$96 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 3/1. 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

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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$321
Santo Domingo
Santo Domingo1 stop$309
Montego Bay
Montego Bay1 stop$364
Oranjestad
Oranjestad2 stops$380
Nassau
Nassau1 stop$350
Kingston
Kingston1 stop$496
Simpson Bay
Simpson Bay1 stop$286
Providenciales
Providenciales1 stop$321
Port of Spain
Port of Spain1 stop$420
Bridgetown
Bridgetown1 stop$399
George Town
George Town1 stop$317
Willemstad
Willemstad2 stops$642
St. John's
St. John's1 stop$671
Puerto Plata
Puerto Plata1 stop$497
Aguadilla
Aguadilla1 stop$192
Punta Cana
Punta Cana1 stop$321
Santo Domingo
Santo Domingo1 stop$309
Montego Bay
Montego Bay1 stop$364
Oranjestad
Oranjestad2 stops$380
Nassau
Nassau1 stop$350
Kingston
Kingston1 stop$496
Simpson Bay
Simpson Bay1 stop$286
Providenciales
Providenciales1 stop$321
Port of Spain
Port of Spain1 stop$420
Bridgetown
Bridgetown1 stop$399
George Town
George Town1 stop$317
Willemstad
Willemstad2 stops$642
St. John's
St. John's1 stop$671
Puerto Plata
Puerto Plata1 stop$497
Aguadilla
Aguadilla1 stop$192

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

Mo, Mrz 2 - Mo, Mrz 9
Multiple Airlines Logo
7:31 pm - 4:34 pm
IND
-
STT
20h 03m
2 stops
Multiple Airlines Logo
2:36 pm - 8:39 am
STT
-
IND
18h 03m
1 stop
$230Multiple Airlines
Mo, Mrz 2 - Mo, Mrz 9
Multiple Airlines Logo
7:31 pm - 4:34 pm
IND
-
STT
20h 03m
2 stops
Multiple Airlines Logo
2:36 pm - 8:39 am
STT
-
IND
18h 03m
1 stop
$231Multiple Airlines
So, Mrz 1 - Mi, Mrz 4
United Airlines Logo
6:10 pm - 6:11 am
IND
-
SJU
11h 01m
2 stops
United Airlines Logo
8:30 am - 2:58 pm
SJU
-
IND
7h 28m
1 stop
$256United Airlines
Mo, Mrz 2 - Mo, Mrz 9
Spirit Airlines Logo
3:12 pm - 4:34 pm
IND
-
STT
24h 22m
3 stops
Spirit Airlines Logo
2:36 pm - 8:32 am
STT
-
IND
17h 56m
1 stop
$268Spirit Airlines
Mo, Mrz 2 - Mo, Mrz 9
Spirit Airlines Logo
3:12 pm - 4:34 pm
IND
-
STT
24h 22m
3 stops
Spirit Airlines Logo
2:36 pm - 8:32 am
STT
-
IND
17h 56m
1 stop
$270Spirit Airlines
So, Apr 19 - Mi, Apr 22
Delta Logo
8:15 am - 2:10 pm
IND
-
PLS
5h 55m
1 stop
Delta Logo
2:05 pm - 12:41 am
PLS
-
IND
10h 36m
1 stop
$321Delta
Mo, Mrz 9 - Do, Mrz 12
Delta Logo
3:25 pm - 12:00 pm
IND
-
PLS
20h 35m
2 stops
Delta Logo
3:50 pm - 12:20 am
PLS
-
IND
8h 30m
1 stop
$326Delta
So, Apr 5 - Mi, Apr 8
American Airlines Logo
5:15 am - 11:59 am
IND
-
PLS
6h 44m
1 stop
American Airlines Logo
3:24 pm - 1:11 pm
PLS
-
IND
21h 47m
1 stop
$328American Airlines
Sa, Apr 18 - Fr, Apr 24
American Airlines Logo
3:54 pm - 1:12 pm
IND
-
PLS
21h 18m
1 stop
American Airlines Logo
1:25 pm - 11:59 pm
PLS
-
IND
10h 34m
1 stop
$338American Airlines
So, Mrz 8 - Fr, Mrz 13
United Airlines Logo
6:00 am - 1:55 pm
IND
-
PLS
7h 55m
1 stop
United Airlines Logo
2:23 pm - 10:04 pm
PLS
-
IND
7h 41m
1 stop
$346United 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 72 hours was to San Juan, at $520 round-trip. The most popular route is from Indianapolis (IND) to Punta Cana (PUJ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $559.

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 $266 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $669 and $435 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$96
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Indianapolis to San Juan

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.

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 4280 reviews
7.5Entertainment
8.0Comfort
7.0Food
8.1Boarding
8.6Crew
Airline reviews

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

10.0 ExcellentAnonymous, Feb 2026
STL - DAL
Read more Southwest reviews

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

My flight from Denver to Minneapolis was excellent. My flight from Minneapolis to Denver was one of the worst I flights I have ever experienced. I had a window seat, the gentleman in the middle seat was morbidly obese and SW should have made him purchase two seats. His elbow dug into my arm most of the way even after I asked to please be careful. I was literally squashed between the him and the window with no wiggle room. The plane was full so it was not possible to ask for a different seat. I realize I should have complained to the flight attendant but I didn't feel anything could be done to rectify the situation. I fly SW often, I will continue to do so as this was my first negative experience.

I was assigned seat 7E, yet my boarding was Group 5, which caused me to have to put my luggage in the back of the plance above `19 or 20 aisle, as passengers who had boarded earlier took the overhead bins in the front. SW needs to monitor bin space and ensure that bin space above the seat are aligned to those sitting near their seats. Also the seating assignments needs to align with group number. Maybe board those last first and so on? Having said the ALL the passengers on the plane were gracious enough to allow me and other passengers in this dilema to retrieve our luggage and helped us along the way. I always love the flight staff, as always their fantastic and I can't rave about them enough!

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

Paid for premium extra leg room but the bin space for rows 1-3 had to go in rows 4-6 and 4-6 had to go to 7-9 because flight attendants have snacks and their luggage upfront. So we pay extra to have to fight thru traffic to get our bags. Only 2nd day of new seating so hope they fix this.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Was forced to check in my small carry on, even though I informed the crew it has very fragile items inside

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

No wheel chair as requested at Atlanta arrival on first flight.

Only freetext wifi was available in flight; browsing WiFi required payment. Since the seats had no in flight entertainment, Delta should revisit this policy on this longer flight.

Only water, tea or coffee served midflight, even to comfort seating. Man next to me needed two seats and took up a portion of my seat and Delta did nothing.

The flight was great as well as the airline staff

First class and monitors weren’t working for mine & my husbands. Eventually fixed, but quite annoyed as we bought first class. Also, No foot rests.

Prior to takeoff, the pilot told us there was a possibility of not being able to land and going to Portland. Well that happened, we took off and then did 8 loops around Spokane before the pilot told us we ran out of fuel and had to go to Portland. So for a 35 minute flight we have now been on the plane for 3 hours (boarded at 6:50 am and landed in Portland at 10:30). Then, we just sat in Portland's airport with no updates of when we can start heading back. All of a sudden, our pilots and crew just left, leaving us stranded in a different city and state. We continued to sit in Portland until we finally got a new crew assigned and boarded the plane (This was from 10:30-2). We then sat on the plane for an additional hour before take off because they had to count us multiple times. We finally landed in Spokane at 3:55 PM. So a flight that should have taken at max an hour took us 10 hours and we missed the majority of the recruiting event we went for.

It was delayed but other than that it was great.

Got on the plane and sat there for an hour before departure.

Check-in and in-flight staff were better than average. The seat was a fair size but too hard and not enough padding. The cushion/pillow provided is poor (thin and seems to be disposable ,it provides no effective cushioning or support). Food was OK-ish but no choice of inflight snacks and no easy place to get drinks other than water (I could ask for juice by intruding into the staff area at the back of the plane) Entertainment was very good actually. Overall better than I expected from a US-based airline (sorry!) but compared to ANA or Singapore it was so-so. (I live in Japan so they are my comparative airlines)

Everything was on time Will use united again for sure

Plane outlets in my row not working to charge phone. Staff response was, well it should be. Plug into seed for volume not working well. Had to find the sweet spot for plug in or it would shut off and on.

Wifi took a while to kick in and we had a maintenance issue that took over 40 mins at the gate in Washington before pulling back

Fine not above and beyond as I had a connection that was delayed due to maintenance

The power at the seat didn't work and the seat itself was difficult to adjust - this was a business class seat. Flight attendant gave me miles to compensate. The attendant was very professional and on top of his game the entire flight.

Terrible. Our first time back on United for 10 years, the seats in Polaris class are small and uncomfortable. They have squished too many people in to get more $$$. The staff are not friendly and not wanting to accommodate. I asked for two salads rather than a main meal and was advised no we wont do that. Then asked what I would like for breakfast and given something else anyway. I will not be flying United International anytime soon.

Same thing as flight from Pheonix to Newark. Uograded and Promised extra leg room and when I got to the seat it had none.

I upgraded my seat and was promised it would be next to the emergency door for extra leg room and they said it was premium plus but it was at the back of the plane...same thing happened from Newark to Dubai

Everything except the food and entertainment. It was a great experience though

The flight was on time/early, attentive crew, and everything overall went smoothly. Disappointed that WIFI was not working for the flight.

One day, I do so hope for a gluten free snack! Seems like with the rest of the world FINALLY figuring out what gluten free is, American Airlines would too. Fingers crossed!!

The flight was significantly delayed for 6.5 hours because of snow. There was no communication once the plane returned to the gate regarding when the flight would resume. Other flights were departing while our flight was being unloaded for reasons unknown. Our flight also seemed out of the queue regarding further deicing, refueling, and waiting to Taxi to the runway.

Flight was on time and the meal and service were good.

The accessible bathroom should be visible to people in Economy class.

Flight was delayed for 2 hours, then last minute the change to on time. The satélite location is far and a nightmare to get to.

This was a horrible experience. I’ve experienced several delays at this point and still not home. I was supposed to be home by 8:30 last night and here I sit at 7 am on a plane STILL unable to go home because of American Airlines.

Lexus in first class was absolutely amazing! Beat flight attendant i’ve ever seen.

Generally good. Flight left on time and the seats are comfortable. Plenty of space in front if you in you choose a comfort plus seat, completely worth spending the extra money given the amount of hours the flight lasts. The food tastes good but I would say it’s a the amount is too little. The crew was friendly and efficient. There was a some turbulence at different points into the flight. American Airlines has good deals to NZ if you book with plenty of time before you plan on going.

the plane was so hot!! the air-conditioning was barely blowing. The flight was delayed, and we had to sit on the hot plane before take off for an extended amount of time, waiting on international passengers. Would not have been so bad if it was not so hot. They said it would get better after take off, but it did not.

More comfortable seats, free snacks and soft drinks, some sort of entertainment or WiFi.

Delay at the gate without any communication such as announcement, sign, monitor, email or text. Found out later we were boarded with the knowledge of a significant delay, awaiting communication from Europe. Pilot was the only source of information regarding the delay after a long gate delay and sitting for more than 30 minutes after boarding. More than 2 hour delay, landing at 2 AM. Offered to deplane and reboard, but probably should have just waited rather than repeat the process. Not the first time experiencing the lack of communication with Spirit airlines. This morning was not as bad as showing up to a terminal without an agent (or aircraft) without any sort of communication. Much later an email was sent that stated our flight was rescheduled for a week later. Situations do arise, but simple communication can alleviate a lot of the frustration. Hard to believe a corporation doesn't understand that. But, you get what you pay for...

This was a horrible experience for both KAYAK and Spirit. My flight was canceled with no alternative flight option. I paid $600 for a last minute flight and didn't receive an email from KAYAK regarding the cancelled flight until hours after it was canceled. Never again for either.

No complaints with pricing so don’t expect a lot of extras.

Flight out was great but this flight was canceled and nothing was available for 2 days after this so I had to purchase an expensive ticket from another airline so I could go home. The flight cancellation was said to be a crew issue, it wasn’t weather or maintenance.

Flight got cancelled 1.5 hours prior to gate open and logistics of travel got delayed.

They cancelled the flight due to crew unavailability. The next day they cancelled the flight again.

They cancelled my flight last minute, forcing me to rebook with another airline.

the fligh was delay form 9am to 10, delayed again from 10 to 11, than delay and gate change to 12 and delay another gate change to 3;25 pm

Missed flight cause tsa took so long, overbooked flight, left terminal earlier than posted departure ridiculous upcharges stayed at airport additional 6 hours to catch next available flight. Had to make other arrangements to be picked up for later flight. Terrible experience!

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports