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Cheap flights from Evansville to Caribbean from $215

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 departing on 10/25. 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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Cheap round-trip flights

American Airlines Logo
5:30 am - 11:54 pmEVV-SJU
17h 24m1 stop
American Airlines Logo
3:50 pm - 9:24 pmSJU-EVV
6h 34m1 stop
$215American Airlines
Find Deal
sáb., oct. 25 - sáb., nov. 1
American Airlines Logo
7:00 am - 11:59 pmEVV-SJU
15h 59m2 stops
American Airlines Logo
6:00 am - 9:18 pmSJU-EVV
17h 18m2 stops
$276American Airlines
Find Deal
vie., oct. 31 - sáb., nov. 8
American Airlines Logo
11:04 am - 11:05 pmEVV-SJU
11h 01m2 stops
American Airlines Logo
7:10 am - 4:51 pmSJU-EVV
10h 41m2 stops
$310American Airlines
Find Deal
sáb., oct. 25 - sáb., nov. 1
American Airlines Logo
11:04 am - 11:54 pmEVV-SJU
11h 50m1 stop
American Airlines Logo
8:00 am - 11:59 pmSJU-EVV
17h 59m1 stop
$357American Airlines
Find Deal
sáb., oct. 25 - sáb., nov. 8
American Airlines Logo
6:40 am - 6:15 pmEVV-SJU
10h 35m2 stops
American Airlines Logo
6:00 am - 5:07 pmSJU-EVV
12h 07m2 stops
$388American Airlines
Find Deal
lun., ago. 18 - vie., ago. 22
American Airlines Logo
6:40 am - 10:49 pmEVV-SJU
15h 09m2 stops
American Airlines Logo
6:00 am - 5:07 pmSJU-EVV
12h 07m2 stops
$391American Airlines
Find Deal
lun., ago. 18 - vie., ago. 22
American Airlines Logo
11:54 am - 9:30 pmEVV-SJU
8h 36m1 stop
American Airlines Logo
3:50 pm - 10:49 pmSJU-EVV
7h 59m1 stop
$449American Airlines
Find Deal
lun., ago. 18 - vie., ago. 22
American Airlines Logo
6:00 am - 3:40 pmEVV-SJU
8h 40m1 stop
American Airlines Logo
4:44 pm - 11:59 pmSJU-EVV
9h 15m1 stop
$452American Airlines
Find Deal
vie., oct. 31 - sáb., nov. 8
Delta Logo
6:23 am - 1:24 pmEVV-SDQ
6h 01m1 stop
Delta Logo
7:49 pm - 9:40 amSDQ-EVV
14h 51m2 stops
$469Delta
Find Deal
mié., oct. 1 - mié., oct. 8
Delta Logo
10:13 am - 12:36 amEVV-SDQ
13h 23m2 stops
Delta Logo
7:40 pm - 9:34 amSDQ-EVV
14h 54m2 stops
$479Delta
Find Deal
sáb., sep. 13 - mié., sep. 17

American Airlines flights from Evansville to Caribbean

Our best American Airlines deals on Evansville to Caribbean flight tickets
American Airlines
Oct 25
EVV5:30 amEvansville Dress Regional
17h 24m
1 stop
SJU11:54 pmSan Juan Luis Munoz Marin Intl
Nov 1
SJU3:50 pmSan Juan Luis Munoz Marin Intl
6h 34m
1 stop
EVV9:24 pmEvansville Dress Regional
$215
Find similar
American Airlines
Oct 31
EVV7:00 amEvansville Dress Regional
15h 59m
2 stops
SJU11:59 pmSan Juan Luis Munoz Marin Intl
Nov 8
SJU6:00 amSan Juan Luis Munoz Marin Intl
17h 18m
2 stops
EVV9:18 pmEvansville Dress Regional
$276
Find similar
American Airlines
Oct 25
EVV11:04 amEvansville Dress Regional
11h 01m
2 stops
SJU11:05 pmSan Juan Luis Munoz Marin Intl
Nov 1
SJU7:10 amSan Juan Luis Munoz Marin Intl
10h 41m
2 stops
EVV4:51 pmEvansville Dress Regional
$310
Find similar

Delta flights from Evansville to Caribbean

Our best Delta deals on Evansville to Caribbean flight tickets
Delta
Oct 1
EVV6:23 amEvansville Dress Regional
6h 01m
1 stop
SDQ1:24 pmSanto Domingo Las Americas
Oct 8
SDQ7:49 pmSanto Domingo Las Americas
14h 51m
2 stops
EVV9:40 amEvansville Dress Regional
$469
Find similar
Delta
Sep 13
EVV10:13 amEvansville Dress Regional
13h 23m
2 stops
SDQ12:36 amSanto Domingo Las Americas
Sep 17
SDQ7:40 pmSanto Domingo Las Americas
14h 54m
2 stops
EVV9:34 amEvansville Dress Regional
$479
Find similar
Delta
Jan 20
EVV6:00 amEvansville Dress Regional
8h 15m
1 stop
MBJ3:15 pmMontego Bay Sangster Intl
Jan 27
MBJ12:35 pmMontego Bay Sangster Intl
10h 30m
1 stop
EVV10:05 pmEvansville Dress Regional
$515
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 agosto 5, 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

sáb. 10/25

5:30 am-11:54 pm

1 stop17h 24m

San Juan Luis Munoz Marin Intl

sáb. 11/1

3:50 pm-9:24 pm

1 stop6h 34m

$215

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

vie. 10/31

7:00 am-11:59 pm

2 stops15h 59m

San Juan Luis Munoz Marin Intl

sáb. 11/8

6:00 am-9:18 pm

2 stops17h 18m

$276

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

sáb. 10/25

11:04 am-11:05 pm

2 stops11h 01m

San Juan Luis Munoz Marin Intl

sáb. 11/1

7:10 am-4:51 pm

2 stops10h 41m

$310

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

sáb. 10/25

11:04 am-11:54 pm

1 stop11h 50m

San Juan Luis Munoz Marin Intl

sáb. 11/8

8:00 am-11:59 pm

1 stop17h 59m

$357

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

lun. 8/18

6:40 am-6:15 pm

2 stops10h 35m

San Juan Luis Munoz Marin Intl

vie. 8/22

6:00 am-5:07 pm

2 stops12h 07m

$388

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

lun. 8/18

6:40 am-10:49 pm

2 stops15h 09m

San Juan Luis Munoz Marin Intl

vie. 8/22

6:00 am-5:07 pm

2 stops12h 07m

$391

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

lun. 8/18

11:54 am-9:30 pm

1 stop8h 36m

San Juan Luis Munoz Marin Intl

vie. 8/22

3:50 pm-10:49 pm

1 stop7h 59m

$449

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

vie. 10/31

6:00 am-3:40 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

sáb. 11/8

4:44 pm-11:59 pm

1 stop9h 15m

$452

EvansvilleSanto Domingo

EVV - SDQ

EVVSDQ

Evansville Dress Regional

mié. 10/1

6:23 am-1:24 pm

1 stop6h 01m

Santo Domingo Las Americas

mié. 10/8

7:49 pm-9:40 am

2 stops14h 51m

$469

EvansvilleSanto Domingo

EVV - SDQ

EVVSDQ

Evansville Dress Regional

sáb. 9/13

10:13 am-12:36 am

2 stops13h 23m

Santo Domingo Las Americas

mié. 9/17

7:40 pm-9:34 am

2 stops14h 54m

$479

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 16% 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

Best Price Found

$307

Fastest flight time

5h 50m

Direct flights

None

Airports in Caribbean

5 airports
The best one-way flight to Caribbean from Evansville in the past 72 hours is $307. The best round-trip flight deal from Evansville to Caribbean found on momondo in the last 72 hours is $215.
The fastest flight from Evansville to Caribbean takes 5h 50m
There are no direct flights from Evansville to Caribbean. Popular non-direct routes for this connection are Evansville Dress Regional Airport - Montego Bay Sangster Intl Airport, Evansville Dress Regional Airport - Punta Cana Airport and Evansville Dress Regional Airport - San Juan Luis Munoz Marin Intl Airport.
There are 5 airports near Caribbean: Santo Domingo Las Americas (SDQ), Saint Thomas Island Cyril E King (STT), Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ), San Juan Luis Munoz Marin Intl (SJU)
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  • 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 $292Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $371Free CancellationRating
8.0
7,985 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

Popular cities in Caribbean

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