Puerto Rico

$256+ Cheap flights from Evansville (EVV) to Puerto Rico

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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — SJU
Mar 6 — Mar 131
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Cheap flight deals from Evansville to Puerto Rico

Cheapest flights from Evansville to Puerto Rico
Explore the most affordable flight options available from Evansville to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.

This American Airlines deal was found by Cheapflights users on 2/3. 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 5/26:56 pm
EVV
-
SJU
2 stops16h 33m
American Airlines
Tue 5/53:10 pm
SJU
-
EVV
1 stop9h 44m
American Airlines
Deal found 2/3$256
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/97:46 pm
EVV
-
SJU
1 stop12h 01m
Multiple Airlines
Thu 2/124:36 pm
SJU
-
EVV
2 stops17h 11m
Multiple Airlines
Deal found 2/4$274
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/97:46 pm
EVV
-
SJU
1 stop12h 01m
Multiple Airlines
Wed 2/116:00 am
SJU
-
EVV
1 stop28h 52m
Multiple Airlines
Deal found 2/4$281
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/97:46 pm
EVV
-
SJU
1 stop12h 01m
Multiple Airlines
Sat 2/145:31 pm
SJU
-
EVV
2 stops40h 16m
Multiple Airlines
Deal found 2/4$284
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/97:46 pm
EVV
-
SJU
1 stop12h 01m
Multiple Airlines
Fri 2/1311:52 am
SJU
-
EVV
1 stop9h 14m
Multiple Airlines
Deal found 2/4$311
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/97:46 pm
EVV
-
SJU
1 stop12h 01m
Multiple Airlines
Sun 2/156:00 am
SJU
-
EVV
2 stops27h 47m
Multiple Airlines
Deal found 2/4$330
This American Airlines deal was found by Cheapflights users on 2/3. 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 3/173:50 pm
EVV
-
SJU
1 stop12h 38m
American Airlines
Tue 3/245:28 am
SJU
-
EVV
1 stop11h 21m
American Airlines
Deal found 2/3$335
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/87:10 pm
EVV
-
SJU
1 stop21h 30m
Multiple Airlines
Thu 2/124:36 pm
SJU
-
EVV
2 stops17h 11m
Multiple Airlines
Deal found 2/4$340
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/87:10 pm
EVV
-
SJU
1 stop21h 30m
Multiple Airlines
Wed 2/116:00 am
SJU
-
EVV
1 stop28h 52m
Multiple Airlines
Deal found 2/4$347
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/87:10 pm
EVV
-
SJU
1 stop21h 30m
Multiple Airlines
Sat 2/145:31 pm
SJU
-
EVV
2 stops40h 16m
Multiple Airlines
Deal found 2/4$350

Find flight deals from Evansville to Puerto Rico

Keep the following information in mind while searching for Evansville to Puerto Rico flight deals. Data was last updated February 4, 2026.

Round-trip from

$256
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$400
From Evansville Dress Regional to Puerto Rico
Highest demand for flights based on searches. 24% potential increase in price ($179 potential increase over avg. RT price).
Cheapest flight prices on average. 16% potential price decrease ($77 potential savings vs. average RT price).
Average for round-trip flights in February 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Evansville to Puerto Rico 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 February 4, 2026.
Use the filters below to find and compare flights from Evansville to Puerto Rico that are best for you.

Fly from

Evansville

Fly to

Puerto Rico

Route

Depart

Return

Price

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sat 5/2

6:56 pm-12:29 pm

2 stops16h 33m

San Juan Luis Munoz Marin Intl

Tue 5/5

3:10 pm-11:54 pm

1 stop9h 44m

$256

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Tue 3/17

6:05 am-10:58 pm

2 stops15h 53m

San Juan Luis Munoz Marin Intl

Tue 3/24

5:28 am-3:49 pm

1 stop11h 21m

$335

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Tue 3/17

11:57 am-7:39 pm

1 stop6h 42m

San Juan Luis Munoz Marin Intl

Wed 3/25

7:40 am-3:49 pm

2 stops9h 09m

$371

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Tue 2/17

6:00 am-5:27 pm

1 stop9h 27m

San Juan Luis Munoz Marin Intl

Sat 2/21

7:30 am-11:36 am

1 stop6h 06m

$420

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sat 7/11

4:16 pm-12:17 am

1 stop7h 01m

San Juan Luis Munoz Marin Intl

Wed 7/22

10:23 am-11:56 pm

2 stops14h 33m

$450

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Fri 3/13

7:46 pm-8:31 pm

1 stop23h 45m

San Juan Luis Munoz Marin Intl

Thu 3/19

7:54 pm-7:06 pm

2 stops24h 12m

$469

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Tue 2/17

4:22 pm-10:00 am

2 stops15h 38m

San Juan Luis Munoz Marin Intl

Sat 2/21

6:33 am-3:49 pm

1 stop11h 16m

$485

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Best time to book a flight from Evansville to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico 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.

Cheapflights Insights

Everything you need to know about your flight from Evansville to Puerto Rico

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

Currently, March is the cheapest month in which you can book a flight from Evansville to Puerto Rico (average of $190). Flying from Evansville to Puerto Rico in June is currently the most expensive (average of $285). 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.

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated February 4, 2026.
Get a feel of what it's like to fly with Delta and American Airlines from Evansville to Puerto Rico by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.9

Entertainment

7.8

Crew

8.5

Food

7.2

Boarding

8.1

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Overall

7.9

Entertainment

7.8

Crew

8.5

Food

7.2

Boarding

8.1

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Overall

7.9

Entertainment

7.8

Crew

8.5

Food

7.2

Boarding

8.1

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Evansville to Puerto Rico. 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 Puerto Rico?

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

  • How long is the flight from Evansville to Puerto Rico?

    There are many flights that can get you from Evansville to Puerto Rico in 14h 52m. Fly via American Airlines to get the fastest option. The distance between Evansville and Puerto Rico is about 1874 mi.

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

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

  • How can I find direct flights from Evansville to Puerto Rico?

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

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

    Yes. Cheapflights offers flight deals from Evansville to Puerto Rico 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 Puerto Rico?

    Currently, March is the cheapest month in which you can book a flight from Evansville to Puerto Rico (average of $190). Flying from Evansville to Puerto Rico in June is currently the most expensive (average of $285). 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 Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Evansville to Puerto Rico

Discover the top 2 airlines that operate flights from Evansville to Puerto Rico. 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 February 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$285Average$490FlexibilityNo cancel feeOn-time71%
DeltaCheapest$371Average$561FlexibilityNo cancel feeOn-timeN/A

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