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Caribbean Islands

$290+ 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 6/11. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — SJU
Mar 9 — Mar 161
Sun 3/9
Sun 3/16
1 adult, Economy
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Cheap flight deals from Evansville to Caribbean Islands

Keep the following information in mind while searching for Evansville to Caribbean Islands flight deals. Data was last updated March 4, 2025.

Round-trip from

$290
(Delta)

Popular in

November

Cheapest in

September

Average price

$566
From Evansville Dress Regional to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals

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 March 4, 2025.

This Delta deal was found by Cheapflights users on 3/3. 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 6/111:30 pmEVV - SJU
1 stop7h 44mDelta
Wed 6/187:30 amSJU - EVV
1 stop6h 24mDelta
Deal found 3/3$290
This American Airlines deal was found by Cheapflights users on 3/3. 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 13mAmerican Airlines
Wed 5/285:25 amSJU - EVV
2 stops12h 03mAmerican Airlines
Deal found 3/3$320
This Delta deal was found by Cheapflights users on 3/4. 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 4/166:20 amEVV - PUJ
1 stop7h 10mDelta
Wed 4/2312:55 pmPUJ - EVV
1 stop10h 26mDelta
Deal found 3/4$499
This Delta deal was found by Cheapflights users on 3/3. 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 12/210:05 amEVV - MBJ
1 stop5h 28mDelta
Tue 12/93:32 pmMBJ - EVV
1 stop7h 33mDelta
Deal found 3/3$505
This American Airlines deal was found by Cheapflights users on 3/4. 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 4/165:10 amEVV - PUJ
2 stops8h 50mAmerican Airlines
Wed 4/231:50 pmPUJ - EVV
1 stop8h 51mAmerican Airlines
Deal found 3/4$509
This American Airlines deal was found by Cheapflights users on 3/4. 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 11/153:50 pmEVV - STT
2 stops17h 55mAmerican Airlines
Sat 11/224:45 pmSTT - EVV
2 stops19h 14mAmerican Airlines
Deal found 3/4$509
This American Airlines deal was found by Cheapflights users on 3/3. 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 12/24:58 pmEVV - MBJ
2 stops18h 07mAmerican Airlines
Tue 12/96:00 pmMBJ - EVV
1 stop17h 07mAmerican Airlines
Deal found 3/3$545
This WestJet deal was found by Cheapflights users on 3/3. 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 3/296:17 amEVV - MBJ
2 stops58h 38mWestJet
Sat 4/51:50 pmMBJ - EVV
2 stops32h 29mWestJet
Deal found 3/3$1,518

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 March 4, 2025.

Fly from

Evansville

Fly to

Caribbean Islands

Route

Depart

Return

Price

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Wed 6/11

1:30 pm-10:14 pm

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Wed 6/18

7:30 am-12:54 pm

1 stop6h 24m

$290

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sat 5/24

4:57 pm-11:10 am

1 stop17h 13m

San Juan Luis Munoz Marin Intl

Wed 5/28

5:25 am-4:28 pm

2 stops12h 03m

$320

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Wed 4/16

6:20 am-2:30 pm

1 stop7h 10m

Punta Cana

Wed 4/23

12:55 pm-10:21 pm

1 stop10h 26m

$499

EvansvillePunta Cana

EVV - PUJ

EVVPUJ

Evansville Dress Regional

Wed 4/16

5:10 am-3:00 pm

2 stops8h 50m

Punta Cana

Wed 4/23

4:00 pm-11:08 am

2 stops20h 08m

$509

EvansvilleSaint Thomas Island

EVV - STT

EVVSTT

Evansville Dress Regional

Wed 5/21

5:06 am-4:20 pm

2 stops10h 14m

Saint Thomas Island Cyril E King

Sat 5/24

5:05 pm-10:00 am

2 stops17h 55m

$634

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Fri 3/21

4:25 pm-10:19 am

2 stops17h 54m

Montego Bay Sangster Intl

Tue 3/25

12:35 pm-10:47 pm

1 stop10h 12m

$635

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Fri 3/21

11:41 am-8:37 pm

1 stop8h 56m

Montego Bay Sangster Intl

Tue 3/25

1:25 pm-10:17 pm

1 stop8h 52m

$637

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Sat 3/29

6:17 am-4:55 pm

2 stops58h 38m

Montego Bay Sangster Intl

Sat 4/5

1:50 pm-10:19 pm

2 stops32h 29m

$1,518

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/3

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 $353). 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 March 4, 2025.
Read reviews from past customers who have flown Delta, American Airlines and WestJet from Evansville to Caribbean Islands. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,061 reviews

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

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
8,061 reviews
Delta
8.0
Very good
8,061 reviews

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

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
8,061 reviews

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

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
2,788 reviews
Delta
8.0
Very good
8,061 reviews

Crew

8.5

Overall

8.0

Comfort

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

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 - San Juan Luis Munoz Marin Intl, Evansville Dress Regional - Montego Bay Sangster Intl and Evansville Dress Regional - Saint Thomas Island Cyril E King.

  • 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 $353). 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 March 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$284Average$753FlexibilityNo cancel feeOn-time71%
DeltaCheapest$371Average$797FlexibilityNo cancel feeOn-timeN/A
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