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Cheap flights from Evansville to Caribbean Islands from $298

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Evansville to Caribbean Islands departing on 3/17. 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 Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
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
Tue, Mar 17 - Tue, Mar 24
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 - Thu, Jan 22
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
Sat, Jan 17 - Sun, Jan 25
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 - Tue, Mar 24
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
Tue, Mar 17 - Wed, Mar 25
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
Mon, Feb 2 - Fri, Feb 6

American Airlines flights from Evansville to Caribbean Islands

Our best American Airlines deals on Evansville to Caribbean Islands flight tickets
American Airlines
Mar 17
EVV7:04 amEvansville Dress Regional
14h 30m
2 stops
SJU10:34 pmSan Juan Luis Munoz Marin Intl
Mar 24
SJU4:25 pmSan Juan Luis Munoz Marin Intl
8h 22m
1 stop
EVV11:47 pmEvansville Dress Regional
$298
Find similar
American Airlines
Jan 17
EVV7:10 amEvansville Dress Regional
12h 29m
1 stop
SJU9:39 pmSan Juan Luis Munoz Marin Intl
Jan 22
SJU6:00 amSan Juan Luis Munoz Marin Intl
12h 18m
1 stop
EVV4:18 pmEvansville Dress Regional
$305
Find similar
American Airlines
Jan 17
EVV7:10 amEvansville Dress Regional
12h 29m
1 stop
SJU9:39 pmSan Juan Luis Munoz Marin Intl
Jan 22
SJU7:07 amSan Juan Luis Munoz Marin Intl
16h 26m
1 stop
EVV9:33 pmEvansville Dress Regional
$306
Find similar

Delta flights from Evansville to Caribbean Islands

Our best Delta deals on Evansville to Caribbean Islands flight tickets
Delta
Mar 17
EVV5:59 pmEvansville Dress Regional
20h 18m
2 stops
PUJ3:17 pmPunta Cana
Mar 24
PUJ4:42 pmPunta Cana
18h 47m
2 stops
EVV10:29 amEvansville Dress Regional
$478
Find similar
Delta
Mar 17
EVV5:59 pmEvansville Dress Regional
20h 18m
2 stops
PUJ3:17 pmPunta Cana
Mar 24
PUJ3:50 pmPunta Cana
7h 33m
1 stop
EVV10:23 pmEvansville Dress Regional
$505
Find similar
Delta
Mar 17
EVV6:00 amEvansville Dress Regional
8h 40m
1 stop
PUJ3:40 pmPunta Cana
Mar 25
PUJ2:45 pmPunta Cana
8h 38m
1 stop
EVV10:23 pmEvansville Dress Regional
$634
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Evansville to Caribbean Islands 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 December 28, 2025.
Use the filters below to find and compare flights from Evansville to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Tue 3/17

7:04 am-10:34 pm

2 stops14h 30m

San Juan Luis Munoz Marin Intl

Tue 3/24

4:25 pm-11:47 pm

1 stop8h 22m

$298

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sat 1/17

7:10 am-9:39 pm

1 stop12h 29m

San Juan Luis Munoz Marin Intl

Thu 1/22

6:00 am-4:18 pm

1 stop12h 18m

$305

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sat 1/17

7:10 am-9:39 pm

1 stop12h 29m

San Juan Luis Munoz Marin Intl

Thu 1/22

7:07 am-9:33 pm

1 stop16h 26m

$306

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sat 1/17

7:10 am-9:39 pm

1 stop12h 29m

San Juan Luis Munoz Marin Intl

Thu 1/22

6:00 am-4:18 pm

1 stop12h 18m

$324

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

Sun 1/25

6:00 am-4:18 pm

1 stop12h 18m

$332

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Tue 3/17

5:59 pm-3:17 pm

2 stops20h 18m

Punta Cana

Tue 3/24

4:42 pm-10:29 am

2 stops18h 47m

$478

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Tue 3/17

5:59 pm-3:17 pm

2 stops20h 18m

Punta Cana

Tue 3/24

3:50 pm-10:23 pm

1 stop7h 33m

$505

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Tue 3/17

6:00 am-3:40 pm

1 stop8h 40m

Punta Cana

Wed 3/25

2:45 pm-10:23 pm

1 stop8h 38m

$634

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Mon 2/2

5:59 pm-7:17 pm

2 stops24h 18m

Montego Bay Sangster Intl

Fri 2/6

2:55 pm-11:48 am

2 stops21h 53m

$3,556

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Mon 2/2

11:40 am-7:17 pm

2 stops30h 37m

Montego Bay Sangster Intl

Fri 2/6

2:55 pm-11:48 am

2 stops21h 53m

$3,562

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Evansville to Caribbean Islands

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

Can stopping save me money on Evansville to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Evansville to Caribbean Islands.

Cheap Evansville to Caribbean Islands flight deals and tips

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

Fastest flight time

5h 39m

Direct flights

None
The fastest flight from Evansville to Caribbean Islands takes 5h 39m
There are no direct flights from Evansville to Caribbean Islands. There are no popular flight routes from Evansville to Caribbean Islands.
Search flight deals

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

    Prices for flights from Evansville Dress Regional Airport to Caribbean Islands are refreshed on a daily basis.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Evansville Dress Regional Airport to Caribbean Islands.

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

    The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Evansville to Caribbean Islands?

Best airlines flying from Evansville to Caribbean Islands

Compare and see reviews for airlines that fly from Evansville to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $275Free CancellationRating
7.2
11,072 reviews
Search American Airlines flights
DeltaPriceFrom $371Free CancellationRating
7.9
8,019 reviews
Search Delta flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Evansville to Caribbean Islands for you.

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

Yes. momondo enables you to select and highlight flights to Caribbean Islands from Evansville with this policy.

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

Once you have performed a search for Evansville to Caribbean Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Caribbean Islands from Evansville. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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