND
-
SJU
12h 19m
1 stop
Multiple Airlines Logo
6:00 am - 1:54 pm
SJU
-
IND
7h 54m
1 stop
$340Multiple Airlines
Fri, Aug 7 - Mon, Aug 10
Frontier Logo
12:20 pm - 1:41 pm
IND
-
SJU
25h 21m
2 stops
Frontier Logo
10:48 pm - 6:15 pm
SJU
-
IND
19h 27m
1 stop
$341Frontier
Wed, Jul 22 - Wed, Jul 29
Multiple Airlines Logo
12:20 pm - 12:41 am
IND
-
SJU
12h 21m
2 stops
Multiple Airlines Logo
6:45 am - 12:47 pm
SJU
-
IND
30h 02m
1 stop
$342Multiple Airlines
Wed, Jul 29 - 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
$345Frontier
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 $1,408 and $1,253 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 22% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$102
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 11% 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.
7.9
SouthwestOverall score based on 4245 reviews
8.1Boarding
7.0Food
8.0Comfort
7.5Entertainment
8.6Crew
Airline reviews

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

2.0 MediocreIrene, Jun 2026
DEN - SFO
Read more Southwest reviews

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

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

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

I was in Comfort and we didn’t get any drinks, chips or anything! First Class got full service on the flight and Comfort got nothing. Seat was horrible and uncomfortable

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

FA was a bit strange and dodgy not very characteristic of Delta

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

No extra snacks were available. Meals quality is terrible. Crew was not friendly.

I was exhausted from a long day. The flight was smooth. The first flight during my 3 week travel that took off on time.

Agents at gate were not immediately available to solve problems and once they did they didn’t fix all the fight connections

1 flight cancelled Had to fly out of different city Flight at new departure city was delayed 3 hours causing us to miss connecting flights. By the time we did make it to Prague our luggage did not. Had to wait day and a half for luggage to be delivered. Customer service was not good. Agents did not arrive at gate until 5-10 minutes before boarding

I needed internet for critical matters and it never worked.

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

Horrible I am at almost 2,000,000 miles on United. This was probably the worst flight ever. An hour and a half before takeoff I get a message that they’re changing the plane and I no longer have a seat in Polaris business Supposedly, there was a problem with the plane, but then there was no other plane Finally, they decided to bring a plane from Newark to Washington Dulles Of course the original flight was at 10:45 PM so by the time the plane got there it was 12:30 AM. It had not been cleaned. It had not been catered. They don’t really have people available to do those things when it’s not pre-programmed at 1 o’clock in the morning. The crew had to be changed And the new plane held 28 fewer people than the scheduled plane There is no way you can hate United Airlines enough The people at the gate were actually just fine, but it was management who was completely useless And did they send extra help to the people at the gate? Did they send supervisors? Of course not. Just don’t take United find somebody else or buy a boat

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Boarding was great, and the crew were very friendly. The seats must have been a bit on the older side and you could feel some of the seat components through the padding. Also, the plugs did not work on the row's entertainment screen or charging ports. Checked bag was transferred for connecting flight, and we appreciated how early we had the connecting gate information.

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.

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.

Pros: "Gate agent was great"
Cons: "They didn’t have a pilot assigned to our flight. Had to wait 3 hours for a pilot to arrive. 😞. Thank goodness I wasn’t in a hurry to get to my destination."

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

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

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