$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 12/6. 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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Flight Deals

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

Mon, Dec 8 - Wed, Dec 10
Delta Logo
5:23 pm - 1:59 pmMFR-SJU
16h 36m2 stops
Delta Logo
3:10 pm - 11:59 pmSJU-MFR
12h 49m2 stops
$431Delta
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Sat, Feb 7 - Sat, Feb 14
United Airlines Logo
2:00 pm - 6:11 amMFR-SJU
12h 11m2 stops
United Airlines Logo
8:35 am - 9:18 pmSJU-MFR
16h 43m2 stops
$470United Airlines
Find Deal
Sat, Feb 7 - Sat, Feb 14
United Airlines Logo
5:00 am - 6:25 pmMFR-SJU
9h 25m1 stop
United Airlines Logo
8:35 am - 9:18 pmSJU-MFR
16h 43m2 stops
$516United Airlines
Find Deal
Sat, Feb 7 - Fri, Feb 13
United Airlines Logo
2:00 pm - 12:55 pmMFR-SJU
18h 55m2 stops
United Airlines Logo
2:05 am - 10:28 pmSJU-MFR
24h 23m2 stops
$519United Airlines
Find Deal
Tue, Feb 24 - Thu, Mar 5
United Airlines Logo
5:02 am - 6:25 pmMFR-SJU
9h 23m1 stop
United Airlines Logo
8:35 am - 9:23 pmSJU-MFR
16h 48m2 stops
$521United Airlines
Find Deal
Sun, Feb 22 - Mon, Mar 2
United Airlines Logo
6:25 pm - 6:25 pmMFR-SJU
20h 00m2 stops
United Airlines Logo
2:05 am - 10:28 pmSJU-MFR
24h 23m2 stops
$532United Airlines
Find Deal
Tue, Feb 24 - Thu, Mar 5
United Airlines Logo
7:00 am - 6:25 pmMFR-SJU
31h 25m3 stops
United Airlines Logo
8:10 am - 9:23 pmSJU-MFR
17h 13m2 stops
$567United Airlines
Find Deal
Tue, Nov 18 - Sat, Nov 22
American Airlines Logo
3:00 pm - 1:43 pmMFR-SJU
18h 43m2 stops
American Airlines Logo
8:00 am - 7:35 pmSJU-MFR
15h 35m2 stops
$720American Airlines
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Mon, Dec 22 - Sun, Dec 28
American Airlines Logo
5:20 am - 11:39 pmMFR-SJU
14h 19m2 stops
American Airlines Logo
1:30 am - 1:59 pmSJU-MFR
16h 29m2 stops
$1,425American Airlines
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Mon, Dec 22 - Sun, Dec 28
American Airlines Logo
3:12 pm - 11:39 amMFR-SJU
16h 27m2 stops
American Airlines Logo
1:30 am - 1:59 pmSJU-MFR
16h 29m2 stops
$1,535American Airlines
Find Deal
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 3 airlines that fly nonstop from Medford to Caribbean. They are: American Airlines, Delta and United Airlines. The cheapest price of all airlines flying this route was found with Delta at $202 for a round-trip flight to San Juan Luis Munoz Marin Intl Airport (SJU). On average, American Airlines 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 Delta ($431) and United Airlines ($470).

Good to know

Low seasonJune
Cheapest flight$216
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 70% lower on average.
Flight from Medford to San Juan Airport

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 3 airlines serving 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 8004 reviews
7.3Food
8.5Crew
8.2Boarding
7.9Comfort
7.9Entertainment
Airline reviews

I truly love flying with Delta. They have always treated me with the upmost respect

10.0 ExcellentMAYRA, Nov 2025JFK - MIA
Read more Delta reviews

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Old plane and old configuration/seats but still comfortable for a morning flight

Plane boarded early a quickly, was mostly full. We left close to on time. And landed early.

My experience on this United Airlines flight was highly uncomfortable, primarily due to two issues: Cabin Temperature: The temperature on the Boeing 737 MAX 8 was unacceptably high, feeling consistently around 80 degrees throughout the flight. This made sleeping impossible and significantly detracted from the experience. Seating Arrangement: Being stuck in a middle seat for a six-and-a-half-hour overnight flight compounded the discomfort. Moving forward, I will always purchase a seat assignment to avoid this situation.

Premium Plus is a really good idea for longer flights

7 hours delayed due to operational issues on United’s end. Basically laziness.

Short flight but an "eager to help" crew made the journey more enjoyable!

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

The person I bought the ticket for didn’t make the flight.

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

We loved the steward on the plane. He made the night enjoyable

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

Did not get any refreshments. Crew was very nice but limited. Small seats

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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