$107 Find Cheap Flights from Indianapolis to Caribbean Islands - 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 Islands departing on 7/30. 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 Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$414
Santo Domingo
Santo Domingo2 stops$487
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$377
Nassau
Nassau1 stop$306
Kingston
Kingston1 stop$438
Simpson Bay
Simpson Bay1 stop$345
Providenciales
Providenciales1 stop$583
Port of Spain
Port of Spain1 stop$630
Bridgetown
Bridgetown1 stop$602
George Town
George Town1 stop$331
Willemstad
Willemstad2 stops$655
Aguadilla
Aguadilla2 stops$327
Puerto Plata
Puerto Plata1 stop$680
St. John's
St. John's1 stop$818
Punta Cana
Punta Cana1 stop$414
Santo Domingo
Santo Domingo2 stops$487
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$377
Nassau
Nassau1 stop$306
Kingston
Kingston1 stop$438
Simpson Bay
Simpson Bay1 stop$345
Providenciales
Providenciales1 stop$583
Port of Spain
Port of Spain1 stop$630
Bridgetown
Bridgetown1 stop$602
George Town
George Town1 stop$331
Willemstad
Willemstad2 stops$655
Aguadilla
Aguadilla2 stops$327
Puerto Plata
Puerto Plata1 stop$680
St. John's
St. John's1 stop$818

Book Cheap Indianapolis to Caribbean Islands 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 Islands 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 Islands

Mon, Dec 7 - Thu, Dec 10
American Airlines Logo
9:30 pm - 11:06 am
IND
-
NAS
13h 36m
1 stop
American Airlines Logo
1:13 pm - 12:27 am
NAS
-
IND
11h 14m
1 stop
$306American Airlines
Mon, Dec 7 - Thu, Dec 10
American Airlines Logo
10:56 am - 8:12 pm
IND
-
NAS
9h 16m
2 stops
American Airlines Logo
12:07 pm - 11:59 pm
NAS
-
IND
11h 52m
1 stop
$310American Airlines
Thu, Sep 10 - Wed, Sep 16
American Airlines Logo
7:21 pm - 9:42 am
IND
-
NAS
14h 21m
1 stop
American Airlines Logo
10:32 am - 11:12 pm
NAS
-
IND
12h 40m
1 stop
$314American Airlines
Fri, Sep 18 - Mon, Sep 21
Delta Logo
7:05 am - 11:51 am
IND
-
NAS
4h 46m
1 stop
Delta Logo
1:06 pm - 8:48 pm
NAS
-
IND
7h 42m
1 stop
$322Delta
Tue, Oct 27 - Sat, Oct 31
Delta Logo
8:25 am - 1:49 pm
IND
-
NAS
5h 24m
1 stop
Delta Logo
12:55 pm - 8:58 pm
NAS
-
IND
8h 03m
1 stop
$328Delta
Wed, Nov 18 - Mon, Nov 23
United Airlines Logo
6:00 am - 4:30 pm
IND
-
GCM
10h 30m
2 stops
United Airlines Logo
5:45 pm - 12:41 pm
GCM
-
IND
18h 56m
2 stops
$336United Airlines
Sun, Aug 2 - Sun, Aug 9
Multiple Airlines Logo
8:41 pm - 12:41 am
IND
-
SJU
28h 00m
1 stop
Multiple Airlines Logo
6:26 am - 11:25 am
SJU
-
IND
28h 59m
2 stops
$340Multiple Airlines
Fri, Aug 7 - Sun, Aug 16
Multiple Airlines Logo
12:20 pm - 12:41 am
IND
-
SJU
12h 21m
2 stops
Multiple Airlines Logo
6:26 am - 12:53 pm
SJU
-
IND
6h 27m
1 stop
$344Multiple Airlines
Wed, Aug 12 - Sat, Aug 15
Frontier Logo
7:10 pm - 2:15 am
IND
-
SJU
7h 05m
1 stop
Frontier Logo
9:02 am - 6:53 pm
SJU
-
IND
9h 51m
1 stop
$350Frontier
Sun, Oct 25 - Sat, Oct 31
United Airlines Logo
7:00 am - 3:20 pm
IND
-
STT
8h 20m
1 stop
United Airlines Logo
2:35 pm - 11:26 pm
STT
-
IND
8h 51m
1 stop
$351United Airlines
Booking Insights

KAYAK's insights & trends for Indianapolis to Caribbean Islands flights

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

What is the cheapest Indianapolis to Caribbean Islands flight route?

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

The cheapest ticket to Caribbean Islands 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 Islands?

The average price for all round-trip flights from Indianapolis to Caribbean Islands 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 Islands is generally in the morning, when round-trip flights cost $552 on average. The most expensive time of day to fly to Caribbean Islands 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 Islands?

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 $383, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Indianapolis to Caribbean Islands, 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 Islands is January, when tickets cost $107 (return) on average. On the other hand, the most expensive months are March and February, when the average cost of round-trip tickets is $1,033 and $958 respectively.

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

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 Islands, 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 Islands, 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$107
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Indianapolis to Nassau

FAQs - booking Caribbean Islands flights

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

    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 Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Indianapolis to Caribbean Islands 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 Islands?

    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 Islands 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 Islands?

    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 Islands 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 Islands per day?

    There is a maximum of 1 nonstop flight a day that takes off from Indianapolis and lands in Caribbean Islands, 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 Islands

 
See real verified KAYAK customer reviews for airlines flying from Indianapolis to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Indianapolis to Caribbean Islands? 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 4249 reviews
8.0Comfort
7.0Food
8.6Crew
7.5Entertainment
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

The flight was mostly smooth and direct (although it was 2 hours late). The glow of the flight attendant’s phone was annoying as I tried to sleep on this midnight flight.

The plane was not clean. Vomit was removed from seat-back pocket right in front of me. The flight attendants were rude to one another. 3 children were seated together with their parents across the aisle. The children fought physically with one slamming another’s head into the plane wall at one point. The parents were aware, but took no action to intervene. Delays occurred in Atlanta after boarding before takeoff, in the air, and in Detroit after landing (no ground crew assigned). Flight attendants offered no support for connecting flights. There were weather conditions on each end of the flight, but I didn’t mark down my ratings for these.

MSY had lots of coffee/breakfast options for morning flights. Bathrooms were clean. Lots of filling stations for water bottles. Delta flight was on time. The plane was clean. The staff was friendly and efficient.

London to Atlanta was good. Atlanta to Phoenix was not. Poor boarding as I had to check my rollerboard even though there was plenty of room in the bins. Crew seemed inexperienced. Sat just off the gate for nearly 30 minutes with no explanation from the pilot while the cabin got hot. I typically have a much better experience with 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

Boarded from a very small gate at LAX. Staff at gate had us line up, then waited 25 minutes to board without a word of explanation. Plane arrived on time then waited 20 minutes for a plane to vacate our gate. Majority of bags arrived after 15 minutes but it took an hour for a small number of remaining bags to be off-loaded despite my “priority” bag tag.

It's fine but Newark to Nashville was too long

The flight was delayed because they closed several flight ways because of air shows, fire works, etc.

Horrible experience. They delayed our flight 7 hours!! We had to seat at the airport with kids on 4th July all day!

The kid in the middle seat kicked me almost the whole flight, almost kicked my hot tea off my tray. The flight was delayed due to the first plane not being able to be de-iced in July! We had to get a new plane. Now I drive 3 hours back to Edmonton because direct flights from PVR were way to expensive

Excellent communication from the staff. We actually arrived early. Very friendly and professional staff.

Excellent flight. On time. Great staff. Clean and crisp cabin.

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

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.

Getting to Scotland with no luggage (no medicine, no clothes and no club) on golf trip very disappointed

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.

Flight is delayed by more than an hour without any reason, the jet blue gates kept changing every 20 mins and there is no proper communication. No ear phones provided in flight, there is a screen with entertainment but what is the use, I have earphones but the console has outdated audio connections, no usb C or bluetooth, they are living 15 years behind

Horrible. Flight was cancelled, jet blue app not working to rebook, no phone number available to call Jet Blue, 400 ish people in line for the help desk, stuck in Boston for 2 more days had to book new flight with a different airline and still not sure if I will be able to get any refund.

Flight was cancelled, no support at JFK even though it is their main hub.. wait times on the phone was very long

I liked the punctuality, the crew, and overall the whole flight

Separated a pair of family members(father and teenage daughter) on all legs of the flight that were booked together, just to create an upsell. Food was horrible and only catered to vegetarians and gluten free crowd. I’d rather give more of my money to another straight shooting airline.

Flight was delayed many times. The crew was friendly but you eleven had to buy headphones to access the movies in the plane. $8 is not a lot for one person but it is when you travel with all your family.

When I agreed to give up my two seats because of overbooking by the airline, I should have been offered some sort of reward or credit towards a future flight. I was not. It was not until the next day when I mentioned it to a Jet Blue employee that I was advised to call 1-800-JetBlue. So here I am, having done Jet Blue a favor and I had to do the work to find out if I was going to get a credit. Such service

A nightmare. Scheduled flight delayed 2 hours then cancelled because pilot timed out . Unable to find another pilot. Really?! Weather certainly a factor, but JetBlue seemed totally unprepared for the chaos that ensued when flight routes were cancelled. More cancelled flights, finally many of us who had been bumped from other flights were allowed to board a Boston bound plane around 3:00am, delay after delay, sat on tarmac for another half hour while pilot dealt with weight distribution issues (?), arrived in Boston 4:30. Crew were wonderful- same attendants all day and night and they were exhausted. Fortunately for me and my son that Boston was our final destination, not so lucky for many who missed connecting flights.

Complete and total debacle from start to finish. HUGE mistake picking this airline. NEVER again! Rudest staff in the business.

The food took two hours to be delivered to my seat, when I'm on an overnight flight I want to sleep asap after take off

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports