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Caribbean Islands

$323+ Cheap flights from Evansville (EVV) to Caribbean Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — SJU
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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Cheap flight deals from Evansville to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Evansville (EVV) to Caribbean Islands (zzEPX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 30, 2025.

Round-trip from

$323
(American Airlines)

Popular in

November

Cheapest in

September

Average price

$601
From Evansville Dress Regional to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Find flight deals from Evansville to Caribbean Islands

Cheapest flights from Evansville to Caribbean Islands
Explore the most affordable flight options available from Evansville to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 30, 2025.

This American Airlines deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/244:57 pmEVV - SJU
1 stop17h 08mAmerican Airlines
Wed 5/286:10 amSJU - EVV
2 stops16h 36mAmerican Airlines
Deal found 1/29$323
This Mytrip deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/147:27 pmEVV - SJU
1 stop15h 57mMultiple Airlines
Thu 2/209:34 pmSJU - EVV
2 stops23h 13mMultiple Airlines
Deal found 1/29$337
This Delta deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/1411:51 amEVV - SJU
1 stop9h 55mDelta
Thu 2/206:15 amSJU - EVV
1 stop6h 56mDelta
Deal found 1/29$505
This American Airlines deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/314:57 pmEVV - STT
2 stops22h 13mAmerican Airlines
Fri 6/62:55 pmSTT - EVV
2 stops19h 54mAmerican Airlines
Deal found 1/29$599
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/234:25 pmEVV - MBJ
2 stops17h 54mAmerican Airlines
Sun 3/304:20 pmMBJ - EVV
1 stop23h 40mAmerican Airlines
Deal found 1/28$625
This American Airlines deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/206:00 amEVV - PUJ
1 stop6h 45mAmerican Airlines
Sat 7/265:30 pmPUJ - EVV
2 stops19h 30mAmerican Airlines
Deal found 1/29$663
This Mytrip deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/77:27 pmEVV - MBJ
3 stops39h 34mMultiple Airlines
Sat 4/1212:07 pmMBJ - EVV
2 stops20h 00mMultiple Airlines
Deal found 1/29$841
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/136:00 amEVV - STT
1 stop7h 49mDelta
Mon 2/174:00 pmSTT - EVV
1 stop8h 21mDelta
Deal found 1/28$1,357
This WestJet deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/155:29 pmEVV - MBJ
2 stops47h 26mWestJet
Sat 3/227:25 pmMBJ - EVV
2 stops26h 52mWestJet
Deal found 1/28$1,824

Find flights from Evansville to Caribbean Islands within your budget

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, Cheapflights users made 2,558,603 searches. Data last updated January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sat 5/24

4:57 pm-11:05 am

1 stop17h 08m

San Juan Luis Munoz Marin Intl

Wed 5/28

6:10 am-9:46 pm

2 stops16h 36m

$323

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Fri 2/14

7:27 pm-1:24 pm

1 stop15h 57m

San Juan Luis Munoz Marin Intl

Thu 2/20

9:34 pm-6:47 pm

2 stops23h 13m

$337

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Fri 2/14

11:51 am-11:46 pm

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Thu 2/20

6:15 am-11:11 am

1 stop6h 56m

$505

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Sun 3/23

4:25 pm-10:19 am

2 stops17h 54m

Montego Bay Sangster Intl

Sun 3/30

4:20 pm-4:00 pm

1 stop23h 40m

$625

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Sun 7/20

6:00 am-1:45 pm

1 stop6h 45m

Punta Cana

Sat 7/26

5:30 pm-12:00 pm

2 stops19h 30m

$663

EvansvilleSaint Thomas Island

EVV - STT

EVVSTT

Evansville Dress Regional

Fri 5/23

4:57 pm-4:10 pm

2 stops22h 13m

Saint Thomas Island Cyril E King

Fri 5/30

3:40 pm-2:26 pm

2 stops23h 46m

$798

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Mon 4/7

7:27 pm-11:01 am

3 stops39h 34m

Montego Bay Sangster Intl

Sat 4/12

12:07 pm-8:07 am

2 stops20h 00m

$841

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Sat 3/15

5:29 pm-4:55 pm

2 stops47h 26m

Montego Bay Sangster Intl

Sat 3/22

7:25 pm-10:17 pm

2 stops26h 52m

$1,824

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Best time to book a flight from Evansville to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Evansville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Evansville to Caribbean Islands

Get recent, data-driven insights about flights from Evansville to Caribbean Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Evansville to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Evansville to Caribbean Islands (average of $254). Flying from Evansville to Caribbean Islands in March is currently the most expensive (average of $372). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated January 30, 2025.
Delta
8.0
Very good
8,454 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,454 reviews
Delta
8.0
Very good
8,454 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,454 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet
7.2
Good
2,817 reviews
Delta
8.0
Very good
8,454 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Evansville to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Evansville to Caribbean Islands?

    Evansville Dress Regional (EVV) is the airport you will fly out of if you book a flight from Evansville to Caribbean Islands. It is only a 4.4 mi journey to Dress Regional (EVV) from Evansville’s city center.

  • What are the most popular routes from Evansville to Caribbean Islands?

    The most popular flight routes from Evansville to Caribbean Islands are Evansville Dress Regional - Saint Thomas Island Cyril E King, Evansville Dress Regional - Montego Bay Sangster Intl and Evansville Dress Regional - San Juan Luis Munoz Marin Intl.

  • Can I find deals for flights from Evansville to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Evansville to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Evansville to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Evansville to Caribbean Islands.

  • Can I find deals for business class flights from Evansville to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Evansville to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Evansville to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Evansville to Caribbean Islands (average of $254). Flying from Evansville to Caribbean Islands in March is currently the most expensive (average of $372). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Evansville to Caribbean Islands

Discover the top 2 airlines that operate flights from Evansville to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$371Average$797FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$374Average$773FlexibilityNo cancel feeOn-time71%
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