$163 Find Cheap Flights from Evansville to Puerto Rico

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Evansville to Puerto Rico departing on 5/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Book Cheap Evansville to Puerto Rico Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Evansville to Puerto Rico that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Evansville to Puerto Rico

Tue, May 12 - Thu, Jun 11
Delta Logo
1:42 pm - 8:30 pm
EVV
-
SJU
5h 48m
1 stop
Delta Logo
7:30 am - 1:06 pm
SJU
-
EVV
6h 36m
1 stop
$326Delta
Sat, May 16 - Wed, Jun 10
Multiple Airlines Logo
4:29 pm - 12:21 am
EVV
-
SJU
30h 52m
2 stops
Multiple Airlines Logo
2:59 am - 7:17 pm
SJU
-
EVV
17h 18m
1 stop
$378Multiple Airlines
Fri, May 15 - Wed, Jun 10
Multiple Airlines Logo
7:53 am - 6:59 pm
EVV
-
SJU
34h 06m
2 stops
Multiple Airlines Logo
2:59 am - 7:17 pm
SJU
-
EVV
17h 18m
1 stop
$381Multiple Airlines
Sat, May 16 - Tue, Jun 9
Multiple Airlines Logo
4:29 pm - 12:21 am
EVV
-
SJU
30h 52m
2 stops
Multiple Airlines Logo
11:23 am - 3:49 pm
SJU
-
EVV
29h 26m
1 stop
$386Multiple Airlines
Fri, May 15 - Tue, Jun 9
Multiple Airlines Logo
7:53 am - 6:59 pm
EVV
-
SJU
34h 06m
2 stops
Multiple Airlines Logo
11:23 am - 3:49 pm
SJU
-
EVV
29h 26m
1 stop
$388Multiple Airlines
Fri, May 15 - Wed, Jun 10
Multiple Airlines Logo
7:53 am - 11:57 pm
EVV
-
SJU
15h 04m
1 stop
Multiple Airlines Logo
2:59 am - 7:17 pm
SJU
-
EVV
17h 18m
1 stop
$389Multiple Airlines
Mon, May 11 - Wed, Jun 10
Multiple Airlines Logo
7:53 am - 11:57 pm
EVV
-
SJU
15h 04m
1 stop
Multiple Airlines Logo
2:59 am - 7:17 pm
SJU
-
EVV
17h 18m
1 stop
$396Multiple Airlines
Fri, May 15 - Tue, Jun 9
Multiple Airlines Logo
7:53 am - 11:57 pm
EVV
-
SJU
15h 04m
1 stop
Multiple Airlines Logo
11:23 am - 3:49 pm
SJU
-
EVV
29h 26m
1 stop
$397Multiple Airlines
Sat, May 16 - Tue, Jun 9
Multiple Airlines Logo
4:29 pm - 12:19 am
EVV
-
SJU
6h 50m
1 stop
Multiple Airlines Logo
11:23 am - 3:49 pm
SJU
-
EVV
29h 26m
1 stop
$398Multiple Airlines
Sat, May 16 - Wed, Jun 10
Multiple Airlines Logo
4:29 pm - 12:21 am
EVV
-
SJU
30h 52m
2 stops
Multiple Airlines Logo
6:00 am - 3:49 pm
SJU
-
EVV
10h 49m
1 stop
$401Multiple Airlines
Booking Insights

KAYAK's insights & trends for Evansville to Puerto Rico flights

Get data-powered insights and trends into flights from Evansville to Puerto Rico to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Evansville to Puerto Rico?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Evansville to Puerto Rico were found on Delta ($408) and American Airlines ($448).

Good to know

Low seasonOctober
Cheapest flight$163
Best time to beat the crowds with an average 51% drop in price.
Most popular time to fly and prices are also 23% lower on average.
Flight from Evansville to San Juan

FAQs - booking Puerto Rico flights

  • How does KAYAK find such low prices on flights from Evansville to Puerto Rico?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Evansville to Puerto Rico.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Evansville to Puerto Rico?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Evansville to Puerto Rico is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Evansville to Puerto Rico?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Evansville to Puerto Rico with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Evansville to Puerto Rico?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Evansville to Puerto Rico up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Evansville to Puerto Rico

 
Need help choosing which airline to fly with from Evansville to Puerto Rico? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8409 reviews
7.2Food
7.8Entertainment
7.9Comfort
8.1Boarding
8.5Crew
Airline reviews

Boarding was good. The flight was on time ( arrival was 20 minutes early). Inflight service was average ( US airlines have not mastered the skills of customer service yet). The food was mediocre. “ breakfast “ was downright awful and insulting. It was a piece of dough with mon descript filling that was supposed to be cheese omelette).

6.0 GoodAnonymous, Apr 2026
DTW - AMS
Read more Delta reviews

Boarding was good. The flight was on time ( arrival was 20 minutes early). Inflight service was average ( US airlines have not mastered the skills of customer service yet). The food was mediocre. “ breakfast “ was downright awful and insulting. It was a piece of dough with mon descript filling that was supposed to be cheese omelette).

The tray table was broken and the food was terrible.

The gentleman at the gate I think his name is RIE was exceptional

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

One of the flight attendants was a little cranky. I appreciated the free wifi and plug to charge my laptop

No entertainment. Plane was so small had to pink tag a carry on ive used for 20 years easily on board. The fact the flight got in at midnight, had to wait for crew in fort wayne to allow the plane to approach the gate, THEN had to wait for bag on jet bridge made experience irritating at best.

Crew was great. Near on time departure and early arrival. Snacks are always meh. Not a fan of the "pay for everything including miles " proposal unless base flight rate going to be 100 bucks.

Would have been better if there was a nonstop flight from Tampa to Norfolk or Tampa to New Port News.

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

The flight was smooth, the crew was great but the plane was quite old

The "on the ground" A/C was not working. It was so hot while waiting to get in the air, a passenger from the rear of the plan declared "I just can't!" and waited in the gangway until time to close the doors. It was miserable. But the crew were champs and had an amazing attitude. I know they were as miserable as we were but didn't let that affect their performance.

The captain announced to the cabin there would be a delay because they observed a "cut" on a tire during precheck that needed to be cleared by maintenance. We were delayed during this inspection and allowed to proceed after maintenance "measured the cut and decided it was acceptable". My complaint is not about the delay or due diligence. I wish the captain had been more generic when making his announcement. I was a nervous wreck all the way to Charlotte worried that we would have a blowout when landing!

The SFO Lounge crew were amazing. The bartender Faris was great. Thanks!

The flight was on time and the landing was very smooth. The crew and flight attendants were all very friendly and professional.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

American Airlines is a miserable experience. It is predictably miserable, in the sense that every time I fly American, I brace myself for the certainty that it will be unpleasant and uncomfortable. But it is unpredictable in the sense that I never know if the flight will be on time or delayed nine hours (both happened to me this week). I never know if I will be able to sit in the seat that I selected when I purchased the ticket or if I will be told by Customer Service (!!!) that I must relocate from first class to a seat in the back of the aircraft with no explanation (both happened to me this week). Will the food be frozen and half defrosted, or scalding hot? Will the drinks be warm? Will the flight attendants be surly and mean? Will the toilets be cramped and foul? Will the seats be narrow and uncomfortable? Will there be a real electric outlet at the seat, or just an unreliable USB-2 port? Will there be enough seats in the boarding lounge or just a few? Will the boarding process be smooth and efficient, or will the gate agents mess it up and delay it needlessly for 30 or 40 minutes? Will the catering and cleaning crew be prompt or will they take an extra 30 minutes? Will the brakes on the aircraft work properly, or will the pilot delay takeoff for four hours while the ground crew attends to what can only be described as routine maintenance that should have been done the night before? I've eexperienced every one of these unpleasant things this year, 2026. The only thing I can reliably count on is that American will find a new way to make the experience of flying as miserable as they possibly can.

Flight was fine, but not having WiFi was a major negative

Friendly crew is the only nice thing. Seats uncomfortable. Food and snacks horrible. Movies were the same as the first 10 hour flight two weeks before

When I booked my flight a month ago - I selected a seat. That seat was NOT the one I ended up with when I checked into my flight the day before. This is the second time this has occurred. So, I checked my next flight on Wednesday and Thursday and no seat was assigned. Poor, very poor customer service.

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

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

Information on your arrival and departure airports