Find cheap flights from Portland to Caribbean

Find cheap flights from Portland to Caribbean

Search hundreds of travel sites at once for deals on flights to Caribbean

Round-trip
Economy
Portland (PWM)
Caribbean
Thu 4/22
Thu 4/29
Any month
Compare vs. KAYAK |

Good to know

Low season

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

High season

AprilMost popular time to fly with an average 12% increase in price.

Average price round-trip

$486(avg. price over the last 2 weeks)

Good deal round-trip

$278or less

Good deal one-way

$154or less

Top tips for finding cheap flights to Caribbean

  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be November and December. The cheapest month to fly to Caribbean is August.
  • Morning departure is around 40% 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 Caribbean flights

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Top 5 airlines serving Portland to Caribbean

Scores according to KAYAK customer reviews

8.1
JetBlue
Overall score based on 19,467 reviews
8.3
Boarding
8.2
Comfort
8.6
Crew
7.9
Entertainment
7.8
Food
Airline reviews

Cons: "Social distance . They sell a 90 % of capacity."

Cons: "Food"

Pros: "One of the crew me tried to get an even more space but was unable."
Cons: "Better food and proper boarding"

Cons: "Vuelo atrasado y el avión no servia el televisor."

Pros: "Yes"
Cons: "Exelente"

Pros: "Yes"

Cons: "On time and very comfortable"

Pros: "Swift professional service. Pilot was exceptional; we didn’t even feel the landing or take off"
Cons: "N/a"

Cons: "More Lego room"

Pros: "El tiempo para entrar a los gates y pasar aduana fue extremadamente largo. No había organización el personal a cargo no manejo bien el orden de llegadas y turno."

Pros: "Everything"
Cons: "Nothing else"

Cons: "Long delay and communication problem, delay was moved up. Impossible to plan."

Cons: "Took off a little late"

Cons: "The boarding process"

Pros: "Great boarding process, very personable crew and very comfortable seating even with a full booked plane."

Pros: "The timelines"

Pros: "On time, staff is very customer service oriented."
Cons: "N/A"

Pros: "Their treatment towards the clients was amazing!"

Pros: "Movie selection"

Cons: "Can’t have a free bag under the plane."

Pros: "Had a 30 minutes delay that cut in to my 57 minutes layover. I have a knee replacement and can’t run through the airport. Of course the gates were at opposite sides of the airport"

Pros: "The best company"

Pros: "Service"
Cons: "No Enterteinment available."

Pros: "Crew"
Cons: "A lote of wait."

Cons: "They are advertising free movies and is not true, because once you're settled to watch the movie there is no headphones and If you want one they sell it, is not free."

Pros: "Short flight. Free movie was good."
Cons: "Flight attendant Christina (New York crew) did not like that I changed my mind about voluntarily checking my suitcase as there was plenty of room in the overhead compartment when I boarded. She said that the only reason I found room was because, by volunteering to check my bag, I was allowed early boarding. I corrected her by telling her that, no, I boarded early because I paid US$45 for an Extra Space seat. She made a face gesture and rolled her eyes. Very childish and unprofessional. She also seemed to have trouble reading the instructions clearly."

Pros: "Nothing. I didn’t get to fly and service are check in area was a disaster."
Cons: "On the itinerary my last name was missing an o and they did allow for a name correction."

Pros: "Just two members of the crew in my entire trip were very responsive and attentive with people during the flight Angel and Roberto."
Cons: "Aside Angel and Roberto from the crew, everything else was a disaster with this flight to New York and specifically with JetBlue. Always on delays with every single flight that I had take before, crew personal with a bad attitude and a non effective communication with other passangers. We even lost our first flight returning to our destination because of a misunderstanding with a passanger and one crew member, they made all the passanger to get out of the airplane, after being inside for an hour, then they told us that we lost the flight and they will accommodate us in other flights. We were left there without no hotels, and returning flights with absurd hours of flight and stop, instead of one as before direct to our destination. They report the incident as if it was a weather issue and JetBlue didn’t gave accommodation to all the passanger because of the supposedly reason of weather conditions, and in that manner they don’t provide hotels. By phone I changed my flight to next day and a direct flight back home, but at the counter at the airport they were very mean and with no ways to attend passangers."

Pros: "Friendly crew."

Pros: "Food boxes for purchase are actually very good and probably well price"

Pros: "I wasn't notified of cancellation and needed to go with another carrier to get to my destination on time."
Cons: "See above."

Cons: "Fogged out of JFK had to refuel in Newark - OK - but no one refueled plan for 20min and I missed my connection."

Pros: "Very comfortable. Zero turbulence. Great crew."
Cons: "The lack of food options, but that is on every airline."

Pros: "The Jet Blue "attitude" is good, the JFK T5 is comfortable, clean and bright, the fares are good."
Cons: "The boarding process is the absolute worst I have experienced lately (flying with Delta, American and United recently): slow, apparently disorganized, even chaotic. Full plane, too many carry-ons, overhead bins full but also badly accomodated. It all delays boarding, seating, etc. Very disappointing."

Pros: "It was 23 minutes on the air. Great crew."
Cons: "Nothing. All was great."

Pros: "Always pleased with JetBlue"

Pros: "very smooth"

Cons: "It was cold. Regulating temperature would be nice"

Pros: "The"
Cons: "The front desk at St. Croix USVI was very unprofessional. They were dancing at the counter, could not clearly understand their announcement, and they were having side conversations at the counter in front of passengers."

Pros: "Conscience and timing"

Pros: "Very good"

Pros: "Friendly people☺"

Pros: "Rapido"
Cons: "Avion pequeño"

Cons: "The TVs didn't work for instances. Poor food (bag of snack with Coke)."

Pros: "Me encantó la gentileza de enviar correos electrónicos para mantenerme informada."

Pros: "Yes"

Cons: "Flight delays."

Cons: "At least give water."

Pros: "Good"

Cons: "The plane change in LA was confusing & not very clear."

Pros: "Delayed"

Cons: "Very good"

Pros: "The crew and seats were both great"
Cons: "HAving live TV would have been great."

Pros: "The two people who were in charge of boarding the plane were especially nice, efficient, and accommodating. I really really liked them."
Cons: "The flight was too warm."

Pros: "Great people working the flight"
Cons: "Seating arrangements"

Cons: "Delayed flight ruined it."

Pros: "The gate agents and flight crew were very accommodating."
Cons: "I was extremely annoyed that TSA Pre-Check was unavailable at Terminal 2 at 8:15am. This is unacceptable and not the TSA's fault. I fault the airline for this oversight. Delta needs to communicate better to the passengers if there is a possibility of this service being unavailable at an airport."

Cons: "DTW to FLL, plane was delayed coming from BOS to DTW 5 hours for BOS weather. The plane arrived & they announced they would turn it around ASAP. They started the boarding process & then stopped it stating that a crew member had timed out. Delayed hour to FIND one. Shortly after delayed overnight."

Cons: "Due to flight delay I missed my connecting flight, was downgraded, didn’t get my meal and was late arriving."

Pros: "Comfortable aircraft. Great crew."
Cons: "can't think of anything"

Pros: "Empty row!"
Cons: "Movie selection More new releases"

Pros: "Loved the pilot telling us a little about the flight crew and their piloting experience(Air Force) , and how he kept us abreast of flight status/timing , as well as our location at various points along the route. The crew was very very nice!"
Cons: "More leg room"

Cons: "We actually skipped this flight because the layover in Minneapolis was a full 5 hours, and it saved us time to have a relative pick us up and drive to Rochester, so we forfeited the price of the tickets."

Pros: "Smooth ride"

Pros: "Flight attendants were very friendly."

Pros: "Nice suites though they feel a little cramped. Good for privacy"
Cons: "lounge in PEK was under renovation, temp lounge was not very nice"

Cons: "More room."

Pros: "Boarding was very smooth and the crew were helpful, efficient, and polite. There was a good assortment of entertainment."
Cons: "I ordered the beef tenderloin, medium. It came out extremely rare and I had already eaten some by the time I realized; the entire plate was filled with blood. I ended up sick to my stomach for the remainder of the flight. Average height to tall individuals do not fit well laying down in the seats."

Pros: "Great service from boarding to landing"

Pros: "the worst thing that I've traveled in my life I do not travel again by delta 3 hours without food and without taking or water we were not given that service is the worst its employees are a disaster"
Cons: "the worst thing that I've traveled in my life I do not travel again by delta 3 hours without food and without taking or water we were not given that service is the worst its employees are a disaster"

Pros: "Got me there Safely"
Cons: "Couldn’t understand announcements... at all! By flight attendant or pilot"

Pros: "With all the competition among airlines and the cutbacks we suffer as customers Delta manages to make you feel like you matter still. Timely boarding, actual help with finding seats making boarding efficient (not just hurrying you along), updates from the cockpit that you could hear and understand, multiple choices in snacks-one even a healthy option, staff that was friendly and interested in making it a good experience not one that seemed bothered they had to work."

Pros: "We were offered food and drinks (including basic cocktails) continuously throughout the flight. Hot hand towels, comfortable seats, dozens of movies and TV series, all included with basic fare. The flight attendants were kind and helpful. Excellent service and organization!"

Pros: "The seat back screens."
Cons: "Completely full flight. Rough landing."

Cons: "My flight was delayed, which would have caused me to miss my connecting flight. The customer service person was not at all helpful, and told me there were no other flights available on any airline until the next day. However, I was able to go online and book another flight immediately...which means that she was either being disingenuous or actively undermining efforts to get me home in a timely fashion. Very disappointing and as a SkyMiles member would have thought there would be some level of common courtesy dealing with a non-weather related delay that drastically impacted my travel plans."

Pros: "They let us preboard because of my handicap. And we slep through boarding til we landed."

Pros: "Good customer service"

Pros: "The attention, kindness and never tiring helpful attitude of the personnel."
Cons: "None of the 7 screens I ried had the audio working. I had to result to sleeping when I could have easily enjoyed 3 movies and what not. It would also be helpful to have charging outlets on long-haul/international flights."

Pros: "It was on time. Flight attendants were courteous. There were snacks."

Pros: "The initial boarding process was quick, smooth flight"
Cons: "I've never had a flight wait over 30 minutes past departure got other people to make a connection and get on to this flight. Seems beyond normal and wrong to those that were there in time and on the flight to support an on time departure"

Pros: "Great flight ... food better than average, but movie selections were terrible"
Cons: "Movies bad selection."

Cons: "Nothing"

Cons: "Every flight was 100% full. Inadequate overhead space. I felt I was being herded like cattle. It is NOT a pleasurable experience flying with Delta."

Cons: "I liked it all"

Pros: "The boarding agents were especially helpful and friendly to my disabled wife, travelling in a wheelchair."

Cons: "The food service was way to rushed , no time to relax with a cocktail before dinner was being served. The warm mixed nuts were stale tasting. The soup was excellent. The breakfast was not edible . Not your usual standard, Delta. Makes me sad as my late husband was a million miler plus and we have always been loyal to you, Seems like you have too many passengers in business class to provide food and service you can be proud of"

Cons: "Female flight attendants were rude and acted like the passengers were a bother. Tried to move to an emergency row after the doors closed, which was empty and the flight attendant refused stating we had to pay extra. NOT HAPPY"

Pros: "Airline stewards were very friendly and pleasant."
Cons: "We booked with Delta, but were put on Air France. Even though we had our boarding passes in hand we had to wait in long, slow line for baggage tags because they would not print from kiosk. There was minimal Air France staff on duty serving thousands of passengers during busy season (July). While the lines grew larger, the staff was reduced from 4 to 2. Another long, slow line for customs, another long slow line for security=Charles De Gaulle airport was awful. We arrived at the airport 4 hours before our departure time and got to our boarding gate with no time to spare."

Cons: "Waited on tarmac at Laguardia more than 45 minutes after landing for gate to open up."

Pros: "Everything was smooth from start to finish, and the flight landed 10 min. early! Can't ask for more!"

Pros: "nothing"
Cons: "I will avoid the airline at all costs"

Cons: "Ended up stuck at Laguardia for 9 hours, tried to get onto earlier flight and wasn't able to because as I arrived as the jet bridge door was closing. The delta crew was pleasant, but I sat at the terminal watching to see how quickly that plane would back out to depart.... it sat there for another 45 mins, while I sat there wishing I was on it. My later/original flight ended up being delayed multiple times (not due to weather) and given no explanation for why."

Pros: "Nice smooth, quick flight"

Pros: "Seamless uneventful flight."

Pros: "I liked the in flight entertainment"
Cons: "We sat in the plane at the gate for a hour, boo"

Cons: "In a 6h flight, they only served drinks once. I saw the crew member once with a tray of glasses with water, but he ran out before getting to our seat and never came back. I was glad I hadn't finished a bottled water I had purchased earlier at the airport."

Cons: "I told you my daughter's birthdate, you know her age, don't require me to call you and wait on hold for 30+ minutes for her to not be seated by herself."

Pros: "Gate crew did a good job, passed out snacks and drinks with delay"
Cons: "Lot's of upset people worrying about connections"

Pros: "Helpful, efficient crew. Upgraded coach seat with extra legroom was comfortable. Wish all coach seats were like that."
Cons: "The cabin was freezing. Sound for movies not clear, made understanding the dialogue difficult."

Pros: "Good"

Pros: "Great attention by the crew"

Cons: "If the airline is not going to unload the passengers at a gate the busses should be available inmefiatly, not half an hour after arrival."

Cons: "The flight got delayed for 6 hours and we didn't get any compensation for that. The crew was not friendly"

Cons: "Copa did not allow me to board plane with setvice animal. Stating paperwork is not acceptable for travel to Peru. I bought tickets on avianca and traveled to Peru and had no issues entering Peru with paperwork. Also copa lost luggage for 3 days spent 3500 on copa and received nothing in return"

Pros: "Very good crew."
Cons: "Baggage slow"

Cons: "Never took this flight because of AirEuropa bad business conduct"

Cons: "Our flight was delayed from Lima. We kissed our connecting flight about less than 5 minutes. Now I’m in nyc and I don’t have my luggage. Worst experience ever."

Cons: "Thank you"

Pros: "diferente a otras aerolineas, nada, no ofrecen nada mas distinto."
Cons: "todo, mejor atencion por parte de la tripulacion de cabina, mejor comida, avion muy frio, pudieron dar frasadas. aviones sin pantallas personalizadas o mejor entretenimiento a pesar de ser vuelo internacional. deberia costar menos los pasajes para ofrecer un servicio muy muy muy basico"

Pros: "Crew was friendly"
Cons: "Food options ran out twice and it tasted terrible. Seats were very uncomfortable"

Pros: "Comfortable, nice crew"
Cons: "Dirty baths"

Pros: "On time departure, great food and service was friendly."
Cons: "My own phone didn’t work for the entertainment system."

Pros: "The flight was on time, the airline personnel very polite and attentive. I recommend to my friends and family to choose Copa for their next flight."

Pros: "Let me think..."
Cons: "I called Copa Airlines and the person on the phone told me they had NO online checkin. She told me I had to drive to the airport (SFO - 60 minutes from my home) to check in!!! Poor information. Bad food. Smells awful, cheap. Poor wine. Don't serve anything rather than bad food. They seem rather disorganized. Captain and copilot were okay. They landed the plane."

Pros: "Lots of food during the flight."
Cons: "Plastic cups were really small. I would like a bottle of water."

Pros: "Everythng"
Cons: "Nothing"

Cons: "Boarding change of gates waited 2 hours"

Pros: "Good service"

Pros: "The breakfast was good, warm, fruits were fresh."

Cons: "Did not receive any service"

Pros: "Service was good"

Cons: "same issue"

Pros: "Everything was perfect"
Cons: "It was really coñd during the flight"

Pros: "Some free alcoholic beverages. Good service from flight attendants."
Cons: "Zero entertainment for a long flight."

Pros: "The beef with rice was awesome"
Cons: "Our seats wouldn’t recline back. passengers in front of us Recliner their seats and it became a pretty tight trip. The second entreee that was passed around towards back half of flight didn’t have vegetarian options"

Cons: "Never buy the flight insurance.. we bought it to keep our trip open ended and upon visiting an office in columbia they told us that the only time flight insurance comes in handy is if you are in a car accident or stabbed (verbatim) or something the like. We ended up only using half of the leg of the flight and had to book a new one to the same destination."

Pros: "Business Class service in Economy! Free checked luggage. Warm meals for dinner. Sandwiches for Breakfast and Lunch. You can even choose different options: Vegan, Gluten free or Kosher. ALL drink options ...., even ALCOHOL !"
Cons: "No Entertainment at all! No individual Screens in seats. Could not replace with my own due to No power for my devices"

Pros: "Satff was polite and courteous. Plane was very comfortable."

Pros: "Boarding wa son time and smooth"
Cons: "The food was low quality and qith not taste, both flights were really bad. Alao entertainment was poor"

Pros: "Easy connection. Very sharp. My mom felt so fine."

Pros: "The food. Very confortable flight. The attention of the crew. I loved the bag policy, keep receiving 2 items per passenger. The only airline that i know that do this. Thank you!"

Pros: "To do bien To do muy. Muy Bueno"
Cons: "To do"

Pros: "On time"
Cons: "Charged $100 for just 2 kilos excess bagage"

Pros: "This announcement by the pilot at the beginning of the flight turned out to be incorrect. Despite the fact that I did online check-in at least 23 hours in advance, I was seated way at the rear of the jet. As a single woman who looks unusual because half of my hair is shorter due to recent surgery; I sincerely hope I was not seated at the back due to my appearance. The other passenger seated with me was a very kind developmentally disabled young man. The placement in row 33 +/- only emphasized the many instances of turbulence on the flight to Chicago."
Cons: "The many occasions of turbulence on this flight."

Pros: "Almost everything was great!!"
Cons: "The flight was had some minutes delayed!!"

Pros: "Everything was great good service and good attention"

Pros: "Movies were good."
Cons: "Copa crew at the boarding gate was non-communicative with passengers despite being 25 minutes past posted boarding time."

Pros: "Loved that I was able to take 2 suitcases with me... Happy about meals on flights and headphones! Captain kept us informed at all times about everything!"
Cons: "my table was dirty and I noticed right before my meal was served."

Pros: "Great flight and crew; great value."
Cons: "For a 5 hour international flight, it would be great to get a second movie or slightly longer entertainment. There is a captive audience and nothing to do, and it doesn't really cost you guys much! Thanks."

Cons: "Late departure"

Pros: "Friendly staff. Always on point with luggage. Never had any of my lugagge lost in any of my flights with Copa."
Cons: "Entertainment was not kid friendly. Shows such as Empire and Flash that had scenes of kissing and sex were not appropriate to be displayed on TV's that are not personal and are for exposed to every passenger to see. The food also is something that needs to be improved. The sandwiches are horrible, none of my kids and I could eat it. Just gross."

Pros: "The leg from RIO to ,Panama the crew crew not pleasant, the service was horrible, they started serving drinks to passengers from the first row to,the back and since the plane was completely full it took forever and the 2 flight attend that were in the galley, refused to, give me a cup of water I had to beg for it saying please I Need any liquid (since I was felling nayseas and needed to,take my medicaction) sol she gave me (practically through me a cup of a warm apple juioe) not even offered ice cubes, plus etc"
Cons: "The crew, and the plane is very old not fit, for a such,long flight"

Pros: "Customer Service, staff smiling and been helpful at all times,, Meal delicious, aircraft very spacious"

Pros: "The crew is very nice. The flights were on time. Direct flights from Panama to Brasilia- Brazil. There was enough room for carry ons. Free alcooholic drinks."
Cons: "The airport crew spoke Spanish to me, even after seeing my Brazilian passport. I understand Spanish, but their gate and check-in crew should be trained to speak English to avoid confusion with non Spanish speaking passengers. The seats are hard and I never got a pillow. One movie option and long time with nothing playing on tv."

Pros: "attendants were very friendly and the flight was on time."
Cons: "Business class seats were really economy seats in a closed section (this is the norm on flights operated by Copa Columbia)."

Pros: "Timely, organized and food was served in this very short flight"

Pros: "Service is good and food is fine"
Cons: "Not happy with the lack of tv screens and movies."

Pros: "They were not as friendly as the LA crew but still enjoyed the flight."
Cons: "Flight Network after several emails in a foreign country we attempted to change the flight to a different day and not until a few days before the flight they told us it would $400/person. Not impressed with Flight Network and will NEVER book with them again."

Cons: "Additional security check at the gate in Panama is not run very professionally or securely and is a hassle."

Pros: "Plane wasn’t full and left and arrived early!"
Cons: "Offering some kind of beverage"

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: "IFE was not streaming movies, WiFi on but not loading"

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

Pros: "Crew was snappy in getting people in plane and checking in carry ons since occupancy had been reached."
Cons: "Lack of adjustable headrest on seat."

Pros: "Smooth ride"

Cons: "Feeling of being cramped"

Cons: "Flight currently delayed 3 hours! No help booking another flight or compensation or way of getting back to NYC in time."

Pros: "Crew was great!"

Pros: "Crew was great. Boarding was easy."
Cons: "Easier option for entertainment."

Cons: "Todo bien"

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

Cons: "Crampt space, cold cabin"

Pros: "None"
Cons: "Long delay"

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

Pros: "The service was excellent and the flight on time. Love American."
Cons: "The seats have been refurbished and if you are a plus size the seats are uncomfortable."

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

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: "Poor service"

Pros: "I loved everything. No complaints. American airlines is one of the best airlines I have flown with."

Pros: "I liked that we got to San Juan safely. The crew on board was very accommodating."
Cons: "Due to the delays, we missed our jumper flight and American refused to compensate. Also, only had two cookies all day from 8:05am until 3:45 pm! No sandwiches as promised. We were delayed approximately 4 hours total. Had to take a taxi ($85) to Fajardo to HOPEFULLY catch last ferry to Culebra. Guess AmericansAirlines doesn’t care if you have to sleep at the dock!"

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!!"

Pros: "On time"
Cons: "Cold cabin"

Cons: "The seats are very tight."

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: "Boarding process"
Cons: "Delay, no food,"

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

Pros: "Nothing"
Cons: "Never made it to San Juan to catch my cruise. To top things off I was a ship for two days without my luggage and underwears. Never again!!! Thank you JetBlue!!!"

Cons: "That all the passengers were rechecked at the Gate by TSA without offering any explanation as to why, if it was a domestic flight, why were they requiring ID again. And checking bags."

Pros: "Friendly staff. Landed early. Offered a free bag."
Cons: "They moved the flight earlier, which was not fun. And, there were no entertainment centers."

Pros: "Puntuality"

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

Pros: "Punctuality"
Cons: "Small plane with no leg room"

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: "Everything"
Cons: "Nothing"

Cons: "Flight was good until, after arriving 30 minutes early to PWM, our plane had to wait about that much time for our gate to open. Once pulling to the gate we waited another 15 minutes for someone to figure out the walkway and open the door tom the plane-- all with no communication from the crew."

Cons: "No have owned screen TV"

Pros: "Quick and easy"

Pros: "Everything"
Cons: "Nothing"

Cons: "My flight date was changed because of a medical issue with my grandson, and I was outraged by the amount of the change fee."

Pros: "Not applicable"

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

Cons: "Uncomfortable; charged $50 for checking bags only to see them checked for others for free at the gate. Seat selection on our three flights that day were ignored on 2 of tge floghts."

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

Cons: "Gg"

Pros: "Everything was on time, no delays."

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

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

Cons: "Again, left stranded in SC."

Cons: "If this flight had been delayed to match our flight from AUS. We arrived in SJC at 1100. So a 8 hour extra time in flight was avoidable if United had waited 30 minutes."

Cons: "3 hour mechanical delay"

Pros: "An early departure!"

Pros: "Just what I needed, right when nothing was working out. I had many things going on in my mind, yet nothing had to do with my flight. Everything worked out perfectly after all."
Cons: "When we arrived in PR there wasn't a gate available because the one that was assigned had a broken jet bridge."

Cons: "Person at ticket counter was rude did not want to wait in us when we was 1st in line. Did not greet and say good morning"

Pros: "AT THE TERMINAL IN PORTLAND THE ATTENDANTS WERE SUPER HELPFUL AS I WAS CONFUSED ABOUT GETTING MY TICKETS."
Cons: "JUST BEFORE BOARDING THOSE OF US PASSENGERS NOT ALREADY BOARDED WERE TOLD WE COULD NOT BRING OUR CARRY ONS WITH US AS THERE WAS NOT ENOUGH SPACE TO STOW THEM OVERHEAD. SO WE WERE TOLD TO SEND THEM DIRECTLY TO OUR FINAL DESTINATION. WHEN I BOARDED THE PLANE I COUNTED 7 OVERHEAD STORAGE BINS ON THE OPPOSITE SIDE TO MY AISLE WHERE I WAS SEATED WERE NOT FILLED AND THERE WERE SEVERAL SUCH BINS ON MY SIDE OF THE AISLE (I DID NOT HAVE TIME TO COUNT THEM BEFORE I SAT DOWN). I ASKED AN ATTENDANT WHY THIS WAS SO GIVEN WE WERE TOLD THE BINS WERE FILLED JUST AS WE BOARDING FROM THE DEPARTURE AREA. SHE WAS POLITE AND SAID SHE WASN'T SURE ABOUT WHO MADE THE ANNOUNCEMENT IN THE TERMINAL BUT THAT IN ANY EVENT MY CARRY ON WOULD ARRIVE SAFE AND SOUND IN VANCOUVER - IT DID BUT WITH MY BOOK FOOD SNACK WHICH i HAD INTENDED TO USE WHILE ON MY WAY TO CHI. AND VAN."

Pros: "First time first class flyer. It was great!"
Cons: "Being separated from my wife in seating when we booked before others that we talked to!"

Pros: "All in the prices!!! Accesibility!!!"
Cons: "The prices changes too much!"

Cons: "Really awful, disorganized and unapologetic."

Pros: "Nothing"
Cons: "I'm supposed to bring a carry on with me and they don't allowed me this time. They should be strict with other passengers who bring more than a carry on. I was SO MADDD"

Cons: "we took off over 1 hour late"

Pros: "Services , on time"

Cons: "See above."

Pros: "Great service, it had been a while since I flew with United. Impressed with the new plane."

Pros: "clean; good movies"
Cons: "no kosher food option"

Pros: "Arrived early"
Cons: "The plane dropped during decent."

Pros: "On time and comfort"

Pros: "Smooth boarding"
Cons: "No entertainment of any sort available unless paying."

Cons: "My seat was the last line and it was uncomfortable."

Pros: "It was a good flight. The attendants were courteous and accomodating. There was nothing to complain about."

Pros: "That i had all four seat available to me and very helpful"

Pros: "Was fast and on time"
Cons: "Pushing back from gate took for ever due to mechanical problems and somebody got sick on the plane so their decision to wait until the person situation got better affected everyone else"

Pros: "very helpful"

Pros: "Not a single thing!"
Cons: "Arrived late"

Pros: "The personal are very amability"

Cons: "The delays was horrible!!"

Cons: "Kayak did not provide me with confirming email for flight in either direction and I missed my first flight to LA from Portland This is the second time I was not contacted via email from Kayak on flight reservations"

Pros: "Fast and easy boarding"
Cons: "No tv, no , no magazines"

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: "We stood in line forever to then be told the clerk couldn't ch we ck us in. When we tried the kiosk it didn’t work. Long story short we missed our flight due to their poor organization of the line and crowd."
Cons: "The confusion caused by lack of direction from the staff."

Pros: "Friendly and polite! Crew."
Cons: "Middle seat. Space too small."

Cons: "No agent to check in when I arrived at airport. Only at gate. No advance check in or advance seating. Allowed passengers to have more than 2 bags. Flight was late. No help getting to next gate or holding aircraft. Absolutely uncomfortable sitting."

Pros: "Boarding"
Cons: "Excellent"

Pros: "The service since I am handicap"

Pros: "made good time."
Cons: "they lost our luggage on the way back,Didn't make it to Portland. But it was brought to our house at 7:45. I think for 1600.00 for tickets you should provide pretzels. That would be great. Thanks"

Cons: "Comfortable and affordable!"

Pros: "Nothing"
Cons: "Payed to upgrade seat was not comfortable and person next to me kept moving onto my side. Flight was 2 hours late so I missed my connection and had a terrible time to find a flight home. United staff was not helpful and kept telling me to go somewhere else for help. No food was served only tiny packet of way too spicy pretzels. Sat on the runway for an hour. Flight crew said 15 min and it was much longer. Crew seemed to be really confused."

Pros: "Very organized . On time"

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: "Good trip"
Cons: "Nothing"

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: "Polite staff"

Pros: "Staff excellent"
Cons: "Passengers space is insanely small, staff work under restrictive conditions"

Cons: "They did not have TV and no wifi it was terrible. They only gave me a cup of soda nos even a potato chips which other airline do give."

Pros: "Getting from point a to point b."
Cons: "Lack of good free snacks. Not getting free bag checked."

Pros: "All very happy staff and super professional service."

Pros: "Boarding process"
Cons: "No food... Sporadic drinks.. Very cheap service"

Read more about JetBlue
COVID-19 information

Safety measures for airlines flying from Portland to Caribbean

Airlines flying from Portland to Caribbean 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 Portland to Caribbean

Mandatory masks

Masks required on board, masks provided on flights from Portland to Caribbean

Social distancing seating

Middle seats unavailable to book on flights from Portland to Caribbean

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Portland to Caribbean

Book cheap flights from Portland to Caribbean

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