$147 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 8/24. 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$394
Santo Domingo
Santo Domingo1 stop$590
Montego Bay
Montego Bay1 stop$360
Oranjestad
Oranjestad1 stop$359
Nassau
Nassau1 stop$296
Kingston
Kingston1 stop$588
Simpson Bay
Simpson Bay1 stop$345
Providenciales
Providenciales1 stop$503
Port of Spain
Port of Spain1 stop$560
Bridgetown
Bridgetown1 stop$466
George Town
George Town1 stop$301
Willemstad
Willemstad2 stops$702
Aguadilla
Aguadilla1 stop$474
Puerto Plata
Puerto Plata1 stop$670
St. John's
St. John's1 stop$664
Punta Cana
Punta Cana1 stop$394
Santo Domingo
Santo Domingo1 stop$590
Montego Bay
Montego Bay1 stop$360
Oranjestad
Oranjestad1 stop$359
Nassau
Nassau1 stop$296
Kingston
Kingston1 stop$588
Simpson Bay
Simpson Bay1 stop$345
Providenciales
Providenciales1 stop$503
Port of Spain
Port of Spain1 stop$560
Bridgetown
Bridgetown1 stop$466
George Town
George Town1 stop$301
Willemstad
Willemstad2 stops$702
Aguadilla
Aguadilla1 stop$474
Puerto Plata
Puerto Plata1 stop$670
St. John's
St. John's1 stop$664

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
8:20 pm - 12:53 pm
IND
-
STT
16h 33m
2 stops
American Airlines Logo
1:49 pm - 11:52 pm
STT
-
IND
10h 03m
1 stop
$300American Airlines
Sat, Nov 14 - Sat, Nov 21
United Airlines Logo
7:01 am - 1:45 pm
IND
-
GCM
6h 44m
1 stop
United Airlines Logo
5:30 pm - 10:05 am
GCM
-
IND
16h 35m
1 stop
$301United Airlines
Sat, Nov 14 - Sat, Nov 21
United Airlines Logo
6:00 am - 1:45 pm
IND
-
GCM
7h 45m
1 stop
United Airlines Logo
5:45 pm - 9:21 am
GCM
-
IND
15h 36m
2 stops
$306United Airlines
Tue, Aug 25 - Fri, Aug 28
Delta Logo
6:00 am - 11:39 am
IND
-
GCM
6h 39m
1 stop
Delta Logo
1:04 pm - 9:23 pm
GCM
-
IND
7h 19m
1 stop
$311Delta
Tue, Jun 9 - Sat, Jun 13
American Airlines Logo
6:01 am - 11:01 am
IND
-
GCM
6h 00m
1 stop
American Airlines Logo
12:31 pm - 12:07 am
GCM
-
IND
10h 36m
1 stop
$321American Airlines
Tue, Sep 8 - Wed, Sep 16
Delta Logo
7:10 am - 1:52 pm
IND
-
STT
6h 42m
1 stop
Delta Logo
2:54 pm - 9:41 pm
STT
-
IND
6h 47m
1 stop
$325Delta
Thu, Jul 2 - Tue, Jul 7
American Airlines Logo
6:50 am - 4:10 pm
IND
-
GCM
10h 20m
2 stops
American Airlines Logo
5:10 pm - 11:40 am
GCM
-
IND
17h 30m
2 stops
$326American Airlines
Tue, Aug 25 - Wed, Aug 26
Frontier Logo
7:41 pm - 1:54 am
IND
-
SJU
6h 13m
1 stop
Frontier Logo
6:25 am - 9:09 pm
SJU
-
IND
14h 44m
1 stop
$331Frontier
Wed, Aug 5 - Wed, Aug 19
Frontier Logo
10:53 am - 7:42 pm
IND
-
SJU
8h 49m
1 stop
Frontier Logo
6:00 am - 6:56 pm
SJU
-
IND
12h 56m
1 stop
$336Frontier
Thu, Sep 24 - Sat, Oct 3
Copa Airlines Logo
5:45 am - 10:56 pm
IND
-
SDQ
17h 11m
2 stops
Copa Airlines Logo
12:42 pm - 8:16 am
SDQ
-
IND
19h 34m
2 stops
$627Copa 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 3 days was to San Juan, at $552 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 3 days was $585.

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 $1,395 and $1,367 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 17% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$147
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Indianapolis to Oranjestad

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.
7.9
SouthwestOverall score based on 4265 reviews
8.6Crew
7.5Entertainment
8.1Boarding
7.0Food
8.0Comfort
Airline reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

4.0 OkayAnonymous, May 2026
MDW - LAX
Read more Southwest reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

The Boarding process was great. Particularly since my wife and I require assistance. The flight attendants were amazing. We travel frequently; they honestly were a cut above. 😀

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

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.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

Easy of boarding, helpfully staff at check in, surprisingly comfortable seating

Check in was chaotic with only one counter for business class and first class. The luggage conveyor belt at JFK airport was broken so the flight departure was delayed which made the flight stressful as I had a tight connection. Although the captain said they could make up the delay, they didn’t do so.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

Lost of requested seat assignments. Lost my husband's meal choice

6 1/2 hours from Tampa to SFO on a Boeing 737. Cramped. No Service. No real food. One pass for coffee at the beginning and a second pass THREE hours later. And check-in in Tampa was nasty even by United standards. And I am at almost TWO million miles on United. It's a non-stop. But terrible service.

MY FAMILY'S LUGGAGE WAS LOST FROM ROME TO BARI. I WAS THE ONLY ONE THAT RECEIVED MY LUGGAGE FROM ROME TO BARI. AFTER DEPLANING IN BARI, WE WASTED A LOT OF TIME AT BAG CLAIMS LOST AND FOUND REPORTING THE CLAIM AND PLEADING FOR THE BAGS TO BE DELIVERED THE NEXT DAY. WE WERE TOLD THAT IT TAKES 3 DAYS MINIMUM TO DELIVER. MY DAUGHTER AND MY GIRLFRIEND NEEDED THEIR PERSONAL THINGS AND WE WERE STAYING 3 HOURS AWAY FROM THE BARI AIRPORT. WE HAD TO DRIVE 3 HOURS TO THE AIRPORT TO COLLECT OUR LOST LUGGAGE THE NEXT DAY. WE ARE NOT HAPPY WITH THE EXPERIENCE

We had a delay, but thankfully I made it to my connection. Overall it went smooth

The flight had a delay but I made it to my connection. Flight was smooth overall

As I wrote earlier, poor planning and/or communication. At least twice, we were told that we would be boarding in less than ten minutes, only to have the flight again delayed at least another hour.

This flight is a quick way to get to Chicago, but a bit expensive.

We got delayed getting out of DFW for broken overhead bins. Once the flight got underway the captain kept the seatbelt sign lit the entire flight despite little perceptible turbulence, preventing use of the rest rooms and any sort of refreshment service in the main cabin.

Flight delays for communication overall not a good experience uncomfortable on the plane. Person in front of me reclined his seat, putting them inches from my lap.

There were flight delays making our flight arrive at our destination after midnight didn’t seem to have enough crew or airplanes for the flights laid over in Dallas should’ve had plenty of time to make it to our next flight only made it because that flight was also delayed because our plane wasn’t even at the airport yet overall have not had a good experience on American

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

It's a long flight and that is always difficult. I was comfortable and well. The movies available were great and the crew was good.

Cancelled flight. Still waiting to get home for grand daughter’s graduation .

So overall the flight was just average and nothing special. They overbooked some of the flights and they ended up running out of overhead storage space so we had to check our carry-ons which wasn't terrible but we were inconvenienced because of the second connecting flight with a long layover we couldn't get our bags until the final destination. Most of the flight attendants were pretty good and overall the meals were not that great because the chicken was dry and overcooked. They also didn't provide butter or any kind of spread with the bread which is cheap and concerning. The American airlines staff at the check-in counter was kind of unprofessional because this lady just started singing in the middle of checking us in and that's weird. The worst part of the flights was the terrible conditions of the bathrooms which were unclean and did not have toilet paper or toilet tissue available which is kind of insane for a 14-hour and 8 and 1/2 hour flight.

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

Seat bottom cushions are not good. I’m 165# & they hurt my butt. Plenty of legroom.

The wifi experience is awful. I had to try again and again, taking over 30 minutes, to connect to the wifi. I had to watch the same two ads over and over until I was finally successful. Once connected, it was anything but "high speed" and disconnected at least three times during the flight.

My flight today was cancelled because it was Spirit Airlines but have received no refund.

THEY WENT OUT OF BUSINESS AND CANCELED FLIGHT. REPLACEMENT FLIGHTS WERE 300% HIGHER SO MY FAMILY COULD NOT GET TOGETHER. WHY AM I GETTING THIS SURVEY?????

If there WAS a flight it would have been EXCELENT..Maybe?

It would have been better IF IT HAD NOT BEEN CANCELED!!!!

There was no flight. Spirit went bankrupt Right before my departure and kayak did not refund me any money. I would like my refund kayak. How can I get it? Please let me know. Thank you

Flights were canceled due to airline shutting down and haven’t received a reimbursement. Had to book last minute new flights which were expensive

My flight was canceled the morning of the flight. I had to rebook a flight with a different airline that cost me $900 out of my pocket

Are you serious? I know this is an automated message but how can you not update the system?

Had a flight change had to get a credit.will I get my money back.

Shut down without prior notice End up with spending lots of extra $$$

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports