$298 Find Cheap Flights from Evansville to Caribbean

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Evansville to Caribbean departing on 3/17. 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 Cana2 stops$434
Santo Domingo
Santo Domingo2 stops$522
Montego Bay
Montego Bay1 stop$513
Punta Cana
Punta Cana2 stops$434
Santo Domingo
Santo Domingo2 stops$522
Montego Bay
Montego Bay1 stop$513

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
7:04 am - 10:34 pm
EVV
-
SJU
14h 30m2 stops
American Airlines Logo
4:25 pm - 11:47 pm
SJU
-
EVV
8h 22m1 stop
$298American Airlines
Sat, Jan 17 - Thu, Jan 22
American Airlines Logo
7:10 am - 9:39 pm
EVV
-
SJU
12h 29m1 stop
American Airlines Logo
6:00 am - 4:18 pm
SJU
-
EVV
12h 18m1 stop
$305American Airlines
Sat, Jan 17 - Thu, Jan 22
American Airlines Logo
7:10 am - 9:39 pm
EVV
-
SJU
12h 29m1 stop
American Airlines Logo
7:07 am - 9:33 pm
SJU
-
EVV
16h 26m1 stop
$306American Airlines
Sat, Jan 17 - Thu, Jan 22
American Airlines Logo
7:10 am - 9:39 pm
EVV
-
SJU
12h 29m1 stop
American Airlines Logo
6:00 am - 4:18 pm
SJU
-
EVV
12h 18m1 stop
$324American Airlines
Sat, Jan 17 - Sun, Jan 25
American Airlines Logo
6:13 am - 11:56 pm
EVV
-
SJU
15h 43m2 stops
American Airlines Logo
6:00 am - 4:18 pm
SJU
-
EVV
12h 18m1 stop
$332American Airlines
Tue, Mar 17 - Tue, Mar 24
Delta Logo
5:59 pm - 3:17 pm
EVV
-
PUJ
20h 18m2 stops
Delta Logo
4:42 pm - 10:29 am
PUJ
-
EVV
18h 47m2 stops
$478Delta
Tue, Mar 17 - Tue, Mar 24
Delta Logo
5:59 pm - 3:17 pm
EVV
-
PUJ
20h 18m2 stops
Delta Logo
3:50 pm - 10:23 pm
PUJ
-
EVV
7h 33m1 stop
$505Delta
Tue, Mar 17 - Wed, Mar 25
Delta Logo
6:00 am - 3:40 pm
EVV
-
PUJ
8h 40m1 stop
Delta Logo
2:45 pm - 10:23 pm
PUJ
-
EVV
8h 38m1 stop
$634Delta
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
$3,556WestJet
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
$3,562WestJet
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 ($298) and Delta ($833).

Good to know

Low seasonSeptember
Cheapest flight$298
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 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 8019 reviews
8.1Boarding
7.3Food
8.5Crew
7.9Comfort
7.9Entertainment
Airline reviews

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

6.0 GoodAnonymous, Dec 2025
BOS - MSP
Read more Delta reviews

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

Waited at the usual crowded gate at DCA where one ends up standing up because there aren't enough seats.

The flight was delayed for about 2 hrs. Other than it, it was good.

Advertised fruit trays with cheese, but only snacks handed out!

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

Wasn't a Delta issue I don't think, but seems there was a Delta flight at each of the 2 Dallas airports at the same exact time, both to Atlanta. I was evidently booked on the one at Love Airport, but the Carey transport shuttle took me to DFW instead and I ended up missing the flight by just a few minutes. Was able to book a Southwest flight from Love Airport, but was a big loss of time and an inconvenience.

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.

I requested a low sodium meal. Reason being, I take medicine for high blood pressure and I wear compression socks on long flights to help with leg swelling. Having less sodium in meals really helps me feel better on long flights. I received my initial low sodium meal after takeoff. Just before landing, the crew came through with the meal cart and offered me what was being served. I said no thank you and then noticed my low sodium meal in the meal cart, with my name and seat assignment on it. I motioned to the crew member, but he grabbed the meal cart and proceeded to move to the rear of the aircraft. He didn’t see me or other passengers who had attempted to get this attention. He was more concerned about completing meal service since we were due to land in under 45 minutes. I pressed the call light five times from my seat to receive help, but no crew member responded to me. So, I didn’t receive a second meal, one that I requested (the low sodium option). This led me to have a migraine from only eating one meal on an 11-hour flight. This is why I’m not a fan of flying US-based airlines overseas. The crew members continue to show the absolute worst customer service experience. I would not recommend flying American for overseas flights.

WiFi didn’t work the entire flight. Very disappointing. Minimal food and options - sadly the state of current affairs. All other aspects of the flight were fine.

Great flight - friendly and attentive team! Seats in coach were comfy, but a little cramped - but that is the case with all airlines ;)

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

I don’t know who decides what food to serve on these flights but I would be so embarrassed if I served this to anyone and call it food…

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Not great. Booked Extra seats and got nothing extra at all. It’s basically a big budget airline.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports