What airlines fly to Caribbean?

American Airlines, Delta and Southwest are the top three most popular airlines that fly to Caribbean from Evansville according to our data. American Airlines is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 5 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

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?

As of May 2026, there are 2 operators available to choose from 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.

$357 Cheap Flights from Evansville to Caribbean in 2026

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Find the cheapest flights from Evansville to Caribbean

Round-trip

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:01 pm - 11:42 am

EVV

MBJ

18h 41m

2 stops

2:20 pm - 11:59 pm

MBJ

EVV

9h 39m

1 stop

$357American Airlines

Thu, Aug 27 - Fri, Sep 4

6:25 pm - 1:17 pm

EVV

MBJ

18h 52m

1 stop

2:20 pm - 11:59 pm

MBJ

EVV

9h 39m

1 stop

$358American Airlines

Mon, Aug 31 - Sat, Sep 5

5:01 pm - 4:13 pm

EVV

MBJ

23h 12m

1 stop

2:20 pm - 11:59 pm

MBJ

EVV

9h 39m

1 stop

$359American Airlines

Thu, Aug 27 - Fri, Sep 4

5:14 pm - 1:09 pm

EVV

MBJ

19h 55m

2 stops

2:09 pm - 12:20 pm

MBJ

EVV

22h 11m

2 stops

$371American Airlines

Fri, Jul 3 - Tue, Jul 7

6:22 am - 11:59 am

EVV

MBJ

5h 37m

1 stop

12:59 pm - 5:19 pm

MBJ

EVV

28h 20m

2 stops

$427Delta

Fri, Jul 3 - Wed, Jul 8

5:14 pm - 11:47 am

EVV

MBJ

18h 33m

2 stops

12:47 pm - 11:31 pm

MBJ

EVV

10h 44m

1 stop

$439American Airlines

Fri, Jul 3 - Tue, Jul 7

12:27 pm - 11:18 am

EVV

STT

21h 51m

2 stops

4:42 pm - 12:21 pm

STT

EVV

20h 39m

2 stops

$485American Airlines

Fri, Aug 14 - Fri, Aug 21

6:00 am - 1:39 pm

EVV

STT

6h 39m

1 stop

3:49 pm - 10:03 pm

STT

EVV

8h 14m

1 stop

$520Delta

Wed, Oct 28 - Wed, Nov 4

10:18 am - 3:34 pm

EVV

MBJ

5h 16m

1 stop

4:59 pm - 9:26 am

MBJ

EVV

16h 27m

1 stop

$525Delta

Sat, Jul 4 - Thu, Jul 9

4:29 pm - 2:11 am

EVV

SJU

8h 42m

1 stop

6:00 am - 7:26 pm

SJU

EVV

14h 26m

1 stop

$569Multiple Airlines

Sat, Jul 11 - Sun, Jul 19

American Airlines flights from Evansville to Caribbean

Our best American Airlines deals on Evansville to Caribbean flight tickets

American Airlines

Aug 27

EVV5:01 pmEvansville Dress Regional

18h 41m

2 stops

MBJ11:42 amMontego Bay Sangster Intl

Sep 4

MBJ2:20 pmMontego Bay Sangster Intl

9h 39m

1 stop

EVV11:59 pmEvansville Dress Regional

$357

American Airlines

Aug 31

EVV6:25 pmEvansville Dress Regional

18h 52m

1 stop

MBJ1:17 pmMontego Bay Sangster Intl

Sep 5

MBJ2:20 pmMontego Bay Sangster Intl

9h 39m

1 stop

EVV11:59 pmEvansville Dress Regional

$358

American Airlines

Aug 27

EVV5:01 pmEvansville Dress Regional

23h 12m

1 stop

MBJ4:13 pmMontego Bay Sangster Intl

Sep 4

MBJ2:20 pmMontego Bay Sangster Intl

9h 39m

1 stop

EVV11:59 pmEvansville Dress Regional

$359

Delta flights from Evansville to Caribbean

Our best Delta deals on Evansville to Caribbean flight tickets

Delta

Jul 3

EVV6:22 amEvansville Dress Regional

5h 37m

1 stop

MBJ11:59 amMontego Bay Sangster Intl

Jul 8

MBJ12:59 pmMontego Bay Sangster Intl

28h 20m

2 stops

EVV5:19 pmEvansville Dress Regional

$427

Delta

Oct 28

EVV6:00 amEvansville Dress Regional

6h 39m

1 stop

STT1:39 pmSaint Thomas Island Cyril E King

Nov 4

STT3:49 pmSaint Thomas Island Cyril E King

8h 14m

1 stop

EVV10:03 pmEvansville Dress Regional

$520

Delta

Jul 4

EVV10:18 amEvansville Dress Regional

5h 16m

1 stop

MBJ3:34 pmMontego Bay Sangster Intl

Jul 9

MBJ4:59 pmMontego Bay Sangster Intl

16h 27m

1 stop

EVV9:26 amEvansville Dress Regional

$525

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Thu 8/27

5:01 pm-11:42 am

2 stops18h 41m

Montego Bay Sangster Intl

Fri 9/4

2:20 pm-11:59 pm

1 stop9h 39m

$357

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Mon 8/31

6:25 pm-1:17 pm

1 stop18h 52m

Montego Bay Sangster Intl

Sat 9/5

2:20 pm-11:59 pm

1 stop9h 39m

$358

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Thu 8/27

5:01 pm-4:13 pm

1 stop23h 12m

Montego Bay Sangster Intl

Fri 9/4

2:20 pm-11:59 pm

1 stop9h 39m

$359

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Fri 7/3

5:14 pm-1:09 pm

2 stops19h 55m

Montego Bay Sangster Intl

Tue 7/7

2:09 pm-12:20 pm

2 stops22h 11m

$371

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Fri 7/3

6:22 am-11:59 am

1 stop5h 37m

Montego Bay Sangster Intl

Wed 7/8

12:59 pm-5:19 pm

2 stops28h 20m

$427

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Fri 7/3

5:14 pm-11:47 am

2 stops18h 33m

Montego Bay Sangster Intl

Tue 7/7

12:47 pm-11:31 pm

1 stop10h 44m

$439

EvansvilleSaint Thomas Island

EVV - STT

EVVSTT

Evansville Dress Regional

Fri 8/14

12:27 pm-11:18 am

2 stops21h 51m

Saint Thomas Island Cyril E King

Fri 8/21

4:42 pm-12:21 pm

2 stops20h 39m

$485

Quickest round-trip

EvansvilleSaint Thomas Island

EVV - STT

EVVSTT

Evansville Dress Regional

Wed 10/28

6:00 am-1:39 pm

1 stop6h 39m

Saint Thomas Island Cyril E King

Wed 11/4

3:49 pm-10:03 pm

1 stop8h 14m

$520

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Sat 7/4

10:18 am-3:34 pm

1 stop5h 16m

Montego Bay Sangster Intl

Thu 7/9

4:59 pm-9:26 am

1 stop16h 27m

$525

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sat 7/11

4:29 pm-2:11 am

1 stop8h 42m

San Juan Luis Munoz Marin Intl

Sun 7/19

6:00 am-7:26 pm

1 stop14h 26m

$569

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

Prices

Airlines

What is the cheapest month to fly to Caribbean?

In general, October is the cheapest month to fly from Evansville to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $235. If you don’t want to visit Caribbean in October, then you should wait until November to fly from Evansville, when ticket prices are also cheap, with an average price of $295.

Can stopping save me money on Evansville to Caribbean flights?

You could potentially save up to 18% 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

Fastest flight time	5h 26m
Direct flights	None

The fastest flight from Evansville to Caribbean takes 5h 26m

There are no direct flights from Evansville to Caribbean. There are no popular flight routes from Evansville to Caribbean.

Search flight deals

Frequently asked questions about flying from Evansville to Caribbean

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?
As of May 2026, there are 2 operators available to choose from 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 Airlines	PriceFrom $285	Free Cancellation	Rating 7.1 11,642 reviews		Search American Airlines flights
Delta	PriceFrom $326	Free Cancellation	Rating 7.9 8,454 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.