$120 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 2/28. 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$457
Santo Domingo
Santo Domingo2 stops$523
Montego Bay
Montego Bay1 stop$508
Punta Cana
Punta Cana1 stop$457
Santo Domingo
Santo Domingo2 stops$523
Montego Bay
Montego Bay1 stop$508

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

Tue, Mar 17 - Tue, Mar 24
American Airlines Logo
7:07 am - 8:34 pm
EVV
-
SJU
12h 27m2 stops
American Airlines Logo
5:33 am - 3:49 pm
SJU
-
EVV
11h 16m1 stop
$326American Airlines
Tue, Mar 17 - Tue, Mar 24
American Airlines Logo
7:07 am - 8:34 pm
EVV
-
SJU
12h 27m2 stops
American Airlines Logo
7:40 am - 3:49 pm
SJU
-
EVV
9h 09m2 stops
$363American Airlines
Tue, Mar 17 - Tue, Mar 24
American Airlines Logo
7:07 am - 10:34 pm
EVV
-
SJU
14h 27m2 stops
American Airlines Logo
11:46 am - 11:46 pm
SJU
-
EVV
13h 00m2 stops
$401American Airlines
Thu, Feb 5 - Sun, Feb 8
Multiple Airlines Logo
7:10 pm - 9:47 am
EVV
-
SJU
12h 37m1 stop
Multiple Airlines Logo
9:00 am - 6:20 pm
SJU
-
EVV
11h 20m1 stop
$404Multiple Airlines
Thu, Mar 26 - Mon, Mar 30
American Airlines Logo
4:22 pm - 4:24 am
EVV
-
SJU
11h 02m1 stop
American Airlines Logo
7:40 am - 11:53 pm
SJU
-
EVV
17h 13m1 stop
$426American Airlines
Thu, Mar 26 - Mon, Mar 30
Multiple Airlines Logo
3:11 pm - 1:58 am
EVV
-
SJU
9h 47m1 stop
Multiple Airlines Logo
7:00 am - 7:06 pm
SJU
-
EVV
13h 06m1 stop
$428Multiple Airlines
Tue, Feb 24 - Thu, Mar 12
Delta Logo
6:00 am - 2:17 pm
EVV
-
SDQ
6h 17m1 stop
Delta Logo
6:35 am - 10:23 pm
SDQ
-
EVV
16h 48m2 stops
$589Delta
Tue, Feb 24 - Thu, Mar 12
Delta Logo
6:00 am - 2:17 pm
EVV
-
SDQ
6h 17m1 stop
Delta Logo
2:35 pm - 10:23 pm
SDQ
-
EVV
8h 48m1 stop
$805Delta
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
$3,548WestJet
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
$3,553WestJet
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 ($326) and Delta ($589).

Good to know

Low seasonSeptember
Cheapest flight$120
Best time to beat the crowds but there is an average 37% increase in price.
Most popular time to fly with an average 18% increase in price.
Flight from Evansville to San Juan

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 8025 reviews
7.9Comfort
7.2Food
7.8Entertainment
8.1Boarding
8.5Crew
Airline reviews

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

2.0 MediocreWilliam, Jan 2026
LGA - BOS
Read more Delta reviews

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Flight was late from Newark to Atlanta, I asked flight attendant to please let my family of 3 out first when we landed to Atlanta because we were late for our connecting flight to Quito. She didn't and we were late for 5 minutes we couldn't board the plane and spend hours trying to get another flight with customer service for the next day.

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Late delayed flight delays boarding and delays leaving and delays on arrival too. Cramped plane no room no food.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.

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

Good food & refreshment. The seats and entrainment screens are modern compared to others. The staff though pleasant serve and attend to passengers based on nationality. Some get served first others last regardless of their seating positions.

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

The flight was on time and arrived early. The crew were friendly and helpful.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

The economy seats are very cramped and the food was bizarre. However, I did like the greek yogurt option for breakfast.

While I didn’t watch much tv I would have liked a few more options of TV series from Apple TV or hbo max ..

Everything about the flight was lovely. My only suggestion would be to offer a few more options of tv series from Apple TV or HBO.

Nothing to write home about, average flight experience. Seats were spacious enough, crew friendly enough. Loved the AA entertainment/wifi service.

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

They should have allowed for extra time to de-ice the plane before boarding passengers. This delayed us about 10-15 mins after we boarded. Overall experience was fine. Crew was friendly and on top of everything. We didn’t have any issues during the flight.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports