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 54% 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.

What is the cheapest airline that flies from Evansville Dress Regional to Caribbean?

American Airlines and Delta are the most popular carriers operating from Evansville Dress Regional 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 April 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.

$147 Cheap Flights from Evansville to Caribbean in 2026

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Find the cheapest flights from Evansville to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:56 pm - 2:15 pm

EVV

MBJ

19h 19m

2 stops

12:56 pm - 10:35 am

MBJ

EVV

21h 39m

2 stops

$357American Airlines

Thu, May 7 - Tue, May 12

6:56 pm - 9:13 am

EVV

MBJ

14h 17m

1 stop

2:19 pm - 10:58 pm

MBJ

EVV

8h 39m

1 stop

$434American Airlines

Thu, May 7 - Tue, May 12

3:00 pm - 11:12 pm

EVV

SJU

7h 12m

1 stop

6:15 am - 11:31 am

SJU

EVV

6h 16m

1 stop

$490Delta

Sat, Apr 18 - Wed, Apr 22

4:34 pm - 11:03 am

EVV

SJU

17h 29m

2 stops

7:00 am - 9:30 pm

SJU

EVV

15h 30m

1 stop

$498American Airlines

Sat, May 23 - Tue, May 26

6:22 am - 3:20 pm

EVV

STT

7h 58m

1 stop

1:21 pm - 9:49 pm

STT

EVV

9h 28m

1 stop

$529Delta

Wed, Jul 29 - Fri, Aug 7

6:23 pm - 12:13 pm

EVV

MBJ

17h 50m

1 stop

5:17 pm - 11:56 am

MBJ

EVV

18h 39m

2 stops

$530American Airlines

Mon, May 18 - Mon, May 25

6:00 am - 1:12 pm

EVV

SDQ

6h 12m

1 stop

2:49 pm - 9:44 pm

SDQ

EVV

7h 55m

1 stop

$560Delta

Fri, May 1 - Fri, May 8

5:45 pm - 11:45 am

EVV

MBJ

42h 00m

2 stops

12:45 pm - 10:03 pm

MBJ

EVV

33h 18m

2 stops

$3,626WestJet

Mon, Sep 14 - Fri, Sep 18

5:45 pm - 11:45 am

EVV

MBJ

42h 00m

2 stops

12:45 pm - 10:03 pm

MBJ

EVV

33h 18m

2 stops

$3,628WestJet

Mon, Sep 14 - Fri, Sep 18

5:45 pm - 11:45 am

EVV

MBJ

42h 00m

2 stops

12:45 pm - 12:51 pm

MBJ

EVV

24h 06m

2 stops

$3,758WestJet

Mon, Sep 14 - Fri, Sep 18

American Airlines flights from Evansville to Caribbean

Our best American Airlines deals on Evansville to Caribbean flight tickets

American Airlines

May 7

EVV6:56 pmEvansville Dress Regional

19h 19m

2 stops

MBJ2:15 pmMontego Bay Sangster Intl

May 12

MBJ12:56 pmMontego Bay Sangster Intl

21h 39m

2 stops

EVV10:35 amEvansville Dress Regional

$357

American Airlines

May 7

EVV6:56 pmEvansville Dress Regional

14h 17m

1 stop

MBJ9:13 amMontego Bay Sangster Intl

May 12

MBJ2:19 pmMontego Bay Sangster Intl

8h 39m

1 stop

EVV10:58 pmEvansville Dress Regional

$434

American Airlines

May 23

EVV4:34 pmEvansville Dress Regional

17h 29m

2 stops

SJU11:03 amSan Juan Luis Munoz Marin Intl

May 26

SJU7:00 amSan Juan Luis Munoz Marin Intl

15h 30m

1 stop

EVV9:30 pmEvansville Dress Regional

$498

Delta flights from Evansville to Caribbean

Our best Delta deals on Evansville to Caribbean flight tickets

Delta

Apr 18

EVV3:00 pmEvansville Dress Regional

7h 12m

1 stop

SJU11:12 pmSan Juan Luis Munoz Marin Intl

Apr 22

SJU6:15 amSan Juan Luis Munoz Marin Intl

6h 16m

1 stop

EVV11:31 amEvansville Dress Regional

$490

Delta

Jul 29

EVV6:22 amEvansville Dress Regional

7h 58m

1 stop

STT3:20 pmSaint Thomas Island Cyril E King

Aug 7

STT1:21 pmSaint Thomas Island Cyril E King

9h 28m

1 stop

EVV9:49 pmEvansville Dress Regional

$529

Delta

May 1

EVV6:00 amEvansville Dress Regional

6h 12m

1 stop

SDQ1:12 pmSanto Domingo Las Americas

May 8

SDQ2:49 pmSanto Domingo Las Americas

7h 55m

1 stop

EVV9:44 pmEvansville Dress Regional

$560

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Thu 5/7

6:56 pm-2:15 pm

2 stops19h 19m

Montego Bay Sangster Intl

Tue 5/12

12:56 pm-10:35 am

2 stops21h 39m

$357

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Thu 5/7

6:56 pm-9:13 am

1 stop14h 17m

Montego Bay Sangster Intl

Tue 5/12

2:19 pm-10:58 pm

1 stop8h 39m

$434

Quickest round-trip

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sat 4/18

3:00 pm-11:12 pm

1 stop7h 12m

San Juan Luis Munoz Marin Intl

Wed 4/22

6:15 am-11:31 am

1 stop6h 16m

$490

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sat 5/23

4:34 pm-11:03 am

2 stops17h 29m

San Juan Luis Munoz Marin Intl

Tue 5/26

7:00 am-9:30 pm

1 stop15h 30m

$498

EvansvilleSaint Thomas Island

EVV - STT

EVVSTT

Evansville Dress Regional

Wed 7/29

6:22 am-3:20 pm

1 stop7h 58m

Saint Thomas Island Cyril E King

Fri 8/7

1:21 pm-9:49 pm

1 stop9h 28m

$529

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Mon 5/18

6:23 pm-12:13 pm

1 stop17h 50m

Montego Bay Sangster Intl

Mon 5/25

5:17 pm-11:56 am

2 stops18h 39m

$530

EvansvilleSanto Domingo

EVV - SDQ

EVVSDQ

Evansville Dress Regional

Fri 5/1

6:00 am-1:12 pm

1 stop6h 12m

Santo Domingo Las Americas

Fri 5/8

2:49 pm-9:44 pm

1 stop7h 55m

$560

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Mon 9/14

5:45 pm-11:45 am

2 stops42h 00m

Montego Bay Sangster Intl

Fri 9/18

12:45 pm-10:03 pm

2 stops33h 18m

$3,626

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Mon 9/14

5:45 pm-11:45 am

2 stops42h 00m

Montego Bay Sangster Intl

Fri 9/18

12:45 pm-10:03 pm

2 stops33h 18m

$3,628

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Mon 9/14

5:45 pm-11:45 am

2 stops42h 00m

Montego Bay Sangster Intl

Fri 9/18

12:45 pm-12:51 pm

2 stops24h 06m

$3,758

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted 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

Can stopping save me money on Evansville to Caribbean flights?

You could potentially save up to 9% 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 24m
Direct flights	None

The fastest flight from Evansville to Caribbean takes 5h 24m

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 April 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 11,555 reviews		Search American Airlines flights
Delta	PriceFrom $446	Free Cancellation	Rating 7.9 8,386 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.