Puerto Rico

$235+ 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — SJU
Oct 15 — Oct 221
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Cheap 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 September 15, 2025.

Round-trip from

$235
(American Airlines)

Popular in

January

Cheapest in

February
From Evansville Dress Regional to Puerto Rico
Highest demand for flights based on searches. 8% potential increase in price ($52 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($28 potential savings vs. average RT price).

Find 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 September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/15. 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 10/255:30 amEVV - SJU
1 stop17h 24mAmerican Airlines
Wed 10/295:30 amSJU - EVV
2 stops16h 29mAmerican Airlines
Deal found 9/15$235
This Delta deal was found by Cheapflights users on 9/15. 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 9/301:17 pmEVV - SJU
1 stop7h 43mDelta
Sat 10/47:30 amSJU - EVV
1 stop6h 10mDelta
Deal found 9/15$399
This American Airlines deal was found by Cheapflights users on 9/15. 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 9/306:41 amEVV - SJU
1 stop8h 11mAmerican Airlines
Sat 10/46:10 amSJU - EVV
2 stops16h 34mAmerican Airlines
Deal found 9/15$562
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/811:03 amEVV - SJU
2 stops10h 49mAmerican Airlines
Sun 11/168:00 amSJU - EVV
1 stop17h 59mAmerican Airlines
Deal found 9/14$580
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 11/275:10 amEVV - SJU
2 stops27h 00mAmerican Airlines
Mon 12/14:08 pmSJU - EVV
1 stop9h 00mAmerican Airlines
Deal found 9/15$593
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Thu 12/185:22 pmEVV - SJU
2 stops14h 14mAmerican Airlines
Mon 12/226:05 amSJU - EVV
1 stop12h 47mAmerican Airlines
Deal found 9/14$705

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 September 15, 2025.
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 10/25

5:30 am-11:54 pm

1 stop17h 24m

San Juan Luis Munoz Marin Intl

Wed 10/29

5:30 am-8:59 pm

2 stops16h 29m

$235

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Tue 9/30

1:17 pm-10:00 pm

1 stop7h 43m

San Juan Luis Munoz Marin Intl

Sat 10/4

7:30 am-12:40 pm

1 stop6h 10m

$399

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Tue 9/30

5:59 pm-2:53 pm

2 stops19h 54m

San Juan Luis Munoz Marin Intl

Sat 10/4

12:01 pm-10:18 pm

2 stops11h 17m

$399

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Mon 3/9

2:35 pm-12:35 pm

2 stops21h 00m

San Juan Luis Munoz Marin Intl

Fri 3/13

6:20 am-2:31 pm

1 stop9h 11m

$410

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Fri 2/6

7:46 pm-5:34 pm

1 stop19h 48m

San Juan Luis Munoz Marin Intl

Sun 2/15

8:28 pm-7:06 pm

1 stop24h 38m

$478

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Fri 2/6

11:05 am-12:05 am

2 stops11h 00m

San Juan Luis Munoz Marin Intl

Sun 2/15

7:20 am-2:22 pm

1 stop9h 02m

$490

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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, September is the cheapest month in which you can book a flight from Evansville to Puerto Rico (average of $254). Flying from Evansville to Puerto Rico in June is currently the most expensive (average of $339). 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 September 15, 2025.
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.
8.0
Very good

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good
8.0
Very good

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 7h 43m. Fly via American Airlines or Delta to get the fastest option. The distance between Evansville and Puerto Rico is about 1874 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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, September is the cheapest month in which you can book a flight from Evansville to Puerto Rico (average of $254). Flying from Evansville to Puerto Rico in June is currently the most expensive (average of $339). 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$292Average$557FlexibilityNo cancel feeOn-time71%
DeltaCheapest$371Average$537FlexibilityNo cancel feeOn-timeN/A

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