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Cheap flights from Evansville to Caribbean Islands from $235

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 11/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
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
Find Deal
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
Find Deal
Mon, Nov 3 - Thu, Nov 6
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
Find Deal
Mon, Oct 27 - Thu, Nov 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
Mon, Mar 9 - Fri, Mar 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
Fri, Oct 24 - 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
Sun, Oct 26 - 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
Mon, Oct 27 - Thu, Nov 13
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 - Wed, Dec 3
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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Sun, Nov 23 - Mon, Dec 1
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
Thu, Oct 30 - Thu, Nov 6

American Airlines flights from Evansville to Caribbean Islands

Our best American Airlines deals on Evansville to Caribbean Islands flight tickets
American Airlines
Nov 3
EVV3:45 pmEvansville Dress Regional
16h 32m
2 stops
SJU10:17 amSan Juan Luis Munoz Marin Intl
Nov 6
SJU2:47 pmSan Juan Luis Munoz Marin Intl
11h 12m
2 stops
EVV11:59 pmEvansville Dress Regional
$235
Find similar
American Airlines
Nov 3
EVV6:00 amEvansville Dress Regional
13h 35m
1 stop
SJU9:35 pmSan Juan Luis Munoz Marin Intl
Nov 6
SJU2:05 pmSan Juan Luis Munoz Marin Intl
11h 54m
1 stop
EVV11:59 pmEvansville Dress Regional
$325
Find similar
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
$360
Find similar

Delta flights from Evansville to Caribbean Islands

Our best Delta deals on Evansville to Caribbean Islands flight tickets
Delta
Nov 23
EVV5:55 pmEvansville Dress Regional
29h 41m
2 stops
SDQ1:36 amSanto Domingo Las Americas
Dec 3
SDQ6:35 amSanto Domingo Las Americas
17h 31m
2 stops
EVV10:06 pmEvansville Dress Regional
$472
Find similar
Delta
Nov 23
EVV5:55 pmEvansville Dress Regional
29h 41m
2 stops
SDQ1:36 amSanto Domingo Las Americas
Dec 1
SDQ8:40 pmSanto Domingo Las Americas
27h 26m
2 stops
EVV10:06 pmEvansville Dress Regional
$497
Find similar
Delta
Feb 9
EVV5:45 pmEvansville Dress Regional
22h 50m
2 stops
SDQ6:35 pmSanto Domingo Las Americas
Feb 12
SDQ7:05 amSanto Domingo Las Americas
28h 21m
2 stops
EVV9:26 amEvansville Dress Regional
$522
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 October 12, 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

Mon 11/3

3:45 pm-10:17 am

2 stops16h 32m

San Juan Luis Munoz Marin Intl

Thu 11/6

2:47 pm-11:59 pm

2 stops11h 12m

$235

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Mon 11/3

6:00 am-9:35 pm

1 stop13h 35m

San Juan Luis Munoz Marin Intl

Thu 11/6

2:05 pm-11:59 pm

1 stop11h 54m

$325

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Mon 10/27

5:35 pm-11:42 am

1 stop17h 07m

Punta Cana

Thu 11/13

1:40 pm-4:55 pm

1 stop29h 15m

$358

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

$360

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Fri 10/24

5:35 pm-11:28 am

1 stop16h 53m

Punta Cana

Thu 11/13

1:40 pm-4:55 pm

1 stop29h 15m

$369

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Sun 10/26

10:25 am-6:50 pm

1 stop7h 25m

Punta Cana

Thu 11/13

1:40 pm-4:55 pm

1 stop29h 15m

$384

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Mon 10/27

5:35 pm-11:42 am

1 stop17h 07m

Punta Cana

Thu 11/13

4:25 pm-4:55 pm

2 stops26h 30m

$397

EvansvilleSanto Domingo

EVV - SDQ

EVVSDQ

Evansville Dress Regional

Sun 11/23

5:55 pm-1:36 am

2 stops29h 41m

Santo Domingo Las Americas

Wed 12/3

6:35 am-10:06 pm

2 stops17h 31m

$472

EvansvilleSanto Domingo

EVV - SDQ

EVVSDQ

Evansville Dress Regional

Sun 11/23

5:55 pm-1:36 am

2 stops29h 41m

Santo Domingo Las Americas

Mon 12/1

8:40 pm-10:06 pm

2 stops27h 26m

$497

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Thu 10/30

10:20 am-2:35 pm

2 stops27h 15m

Punta Cana

Thu 11/6

4:30 pm-9:53 pm

2 stops31h 23m

$3,427

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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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

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

The cheapest day to depart from Evansville to Caribbean Islands is on a Saturday. Travelers who choose to depart for Caribbean Islands on a Saturday will often find tickets 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 Islands.

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

According to our data, the cheapest time of day to fly to Caribbean Islands is at noon. momondo users have found flights departing from Evansville to Caribbean Islands at noon for as low as $394. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the afternoon because they tend to be around $604. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Direct flights

None
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
11,046 reviews
Search American Airlines flights
DeltaPriceFrom $371Free CancellationRating
7.9
7,971 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.

An easier way to manage your Caribbean Islands trip

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