Find cheap flights from Anchorage to Puerto Rico

Find cheap flights from Anchorage to Puerto Rico

Search hundreds of travel sites at once for deals on flights to Puerto Rico. Bundle your flight + hotel and save!

Round-trip
Economy
Anchorage (ANC)
Puerto Rico
Mon 9/20
Mon 9/27
Any month
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Include hotels
There are travel restrictions to Puerto Rico. Learn more
Stay informed and receive email updates for when travel restrictions ease for Puerto Rico.

Good to know

Low season

SeptemberBest time to beat the crowds with an average 4% drop in price.

High season

DecemberMost popular time to fly with an average 13% increase in price.

Average price round-trip

$774(avg. price over the last 2 weeks)

Good deal round-trip

$474or less

Good deal one-way

$369or less

Top tips for finding cheap flights to Puerto Rico

  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly to Puerto Rico is August.
  • Morning departure is around 71% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs - booking Puerto Rico flights

How long is the flight to Puerto Rico from Anchorage?

What is the cheapest flight to Puerto Rico from Anchorage?

Can I fly to Puerto Rico? Are there any travel restrictions when entering Puerto Rico?

Can I fly to Puerto Rico without having to quarantine on arrival?

Do I need to take a coronavirus (Covid-19) test before flying to Puerto Rico?

Can vaccinated people travel to Puerto Rico?

What documents do I need to fly to Puerto Rico?

What other coronavirus (Covid-19) restrictions are there in Puerto Rico?

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

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

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

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

Top airlines flying Anchorage to Puerto Rico

Scores according to KAYAK customer reviews

7.2
American Airlines
Overall score based on 46,284 reviews
7.5
Boarding
7.1
Comfort
7.8
Crew
6.8
Entertainment
6.7
Food
Airline reviews

Pros: "This was the worst flying experience I have ever encountered."
Cons: "We sat on the tarmac 3 hours, then deplaned to a holding area for another hour and then were told the flight would be delayed until 1 pm the next day. I booked this flight in order to arrive home 7 hours earlier than originally planned on Alaska Air. I finally arrived 20 hours LATER THAN I WOULD HAVE ARRIVED!"

Pros: "Excellent service."

Pros: "On time"

Pros: "Crew were lovely, let me sit in the cockpit. Drinks/snacks were rapidly distributed to facilitate sleep during the redeye, legroom in my extra legroom seat was sufficient, and bathrooms were large. Also, we left swiftly and arrived on time."
Cons: "Lack of IFE screens was disappointing and the seats had zero padding."

Pros: "Landing"
Cons: "Everything. Major delays lost vacation times"

Cons: "I missed boarding by one minute and was told there was nothing they could do. Our connecting flight landed on the other side of the airport and after literally running through DFW, we were told our flight home had already boarded, we arrived at 6:21, flight left at 6:30. American Airlines screwed us again. Just paid $300 for a rental vehicle so I could make it home."

Pros: "Everything"
Cons: "No comments"

Pros: "The price."
Cons: "Flight was delayed for 2 hours in Airbus 777 full of passengers. The reason was to fix some light and administrative error on a log book. This could have been prevented if they had done all of the checks beforehand. All of those passengers stuck in a plane during a pandemic. Not very smart !!!!"

Pros: "On time take off and the fact that we arrived alive."
Cons: "Hot meals and inflight entertainment. No even drinks were served."

Pros: "Great service and comfortable; well sanitized."
Cons: "TV screens for movies and shows."

Cons: "Some of the crew had an attitude and the purchased WiFi did not work"

Cons: "Almost 4 hour delay."

Cons: "On the red eye from Anchorage to LAX in Business class the A321 was ok as far as comfort. Same duration flight fromLAX to MIA, same plane, but we received a nice pillow and blanket, as well as a little travel kit and bottle of water. Seems strange there are different standards for the same duration"

Pros: "Crew helped us find new seats on board."
Cons: "American Airlines changed our seats after ticket purchase so that we were not sitting together. We chose seats at check-in in San Francisco so that we could sit together. When we landed in Miami we discovered our seats had been changed yet again and we were seated in different rows, middle seat!"

Pros: "Smooth ride"

Cons: "Feeling of being cramped"

Pros: "Nothing"
Cons: "Everything comfort communication"

Pros: "Crew was great!"

Pros: "Service from crew was fine"
Cons: "No delay! Got notification that our flight was one half hour earlier. Then boarded aircraft, and it had electrical problems. Delayed. We had to get off. Then board another aircraft."

Pros: "Checking in with my Mum who needs assistance was excellent."
Cons: "Lack of Entertainment."

Pros: "Time of flight"
Cons: "Aircraft had no screen, old, uncomfortable"

Pros: "Movie options were good."
Cons: "The a/c was not working well and t"

Pros: "Reliability that your flight will not be cancelled. Punctuality."
Cons: "They charge you $125 for a dog in cabin (JetBlue and Southwest near $100, Frontier $75). There is NO benefit, even with this extra amount of money. I was assigned to enter the aircraft in Group 8... I suggest AA the benefit to enter (at least) in Group 5 for people with PAID in cabin dogs."

Pros: "Service"
Cons: "Seats and space"

Cons: "This was an updated 737 with pleather seats and a sleek look inside. But what matters most is leg room for me. There was none. I flew for 5 hours in totally cramped conditions. I loved the page in the mag about seat exercises to keep your leg circulation up. Couldn't bend my knees even. Disgusting"

Pros: "Turkey sandwich snd boarding went smoothly"
Cons: "There was no entertainment and since there is no WiFi for most of the flight due to being over water the flight seemed longer than what it actually was."

Cons: "Dallas to San Juan San Juan Dallas American Airlines has the worst seat of any airline flown by us fare almost 2000 dollars for round trip and the seat is small hard uncomfortable even for a short flight this is no business class!!"

Cons: "Last minute cancellation and reschedule if original flight with 20 people hounding the gate for standby status. Craziness. These last minute revisions mist stop"

Pros: "USB Outlets are nice to have"
Cons: "Nothing was bad on this flight"

Pros: "Schedule was punctual. The entertainment was superb. Good crew. The overhead bins were, for some reason, larger which aided the boarding process."
Cons: "I guess the lack of snack options but that is just the way it is nowadays."

Pros: "Can't think of anything good"
Cons: "SEE: Customer Relations request #1-249830721"

Pros: "Nice crew clean airplane"
Cons: "Initial flight was cancelled after 2 hours delay. My next flight was scheduled the earliest possible by AA which was 24 hours later. No transportation,hotel or miles compensation for this. I had work and responsabilities the next day. TThe scheduled trip was supposed to take off at 7:45. Boarding started late and was very slow. My bag fit the meassurements and still was forced to check it (which I did not want to do as I did not want to be waiting an hour for my bag at my arrival as I had work early the next day. In addition there was airplaine traffic as it was "rush hour" instead of flying at 7:45 we departed almost at 9pm!!!! Have to pay for food Quality of tv monitors very poor And in an uncomfortable position No movie options No wifi although stated the aircraft has Non functioning electrical plug"

Pros: "I loved our flight from Anchorage alaska to Los Angeles California. Flight attendants were kind and helpful. We had plenty of leg room and it was great flight. Loved our window seat."
Cons: "I didn't like that the flight attendants snarky attitudes when we would ask for son."

Pros: "The pilot was a riot, the flight was on time. Again, nothing wrong, nothing special. As it should be (if only we had more leg and seat room, and I am pretty streamline)."

Pros: "Nothing"
Cons: "Delay, first told it was weather related, then mechanical. Re booked on a flight by AA that would never make connection. Paid over $1,000 for a flight leg that one way and direct on another airline (Alaska air) was $281.00 and the agent took so long to find redirect flight that they couldn't book. Total mess! While struck on the second leg and speaking with AA customer service about the reschedule I was told that they didn't have the ability to rectify the error because they no longer had control of my ticket and that I had to take into consideration that three was an event in San Antonio that caused delays network wide that added tio the initial issue... HOGWASH! 1) it was another AA issue where an AA aircraft drive of the runway while I was in flight on the first errant leg. 2) if they had just been straight from the outset, I wouldn't have been delayed. I will never fly AA AGAIN!"

Pros: "Nothing"
Cons: "Super old planes, no had a tv."

Pros: "Puntuality"

Pros: "Crew was good."
Cons: "The television was in the aisle and couldn't be properly seen. Also there was no outlet charger. During boarding, even thou they called by group number, the crew allowed a queue in the front, making it confusing who was in line and who wasn't. Better wait till the end to board that get in that mess"

Cons: "There seets are two small. And they dont sell alcohol. That sucks."

Cons: "The airline had trouble with the plane. After we waited 3 hrs in the plane they cancel the flight. They offer a hotel but it was very dirty"

Pros: "Nothing. My fight from San Juan to Miami on Friday Oct. 7 was cancelled because of hurricane Matthews, since I didnot buy a roundtrip with AA they did not reimburse or offer me a credit for my returning flight. I contacted AA in two ocassions and both times their personnel were impersonal and even rude to me with the whole situation. I ended up losing $250 because of choosing American Airlines. I will do my best to avoid traveling with American ever again, and I will spread the word, as well. I felt robbed, so unfair."
Cons: "Everything"

Cons: "No have owned screen TV"

Pros: "Even when the plane was full they managed to help passengers to get seated."
Cons: "If you still flying economy class, why would you have to pay extra for exit row where the seats are the same. Only received pretzel and a cup of drink on a 3 hour flight once."

Pros: "Everything"
Cons: "Nothing"

Pros: "Comfortable seat"
Cons: "Lack of entertainment"

Cons: "One hour delay sitting inside the plane with no pilot!! And to top it off, the air conditioner was off!! Will never fly American ever again."

Cons: "Terrible airport assistance, many unnecessary customs checks, uncomfortable seats, on flight bad service and late flight times."

Pros: "I live the service which make me feel good. Also the flight was very quiet and the crew help me in everything I asked."

Pros: "The great atendance and on time bording"
Cons: "There is no More options of free food included with the ticket fly and it was a longer flight and there wasn't no tv, no entertament"

Cons: "Economy seats on United are always incredibly uncomfortable, but the timing of the flight, and our on-time departure and Earley landing could not have been better. We will certainly fly United again on this route!"

Pros: "Nothing"
Cons: "Not having so many delay and not seating on a plane for over an hour to take off."

Pros: "Friendly crew"
Cons: "Leaving crying babies at home..."

Pros: "Crew was very nice!!"
Cons: "Space on seat not comfortable for tall people"

Cons: "Seats could have been better. Very uncomfortable seats"

Pros: "Nothing"
Cons: "Plane on time and it was very hot on the plane"

Cons: "Again, left stranded in SC."

Pros: "The crew was helpful and nice."
Cons: "It was delayed a lot."

Pros: "Service at business was good. Comfortable chairs and quiet cabin space."
Cons: "The gate experience due to long time between flights getting worst due to a departure delay."

Pros: "I wish travel miles automatically with my trip!"
Cons: "I didn't like to pay for my only registry luggage, i think that I would pay fo the second or more"

Pros: "EWR gate personnel tried to move things along. Seat was roomie and the flight attendants were pleasant. Flight was on time and landed early. No complaints."
Cons: "Long TSA lines at EWR, but they moved."

Pros: "When the lady in the gate saw me almost dying of running all over the airport with my suitcase, she was very nice and comfort me."
Cons: "Nothing"

Pros: "Nothing, The flight didn't happen"
Cons: "Waited for 6.5 hours for the flight to get cancelled and rescheduled for a week later."

Pros: "Crew was very nice"
Cons: "Sits are very uncomfortable"

Cons: "we took off over 1 hour late"

Pros: "Services , on time"

Pros: "It was generally quiet and peaceful. I called the stewards at one point and they were very prompt and attentive."
Cons: "Teeny tiny seats on an overnight flight? I had to ask my rowmates to clear the row so I could find my glasses that had fallen under my seat because there simply wasn't room to maneuver even an arm down to manually search for them. This is not to mention that most people sleep on these flights; how is that comfortable for most regular Americans?"

Pros: "Friendly & informative captain & crew"
Cons: "Smooth flight, no complaints, A+"

Pros: "Uncomfortable seat cushions like all of our United flights. This was the 1st United crew that was at least friendly!"
Cons: "Uncomfortable seat cushions like all of our United flights. This was the 1st United crew that was at least friendly!"

Pros: "Food was ok"
Cons: "You don't have any free entertainment not even free music!!!"

Pros: "For the amount I paid I'm surprised all we got was mixed nuts! Very disappointing! I hated watching movies on my iPhone, wished you had mounted headrests"
Cons: "Free food or more snack options! Tv consoles in the headrest"

Pros: "My flight attendants on my flight were wonderful and so was the boarding crew at San Fran's airport to Las Vegas were awesome as well. The space I had on my connecting flight to vegas was awesome and the feature it had to charge devices were a nice too."
Cons: "The crew at the front desks and at the boarding area for my flight from Anchorage, AK, to the San Fran airport however, were extremely rude. The rating for the crew is a 2 because although my flight attendants were awesome, but the service given to me and to my fellow flyers by the Customer Service Agents/Reps at the front desk and the training of a newbie at the gate, when boarding at the Anchorage, Alaska, airport was terrible. They were extremely unprofessional and did not seem to care that the tones of their voices, their facial expressions, as well as their body language, showed that they lacked the manners and knowledge of compassion, respect and courtesy. Their rotten attitudes were insufficient at making the customers/guests of the airlines feel comfortable before flying. I did not appreciate being spoken to the way some of the reps did."

Pros: "Estaba supuesto ser un viaje barato y puntual"
Cons: "Pero no fue de esa manera yo soy un paciente esquizofrénico y padezco de vipolarida más tengo problema con el azúcar mas padezco de sleeping adnnea.y muchas otras condiciones.y mi vuelo no salió cuando. Tenía que salir.yo vivo en perth ambos y era muy difícil viajar para Mi en tren para luego tener que pasar todo lo que pase.deverian por lo menos recomendarme con algo desierta por todos mis inconvenientes."

Pros: "Nothing at all."
Cons: "This flight was the worst experience I ever had. 7 hours delay with no compensation at all. I loss one day of my job. I called united customer service and they couldn't help me. I won't flight on united never again."

Pros: "The attendents were helpful and nice except in the situation I've listed in dislike. The plane left on time and arrived early and we didn't have to wait 20 minutes for a gate to open up."
Cons: "I chose the back window seat right in front of the restrooms. Crewmember even said it was the worst seat in the house. Although I didn't pay to upgrade, thee were available seats up there. The attendant even said she would ttry to move things around once people were seate without anyone asking. She just knew our row was going to be uncomfortable.. I am tall with big shoulders, the gentleman next to me was large. All that I ask is the attendant come back after all is settled and explain that it wasn't possible to move things around. Although, if there were seats available I should have been offered a different seat. I have flown a lot on different airlines. I've flown on a 15 hour flight overseas. This is BY FAR the most uncomfortable I have EVER been."

Pros: "I very much enjoyed the male flight attendant in coach. He was fun, attentive and very interacting."
Cons: "I liked all but the seating. Even for coach is too small in my opinion. Pilot flew awesome."

Cons: "Since united took over food court it is impossible to get breakfast. 30 minute wait at the kiosks, missing items at express, no coffee at Stromboli stand, another line to get coffee. 8:30 flight pulls out on time but doesn't leave for another 45 minutes, still posts as leaving on time."

Pros: "very helpful"

Pros: "The service & how comfortable I was."
Cons: "That you have to pay for everything but I guess now a days every airline is doing the same thing."

Cons: "Thr boarding process was a mess, a lot of people didn't even have seats assigned."

Pros: "no delays!"

Pros: "Absolutely nothing"
Cons: "If nothing else United has been consistent in their late departures and arrivals backed by absolute lies about the reason for delays. Staff says one thing then Pilot says something completely counter. Then the lack of any sort of heartfelt appology adds to the insult. Every flight was overbooked by at least 5 people. Total incompetence. Moreover, United has made profit so obviously more important than client comfort. The seats were similar to a straight back Dining room chair except with your knees in your chest. They even took away the seat back pouch as a smal comfort to place items to be replaced with an 8 inch high mesh that fits nothing larger than your cell phone. A 6 hour flight and 1 drink service with 1/2 glass of soda. Pay $7.99 only to find out that video does not work through Canada which was the majority of the flight"

Cons: "I missed my second flight by 10 minutes due to a delay from my first flight and was only refunded a small portion luckily I found a good price with Jet Blue wich worked out better"

Pros: "United personal quickly found our bag location and made the arraingement to send it to us ASAP."
Cons: "The fact that the only bag we checked in with the airline did not arrived in our plane with out any warning what so ever."

Pros: "I ended up missing my connecting flight because the flight left the airport almost an hr late....once i get to my connecting flight...ive missed it...soooo i had yo wait 4hrs for the next available flight & missed my doctors visit......im sooo pissed....."
Cons: "Missing my connecting flight"

Pros: "Plane was on time"
Cons: "I am 5'4" and had no leg room. My knees touched the seat in front of me the whole time. The in seat entertainment was broken on the entire plane for the flight. Simply won't ever fly in a plane so cramped ever again."

Pros: "El viaje de newark a san juan por united fue excelente. Por la linea aerea de American Airlines terriblemente FATAL. Habia un problema con el avion o la torre del vuelo miami hacia san juan PR. Nos ofrecieron estadia en un hotel supuestamente ellos corrian con los gastos ya q se atraso el vuelo y no fue culpa de ningun pasajero segun nos dijo una señorita del counter, resulta ser q el hotel fue el piso del aeropuerto de miami x 8 horas!!! Wow a la verdad q nos vieron la cara de bobos y nos cojieron de bobos tambien. Q trato mas injusto. No volveremos a viajar por AMERICAN AIRLINES asi mismo le dejaremos saber a todo el mundo el trato de esta linea con los pasajeros. Gracias a esto nos agravamos la espalda, costillas. Por culpa de ellos por tratarnos como basura. Eso no se hace!!!! Despues q estabamos sentados en el avion el piloto no llegaba y nos tuvieron q bajar del avion, esperar a que llegara otro piloto para volvernos a montar en el avion!!! Q mala coordinacion!! Esto es una falta de respeto!! Esta linea AMERICAN AIRLINES ES UNA PORQUERIA!!! No volvemos a viajar por esta linea JAMAS!!! Irresponsables!!"
Cons: "Nothing at all !!!! With AMERICAN AIRLINES THE WORST!!! We will NEVER travel by this linea aerea. Son una gran Porqueria!!"

Cons: "It took to long to board the flight"

Cons: "The airline is horrible.. Poor customer service"

Cons: "Lost my bag"

Pros: "Boarding and crew"
Cons: "Service, look like you have to purchase everything from food to entretaiment."

Cons: "Comfortable and affordable!"

Pros: "What I like the most was that it was on time, also the crew was amicable."

Pros: "Everything! My grandparents needed special assistance with wheelchair and the crew was very helpful! They spoke Spanish and they were able to get a crew member to translate"

Cons: "Last row seats. Nothing of space, man seating next to me in the isle seat couldn't accomodate his legs inside the available space."

Pros: "Nothing"
Cons: "They canceled my flight, lost my luggage made me miss events in my life on my vacation and only comped me 20$ food ticket which is nothing in an airport. And I was stuck in an unfamiliar airport for 10 hours waiting for a new flight through another airline. Oh and dod I mention the bag they lost for a whole day was 50lbs of fresh Alaskan seafood and yes it all was thawed.... I will never fly United airlines again."

Pros: "Once on the aircraft everything was just fine"
Cons: "First of all it was delayed, no big deal but once i checked in I wasn't even assigned a seat. I try to find an agent at the boarding gate and none to be found. They finally arrive 30 min before take off and then assign me a middle seat when I specifically picked my seat weeks earlier and of course was one of the last people to board barely enough time to search for a place for my bag and get to my middle seat in the back of the aircraft. Not even a sorry or any type of compensation for a terrible experience"

Cons: "I never took this flight since the San Francisco flight got delayed that when I got to the gate to board the Washington flight. The gates closed on my face literally. Awesome trip.! (Sarcasm included)"

Pros: "New plane"
Cons: "The way you bord the plane"

Pros: "On time."
Cons: "United has squeezed its Economy class customers into seats that are tolerable only for the shortest. If I were an inch or so taller, I would have found the space intolerable. As it was, my knees were against the seat in front. For a flight as long as this one (over 5 hours from Anchorage to Denver), it was uncomfortable to say the least. The middle of the plane was nearly empty, because United charges $75 per seat for an upgrade. For the round-trip for two of us, that would have added $300 to our bill. The fact that so few are willing to pay the upgrade fee indicates that the increment is too large."

Read more about American Airlines
COVID-19 information

Safety measures for airlines flying from Anchorage to Puerto Rico

Airlines flying from Anchorage to Puerto Rico have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Anchorage to Puerto Rico

Mandatory masks

Masks required on board, masks provided on flights from Anchorage to Puerto Rico

Social distancing seating

Middle seats unavailable to book on flights from Anchorage to Puerto Rico

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Anchorage to Puerto Rico

Book cheap flights from Anchorage to Puerto Rico

Recent round-trip flight deals

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