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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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — SJU
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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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 October 16, 2025.

Round-trip from

$235
(American Airlines)

Popular in

January

Cheapest in

October

Average price

$285
From Evansville Dress Regional to Puerto Rico
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($61 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 16, 2025.

This American Airlines deal was found by Cheapflights users on 10/16. 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 11/137:09 pmEVV - SJU
2 stops16h 29mAmerican Airlines
Thu 11/202:50 pmSJU - EVV
2 stops10h 35mAmerican Airlines
Deal found 10/16$235
This American Airlines deal was found by Cheapflights users on 10/15. 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.
Fri 10/175:30 amEVV - SJU
1 stop17h 24mAmerican Airlines
Thu 10/2311:56 amSJU - EVV
2 stops12h 36mAmerican Airlines
Deal found 10/15$399
This American Airlines deal was found by Cheapflights users on 10/16. 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 10/205:19 pmEVV - SJU
2 stops16h 47mAmerican Airlines
Wed 10/227:45 amSJU - EVV
2 stops16h 47mAmerican Airlines
Deal found 10/16$459
This American Airlines deal was found by Cheapflights users on 10/15. 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 stops28h 02mAmerican Airlines
Mon 12/14:44 pmSJU - EVV
1 stop8h 41mAmerican Airlines
Deal found 10/15$488
This American Airlines deal was found by Cheapflights users on 10/15. 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 11/85:10 amEVV - SJU
2 stops14h 25mAmerican Airlines
Sun 11/168:00 amSJU - EVV
1 stop17h 59mAmerican Airlines
Deal found 10/15$570
This American Airlines deal was found by Cheapflights users on 10/16. 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 13mAmerican Airlines
Mon 12/226:00 amSJU - EVV
1 stop12h 52mAmerican Airlines
Deal found 10/16$627

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 October 16, 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

Thu 11/13

7:09 pm-1:38 pm

2 stops16h 29m

San Juan Luis Munoz Marin Intl

Thu 11/20

4:44 pm-11:25 pm

1 stop8h 41m

$282

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Mon 3/9

4:56 pm-1:33 pm

2 stops19h 37m

San Juan Luis Munoz Marin Intl

Fri 3/13

4:40 am-9:11 pm

2 stops17h 31m

$360

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Fri 10/31

6:03 am-10:10 pm

2 stops15h 07m

San Juan Luis Munoz Marin Intl

Tue 11/4

6:00 am-3:15 pm

2 stops11h 15m

$399

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Thu 11/27

5:10 am-11:12 am

2 stops28h 02m

San Juan Luis Munoz Marin Intl

Mon 12/1

4:44 pm-11:25 pm

1 stop8h 41m

$488

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

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 October 16, 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.
Delta
8.0
Very good
7,984 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
8.0
Very good
7,984 reviews
Delta
8.0
Very good
7,984 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,043 reviews
Delta
8.0
Very good
7,984 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 16h 29m. 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.
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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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$275Average$534FlexibilityNo cancel feeOn-time71%
DeltaCheapest$371Average$537FlexibilityNo cancel feeOn-timeN/A

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