$75 Find Cheap Flights from Caribbean to Indiana - Compare and Save

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Low season

March

Cheapest flight

$75
Best time to beat the crowds but there is an average 22% increase in price.
Most popular time to fly and prices are also 1% 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 68% of all flights arriving there.

  • What is the cheapest flight to Indiana?

    The cheapest ticket to Indiana from Caribbean found in the last 5 days was to Indianapolis, at $494 round-trip. The most popular route is Punta Cana (PUJ) to Indianapolis (IND) and the cheapest round-trip airline ticket found on this route in the last 5 days was $494.

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

    The cheapest month for flights from Caribbean to Indiana is November, when tickets cost $201 (return) on average. On the other hand, the most expensive months are August and January, when the average cost of round-trip tickets is $447 and $385 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 6 weeks before departure, which saves you about 37% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

  • How long is the flight to Indiana?

    An average nonstop flight from Caribbean to Indiana takes 10h 51m, covering a distance of 1886 miles. The shortest route is Nassau (NAS) to Chicago O'Hare Intl Airport (ORD) with an average flight time of 3h 57m.

  • What are the most popular destinations in Indiana?

    Based on KAYAK flight searches, the most popular destination is Chicago (94% of total searches to Indiana). The next most popular destinations are Cincinnati (4%) and Indianapolis (2%). Searches for flights to Dayton (0%) 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.
8.0
SouthwestOverall score based on 4191 reviews
8.6Crew
7.5Entertainment
7.0Food
8.0Comfort
8.1Boarding
Airline reviews

Like new plane. Great crew. Comfortable. Clean. On time. Happy employees. Good organization and control of passengers.

10.0 ExcellentBrian, Sep 2026
Read more Southwest reviews

Like new plane. Great crew. Comfortable. Clean. On time. Happy employees. Good organization and control of passengers.

Flights delays were communicated timely and helpfully, but there was a significant delay without any real effort to make up for that. Also, the in-flight WiFi was very spotty. That said, this was my first time with Southwest and I was quite happy with the service and staff otherwise.

Delayed and once landed waited very long for the luggage

Nice managed … it was a smaller plane, so the seating wasn’t as comfortable.

The Southwest airline was ok. A big thank you to Kayak team (David), who worked with me on Sunday afternoon to rebook my travel from Burbank, CA, to CVG. My original flight on Sunday was delayed, so I had to cancel Sunday flight and rebook my travel to Monday. Could not have done it without help from David from Kayak team. Ante Soda GE Aerospace

Very poor service with connecting flight. I missed the connection because of a delayed flight and significant delay in getting my bags in order to make the connection. The ground staff where unhelpful and rude!

Seated at front bulkhead for a smidge extra leg room away from home and on flight back home. Away crew was very proactive about assuring our carryons had space close behind us (because no seat in front of us our personal items had to be in a small bin overhead). They actively required passengers place overhead luggage on its side so more items could fit in bins. Home crew made no such efforts. I had to struggle back rows to get overhead bags upon landing, no crew help then either, and some disgruntled passengers as I and others retrieved our bags. There was a system that worked pretty well. The home bound crew just didn't feel like working.

Southwest has inacted unfriendly customer policies like other airlines. Watch the fine print very carefully if you are having to alter flight arrangements. Rules are now complicated and very stilted to travelers sacrificing travel funds (unlike before where the simple, straight forward flight change policy was worth the extra premium for ticket price.) On the positive side, SW Flight crews are still wonderfully helpful.

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 was delayed at airport with large backlog and WiFi was spotty

I don’t like mushrooms and that’s all they had with pasta

I Love Delta but one of the flight crew training in courtesy snd hospitality.

I don't know why the crew decided to board 15 minutes early without informing anyone not at the gate. Why would you have the app send a notification that we're boarding on time, instead board early, and then rush me to the gate. Then have me check my carry-on when I specifically packed my bag as to not do so.

Could have been on time and not missed my connection

Really hard to tell what was happening after my flight got delayed five times

Flight was delayed from San Diego due to being overweight for weather conditions. We missed our connecting flight to our final destination due to the delay, as well as the connecting flight leaving before the scheduled departure time. We missed the connection within 10 - 15 minutes. We were booked on a later flight arriving 7 hours later. There were 7 passengers sharing the same originating and connecting flight.

Horrible, mismanaged ground issue resulting in a long delayed, next flight left early, waiting extra 7 hours in the airport, screen did not work

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.

Awful!!!. I do not recommend United. The flight staff are unhappy and don't attempt to make the passengers feel comfortable or welcome. The food is not edible, and the seats are miserable. My expensive luggage was destroyed, and the ticket prices are too much for the experience.

Even though the incoming flight was delayed by 20 minutes they managed to get us to SFO 15 minutes early.

On time, easy boarding. Anytime you sit in an economy seat, it’s uncomfortable. New plane and the bathrooms were in the galley at the back of the plane which seemed odd.

It was fine for the most part. But the volume on the announcements was way too loud, and the cabin temperature was chilly. We had the hardest landing I've ever experienced- I think it hurt my back, and the tires squealed when we touched down.

Great, except the canon was so cold. Even the flight attendants put jackets on

The counter person at the gate was rude and demeaning, to the point that I wouldn't fly this airline again.

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.

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.

No issues. They did change our gate FOUR times in about 30 minutes which was mildly annoying but the flight was fine.

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

Sat in the airport waiting for my flight for 5 hours. Finally got on the plane only to be thrown off and told that my flight was cancelled. Zero customer service. Nobody spoke to us. Just the worst

When I was boarding my departure from Raleigh to Orlando I was inappropriately scolded by a female dog named Mia because I didn’t pay in advance for my carry on bag ($75). Frontiers website is confusing regarding pre-paying for carryons so it was a simple mistake. I also had paid for “upfront plus” meaning me and my son were seated in the front row with no one in the middle seat ($450 upgrade). When we were boarding Mia said “sir, you didn’t pay for your carryon” in a not so polite tone and told me to get out of line and come back to the counter to pay for my carryon. The way they had the retractable rope left me no room to circle back without making the people behind me move so I just stood there and then she said a second time “sir!! Go pay for your carryon” in an embarrassing tone. I then moved their rope so I could get back to the counter when a second female dog then asked “are you done!?!?” because I had said “do you want me to bulldoze the people behind me?” I then said you do realize I paid over $400 for upfront plus so I was certainly not trying to sneak a carryon bag without paying. Long story short, I am soooo done with discount airlines!!! By the time you pay for all the “extras” you might as well have paid for Delta Southwest or American! Frontier airlines sucks and I was embarrassed by a female dog named Mia!!!

Frontier is good until they cancel your flight. Way too many cancellations.

I know Frontier is a “no-frills” airline. I understand the concept. However, I jumped on some tickets for our family vacation, expecting to play a bit of a game to figure out the family bags and not over spend. In the end, I got the short end of this deal by far. 1. I did not expect them to charge the baggage fee for each direction. It makes the fee look high-ish at a glance, but reasonable. Then when you get to checkout and realize you have to pay it twice to come home with your luggage, it becomes ridiculous. 2. The low checked bag weight limit. I am used to packing a 50lb bag with my preferred airline. Frontier’s artificially low 40lb limit more quickly triggers the extra weight fee, which almost DOUBLES the price of the bag if you go over ($79 for the bag/$75 for the next 10 lbs) 3. The fee for a carry-on bag is the same as a checked bag but with a lower size and weight limit. Make it make sense! 4. The seats are terrible. My 2.5 hour flight almost had me losing my mind. I’m 6’3” and my femurs barely fit in the space provided. My knees had to wiggle just right to jam into the crack next to the armrest of the seat in front of me. The cushioning was thin and inadequate. I am tall but I’m not a freak. These seats are unacceptable. 5. I overheard the woman next to me speaking with the gate agent about being charged a $25 fee for not checking in online - she checked in at the airport counter when she arrived. That’s ridiculous. She was old and in a wheelchair. She had a paper boarding pass, and was obviously not tech savvy. She should not be punished for that. 6. They do not have good placement in the terminals. It was always out on the end or down on a subfloor, and we had to walk out on the tarmac almost every time. In Denver. Their home airport! 7. Every time I loaded a new page on the website while buying my tickets or my bags, it was constantly trying to upsell me on some esoteric bundle. Like, a pop-up every time. Very annoying. 8. No screens in the boarding area (at least where we were) to confirm you’re in the right place. Just static gate number signs. I am sure these are standard practices for Frontier, and I should have read more about them before I purchased tickets, but as a result of this single round trip, I do not plan to ever use this cut-rate airline again. I would rather pay the normal amount for a ticket and be treated like a customer instead of a mark.

Our flight was delayed 2 hours and when they changed the the time to 1 hour I wasn't alerted and when I checked the gate the plane was still there but they already shut the doors so I had to buy another flight.

Don’t even matter if I write it y'all not going to fix it

Great except upon arrival it took them a long time to open the doors

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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