Find cheap flights from Caribbean to Portland

Find cheap flights from Caribbean to Portland

Round-trip
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Boston (BOS)
Portland
Fri 2/26
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Good to know

Low season

March Best time to beat the crowds with an average 12% drop in price.

High season

January Most popular time to fly with an average 38% increase in price.

Average price round-trip

$547 (avg. price over the last 2 weeks)

Good deal round-trip

$216 or less

Good deal one-way

$162 or less

FAQs for booking flights from Caribbean to Portland

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Top 5 airlines serving Caribbean to Portland

Scores according to KAYAK customer reviews

8.1
JetBlue
Overall score based on 19,392 reviews
8.3
Boarding
8.2
Comfort
8.6
Crew
7.9
Entertainment
7.8
Food
Airline reviews

Pros: "The pilot provided us with a trip that felt more entertaining and expedient."

Pros: "Comfortable !"

Pros: "Yes"
Cons: "Good"

Cons: "."

Cons: "Todo fue Exelente..."

Cons: "Yes. Delay by 4 hours. I got the notification when I was at the airport."

Pros: "I love Jetblue because everything always good for me never desapoint me"
Cons: "For me nothing"

Cons: "To be on time"

Pros: "Staff was amazing, and the movie selections are always good"

Pros: "Amazing landing"
Cons: "All good"

Pros: "The luggage waiting time was 0!"

Cons: "Good"

Cons: "Late 30 minutes"

Cons: "The oversized luggage in the overhead compartments didn’t allow space for my appropriate sized duffel bag"

Pros: "Yes"
Cons: "Avery good"

Pros: "On time, comfortable, safe"
Cons: "Better food options."

Pros: "Yes"
Cons: "Yes because we have to Wait. 4 hour"

Cons: "Should have booked another airline."

Pros: "Everything was amazing...."

Cons: "Nada"

Cons: "You get what you pay for"

Pros: "The space was very comfortable."

Pros: "It was on time"
Cons: "My Screen didn’t work"

Cons: "Poor"

Pros: "Natalie was not pleasant I asked a question and she ignored my questions"
Cons: "I aske Natalie if there were any sit available so that my husband and I can sit together she quickly responded with out looking in the computer"

Pros: "Nothing"
Cons: "Late and unstable"

Cons: "Nothing"

Cons: "The 3 hours delay"

Cons: "Very cheap food , only cockies and water"

Pros: "Overall I do Love JetBlue...."
Cons: "In Group D...finally getting on...just to find the entire rear overheads completely full...how is that possible if everyone is supposed to be storing ONE carry on...completely not fair..now I have to shove both my bag & my personal item under the seat in front of me in an already tight space, I wouldn't need Even More Space--not a tall or overweight person."

Cons: "The have problems with the movies"

Pros: "Puntualidad"
Cons: "Todo bien"

Cons: "Cancellations after cancellations due to the aftermath of hurricane Maria through Puerto Rico. A lot of missinformation taken from the airlines."

Pros: "fast and nice"

Cons: "Delay the fligh two times"

Cons: "It was great!!!"

Pros: "On time. Very organized. Great price."
Cons: "Nothing"

Pros: "Very quick to board."

Cons: "Never got on it."

Pros: "What can I say? The trip to Punta Cana was smooth."

Pros: "Fight schedule was on time"

Cons: "I had to pay extra for my luggage and I did not know until after I was booked"

Pros: "Everything!"

Pros: "Fatal"
Cons: "Muy malo el viaje"

Pros: "Everything"

Pros: "Extra room"
Cons: "Sitting on the runway for an hour"

Pros: "Loved every bit of JetBlue"
Cons: "No complaints whatsoever best airline ever"

Pros: "I wasn't able to make a seat selection on line. When I went to the counter I was given an extra room seat which I appreciated. Unfortunately this seat was next to someone with a dog. I don't like dogs due to unpleasant childhood experiences. I was able to change my seat with no problem. Thank you."

Pros: "They also paged us and called us for a forgotten item in the plane."

Pros: "nothing"
Cons: "Never flying with Delta again"

Pros: "Arrived in PDX 15-20 minutes early."
Cons: "Social distancing on the seats"

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."

Cons: "Food was terrible. Paid for first class, expected something better than coach. Our food choice was a ham sandwich, there were better choices but the crew took them for themselves so nothing left for the 1st class passengers. Similar situation on our eastbound flight the week earlier. I doubt if Delta knows or cares that this occurs. After paying more than twice the coach fare, we expect something better than a ham sandwich on a coast to coast flight."

Cons: "More communication on the flight delay"

Pros: "New long haul service is a real improvement in quality"

Pros: "Great entertainment"
Cons: "We just boarded pretty late for apparently no reason"

Cons: "They were great"

Cons: "Vegan options"

Pros: "The delta crew both ways between Portland and London was excellent! They saw to our every need and were smiling every air mile of the way. Plane"
Cons: "Need to have food choices available for those with allergies. Almost everything had gluten and soy in it and I am very allergic to those. I had to give away all snacks and most of my food. Even in comfort+ class the seats are tiny with little legroom. Also, please clean the bathroom every few hours"

Pros: "Just fine, beverage service was friendly."
Cons: "The entertainment system was out the entire flight. The flight attendants were just talking to each other as we left, even when I tried to say thank you."

Pros: "The best"
Cons: "Again the boarding process took forever"

Pros: "The flight wasn’t overbooked so there was plenty of room. So important on such a long flight."

Cons: "KLM staff at Schipol Airport in Amsterdam was rude and unprofessional. I will not fly with KLM again."

Cons: "I'd reserved seats in advance for both directions and was give seats farther back both directions when checking in at the airport."

Pros: "It was ok"
Cons: "They lost my suitcase. Now I have to wait a day or two and they won’t sent it to me."

Pros: "i likes that drinks were free"
Cons: "i shouldn’t have to pay for headphones"

Pros: "How does one describe spending 10+ hours in a metal tube approximately 18 feet wide at 30,000 feet with 300 of your closest friends breathing the same air while having the seat in front of you pushed back so you cannot adequately see the passenger monitor because it's too close to focus on as your knees are under your chin? Flying in "steerage" is not comfortable as humans get larger and airplane seats get squeezed smaller. Please unsqueeze! Cabin crew members were excellent. Other than that, Europe was great!"
Cons: "See other side."

Pros: "Newer plane. Friendly crew. Landed safely and on time."

Pros: "Going back home to the US"
Cons: "I had 15 hours layover in Amsterdam so I got me a hotel.one hour after I got to the hotel I got a notification from Kayak app asking me to go get my bag from Schiphol. My bag was supposed to be directly shipped to PDX. I had to leave my hotel back to the airport and spend 2 hours trying to find it only to be told that it was going to PDX. I lost my $170 hotel room, over $70 for taxis and ended up spending the night on the floor at Schipol. I do not think I'll ever use Kayak again. The travel guarantee is a joke too."

Cons: "Severe delay"

Pros: "Attentive, respectful and nice crew, swift take off and landing and awesome views"
Cons: "Nothing. Everything went well"

Pros: "Eventually made it home. At 1am, when it should have been 1130pm."

Pros: "NOTHING"

Pros: "Jamaica security and boarding, despite a crowded airport and gate, was very quick. Appeared chaotic but was friendly and efficient. Boarding was orderly and efficient. Flight was smooth, seats luxurious (comfort+ aisle and window seats with an empty center!). Arrival into ATL half an hour early."
Cons: "Only one offer of beverage on 3 hr. flight. "Food" at dinner time was chips or crackers. Arriving 1/2 hour early we sat on tarmac for 50 minutes before reaching gate. 20+ minute walk to customs, 30 minute line."

Pros: "A screen with free movies is nice."
Cons: "Nothing."

Pros: "Staff. Beautiful excellent"
Cons: "Need more food"

Pros: "Great entertainment, comfortable seats."
Cons: "Middle seat with zero chance to switch."

Pros: "Wi-FI available (although I didn't use it)"
Cons: "No direct flight in the morning, so had to take two connecting flights, and leave home very early in the morning."

Pros: "Good drinks and movie selection"

Pros: "The space we had, the breakfast provided, the movies/TV shows available, and the staff."
Cons: "I was a concerned when I couldn't select seats during check-in and was informed that our seats would be assigned at the gate. After boarding, it made more sense since it wasn't a full flight; I could understand that was likely done so the plane would be weight-balanced. It just caused me some concern the day before."

Pros: "New Boing 717 aircraft. Short flight time. I needed and got very good special assistance."

Pros: "Timely flights , plenty of good food and disciplined serving Amsterdam: good layover Modern plane Better entertainment system Good flight to travel to India , Mumbai ."
Cons: "Windows weren't clean for stargazing"

Pros: "everything except in flight internet."
Cons: "Gogoinflight hasnt woked as it said it would on any flight on any airline for a year."

Pros: "Nothing"
Cons: "The fact they wasted two days of my trip with my son travelling from the U.S. to China because they didn't know about transit visa regulations. And so far they offered a 75 dollar voucher for participating merchants. Unacceptable"

Pros: "There were a lot of free movie options for a 6hour flight. The tv was new and had good definition. The food offered was quite substantial. The staff kept coming around with water and asking if there was anything else we needed. They gave free blankets. The lavatories were a little larger and more well lit than other airlines."
Cons: "The seats did not recline for anyone on the plane."

Pros: "on time"

Pros: "Staff was friendly, and we got there safely"
Cons: "Really wished we had tv's like we had on our flight to SLC. It really helps with those who have anxiety to distract their minds. Wifi is expensive therefore I chose not to use it"

Pros: "I have never had a problem with this airlines. This flight was no exception"
Cons: "More space, but I am in economy and that's just life! I expect my hips to hurt after, again my problem not there's, if I wanted more room I would buy first class but I won't for a short trip."

Pros: "crew was very respectful and kind"
Cons: "Flight was moved to a different gate, then delayed. We were given the absolute last seat in the plane that could not recline- not the seats I had selected before hand."

Pros: "Attendants were cheerful and extremely courteous."
Cons: "Legroom but that's because we can't afford 1st class. Hahahaha"

Pros: "Airplane was good, boarding was fast."
Cons: "Did not have the fruit and cheese plate."

Pros: "Entertainment is now free."
Cons: "This was the fourth first class leg of our overall trip and the first three flights on Delta were great. The attendants were pleasant and even fun. I have allergies and requested a special meal on all legs. No problem on the first three flights. All attendants approached me to confirm my allergy and the special meal. They were very polite. But on this flight, the attendant didn't speak with me about it at all. She tried to give me the regular meal. When I explained I needed an allergy free meal (mind you this was first class), I was told I could not get it and got no apology or other accommodation. Her attitude was take it or leave it. I found this interesting since on two of the other flights an announcement was made about another passenger with an allergy to peanuts so no one could have them on the flights and the attendants were very concerned."

Cons: "Need more legroom"

Pros: "Upgrades, staff on and off the plane"
Cons: "The reservation system crash, it happened less than 24 hrs before our return flight to come home, fortunately it was resolved but it was a bit stressful"

Pros: "Loved everything, the meal was good, spacious seats and friendly staff."

Pros: "Good movies"
Cons: "Unsmiling, miserable staff. Seats like concrete. Cheap and nasty snacks"

Cons: "One of the men working the desk at the gate was rude & condescending to me. The other gate agent who was having us board (he was an ethnic man) was friendly & excellent."

Pros: "Pilot was hot."
Cons: "4 hour maintenance delay. Arrived at 2 am, after boarding a different plane."

Pros: "Everything was great. But the American Airlines can improve on not letting non-first class passengers use the restroom up front."
Cons: "The food! Bring back real food please"

Cons: "Free WiFi"

Cons: "Free WiFi"

Cons: "Book seats together for parties traveling together."

Pros: "Fast transportation"
Cons: "It could be better if the pandemic was over, I think everything could be better."

Pros: "waited for us. We were late from Yuma"

Pros: "Everything was clean and new feeling"
Cons: "Food on offer was uninspiring."

Pros: "Fast boarding"
Cons: "No real headrests on the seats. Not very comfortable."

Pros: "Nice stewards"
Cons: "Gate agents crabbie"

Cons: "Personal monitors. Free food."

Cons: "Inflight Wifi was spotty"

Cons: "Cabin temperature"

Cons: "Need to have handheld device to watch entertainment. Terribly uncomfortable. Delay getting out of Dallas."

Cons: "Normal los azafato tienen que estar más pendiente ala tripulación que anda con nenes chiquitos los papas se se duermen y los salvajitos se creen que están en un campamento de verano.y quieren romper el avión más pendiente a eso"

Pros: "Super comfortable"
Cons: "Excellent"

Pros: "It left on time and arrived on time"
Cons: "Service, comfort and food as I would rate these below 0 if there was that option."

Pros: "Yes"

Pros: "Desde PR comenzó todo mal por supuesto desperfecto y los de servicio al cliente su solución fue que no podía hacer nada, cuando llegara a Miami resolviera lo de mi próximo vuelo. Fue un pésimo servicio"
Cons: "Pudo haber sido resolver para no perder la conexión a mi destino final."

Cons: "It was OK, no big issues or concerns."

Cons: "No gogo WiFi"

Pros: "Old aircraft. Ucomfortable seat."
Cons: "uncomfortable seat"

Cons: "My check in bag it’s lost got wrong boarding pass even when I told them I had electronic boarding pass on my phone. Really disappointed with this."

Pros: "The employee who checked me in was very helpful - found my frequent flyer number for another airline and give me a free checked bag."

Pros: "I like how quick and efficient the boarding and check in process was."
Cons: "I just wish that if I paid a little more for seats I should get more comfortable and roomier seats is all. Don’t make the seats sit so upright."

Pros: "The un seat entertainment"

Pros: "I slept the entire duration."

Pros: "Arrived 30 minutes early"
Cons: "We had to wait 40 minutes in the runway before parking at the gate."

Pros: "That I arrived at my destination"
Cons: "Everything"

Pros: "Boarding was quick."
Cons: "1. No individual monitors. The pull down shared monitors are antiquated and not the standard now. 2. Would not fly AA from SJU again because of this. Unless I preloaded my iPad with movies."

Pros: "The trip was on time and with no issues flying. I really enjoyed the ability to watch a movie...this was AWESOME!"
Cons: "Wow, the seating was VERY tight and I was happy for the TV screen in front of me to keep me busy. All the inflight interruptions on the movie I was watching."

Pros: "All connections-smooth"

Cons: "Only airline we flew that didn’t have pre boarding for families with small children."

Cons: "There is no legroom in coach. I am six foot seven and my knees cram against the seat in front of me to the point my legs go numb."

Pros: "On time departure"
Cons: "Please use the A330 for the return trip..."

Pros: "Quick boarding and on time departure"

Cons: "I traveled with this carry on for numerous flights and for the last three legs of this trip w/of having to check it. For some reason they made me check it. because I had to spend time at the baggage claim carousels I almost missed the last train of the night back home. Fortunately all is fine, but it caused unnecessary stress."

Pros: "AA is excellent."

Pros: "Everithing is excelent."

Pros: "Is AA ever slightly embarrassed by the fact that their planes look like they're from the 80?"
Cons: "Shared TV?!!"

Cons: "No complaints."

Pros: "I had a great experience overall. I don't give 5 stars because there is always room for improvement no matter how good your service is."
Cons: "Size of the snacks"

Pros: "Nothing unexpected happened"
Cons: "Nothing"

Cons: "Booked flights together yet sat apart.. kid kicking back of away just uncomfortable"

Cons: "Terminal at LAX requires a bus."

Pros: "Todo muy bueno"

Pros: "Arrived 25 min EARLY for a change!"

Pros: "More confortable seats."

Cons: "20 min delay at Dallas International"

Pros: "It was great."
Cons: "Everything was good."

Pros: "Todo estubo muy bien"

Cons: "Better snacks ...maybe nuts"

Pros: "We had an issue with the baggage which h we were able to resolve quickly and easily and get some money back."

Pros: "Thanks for bringing us water when my husband needed to take some medication, some airlines won’t do that."
Cons: "Excessively busy at DIA, seemed under staffed, lines stretching across the airport."

Cons: "The boarding process"

Cons: "The seats are so squashed in in economy it was really hard to get comfortable. The inflight entertaining on the screens was rubbish. The app didn’t work with the movies. Some of he crew were lovely, and some were just ok."

Pros: "Liked the option of multiple snacks rather than being restricted to pretzels."
Cons: "The seat cushion was not very comfortable--like it was squished from having been sat on several too many times."

Pros: "Got me booked on Delta."
Cons: "Itenirary fell apart and had no good solution."

Cons: "The size of the seats"

Pros: "Everything"
Cons: "People that were on the plane should throw away their garbage and stop being slobs"

Cons: "I miss the good old days where Captain X tells us what’s seeable out the window!"

Pros: "We upgraded to 1st. Ontime departure and arrival."
Cons: "Waiting for bags."

Pros: "Delayed, rude staff"

Pros: "Boarding, service, staff attitudes, on time and deplaning"

Pros: "nothing"
Cons: "Poor services and customer support"

Pros: "Without letting me know to a bad one where I had no empty seat next to me I looked to my original seat was given to someone else"

Cons: "Hot cabin"

Cons: "1. The flights within the US and Canada was delayed. 2. The United Airline staff in San Francisco told me to pick up my luggage when I get to Seattle despite of the fact that my final destination was Vancouver. I questioned the staff about this ata this seemed odd, but he insisted that I pick up my luggage in Seattle. Upon arrival to Seattle I went to the baggage claim area to find out that my luggage was already put through to the connecting airline to Vancouver. This resulted in me having to go through a long line of passengers to do all of the security checks again to enter the international airport gates. This almost resulted in me missing my connecting flight to Vancouver. The only saving grace was that the flight was delayed by another hour. 3. Changes made on my connecting flights were only given to me during my check in at Auckland. My previous booking was Auckland -San Francisco - Portland - Vancouver. The boarding pass I was given in Auckland omitted Portland and was changed to Seattle. I was never informed about this by United Airlines. 4. United Airlines website NOT allowing me to log in using my e-mail."

Pros: "Complimentary drinks"
Cons: "Boarding was long"

Pros: "Nothing"

Pros: "We arrived safely at PDX"
Cons: "We left 3 hrs late, arrived very late at night, I did not get home until 2 a.m. There was no apology. There were no plugs for computers in the back of the plane and I got stuck between a fat person to my left and a fat person in front of me who leaned their seat back as far as possible. It was hideous."

Pros: "N/A due to them rerouting my itinerary."
Cons: "N/A due to them rerouting my itinerary."

Pros: "Clean comfortable, friendly service"

Cons: "Again, seats are too close front to back."

Pros: "Comfortable."

Cons: "The boarding process is ridiculously slow. Why not load from the back row first? Then you wouldn't have 150 people behind one slowpoke. You could cut the boarding process time by 90%."

Pros: "The helpfulness of the representative at HNL."
Cons: "Last minute 17 hr "delay" Screwed out of an entire day in Hawaii. Dream vacation ruined. No car, no hotel, no time to see Honolulu. Awful."

Pros: "Good service = being on time. The bar is low these days I guess, I was so pleasantly surprised that BOTH of my flights on my roundtrip using UNITED had no delays. Thank you!"
Cons: "Not everyone got to check their luggage (I made it though, so personally I am happy, but it was a close call and I really didn't want to have to wait at baggage claim.)"

Cons: "Delayed by 6 hours"

Cons: "Legroom"

Pros: "Getting home."

Pros: "3 hous of waiting after our original departure time. Gave us free tv though so that's nice."

Cons: "3 hours delayed... for reasons unknown"

Pros: "Seating felt like cheap european carriers. Limited seat pockets as they try to improve legroom. Didnt let seats come back too far. so design of the cheap seating actually worked as i was not pinned in seat when jerk in frong of me put seat back."
Cons: "Aisle Narrow. People at checkin were grumpy...telling us to get back ...."

Pros: "Excellent as expected."

Pros: "The crews everyone was caring, respectful, and professional. I don't see anything to improve, they are that good, including the pilots!"
Cons: "I can't think of anything really."

Pros: "Easy to print ticket, United employees readily available."

Pros: "On time and people nice"
Cons: "Everything. Very good"

Cons: "boarding needs to be more organized.... the group numbers was a no go. food choices sucked"

Pros: "Great!"

Cons: "It was delayed by 3 hrs"

Pros: "Boarding, economy plus"

Cons: "It was an enjoyable trip, no complaints whatsoever."

Pros: "Same as above."
Cons: "Same as above."

Pros: "Seats were fairly comfortable"
Cons: "Only one free snack option and I don't like ranch flavor. A bag of popped corn is $4"

Cons: "The seats didnt have a lot or room."

Pros: "The staff was so friendly"
Cons: "There was nothing to not like"

Cons: "Why does it take 45 minutes to board a plane? Way too long."

Pros: "3 seats shared by 2 psgngrs. Clear window."
Cons: "Couldn't give me a 1st class upgrade for NO reason??? I said "Please""

Pros: "As a pilot i don't care about the food, never eat it. I care about safe aviating and that we had all the way down to minimums into New Orleans."
Cons: "Don't much like being treated like cattle, but compared to flying my own aircraft this is practically free and totally safe."

Pros: "See above"

Cons: "Yea the tsa precheck was not being able to put on my boarding pass. Hooked me again ."

Pros: "Good"

Pros: "2 hours waiting in the airport inside the plane"
Cons: "Notify what happen..."

Cons: "Some free snack and soda or water"

Pros: "Yea"

Cons: "No dieron gratis nada de café ni agua .y las azafatas estaban burlándose de los pasajeros es una falta de respeto"

Cons: "Tickets were purchased together but yet one ticket was zone 1 and the other two were zone 3"

Pros: "I live in Orlando. I made a mistake. The travel was supoused to be from Orlando to San Juan ."

Cons: "I believe the pilot flew to high. Me and my friends ears popped severely and caused pain."

Cons: "Took almost two days to get from Chicago to Portland"

Pros: "Quick and easy"
Cons: "I’m a small person.... and i barely had room sitting inside the aircraft"

Pros: "Nothkng"
Cons: "Awful awful awful"

Pros: "The air temperature, pressure, pilot talked to us while flying above a storm and feeling some turbulence (explained it)"
Cons: "Chair did not lean back, no airsick bag, water was not offered, just asked if I wanted anything for purchase. I didn’t even know if the water had to be purchased. No sort of option for entertainment, no ability to charge personal devices"

Pros: "The price is good"
Cons: "I don’t like the chairs"

Pros: "Check in online was easy and gate boarding a breeze, and even got a seat upgrade... THANK YOU!!!"
Cons: "Having to wait to drop off bags in terminal counter rather than curb drop off for those that have the online check in"

Pros: "Best treatment of military personal."
Cons: "Boarding was a bit chaotic."

Cons: "Good"

Pros: "Price"
Cons: "Uncomfortable"

Cons: "Que cobren por equipaje de mano y por el asiento. Engañan con que es barato pero no dice que es sin el equipaje y asiento"

Pros: "Good boarding"
Cons: "No entretaiment no coffee no water"

Cons: "Nothing"

Pros: "I got a great deal on Kayak but after taxes and carryon fees it was not a super deal."

Pros: "It's hard to enjoy any part of the experience when it's uncomfortable."
Cons: "There isn't any room on the plane. Very uncomfortable. I recommend using roomier plans on flights exceeding an hour."

Cons: "A little more turbulent than the big boeings and no comforts or frills. Maybe a free soft drink? Even water would have been nice."

Pros: "Changing the gate within 24 hrs is not acceotable!"

Cons: "Everything"

Cons: "I was super disappoint in frontier. From the moment I walked up to the kiosk it was frustrating. They want to charge extra for everything. So cheap. In comparison American, SW, and delta know how to treat customers."

Pros: "Nothing"
Cons: "Late and cramped"

Pros: "Be prepared to pay $150+ to pick your seat and check your luggage, even your carry-on."

Pros: "Sat on the wing, legroom"

Cons: "That I wasn't able to go home for 3 more days."

Cons: "Departed over an hour late"

Cons: "Lost wallet on plan, reported it to lost and found in both Denver, frontier, and Portland. No response or food thru."

Cons: "Over an hour late getting in to Denver. Waited for 30 minutes for make bag as well"

Pros: "see above lucked out w free seat between on this leg"
Cons: "see above"

Cons: "Cramp"

Pros: "Nothing"
Cons: "Paying for bags, shitty customer service. I accidentally booked the wrong date and they refused to do anything. I ended up booking on another airline and just forfeiting the whole two tickets! You lost a customer forever! And I am putting bad reviews all over social media and websites"

Pros: "Nice Staff! Cheap"
Cons: "Upon check in was required to pay $40 for carry on. Boarding delayed by one hour.Take off delayed by 20 minutes. No refreshment service unless paid for."

Cons: "flights were more than 2 hours delayed without any explanation."

Pros: "One hour late."

Pros: "Almost everything . . . The people were all great. Thanks for the special help with wheelchair assistance when I de-planed in Denver. I didn't even ask. They offered."
Cons: "Don't like the " no frills" aspect of having to buy a soda or coffee. This is new to me since I flew last."

Cons: "My wife's bag was soaked through by a spill on the previous leg under the seat. We sent pics and the airline acklowedged the problem but, failed to remedy the issue. Bag either needs to be professionally cleaned or replaced. Their final remedy was to refund our carry on fee and a $25 voucher toward future travel. The bag cost $246."

Pros: "See above"
Cons: "See above"

Cons: "Delayed and stuck away from gate due to maintenance issue"

Pros: "Good service & friendly."
Cons: "Arrived early but sat on the plane for 20 minutes."

Pros: "It was early"
Cons: "Too crammed in. No tvs anymore"

Pros: "The staff."
Cons: "Paying for a seat. I think that sucks! You get your airfare, then you charge for a bag, now you want more for a seat! What the heck? Nothing included, nothing!!"

Pros: "Nothing"
Cons: "It never happened."

Cons: "BEWARE OF THE CARRY ON FEE. Apparently that's not included in the booking fee. An extra $60 at the gate. Please, Frontier-- if you're going to have this fee, ADVERTISE IT BETTER. I ordered through Kayak and would have appreciated knowing that through them."

Cons: "Plane was late"

Read more about JetBlue
COVID-19 information

Safety measures for airlines flying from Caribbean to Portland

Airlines flying from Caribbean to Portland 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 Caribbean to Portland

Mandatory masks

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

Social distancing seating

Middle seats unavailable to book on flights from Caribbean to Portland

Pre-flight testing

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

Book cheap flights from Caribbean to Portland

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4/29
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3 stops
Multiple Airlines
27h 14m
PDX - SJU
4/20
Tue
2 stops
Frontier
32h 19m
SJU - PDX
4/27
Tue
2 stops
Frontier
20h 26m
PDX - SJU
4/22
Thu
3 stops
Multiple Airlines
18h 54m
SJU - PDX
4/26
Mon
2 stops
Multiple Airlines
19h 11m
PDX - SJU
4/1
Thu
2 stops
Multiple Airlines
31h 14m
SJU - PDX
4/8
Thu
2 stops
Multiple Airlines
35h 34m
PDX - SJU
3/2
Tue
2 stops
Multiple Airlines
38h 17m
SJU - PDX
3/12
Fri
2 stops
Multiple Airlines
29h 20m
PDX - SJU
4/28
Wed
3 stops
Multiple Airlines
42h 54m
SJU - PDX
5/10
Mon
2 stops
Multiple Airlines
19h 11m
PDX - SJU
3/3
Wed
3 stops
Spirit Airlines
30h 48m
SJU - PDX
3/18
Thu
3 stops
Spirit Airlines
30h 49m
PDX - SJU
3/2
Tue
2 stops
Spirit Airlines
18h 47m
SJU - PDX
3/18
Thu
3 stops
Spirit Airlines
30h 49m
PDX - SJU
8/20
Fri
2 stops
American Airlines
19h 02m
SJU - PDX
8/22
Sun
2 stops
American Airlines
19h 20m
PDX - SJU
3/19
Fri
2 stops
American Airlines
19h 27m
SJU - PDX
3/31
Wed
2 stops
American Airlines
22h 47m
PDX - SJU
3/2
Tue
3 stops
Spirit Airlines
33h 16m
SJU - PDX
3/12
Fri
3 stops
Spirit Airlines
25h 00m
PDX - SJU
3/31
Wed
3 stops
Spirit Airlines
17h 11m
SJU - PDX
4/8
Thu
3 stops
Spirit Airlines
39h 13m
PDX - SJU
8/20
Fri
2 stops
American Airlines
19h 02m
SJU - PDX
8/22
Sun
1 stop
American Airlines
19h 53m
PDX - SJU
8/16
Mon
2 stops
American Airlines
18h 10m
SJU - PDX
8/31
Tue
2 stops
American Airlines
19h 10m
PDX - SJU
4/1
Thu
1 stop
JetBlue
13h 25m
SJU - PDX
4/8
Thu
1 stop
JetBlue
10h 18m
PDX - SJU
3/19
Fri
1 stop
Delta
11h 08m
MBJ - PDX
3/31
Wed
1 stop
Delta
21h 15m
PDX - MBJ
5/19
Wed
2 stops
United Airlines
23h 13m
MBJ - PDX
5/21
Fri
1 stop
United Airlines
12h 50m
PDX - MBJ
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Recent one-way flight deals

5/5
Wed
2 stops
Spirit Airlines
22h 28m
SJU - PDX
5/5
Wed
3 stops
Spirit Airlines
29h 33m
SJU - PDX
5/4
Tue
2 stops
Multiple Airlines
31h 49m
SJU - PDX
3/22
Mon
2 stops
Multiple Airlines
31h 21m
SJU - PDX
3/22
Mon
3 stops
Multiple Airlines
31h 21m
SJU - PDX
3/21
Sun
2 stops
Multiple Airlines
45h 26m
SJU - PDX
3/21
Sun
3 stops
Multiple Airlines
33h 22m
SJU - PDX
4/4
Sun
2 stops
American Airlines
21h 06m
SJU - PDX
3/12
Fri
3 stops
Multiple Airlines
30h 12m
SDQ - PDX
3/11
Thu
2 stops
American Airlines
18h 35m
SJU - PDX
3/29
Mon
2 stops
Frontier
24h 53m
SDQ - PDX
4/3
Sat
2 stops
United Airlines
22h 11m
SJU - PDX
4/4
Sun
1 stop
American Airlines
16h 27m
SJU - PDX
4/3
Sat
1 stop
United Airlines
13h 45m
SJU - PDX
7/5
Mon
1 stop
American Airlines
17h 09m
SJU - PDX
5/4
Tue
1 stop
United Airlines
13h 45m
SJU - PDX
3/11
Thu
1 stop
Delta
10h 13m
SJU - PDX
3/29
Mon
3 stops
Spirit Airlines
33h 57m
SDQ - PDX
3/25
Thu
2 stops
Delta
12h 50m
MBJ - PDX
6/20
Sun
1 stop
JetBlue
11h 43m
PLS - PDX
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