Find cheap flights from Medford to Caribbean

Find cheap flights from Medford to Caribbean

Round-trip
Economy
Medford (MFR)
Caribbean
Fri 3/5
Fri 3/12
Any month
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Good to know

Low season

NovemberBest time to beat the crowds with an average 11% drop in price.

High season

DecemberMost popular time to fly with an average 6% increase in price.

Average price round-trip

$689(avg. price over the last 2 weeks)

Good deal round-trip

$529or less

Good deal one-way

$229or 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.

FAQs - booking Caribbean flights

How long is the flight to Caribbean from Medford?

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Top airlines flying Medford to Caribbean

Scores according to KAYAK customer reviews

7.2
American Airlines
Overall score based on 45,170 reviews
7.5
Boarding
7.1
Comfort
7.8
Crew
6.8
Entertainment
6.7
Food
Airline reviews

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: "Almost 4 hour delay."

Cons: "Tried to cancel the flight because of an emergency but American only wants money."

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: "Todo bien"

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"

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: "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: "Entertainment via internet could NEVER be really be done complitly. And the flight attendants did not know how to help costumers"

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 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: "Direct flight"
Cons: "Horrible customer service, excessive baggage fees, rude counter staff, no leg room, narrow seats"

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

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

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: "On time smooth"

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

Pros: "Puntuality"

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"

Pros: "Overall good flight"
Cons: "I did not like the time needed for boarding/ settling in. But that is a factor of people not following instructions. Not the crew."

Pros: "I was going home"
Cons: "Late flight no pilots andt broke my luggage."

Cons: "Gg"

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

Pros: "Should have individual tv's like jet blue does. There shoul be a family travel area for people travelin with todlers. better service and better food. Faster luggage pick up."
Cons: "Nothing. Expesive flights, an unprofessional flight attendant name Sarah, fighting with the customers. No entertainment. It was a nightmare"

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 food options and that we were offered drinks multiple times."
Cons: "Nothing! It was excellent"

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

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 seats are cramped and uncomfortable. They were built for Asians & old people who were smaller. Please understand that the descendants of Norway Germany & Native Americans are large people, we require a larger seat! I was stuffed into this seat so tight that today I will have to see a chirop."

Cons: "Nothing"

Cons: "The different class of seating was silly to me everyone was at the back of the plane open seats every where but you had to sit in assigned seat"

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

Pros: "Not much but it was the best price"
Cons: "The space was so tight I couldn't open the lid to my laptop. I had a small personal item, the gate checked my bag, and there was no room for my feet. I just flew Alaska, delta, American,d Lufthansa recently and none of those airlines were as bad. Like a sardine can. I will avoid United at Ll costs."

Pros: "Comfortable seats with a touch screen with plenty to choose from to entertain. Updates from the cockpit often. Good music as we boarded and exited the plane to set the mood. Very attentive staff. Would love to fly with United again, soon."

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

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

Pros: "The crew was so friendly and made up for the small space."
Cons: "The express plane was extremely tight."

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: "They gave me something to drink..."
Cons: "Didn't give us peanuts or any snack items and everything else had to be paid for which I think the pricing on those items were expensive that is abusive unacceptable and me as a military personnel I think there should be some kind of consideration in all those matters including paying for luggage $25..."

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: "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: "On time and comfort"

Cons: "got in super late. missed my shuttle. plans impacted"

Cons: "Wifi wasn't working"

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

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: "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: "The personal are very amability"

Pros: "Love the crew!"

Pros: "Smooth ride and on time staff was great"
Cons: "I didn't like that I had to pay for my luggage that was really horrible they find anywhere to nickel and dime you but glad they let mine be a carry on"

Cons: "The delays was horrible!!"

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

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: "Everything was perfect, the crew was fantastic"
Cons: "Maybe a bit of food."

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

Cons: "Plane was late then sat on run way for 30 minutes. Over one hour late."

Pros: "Boarding"
Cons: "Excellent"

Pros: "The service since I am handicap"

Pros: "Nothing"
Cons: "Horrible phone customer serviceI."

Cons: "Comfortable and affordable!"

Pros: "Very organized . On time"

Pros: "Good trip"
Cons: "Nothing"

Pros: "Got $200 voucher for overbooking"
Cons: "Overbooking"

Pros: "Short lines at Medford airport"
Cons: "Small plane"

Cons: "Not enough time between flights!"

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."

Read more about American Airlines
COVID-19 information

Safety measures for airlines flying from Medford to Caribbean

Airlines flying from Medford 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 Medford to Caribbean

Mandatory masks

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

Social distancing seating

Middle seats unavailable to book on flights from Medford to Caribbean

Pre-flight testing

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

Book cheap flights from Medford to Caribbean

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