$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

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

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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
Find Deal
Sun, Feb 8 - Sun, Feb 15
United Airlines Logo
5:00 am - 6:25 pmMFR-SJU
9h 25m1 stop
United Airlines Logo
8:10 am - 9:22 pmSJU-MFR
17h 12m2 stops
$499United 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
8:10 am - 10:41 pmSJU-MFR
18h 31m2 stops
$521United Airlines
Find Deal
Sun, Feb 8 - Sun, Feb 15
United Airlines Logo
2:00 pm - 6:11 amMFR-SJU
12h 11m2 stops
United Airlines Logo
8:10 am - 9:22 pmSJU-MFR
17h 12m2 stops
$523United Airlines
Find Deal
Sun, Feb 8 - Sat, Feb 14
United Airlines Logo
5:00 am - 6:25 pmMFR-SJU
9h 25m1 stop
United Airlines Logo
2:05 am - 5:44 pmSJU-MFR
19h 39m2 stops
$578United Airlines
Find Deal
Sun, Feb 8 - Sat, Feb 14
United Airlines Logo
6:00 am - 6:11 amMFR-SJU
20h 11m2 stops
United Airlines Logo
2:05 am - 5:44 pmSJU-MFR
19h 39m2 stops
$582United Airlines
Find Deal
Thu, Mar 19 - Wed, Mar 25
Delta Logo
1:25 pm - 11:35 amMFR-GCM
20h 10m2 stops
Delta Logo
1:00 pm - 11:47 pmGCM-MFR
12h 47m2 stops
$875Delta
Find Deal
Mon, Dec 22 - Sun, Dec 28
Alaska Airlines Logo
9:03 pm - 3:08 pmMFR-SJU
14h 05m2 stops
Alaska Airlines Logo
1:30 am - 3:10 pmSJU-MFR
17h 40m2 stops
$1,461Alaska Airlines
Find Deal
Thu, Mar 19 - Wed, Mar 25
American Airlines Logo
3:30 pm - 1:20 pmMFR-GCM
19h 50m2 stops
American Airlines Logo
8:30 am - 10:58 pmGCM-MFR
16h 28m3 stops
$2,951American Airlines
Find Deal
Tue, Dec 30 - Mon, Jan 5
American Airlines Logo
5:20 am - 8:18 pmMFR-GCM
11h 58m2 stops
American Airlines Logo
7:30 am - 8:20 pmGCM-MFR
15h 50m3 stops
$3,299American 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 ($499).

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 7997 reviews
7.9Comfort
7.3Food
7.9Entertainment
8.2Boarding
8.5Crew
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

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.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Same as last comment. Food sucks. Quality. Not surprising most people have no clue about nourishment Clearly

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

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.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.