Puerto Rico

$169+ Cheap flights from Evansville (EVV) to Puerto Rico

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — SJU
Jun 4 — Jun 111
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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 May 5, 2026.

This American Airlines deal was found by Cheapflights users on 5/2. 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.
Mon 6/14:34 pm
EVV
-
SJU
2 stops17h 29m
American Airlines
Sun 6/712:57 am
SJU
-
EVV
1 stop18h 08m
American Airlines
Deal found 5/2$492
This American Airlines deal was found by Cheapflights users on 5/3. 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.
Mon 5/46:33 am
EVV
-
SJU
2 stops13h 18m
American Airlines
Fri 5/81:31 pm
SJU
-
EVV
2 stops10h 57m
American Airlines
Deal found 5/3$510
This American Airlines deal was found by Cheapflights users on 5/1. 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.
Mon 8/34:35 pm
EVV
-
SJU
2 stops16h 10m
American Airlines
Sun 8/97:20 am
SJU
-
EVV
1 stop15h 13m
American Airlines
Deal found 5/1$521
This American Airlines deal was found by Cheapflights users on 5/4. 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.
Thu 6/114:34 pm
EVV
-
SJU
2 stops16h 05m
American Airlines
Tue 6/165:30 am
SJU
-
EVV
1 stop19h 01m
American Airlines
Deal found 5/4$532
This Delta deal was found by Cheapflights users on 5/4. 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.
Mon 8/31:49 pm
EVV
-
SJU
1 stop7h 40m
Delta
Sun 8/912:56 pm
SJU
-
EVV
1 stop10h 05m
Delta
Deal found 5/4$551
This Kiwi.com deal was found by Cheapflights users on 5/5. 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.
Sat 6/274:29 pm
EVV
-
SJU
1 stop14h 26m
Multiple Airlines
Mon 7/66:45 pm
SJU
-
EVV
2 stops46h 04m
Multiple Airlines
Deal found 5/5$631
This American Airlines deal was found by Cheapflights users on 5/5. 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 6/274:34 pm
EVV
-
SJU
2 stops17h 28m
American Airlines
Mon 7/66:00 am
SJU
-
EVV
2 stops11h 10m
American Airlines
Deal found 5/5$654

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 May 5, 2026.

Round-trip from

$492
(American Airlines)

One-way from

$169
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$375
From Evansville Dress Regional to Puerto Rico
One-way flight from Evansville Dress Regional to Puerto Rico
Highest demand for flights based on searches. 17% potential increase in price ($125 potential increase over avg. RT price).
Cheapest flight prices on average. 11% potential price decrease ($64 potential savings vs. average RT price).
Average for round-trip flights in May 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 May 5, 2026.
Use the filters below to find and compare flights from Evansville to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Thu 6/11

4:34 pm-9:39 am

2 stops16h 05m

San Juan Luis Munoz Marin Intl

Tue 6/16

5:30 am-11:31 pm

1 stop19h 01m

$532
Quickest round-trip

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Mon 8/3

1:49 pm-10:29 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Sun 8/9

12:56 pm-10:01 pm

1 stop10h 05m

$551

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Mon 6/1

4:34 pm-11:03 am

2 stops17h 29m

San Juan Luis Munoz Marin Intl

Mon 6/8

6:21 am-4:08 pm

2 stops10h 47m

$604

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sat 6/27

4:29 pm-7:55 am

1 stop14h 26m

San Juan Luis Munoz Marin Intl

Mon 7/6

6:45 pm-3:49 pm

2 stops46h 04m

$631

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Mon 8/3

4:35 pm-11:04 am

2 stops17h 29m

San Juan Luis Munoz Marin Intl

Sun 8/9

6:51 am-3:59 pm

2 stops10h 08m

$632

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sat 6/27

4:34 pm-11:02 am

2 stops17h 28m

San Juan Luis Munoz Marin Intl

Mon 7/6

6:00 am-4:10 pm

2 stops11h 10m

$654

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sat 8/1

7:03 am-10:33 pm

2 stops14h 30m

San Juan Luis Munoz Marin Intl

Thu 8/6

12:59 am-5:52 pm

1 stop17h 53m

$1,008
Cheapest one-way

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Mon 5/25

4:34 pm-11:03 am

2 stops17h 29m

$169

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sun 7/19

8:16 pm-4:42 pm

2 stops43h 26m

$226
Quickest one-way

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Mon 5/11

1:42 pm-8:30 pm

1 stop5h 48m

$255

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

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
No data available for this route at this time. Please check back soon.

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 May 5, 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.

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.2

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.2

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.2

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

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 40m. 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.

See more FAQs

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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 May 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$285Average$506FlexibilityNo cancel feeOn-time71%
DeltaCheapest$446Average$446FlexibilityNo cancel feeOn-timeN/A

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