$216 Find Cheap Flights from Medford to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Medford to Caribbean departing on 2/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Book Cheap Medford to Caribbean Plane Tickets

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

Recent round-trip flight deals from Medford to Caribbean

Tue, Feb 24 - Thu, Mar 5
American Airlines Logo
5:25 am - 11:32 pm
MFR
-
SJU
14h 07m2 stops
American Airlines Logo
8:30 am - 10:00 pm
SJU
-
MFR
17h 30m2 stops
$431American Airlines
Tue, Feb 24 - Thu, Mar 5
United Airlines Logo
5:02 am - 6:25 pm
MFR
-
SJU
9h 23m1 stop
United Airlines Logo
2:25 pm - 9:33 pm
SJU
-
MFR
11h 08m1 stop
$521United Airlines
Fri, Feb 20 - Fri, Mar 6
American Airlines Logo
4:30 pm - 10:07 am
MFR
-
SJU
13h 37m2 stops
American Airlines Logo
7:30 am - 9:29 pm
SJU
-
MFR
17h 59m2 stops
$618American Airlines
Sat, Jan 10 - Wed, Jan 14
United Airlines Logo
5:00 am - 9:00 pm
MFR
-
SJU
12h 00m2 stops
United Airlines Logo
8:35 am - 9:02 pm
SJU
-
MFR
16h 27m2 stops
$643United Airlines
Sat, Jan 10 - Wed, Jan 14
United Airlines Logo
2:00 pm - 6:11 am
MFR
-
SJU
12h 11m2 stops
United Airlines Logo
2:25 pm - 12:14 pm
SJU
-
MFR
25h 49m3 stops
$676United Airlines
Fri, Feb 20 - Fri, Mar 6
United Airlines Logo
6:25 pm - 2:40 pm
MFR
-
SJU
16h 15m2 stops
United Airlines Logo
2:25 pm - 9:33 pm
SJU
-
MFR
11h 08m1 stop
$680United Airlines
Tue, Jan 6 - Sun, Jan 11
American Airlines Logo
3:00 pm - 12:30 pm
MFR
-
SJU
17h 30m2 stops
American Airlines Logo
6:00 am - 7:38 pm
SJU
-
MFR
17h 38m2 stops
$695American Airlines
Sat, Jan 10 - Mon, Jan 12
United Airlines Logo
2:00 pm - 1:45 pm
MFR
-
GCM
20h 45m2 stops
United Airlines Logo
2:50 pm - 12:14 pm
GCM
-
MFR
24h 24m2 stops
$709United Airlines
Fri, Feb 20 - Fri, Mar 6
United Airlines Logo
6:25 pm - 9:26 pm
MFR
-
SJU
23h 01m2 stops
United Airlines Logo
2:25 pm - 9:33 pm
SJU
-
MFR
11h 08m1 stop
$718United Airlines
Mon, Jan 26 - Thu, Jan 29
United Airlines Logo
5:00 am - 6:25 pm
MFR
-
SJU
9h 25m1 stop
United Airlines Logo
2:25 pm - 9:02 pm
SJU
-
MFR
10h 37m1 stop
$733United Airlines
Booking Insights

KAYAK's insights & trends for Medford to Caribbean flights

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

Which airlines fly non-stop between Medford and Caribbean?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Medford to Caribbean.

There are 2 airlines that fly nonstop from Medford to Caribbean. They are Delta and United Airlines. The cheapest airline for this route is Delta, with the best round-trip deal found costing $202 and arriving in San Juan Luis Munoz Marin Intl Airport (SJU). On average, Delta offers the best prices for nonstop flights between Medford and Caribbean.

Which airlines provide the cheapest flights from Medford to Caribbean?

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

In the past 3 days, the cheapest round-trip tickets from Medford to Caribbean were found on American Airlines ($431) and United Airlines ($521).

Good to know

Low seasonJune
Cheapest flight$216
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 71% lower on average.
Flight from Medford to San Juan

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Medford to Caribbean?

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

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

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

  • What is the Hacker Fare option on flights from Medford to Caribbean?

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

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

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

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally in the morning, when round-trip flights cost $869 on average. Morning departures are around 8% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the evening, which is peak travel time and where the average cost of a ticket is $941.

Reviews of the top airlines flying from Medford to Caribbean

 
Need help choosing which airline to fly with from Medford to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8011 reviews
8.1Boarding
8.5Crew
7.3Food
7.9Comfort
7.9Entertainment
Airline reviews

The flight was delayed for about 2 hrs. Other than it, it was good.

8.0 ExcellentWen, Dec 2025
LAX - MSY
Read more Delta reviews

The flight was delayed for about 2 hrs. Other than it, it was good.

Advertised fruit trays with cheese, but only snacks handed out!

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

Wasn't a Delta issue I don't think, but seems there was a Delta flight at each of the 2 Dallas airports at the same exact time, both to Atlanta. I was evidently booked on the one at Love Airport, but the Carey transport shuttle took me to DFW instead and I ended up missing the flight by just a few minutes. Was able to book a Southwest flight from Love Airport, but was a big loss of time and an inconvenience.

Great. I had to modify a flight. That was easy and free. Thank You

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

They did the one thing that really matters - got to Chicago early.

I liked the snacks and the flight attendants were friendly.

Gate agent at Frankfurt was terrible. She denied PRE boarding even as it was printed on the boarding pass. Refused to look at the boarding pass and literally shouting for no reason. Frankfurt airport has horrible and rude staff who avoids trying to answer any question at all. Overall, horrible experience.

The Crew and the food was the worst I ever had in Business Class. First they told us there were no space for carry on. It was plenty of space over our 2 row seats, we had to ask to let us travel with it which was accepted. They were aware that we had to run for the connection due to the previous flight delay. Have us one hour waiting for more customers and not even offer a glass of water. Then started the service and they started to serve other passengers drinks in business and did not offer any drinks until they serve our pre ordered meal and I ask for something to drink. I had to wait until they finished to serve all passengers until Inget something. The crew was the worts I ever had for Business Class in my life.

Very turbulent trip made it pretty bearable, plus the lack of refreshments served and the lack of any air conditioning before takeoff which took an hour or more.

Flight was late - I was downgraded from first class to coach

Not good - outbound flight was delayed and missed my connection even though I got to the gate after running through the airport - the agent would not let me on because the door was closed (flight had not left). There was no notification from United - overall experience was very disappointing. Additionally, I was downgraded from first class to coach on the alternative flight

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports