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$405+ Cheap flights from Evansville (EVV) to Caribbean

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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — SJU
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Evansville to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Evansville (EVV) to Caribbean (0CB). 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 21, 2025.

Round-trip from

$405
(American Airlines)
From Evansville Dress Regional to Caribbean
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Find flight deals from Evansville to Caribbean

Cheapest flights from Evansville to Caribbean
Explore the most affordable flight options available from Evansville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This American Airlines deal was found by Cheapflights users on 1/19. 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.
Wed 4/95:40 amEVV - SJU
2 stops10h 30mAmerican Airlines
Mon 4/146:01 amSJU - EVV
1 stop18h 32mAmerican Airlines
Deal found 1/19$405
This Delta deal was found by Cheapflights users on 1/20. 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.
Wed 3/126:17 amEVV - PUJ
1 stop5h 53mDelta
Wed 3/262:35 pmPUJ - EVV
1 stop8h 42mDelta
Deal found 1/20$477
This American Airlines deal was found by Cheapflights users on 1/19. 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.
Tue 11/114:58 pmEVV - PUJ
1 stop16h 42mAmerican Airlines
Tue 11/186:25 pmPUJ - EVV
1 stop17h 34mAmerican Airlines
Deal found 1/19$505
This Delta deal was found by Cheapflights users on 1/20. 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.
Wed 3/511:51 amEVV - MBJ
1 stop8h 01mDelta
Wed 3/127:00 amMBJ - EVV
1 stop9h 49mDelta
Deal found 1/20$541
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/107:27 pmEVV - PUJ
1 stop15h 17mMultiple Airlines
Mon 3/3112:39 pmPUJ - EVV
1 stop7h 08mMultiple Airlines
Deal found 1/20$554
This American Airlines deal was found by Cheapflights users on 1/21. 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 5/314:52 pmEVV - STT
2 stops18h 07mAmerican Airlines
Fri 6/62:55 pmSTT - EVV
2 stops19h 54mAmerican Airlines
Deal found 1/21$554
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Wed 3/55:05 amEVV - MBJ
1 stop8h 42mAmerican Airlines
Wed 3/1212:35 pmMBJ - EVV
2 stops11h 19mAmerican Airlines
Deal found 1/20$555
This Delta deal was found by Cheapflights users on 1/20. 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.
Tue 8/126:00 amEVV - STT
1 stop6h 55mDelta
Sat 8/162:58 pmSTT - EVV
1 stop8h 07mDelta
Deal found 1/20$852
This WestJet deal was found by Cheapflights users on 1/20. 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.
Thu 3/65:36 pmEVV - MBJ
2 stops47h 19mWestJet
Thu 3/131:55 pmMBJ - EVV
2 stops26h 54mWestJet
Deal found 1/20$1,556

Find flights from Evansville to Caribbean within your budget

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, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.

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Fly to

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Route

Depart

Return

Price

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Wed 4/9

5:40 am-5:10 pm

2 stops10h 30m

San Juan Luis Munoz Marin Intl

Mon 4/14

6:01 am-11:33 pm

1 stop18h 32m

$405

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Wed 3/12

6:17 am-1:10 pm

1 stop5h 53m

Punta Cana

Wed 3/26

2:35 pm-10:17 pm

1 stop8h 42m

$477

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Wed 3/5

11:51 am-8:52 pm

1 stop8h 01m

Montego Bay Sangster Intl

Wed 3/12

7:00 am-4:49 pm

1 stop9h 49m

$541

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Mon 3/10

7:27 pm-11:44 am

1 stop15h 17m

Punta Cana

Mon 3/31

12:39 pm-6:47 pm

1 stop7h 08m

$554

EvansvilleSaint Thomas Island

EVV - STT

EVVSTT

Evansville Dress Regional

Sat 5/31

4:52 pm-11:59 am

2 stops18h 07m

Saint Thomas Island Cyril E King

Fri 6/6

2:55 pm-9:49 am

2 stops19h 54m

$554

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Wed 3/5

5:05 am-2:47 pm

1 stop8h 42m

Montego Bay Sangster Intl

Wed 3/12

12:35 pm-11:54 pm

2 stops11h 19m

$555

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Tue 3/11

5:05 am-12:50 pm

1 stop6h 45m

Punta Cana

Sat 3/29

4:13 pm-10:20 am

2 stops19h 07m

$672

EvansvilleSaint Thomas Island

EVV - STT

EVVSTT

Evansville Dress Regional

Fri 5/30

6:00 am-3:06 pm

1 stop8h 06m

Saint Thomas Island Cyril E King

Thu 6/5

1:13 pm-10:03 pm

1 stop9h 50m

$1,088

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Thu 3/6

5:36 pm-5:55 pm

2 stops47h 19m

Montego Bay Sangster Intl

Thu 3/13

1:55 pm-4:49 pm

2 stops26h 54m

$1,556

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Best time to book a flight from Evansville to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

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

Currently, September is the cheapest month in which you can book a flight from Evansville to Caribbean (average of $254). Flying from Evansville to Caribbean in March is currently the most expensive (average of $378). 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 by month

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

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, 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

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated January 21, 2025.
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Entertainment

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

8.0

Reviews

1 / 10

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

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Entertainment

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

8.0

Reviews

1 / 10

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
8,521 reviews

Crew

8.6

Entertainment

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

8.0

Reviews

1 / 10

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

WestJet
7.2
Good
2,829 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Entertainment

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

8.0

Reviews

1 / 10

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. 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?

    Most people fly from Evansville Dress Regional (EVV) if they book a flight from Evansville to Caribbean. Evansville Dress Regional is conveniently located just 4.4 mi from Evansville’s city center.

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

    Most travelers choose Evansville Dress Regional - Punta Cana, Evansville Dress Regional - Saint Thomas Island Cyril E King or Evansville Dress Regional - San Juan Luis Munoz Marin Intl when deciding on the best route from Evansville to Caribbean.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Evansville to Caribbean 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?

    Currently, September is the cheapest month in which you can book a flight from Evansville to Caribbean (average of $254). Flying from Evansville to Caribbean in March is currently the most expensive (average of $378). 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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Alternative routes for Evansville to Caribbean

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

Discover the top 2 airlines that operate flights from Evansville to Caribbean. 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 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$371Average$797FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$374Average$790FlexibilityNo cancel feeOn-time71%
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