$235 Find Cheap Flights from Evansville to Caribbean Islands

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 Islands departing on 11/3. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Evansville to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Evansville to Caribbean Islands, as well as popular online travel agencies
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Cheap Flights from Evansville to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$358
Santo Domingo
Santo Domingo2 stops$472
Montego Bay
Montego Bay1 stop$531
Punta Cana
Punta Cana1 stop$358
Santo Domingo
Santo Domingo2 stops$472
Montego Bay
Montego Bay1 stop$531

Book Cheap Evansville to Caribbean Islands 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 Islands 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 Islands

Mon, Nov 3 - Thu, Nov 6
American Airlines Logo
3:45 pm - 10:17 amEVV-SJU
16h 32m2 stops
American Airlines Logo
2:47 pm - 11:59 pmSJU-EVV
11h 12m2 stops
$235American Airlines
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Mon, Nov 3 - Thu, Nov 6
American Airlines Logo
6:00 am - 9:35 pmEVV-SJU
13h 35m1 stop
American Airlines Logo
2:05 pm - 11:59 pmSJU-EVV
11h 54m1 stop
$325American Airlines
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Mon, Oct 27 - Thu, Nov 13
Multiple Airlines Logo
5:35 pm - 11:42 amEVV-PUJ
17h 07m1 stop
Multiple Airlines Logo
1:40 pm - 4:55 pmPUJ-EVV
29h 15m1 stop
$358Multiple Airlines
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Mon, Mar 9 - Fri, Mar 13
American Airlines Logo
2:35 pm - 12:35 pmEVV-SJU
21h 00m2 stops
American Airlines Logo
4:40 am - 9:11 pmSJU-EVV
17h 31m2 stops
$360American Airlines
Find Deal
Fri, Oct 24 - Thu, Nov 13
Multiple Airlines Logo
5:35 pm - 11:28 amEVV-PUJ
16h 53m1 stop
Multiple Airlines Logo
1:40 pm - 4:55 pmPUJ-EVV
29h 15m1 stop
$369Multiple Airlines
Find Deal
Sun, Oct 26 - Thu, Nov 13
Multiple Airlines Logo
10:25 am - 6:50 pmEVV-PUJ
7h 25m1 stop
Multiple Airlines Logo
1:40 pm - 4:55 pmPUJ-EVV
29h 15m1 stop
$384Multiple Airlines
Find Deal
Mon, Oct 27 - Thu, Nov 13
Multiple Airlines Logo
5:35 pm - 11:42 amEVV-PUJ
17h 07m1 stop
Multiple Airlines Logo
4:25 pm - 4:55 pmPUJ-EVV
26h 30m2 stops
$397Multiple Airlines
Find Deal
Sun, Nov 23 - Wed, Dec 3
Delta Logo
5:55 pm - 1:36 amEVV-SDQ
29h 41m2 stops
Delta Logo
6:35 am - 10:06 pmSDQ-EVV
17h 31m2 stops
$472Delta
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Sun, Nov 23 - Mon, Dec 1
Delta Logo
5:55 pm - 1:36 amEVV-SDQ
29h 41m2 stops
Delta Logo
8:40 pm - 10:06 pmSDQ-EVV
27h 26m2 stops
$497Delta
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Thu, Oct 30 - Thu, Nov 6
WestJet Logo
10:20 am - 2:35 pmEVV-PUJ
27h 15m2 stops
WestJet Logo
4:30 pm - 9:53 pmPUJ-EVV
31h 23m2 stops
$3,427WestJet
Find Deal
Booking Insights

KAYAK's insights & trends for Evansville to Caribbean Islands flights

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

Can I save money by flying with a layover from Evansville to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $328, prices are generally cheapest when you fly direct.

Good to know

Low seasonSeptember
Cheapest flight$235
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 46% increase in price.
Flight from Evansville to San Juan

FAQs - booking Caribbean Islands flights

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

    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 Islands.

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

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

    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 Islands 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 Islands?

    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 Islands 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 Islands?

    The cheapest time of day to fly to Caribbean Islands 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 Islands 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 Islands

 
See real verified KAYAK customer reviews for airlines flying from Evansville to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Evansville to Caribbean Islands? 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 7971 reviews
8.5Crew
7.9Entertainment
8.2Boarding
7.9Comfort
7.3Food
Airline reviews

The flight was an hour and a half late departing which was inconvenient

8.0 ExcellentDan, Oct 2025SLC - MCO
Read more Delta reviews

The flight was an hour and a half late departing which was inconvenient

Delay in SLC jammed us up in Chicago. Got caught up in rush hour traffic

The crew took good care of us. The flight from ATL to SFO is a longer one, and there were multiple beverage offerings. I like the 757's that Delta uses. Good airplane that is comfortable. I do wish Delta would separate Priority boarding from the better seats. I would gladly take a smaller seat in an open row than be jammed into Comfort just to get priority boarding, just to make sure I don't have to check a bag.

The flight was great. The gate location was way to far away!!!

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

Gate agent rushed to fill hot jetway with crowd so it took over 12 minutes to go from gate to plane. Just like a discount airline Pooly prepared cabin and third time that claim of rough air prevented any cabin service. Friends on a Southwest flight at similar time had service.

Cramped seating for me. Luckily it wasn’t a long flight

Lounge in Lagos is terrible, food on board from Lagos to Atlanta was horrible. Only bright spot the cabin crew were awesome.

The airport was reasonably clean. The boarding process reasonably efficient. The cabin crew was efficient, polite but not that friendly. The food quality was unremarkable and the choices were awful . There was either a so so chicken dish or a “ vegetarian “ option which was really cheap carbohydrates drowned in cheese. Signing onto i flight wifi was not straightforward. Overall it was a very average experience

The staff and the boarding procedure were all amazing . The one flight was not equipped with WIFI which now adays seems odd. All in all the experience was good

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

Flight attendants on this flight were very attentive and friendly

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Food should be better quality. Video screens have poor resolution and the library of movies is poor. The other airlines are much better.

the trip to madrid was uncomfortable with my legs touching the seat in front of me

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My flight was delayed for 17hs because the pilot forgot his passport!!! What a joke. AA used to be a great airline, now I have to think twice before flying with them again.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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