$113 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 5/10. 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$433
Santo Domingo
Santo Domingo1 stop$673
Montego Bay
Montego Bay1 stop$352
Punta Cana
Punta Cana2 stops$433
Santo Domingo
Santo Domingo1 stop$673
Montego Bay
Montego Bay1 stop$352

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, Sep 15 - Mon, Sep 21
American Airlines Logo
5:30 pm - 12:40 pm
EVV
-
SJU
18h 10m
2 stops
American Airlines Logo
7:05 pm - 12:06 pm
SJU
-
EVV
18h 01m
2 stops
$326American Airlines
Thu, May 7 - Tue, May 12
American Airlines Logo
6:23 pm - 12:13 pm
EVV
-
MBJ
17h 50m
1 stop
American Airlines Logo
2:19 pm - 10:58 pm
MBJ
-
EVV
8h 39m
1 stop
$352American Airlines
Thu, May 7 - Tue, May 12
American Airlines Logo
6:23 pm - 1:25 pm
EVV
-
MBJ
19h 02m
2 stops
American Airlines Logo
4:37 pm - 10:35 am
MBJ
-
EVV
17h 58m
2 stops
$357American Airlines
Tue, Aug 11 - Tue, Aug 18
American Airlines Logo
4:21 pm - 9:25 am
EVV
-
MBJ
17h 04m
1 stop
American Airlines Logo
3:20 pm - 10:32 am
MBJ
-
EVV
19h 12m
2 stops
$363American Airlines
Fri, May 8 - Fri, May 15
Delta Logo
10:10 am - 3:34 pm
EVV
-
MBJ
5h 24m
1 stop
Delta Logo
2:21 pm - 9:44 pm
MBJ
-
EVV
7h 23m
1 stop
$387Delta
Fri, Apr 10 - Sun, Apr 19
Multiple Airlines Logo
7:46 pm - 12:33 pm
EVV
-
SJU
15h 47m
2 stops
Multiple Airlines Logo
7:01 pm - 7:06 pm
SJU
-
EVV
25h 05m
1 stop
$480Multiple Airlines
Fri, Apr 10 - Sun, Apr 19
Multiple Airlines Logo
7:46 pm - 8:53 am
EVV
-
SJU
12h 07m
1 stop
Multiple Airlines Logo
7:01 pm - 7:06 pm
SJU
-
EVV
25h 05m
1 stop
$495Multiple Airlines
Wed, May 20 - Wed, May 27
Delta Logo
6:18 am - 3:17 pm
EVV
-
STT
7h 59m
1 stop
Delta Logo
3:01 pm - 9:44 pm
STT
-
EVV
7h 43m
1 stop
$652Delta
Mon, Sep 14 - Fri, Sep 18
WestJet Logo
5:45 pm - 11:45 am
EVV
-
MBJ
42h 00m
2 stops
WestJet Logo
12:45 pm - 10:03 pm
MBJ
-
EVV
33h 18m
2 stops
$3,688WestJet
Mon, Sep 14 - Fri, Sep 18
WestJet Logo
5:45 pm - 11:45 am
EVV
-
MBJ
42h 00m
2 stops
WestJet Logo
12:45 pm - 10:03 pm
MBJ
-
EVV
33h 18m
2 stops
$3,692WestJet
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 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 ($387).

Good to know

Low seasonFebruary
Cheapest flight$113
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly with an average 3% 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 8356 reviews
8.5Crew
8.1Boarding
7.9Comfort
7.8Entertainment
7.2Food
Airline reviews

The flight was delayed 90 minutes The Gate was wrong The Restroom on Aircraft was not clean There was a half used water bottle in my seat

2.0 MediocreJames, Mar 2026
BOS - LGA
Read more Delta reviews

The flight was delayed 90 minutes The Gate was wrong The Restroom on Aircraft was not clean There was a half used water bottle in my seat

Delta is always a wonderful experience. A clean plane and the crew is really friendly.

Too many people are taking up space in the overhead bins with their extra piece of luggage. Since they cannot fit their backpacks or extra luggage piece under the seat in front of them, they store it in the overheads and thus taking up room for other passengers. It wasn’t only one or two persons; more like 12 or 13 passengers.

Excellent service, I love the soft blush pink mood lighting on the 767-400ER during meal service. The overhead gasper vents on the 767-400ER were also very strong with a lot of airflow to keep me comfortable on my flight.

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

Got to fly my favorite plane, the Boeing 767-400ER, to Milan. The soft blush pink mood lighting during meal service was very beautiful and gorgeous. The service was top-notch, and our flights were on time. I highly recommend Delta.

I am still at the Airport! Delayed Delayed and Delyaed

I took seat 15A in anticipation of window seat, there is no window.

The first class flight attendant was awful to everyone. Very rude; no customer service. She should not be working in first class.

The flight changed gates multiple times and flight had to be delayed multiple times

We called Kayak for a change due to the TSA situation in Atlanta. What we got was a canceled return flight (in error) and we had to find the mistake. Not happy with Kayak who blamed it on AA.

Tv screens and movie selection v good. Friendly staff. They were really worried about max capacity and room for carryons. That is never fun but i had no problem finding space when I boarded.

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Delayed for mechanical and no updates on what was happening and how long the delay might be.

My flight from LGA was cancelled and my rebooked flight from JFK was delayed numerous times. I will now be getting home after 2am.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

On the return flight, arriving in Denver we sat on the tarmac in Denver for over 20 minutes.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The flight attendant in business class was excellent! Professional, friendly and attentive.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports