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Cheap flights from Evansville to Caribbean from $282

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Evansville to Caribbean departing on 1/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Evansville to Caribbean

Cheap round-trip flights

Enter your travel dates to find the best prices.
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
$368American Airlines
Find Deal
Mon, Mar 9 - Fri, Mar 13
American Airlines Logo
6:13 am - 11:56 pmEVV-SJU
15h 43m2 stops
American Airlines Logo
5:55 pm - 10:50 pmSJU-EVV
6h 55m1 stop
$385American Airlines
Find Deal
Sat, Jan 17 - Mon, Jan 26
American Airlines Logo
2:35 pm - 10:55 amEVV-SJU
19h 20m2 stops
American Airlines Logo
6:20 am - 2:31 pmSJU-EVV
9h 11m1 stop
$410American Airlines
Find Deal
Mon, Mar 9 - Fri, Mar 13
American Airlines Logo
4:51 pm - 11:54 amEVV-PUJ
17h 03m2 stops
American Airlines Logo
6:02 pm - 11:37 amPUJ-EVV
19h 35m2 stops
$460American Airlines
Find Deal
Mon, Jan 19 - Sat, Jan 24
American Airlines Logo
7:13 am - 4:26 pmEVV-PUJ
7h 13m1 stop
American Airlines Logo
1:10 pm - 4:18 pmPUJ-EVV
29h 08m1 stop
$462American Airlines
Find Deal
Mon, Jan 19 - Sat, Jan 24
Multiple Airlines Logo
7:46 pm - 1:39 amEVV-SDQ
27h 53m1 stop
Multiple Airlines Logo
8:01 am - 7:06 pmSDQ-EVV
13h 05m1 stop
$465Multiple Airlines
Find Deal
Mon, Jan 19 - Mon, Jan 26
American Airlines Logo
6:13 am - 8:50 pmEVV-SJU
12h 37m1 stop
American Airlines Logo
5:55 pm - 10:50 pmSJU-EVV
6h 55m1 stop
$467American Airlines
Find Deal
Sat, Jan 17 - Mon, Jan 26
Delta Logo
1:00 pm - 11:44 pmEVV-SJU
8h 44m1 stop
Delta Logo
6:15 am - 10:55 amSJU-EVV
6h 40m1 stop
$472Delta
Find Deal
Sat, Jan 17 - Sun, Jan 25
Delta Logo
6:00 am - 4:40 pmEVV-PUJ
8h 40m1 stop
Delta Logo
5:18 pm - 11:38 amPUJ-EVV
20h 20m2 stops
$478Delta
Find Deal
Mon, Feb 23 - Fri, Feb 27
Delta Logo
6:00 am - 2:21 pmEVV-SDQ
6h 21m1 stop
Delta Logo
7:31 am - 10:22 pmSDQ-EVV
16h 51m2 stops
$497Delta
Find Deal
Mon, Jan 19 - Tue, Jan 27

American Airlines flights from Evansville to Caribbean

Our best American Airlines deals on Evansville to Caribbean flight tickets
American Airlines
Mar 9
EVV2:35 pmEvansville Dress Regional
21h 00m
2 stops
SJU12:35 pmSan Juan Luis Munoz Marin Intl
Mar 13
SJU4:40 amSan Juan Luis Munoz Marin Intl
17h 31m
2 stops
EVV9:11 pmEvansville Dress Regional
$368
Find similar
American Airlines
Jan 17
EVV6:13 amEvansville Dress Regional
15h 43m
2 stops
SJU11:56 pmSan Juan Luis Munoz Marin Intl
Jan 26
SJU5:55 pmSan Juan Luis Munoz Marin Intl
6h 55m
1 stop
EVV10:50 pmEvansville Dress Regional
$385
Find similar
American Airlines
Mar 9
EVV2:35 pmEvansville Dress Regional
19h 20m
2 stops
SJU10:55 amSan Juan Luis Munoz Marin Intl
Mar 13
SJU6:20 amSan Juan Luis Munoz Marin Intl
9h 11m
1 stop
EVV2:31 pmEvansville Dress Regional
$410
Find similar

Delta flights from Evansville to Caribbean

Our best Delta deals on Evansville to Caribbean flight tickets
Delta
Jan 17
EVV1:00 pmEvansville Dress Regional
8h 44m
1 stop
SJU11:44 pmSan Juan Luis Munoz Marin Intl
Jan 25
SJU6:15 amSan Juan Luis Munoz Marin Intl
6h 40m
1 stop
EVV10:55 amEvansville Dress Regional
$472
Find similar
Delta
Feb 23
EVV6:00 amEvansville Dress Regional
8h 40m
1 stop
PUJ4:40 pmPunta Cana
Feb 27
PUJ5:18 pmPunta Cana
20h 20m
2 stops
EVV11:38 amEvansville Dress Regional
$478
Find similar
Delta
Jan 19
EVV6:00 amEvansville Dress Regional
6h 21m
1 stop
SDQ2:21 pmSanto Domingo Las Americas
Jan 27
SDQ7:31 amSanto Domingo Las Americas
16h 51m
2 stops
EVV10:22 pmEvansville Dress Regional
$497
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Evansville to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 4, 2025.
Use the filters below to find and compare flights from Evansville to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Mon 3/9

2:35 pm-12:35 pm

2 stops21h 00m

San Juan Luis Munoz Marin Intl

Fri 3/13

4:40 am-9:11 pm

2 stops17h 31m

$368

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sat 1/17

6:13 am-11:56 pm

2 stops15h 43m

San Juan Luis Munoz Marin Intl

Mon 1/26

5:55 pm-10:50 pm

1 stop6h 55m

$385

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Mon 3/9

2:35 pm-10:55 am

2 stops19h 20m

San Juan Luis Munoz Marin Intl

Fri 3/13

6:20 am-2:31 pm

1 stop9h 11m

$410

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Mon 1/19

4:51 pm-11:54 am

2 stops17h 03m

Punta Cana

Sat 1/24

6:02 pm-11:37 am

2 stops19h 35m

$460

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Mon 1/19

7:13 am-4:26 pm

1 stop7h 13m

Punta Cana

Sat 1/24

1:10 pm-4:18 pm

1 stop29h 08m

$462

EvansvilleSanto Domingo

EVV - SDQ

EVVSDQ

Evansville Dress Regional

Mon 1/19

7:46 pm-1:39 am

1 stop27h 53m

Santo Domingo Las Americas

Mon 1/26

8:01 am-7:06 pm

1 stop13h 05m

$465

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sat 1/17

6:13 am-8:50 pm

1 stop12h 37m

San Juan Luis Munoz Marin Intl

Mon 1/26

5:55 pm-10:50 pm

1 stop6h 55m

$467

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sat 1/17

1:00 pm-11:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Sun 1/25

6:15 am-10:55 am

1 stop6h 40m

$472

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Mon 2/23

6:00 am-4:40 pm

1 stop8h 40m

Punta Cana

Fri 2/27

5:18 pm-11:38 am

2 stops20h 20m

$478

EvansvilleSanto Domingo

EVV - SDQ

EVVSDQ

Evansville Dress Regional

Mon 1/19

6:00 am-2:21 pm

1 stop6h 21m

Santo Domingo Las Americas

Tue 1/27

7:31 am-10:22 pm

2 stops16h 51m

$497

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Evansville to Caribbean

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Caribbean?

The cheapest day to depart from Evansville to Caribbean is on a Saturday when prices can be found for as low as $407. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $664. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

What is the cheapest time of day to depart on your flight to Caribbean?

At noon is the cheapest time of day to fly from Evansville to Caribbean when you can find flight prices for as low as $394. Flying to Caribbean at noon is an ideal time because this is during off-peak travel hours. Flights in the afternoon are often more expensive with an average ticket price of $604.

Can stopping save me money on Evansville to Caribbean flights?

You could potentially save up to 3% on your flight if you consider stops on a Evansville to Caribbean flight.

Cheap Evansville to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Evansville to Caribbean

Direct flights

None
There are no direct flights from Evansville to Caribbean. There are no popular flight routes from Evansville to Caribbean.
Search flight deals

  • When did momondo last update prices for flights from Evansville Dress Regional Airport to Caribbean?

    Prices for flights from Evansville Dress Regional Airport to Caribbean were last updated today.

  • How many operators does momondo search for flights from Evansville Dress Regional Airport to Caribbean?

  • How old do you have to be to fly from Evansville Dress Regional Airport to Caribbean?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Evansville Dress Regional Airport to Caribbean.

  • What documentation or ID do you need to fly to Caribbean?

    The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Evansville to Caribbean

Compare and see reviews for airlines that fly from Evansville to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $275Free CancellationRating
7.2
11,038 reviews
Search American Airlines flights
DeltaPriceFrom $371Free CancellationRating
7.9
8,002 reviews
Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Evansville to Caribbean?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean from Evansville.

Can I find flights from Evansville to Caribbean with flexible booking policies on momondo?

Yes. All flights to Caribbean from Evansville on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Evansville to Caribbean?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Evansville to Caribbean.

I’m not ready to book a flight from Evansville to Caribbean right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Evansville to Caribbean flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to Caribbean

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Popular flights according to clicks in the last 7 days on momondo
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