$191 Find Cheap Flights from Evansville 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 Evansville to Caribbean departing on 2/15. 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 Evansville to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$443
Santo Domingo
Santo Domingo2 stops$632
Montego Bay
Montego Bay1 stop$553
Punta Cana
Punta Cana1 stop$443
Santo Domingo
Santo Domingo2 stops$632
Montego Bay
Montego Bay1 stop$553

Book Cheap Evansville 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 Evansville 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 Evansville to Caribbean

Fri, Jan 23 - Fri, Jan 30
American Airlines Logo
7:10 am - 11:59 pm
EVV
-
SJU
14h 49m2 stops
American Airlines Logo
8:20 am - 10:50 pm
SJU
-
EVV
16h 30m1 stop
$236American Airlines
Tue, Mar 17 - Tue, Mar 24
American Airlines Logo
6:01 pm - 10:40 am
EVV
-
SJU
15h 39m1 stop
American Airlines Logo
4:25 pm - 11:46 pm
SJU
-
EVV
8h 21m1 stop
$298American Airlines
Tue, Mar 17 - Tue, Mar 24
American Airlines Logo
11:57 am - 7:39 pm
EVV
-
SJU
6h 42m1 stop
American Airlines Logo
5:33 am - 3:49 pm
SJU
-
EVV
11h 16m1 stop
$299American Airlines
Fri, Jan 23 - Fri, Jan 30
Multiple Airlines Logo
7:46 pm - 9:47 am
EVV
-
SJU
12h 01m1 stop
Multiple Airlines Logo
11:34 am - 7:06 pm
SJU
-
EVV
9h 32m1 stop
$300Multiple Airlines
Sat, Jan 17 - Thu, Jan 22
American Airlines Logo
6:13 am - 11:56 pm
EVV
-
SJU
15h 43m2 stops
American Airlines Logo
8:20 am - 8:58 pm
SJU
-
EVV
14h 38m2 stops
$325American Airlines
Sun, Feb 1 - Sun, Feb 8
American Airlines Logo
7:10 am - 8:50 pm
EVV
-
SJU
11h 40m2 stops
American Airlines Logo
6:05 am - 8:58 pm
SJU
-
EVV
16h 53m1 stop
$363American Airlines
Sat, Jan 17 - Thu, Jan 22
Delta Logo
1:00 pm - 11:45 pm
EVV
-
SJU
8h 45m1 stop
Delta Logo
3:55 pm - 10:22 pm
SJU
-
EVV
8h 27m1 stop
$402Delta
Sat, Feb 14 - Sat, Feb 21
Delta Logo
6:00 am - 2:17 pm
EVV
-
SDQ
6h 17m1 stop
Delta Logo
4:55 pm - 10:20 pm
SDQ
-
EVV
7h 25m1 stop
$1,030Delta
Mon, Feb 2 - Fri, Feb 6
WestJet Logo
11:40 am - 7:17 pm
EVV
-
MBJ
30h 37m2 stops
WestJet Logo
2:55 pm - 11:48 am
MBJ
-
EVV
21h 53m2 stops
$3,561WestJet
Mon, Feb 2 - Fri, Feb 6
WestJet Logo
5:59 pm - 7:17 pm
EVV
-
MBJ
24h 18m2 stops
WestJet Logo
2:55 pm - 11:48 am
MBJ
-
EVV
21h 53m2 stops
$3,563WestJet
Booking Insights

KAYAK's insights & trends for Evansville to Caribbean flights

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

Which airlines fly non-stop between Evansville and Caribbean?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Evansville to Caribbean.

There are 2 airlines that fly nonstop from Evansville to Caribbean. They are American Airlines and Delta. The cheapest airline for this route is American Airlines, with the best round-trip deal found costing $275 and arriving in San Juan Luis Munoz Marin Intl Airport (SJU). On average, Delta offers the best prices for nonstop flights between Evansville and Caribbean.

Which airlines provide the cheapest flights from Evansville to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Evansville to Caribbean were found on American Airlines ($236) and Delta ($1,030).

Good to know

Low seasonSeptember
Cheapest flight$191
Best time to beat the crowds but there is an average 39% increase in price.
Most popular time to fly with an average 25% increase in price.
Flight from Evansville to Punta Cana

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Evansville 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 Evansville to Caribbean.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Evansville 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 Evansville 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 Evansville 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 Evansville 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 Evansville 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 airlines flying from Evansville to Caribbean

 
Need help choosing which airline to fly with from Evansville 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
DeltaOverall score based on 8021 reviews
8.1Boarding
7.8Entertainment
7.9Comfort
8.5Crew
7.2Food
Airline reviews

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

10.0 ExcellentAnonymous, Dec 2025
DCA - SEA
Read more Delta reviews

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

This flight was a first class choice and left much to be desired. Seat backs on seats were falling apart and torn. Seats actually didn't come to a "full & upright position". Pull out table was sprung. Not any significant leg room. All in all we were on an obviously older plane and felt overcharged for what we received as first class.

A 12 hour flight during the day with one real meal service - are you kidding? Also the breakfast was one of the worst and not what was listed

Flight was delayed several times. At one point, they "pulled back" 15 minutes from the delayed boarding and sent a text saying we would board sooner than previously advised. The flight then was delayed again. And when we boarded, there was an unspecified technical issue which had us waiting in the plane for about an hour.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

The gate attendants and the crew were terrible. Because of high winds, they needed to carry more fuel, so they had to get volunteers to take the next flight at 6 am the next day. They did a terrible job of it - our flight ended up taking off just under 3 hours of the scheduled time. I hope to never fly Delta again.

Did not realize internet screen was hidden between seats and no info printed!!!!

2 of the seats in row 31 the entertainment system was not working, and one seat the tray table did not go all the way down. Flight arrived early and departed on time which was great.

Very good flight crew and very nice people staff were incredible especially the gate agent

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

After the door had been closed, the cockpit makes an announcement that catering is running late and it is not the airline's fault. It is their fault in the sense that we had to sit for 2 hours or more when we could have stayed in the terminal. Poor communications between catering and airline. This caused a young man to lose his temper and he went storming out hitting objects. He had complained to the gate agent that he had already waited at the gate 7 hours and when can the airplane leave? Airilnes do a poor job of explaining delays, maintenance issues, etc. whereas being truthful may gain more sympathy or understanding.

The flight was very smooth and the meal in business class was great.

The captain brought my 6 year old son into the cockpit and allowed him to ask questions, sit in the captain’s chair and talk about all the gears and levers. Made the trip very special for him.

I take this flight about 6-8 times per year. It is convenient and saves an hour or two by skipping PDX, SEA, PHX, or ORD (but it takes longer to get bags to the carousel than Alaska Airlines). I wish the food service were better (but they might cut back on it because it is a red-eye). The WifI seems to go down about an hour out of Anchorage, and then comes back about an hour later...so be warned if this is an issue for you.

Better service. No food options, but we did get drinks and a cookie.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports