$262 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 12/7. 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$412
Santo Domingo
Santo Domingo1 stop$629
Montego Bay
Montego Bay1 stop$473
Punta Cana
Punta Cana1 stop$412
Santo Domingo
Santo Domingo1 stop$629
Montego Bay
Montego Bay1 stop$473

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

Sun, Dec 7 - Fri, Dec 12
Multiple Airlines Logo
3:27 pm - 12:32 pmEVV-SJU
19h 05m2 stops
Multiple Airlines Logo
11:38 am - 4:55 pmSJU-EVV
7h 17m1 stop
$262Multiple Airlines
Find Deal
Sun, Dec 7 - Thu, Dec 11
Multiple Airlines Logo
3:27 pm - 12:45 amEVV-SJU
31h 18m2 stops
Multiple Airlines Logo
3:55 am - 4:55 pmSJU-EVV
15h 00m1 stop
$268Multiple Airlines
Find Deal
Sun, Dec 7 - Fri, Dec 12
Multiple Airlines Logo
3:27 pm - 9:55 amEVV-SJU
16h 28m1 stop
Multiple Airlines Logo
11:38 am - 4:55 pmSJU-EVV
7h 17m1 stop
$283Multiple Airlines
Find Deal
Mon, Jan 26 - Thu, Jan 29
American Airlines Logo
7:10 am - 9:39 pmEVV-SJU
12h 29m1 stop
American Airlines Logo
3:49 pm - 10:50 pmSJU-EVV
9h 01m1 stop
$295American Airlines
Find Deal
Tue, Mar 17 - Tue, Mar 24
American Airlines Logo
7:05 am - 7:39 pmEVV-SJU
11h 34m2 stops
American Airlines Logo
1:23 pm - 11:43 pmSJU-EVV
11h 20m2 stops
$325American Airlines
Find Deal
Mon, Jan 19 - Sat, Jan 24
American Airlines Logo
4:51 pm - 12:55 pmEVV-PUJ
18h 04m2 stops
American Airlines Logo
6:02 pm - 11:37 amPUJ-EVV
19h 35m2 stops
$434American Airlines
Find Deal
Thu, Jan 8 - Thu, Jan 15
American Airlines Logo
4:51 pm - 4:26 pmEVV-PUJ
21h 35m1 stop
American Airlines Logo
5:33 pm - 10:50 pmPUJ-EVV
7h 17m1 stop
$436American Airlines
Find Deal
Mon, Jan 26 - Thu, Jan 29
Delta Logo
6:15 am - 2:21 pmEVV-SDQ
6h 06m1 stop
Delta Logo
3:46 pm - 10:22 pmSDQ-EVV
8h 36m1 stop
$629Delta
Find Deal
Mon, Jan 26 - Thu, Jan 29
Delta Logo
5:59 pm - 7:14 pmEVV-SDQ
23h 15m2 stops
Delta Logo
3:46 pm - 10:22 pmSDQ-EVV
8h 36m1 stop
$633Delta
Find Deal
Wed, Dec 24 - Wed, Dec 31
Delta Logo
6:07 am - 2:32 pmEVV-SDQ
6h 25m1 stop
Delta Logo
3:57 pm - 8:47 pmSDQ-EVV
6h 50m1 stop
$1,054Delta
Find Deal
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 ($295) and Delta ($629).

Good to know

Low seasonSeptember
Cheapest flight$262
Best time to beat the crowds but there is an average 37% increase in price.
Most popular time to fly and prices are also 1% lower on average.
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.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $394 on average. Morning departures are around 9% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the evening, which is peak travel time and where the average cost of a ticket is $604.

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 7998 reviews
7.3Food
7.9Entertainment
7.9Comfort
8.5Crew
8.1Boarding
Airline reviews

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

2.0 MediocreAnonymous, Nov 2025ATL - TPA
Read more Delta reviews

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

It would’ve been nice for all that money to have a more substantial snack for free. I remember once upon a time getting a very nice turkey sandwich with Swiss cheese on whole wheat bread for no charge along with a drink. I guess those days are gone. it’s a little insulting being given a cookie or a bag of baked chips Going forward I’ll just bring my own.

Great. Seamless. Check in agent at kiosk international was amazing and extremely helpful.

Our flight from SFO to MSP was right on time on 11/15/2025. No delays. As we approached MSP at about 8 pm, we circled in the air until 8:40 pm so I don't call that efficient for MSP. I think the captain should announce the delay and why. (as if we all don't know that we are just circling around the area, slowing down, speeding up, slowing down.) Thank you. Marilyn Fischer

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

Plenty of leg room, temperature was great and staff was excellent. Would do it more often.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

I truly love flying with Delta. They have always treated me with the upmost respect

The flight was delayed multiple times, again no fault of American but again the extra cost, for everything makes it feel like a cheap airline! Especially when flights are outrageously expensive already

Horrible. Both legs of my flight were delayed more than 6 hours. No compensation, no screens on the plane, and the plane was not clean.

I had a positive experience on American. I'm blind and traveling with a guide dog and the flight attendants were so kind, friendly, and helpful towards us. They checked in on us during the flight and they made us feel comfortable and welcomed. There was an hour delay before depature, but overall the flight was a smooth ride. I appreciate that there were no issues on this long flight back home.

We were told the flight was delayed 5 times, then it was moved to the next day.

More choices on snacks. Built-in video screen to enjoy entertainment choices.

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

I have a gluten allergy so didn't have any food

Loved the crew . Absolutely no complaints. Except for luggage lost

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports