$104 Find Cheap Flights from Caribbean to Indiana - Compare and Save

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Low season

March

Cheapest flight

$104
Best time to beat the crowds but there is an average 23% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from San Juan to Indianapolis

FAQs for booking flights from Caribbean to Indiana

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

    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 Caribbean to Indiana.

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

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

    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 Caribbean to Indiana 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 Caribbean to Indiana?

    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 Caribbean to Indiana up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many airports are there in Indiana?

    There are 5 airports in Indiana. The busiest airport is Indianapolis Airport (IND), with 69% of all flights arriving there.

  • What is the cheapest month to fly from Caribbean to Indiana?

    The cheapest month for flights from Caribbean to Indiana is May, when tickets cost $217 (return) on average. On the other hand, the most expensive months are August and January, when the average cost of round-trip tickets is $480 and $379 respectively.

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

    To get a below average price on the flight from Caribbean to Indiana, you should book around 4 weeks before departure, which saves you about 21% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

  • How long is the flight to Indiana?

    An average nonstop flight from Caribbean to Indiana takes 12h 48m, covering a distance of 1894 miles. The shortest route is Nassau (NAS) to Chicago O'Hare Intl Airport (ORD) with an average flight time of 4h 00m.

  • What are the most popular destinations in Indiana?

    Based on KAYAK flight searches, the most popular destination is Chicago (92% of total searches to Indiana). The next most popular destinations are Cincinnati (3%) and Indianapolis (3%). Searches for flights to Dayton (1%) are also popular.

Reviews of the top 5 airlines serving from Caribbean to Indiana

 
Need help choosing which airline to fly with from Caribbean to Indiana? 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 4211 reviews
7.0Food
8.6Crew
7.4Entertainment
8.1Boarding
8.0Comfort
Airline reviews

the flight itself was totally fine. The crew were great and very helpful. The flight was delayed, however, over an hour without a lot of information as to why.

8.0 ExcellentLisa, Oct 2026
Read more Southwest reviews

the flight itself was totally fine. The crew were great and very helpful. The flight was delayed, however, over an hour without a lot of information as to why.

Had to walk back and forth between concourses to figure out which gate I was supposed to be at. The app and the flight board in the airport had different gates listed. Was told numerous times to check bags only to get on the plane and find that there was plenty of room for bags. The flight was over an hour late which had me landing after the last train departed. WiFi was unusable

My experience was okay I changed my returning flight and I was charged extra money which I dont think should be the case, especially because I experienced small delays from my going flight. And many flights were either canceled or delayed after my original flight time. I believe some customers should have the ability to change flights due to certain situations

I've taken four flights with Southwest within the last three months and every single flight was delayed.

It was great and arrived home a little sooner than expected which is nice.

I fly out every other weekend and this is the 4th time my flight has been delayed at Southwest. I will be flying out twice a month on average for the next 6-7 months. If this is your average ‘on time’ I’ll probably be flying another airline.

WiFi was inoperable - second in four recent Southwest flights where that was true. I need WiFi for work and if Southwest cannot provide, I’ll stop using it

It’s too cold like fridge and they don’t offer a blanket with expensive price

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

This was a nicer flight - not fully booked and so we were able to spread out.

Flight attendent didn't let me sit in the empty window seat literally next to me. Doors had closed already so I moved over. She came over, asked for my ticket and made me switch back to the middle. The man on the aisle and I were right on top of each other. Seemed like a real power trip for no reason at all.

The flight was delayed and passengers were told that they will miss connections as flight may get 40-55 min late.

The flight from Atlanta to Tallahassee was delayed, not such a big deal because it arrived almost the same original time. Most of my complaint is that one of the boarding agents and one of the flight attendants seemed bothered and were not very friendly.

Be on time. No issues with weather etc. entirely on airline.

Good flight — left on time due to on time arrival of Pittsburgh flight

I think in the future I cannot fly anything less than Comfort plus. The seats vary depending on the plane. The people are extremely nice and funny. I try to only fly Delta if I can help it.

delayed take-off, then had to circle in air for awhile, wi-fi did not work, then the cabin got extremely hot multiple times and the luggage was at wrong carousel at LGA. In addition, plenty of overhead space so they checked bags too early. Horrible flight.

Totally organized, quick boarding, professional staff and ON TIME! Good size seats in the cabin Wonderful experience

Two delays on two separate planes with parts they could not easily find and replace.

No entertainment. Plane was so small had to pink tag a carry on ive used for 20 years easily on board. The fact the flight got in at midnight, had to wait for crew in fort wayne to allow the plane to approach the gate, THEN had to wait for bag on jet bridge made experience irritating at best.

It was easy to board, and the staff was friendly and helpful. What could have been better is that I shouldn't have to pay extra for a seat that doesn't recline.

Was on the plane sitting longer than the actual flight in air was, boarded at 5:45p and didn't take off until 6:50p flight was only about 30 minutes long. Just was poor experience will booking more with American Airlines.

I dont like to buy ticket type no carry on because I can have along with me my personal stuff like computer, headphones etc etc

Pretty much the exact same comments for this flight, there was crazy weather!

The guy in front of me was talking constantly, even when the pilot was making announcements. I found this very disrespectful to the pilot and to others.

The couple in front of me were constantly talking over the announcement from the captain and this was annoying me.

Kayak booked this flight with only 1h 20min layover in Chicago. This made it impossible for me and several other passengers to reach this flight. Moreover, the gate closed boarding in spite of several passengers still on their way without waiting even one more minute. However, the plane departed with 20min (!) delay, i.e., there would have been at least 15 min time to let the delayed passengers board without causing any delays. I complained and as a "thank you" the attendent booked us on the last (!) flight to Indianapolis ~7h later! Thankfully, I caught the spitefulness and the United customer line rebooked the flight to an earlier flight. Although I can't grade this particular flight since I never had a chance to take it, Kayak made the mistake of a too short layover and the crew at the gate was awful.

Onboard staff was courteous, helpful, responsive and friendly. The boarding process was disorganized, poorly communicated, and disheveled. Gate agents were yelling instead of using the PA system, didn’t communicate the timing delay of our flight, and created an atmosphere of chaos rather than order and communication. As far as I know, there was no reason for their. I would hate to see how it operated under extreme conditions. I’ve never seen United Airlines operations in such a state.

It was extremely hot in the cabin the entire flight, vent air was worn

Flight was on time. Staff were friendly. I paid for Economy Plus but was required to check my standard carry-on luggage due to lack of space on the aircraft. This cost me 30 minutes, unexpectedly, in waiting at the baggage claim. This experience did not meet my expectations.

It was one of the worst I have ever had. The plane was over booked, and I did not have a seat. When I questioned why because I had booked this weeks in advance. I was brushed off to be advised they are trying to find someone to give up their seat. Only to be advised I would be boarding last. I had priority boarding in group 1-4. When I asked why I had to be last because that is not what I paid for I was advised it doesn't matter you will get a seat. The ticket person was very rude and unprofessional. The gate changed several times and it was going from one area to another area far away from where we were at. I feel like I should have been compensated in some kind of way because of the way I was treated. The ticket agent acted like it was my fault that the plane was over booked. Not one time was I apologized to for this inconvenience.

Although there was an unfortunate delay, everything with the boarding and departure process went smoothly.

How is it that every American flight from DFW to IND is significantly delayed? This is the third time in two months I have been delayed flying out of DFW - ALWAYS for a maintenance issue. Makes me want to drop flying American altogether…or maybe flying through Dallas. Miserable experience.

More options on TV shows and movies and make it where if someone wants to choose their seats that it is an easy process. I wanted to choose our seats and never could do that! I even called and they told me I had to do it with agent at the airport. That was very inconvenient

Pilots were fantastic - super smooth. First Class flight attendant was very attentive. Main Cabin flight attendant should try to smooth the rough edges of her voice - very shrill / punitive. Hurt my ears just to listen to her. Recognize they have a (tough) job to do - but tone over speakers needs to be less like scolding a 5 year old.

Delayed and horrible communication and sat on flight for an hour before taking off

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

It wa sort of on time; the cab was left with some trash

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

We lost a day of our vacation because AA did not get the plane to the gate on time. Even though the gate attendant was very clear that it was not weather related, AA would do nothing because there was some snow that day. They basically said the gate attendant was wrong even though she was on the front line of the situation and they were not.

Flight delayed and missed connection. Next available flight was a 10 hour delay.

It got me to my destination? However we were an hour delayed departing, and we never received any updates or notifications from staff. Poor communication and customer service.

Frontier didn’t give us enough notice that our flight had been delayed. I was just entering the airport when I received the notice, less than 2hrs before my scheduled flight. They delayed it 1hr 22min because another jet left late out of Vegas. Frontier needs better communication with customers because I could have eaten at home and had someone drive me instead of paying for an Uber.

Great flight, no problems. I wish they would increase the checked bag weight limit. Packing was very stressful.

My experience with Frontier was terrible. We were delayed for 2 hours. At one point during the wait at the gate I left to go get a sandwich - I was gone probably 15 minutes. In my absence, they decided to move our flight up, boarded and left. When I came back the two attendants were very rude and I unavoidably had to purchase another ticket on the next flight. During this whole time, the Frontier app did not update the departure time, so I was SOL.

Flight delayed 9 hours. On tarmac for over an hour after arrival. Will never book with Frontier under any circumstances ever again.

My ATL–CVG Frontier flight was disappointing due to both an operational issue and unprofessional customer service. After everyone had boarded and the aircraft had pushed back from the gate, we were delayed because the passenger count did not match the flight manifest. The crew counted passengers approximately six times before the aircraft returned to the gate and gate agents boarded to help resolve the discrepancy. We were ultimately advised that a family had been allowed to board but not all of their boarding passes had been properly scanned. This resulted in a departure delay of nearly an hour. I did appreciate that the pilot kept passengers informed and tried to reassure us that some of the delay could be recovered during the flight. My greater concern was the customer-service experience. I am a Frontier Elite Platinum member and was seated within the first five rows. When I boarded, the overhead bins near my seat were already closed. I opened two bins to see whether my small backpack would fit. A female flight attendant sharply told me that a closed bin meant it was full, although the second bin clearly had available space. When I tried to ask whether I could simply place my backpack in that available space, she ignored me. Later, while the gate agents were working to resolve the passenger-count problem, I heard the same flight attendant make jokes about how many gate agents it takes to count passengers. She then made unnecessary comments about the male gate agent doing the count, men thinking they can do things better than women, and women knowing better and outliving men. Later in the flight, she also commented that passengers should know that the first thing they need to do is always be nice to the flight attendants. Courtesy absolutely should go both ways. Flight attendants deserve respect from passengers, but passengers also deserve respectful and professional treatment from the crew. Joking about colleagues who were actively trying to correct an operational problem, making gender-based comments in front of passengers, and being dismissive toward a passenger asking a simple baggage question were unnecessary and unprofessional. I fly enough to understand that delays and mistakes happen. What determines the quality of the experience is how those situations are handled. Unfortunately, the customer-service attitude on this flight made an already frustrating operational delay considerably worse.

Did not get on the flight, they had a gate change and my app never updated me! Trying to get flight credit

Flight was delayed by about an hour, once we arrived at LAX we had to take a shuttle to the baggage claim - it was completely disorganized. The agents at the shuttles were rude and unable to provide any information. Frontier charges extra for everything from bags to drinks - at the end it ends up being more expensive than flying the better airlines

The plane was on time. Boarding went fast. Smooth flight and landing. I filled out info for a frontier credit card on the flight from Indy to Orlando and have have heard nothing back. I was supposed to get all these “instant” rewards and have received nothing g.

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