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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
Tue, Dec 1 - Wed, Dec 9
4:10 pm - 12:04 pmMFR Medford-SJU San Juan Luis Munoz Marin Intl
15h 54m2 stops Los Angeles Miami
12:59 pm - 10:11 pmSJU San Juan Luis Munoz Marin Intl-MFR Medford
13h 12m2 stops Miami Los Angeles
$578American Airlines
Tue, Dec 1 - Wed, Dec 9
4:10 pm - 10:44 amMFR Medford-SJU San Juan Luis Munoz Marin Intl
14h 34m2 stops Los Angeles Miami
6:28 am - 4:46 pmSJU San Juan Luis Munoz Marin Intl-MFR Medford
14h 18m2 stops Dallas/Fort Worth Phoenix Sky Harbor Intl
$578American Airlines
Mon, Jan 25 - Thu, Jan 28
2:05 pm - 6:25 pmMFR Medford-SJU San Juan Luis Munoz Marin Intl
24h 20m3 stops San Francisco Los Angeles Denver Intl
2:21 pm - 9:30 pmSJU San Juan Luis Munoz Marin Intl-MFR Medford
11h 09m1 stop Denver Intl
$676United Airlines
Mon, Jan 25 - Thu, Jan 28
2:05 pm - 6:25 pmMFR Medford-SJU San Juan Luis Munoz Marin Intl
24h 20m3 stops San Francisco Los Angeles Denver Intl
8:05 am - 8:09 pmSJU San Juan Luis Munoz Marin Intl-MFR Medford
16h 04m2 stops Washington, D.C. Dulles Intl San Francisco
$676United Airlines
Sat, Dec 12 - Sun, Dec 20
5:00 am - 12:36 amMFR Medford-SJU San Juan Luis Munoz Marin Intl
15h 36m2 stops Denver Intl Newark
6:35 am - 6:39 pmSJU San Juan Luis Munoz Marin Intl-MFR Medford
16h 04m2 stops Denver Intl San Francisco
$711United Airlines
Mon, Jan 25 - Thu, Jan 28
6:00 am - 10:22 pmMFR Medford-SJU San Juan Luis Munoz Marin Intl
12h 22m2 stops San Francisco Washington, D.C. Dulles Intl
8:25 am - 8:09 pmSJU San Juan Luis Munoz Marin Intl-MFR Medford
15h 44m2 stops Chicago O'Hare Intl San Francisco
$718United Airlines
Sat, Dec 12 - Sun, Dec 20
5:04 am - 9:36 amMFR Medford-SJU San Juan Luis Munoz Marin Intl
24h 32m2 stops Phoenix Sky Harbor Intl Miami
7:00 am - 11:28 pmSJU San Juan Luis Munoz Marin Intl-MFR Medford
20h 28m2 stops Miami Phoenix Sky Harbor Intl
$748American Airlines
Thu, Nov 12 - Mon, Nov 16
5:04 am - 12:16 amMFR Medford-SJU San Juan Luis Munoz Marin Intl
15h 12m2 stops Phoenix Sky Harbor Intl Dallas/Fort Worth
10:32 am - 11:43 pmSJU San Juan Luis Munoz Marin Intl-MFR Medford
17h 11m2 stops Miami Los Angeles
$748American Airlines
Thu, Feb 11 - Sun, Feb 14
1:45 pm - 6:07 amMFR Medford-SJU San Juan Luis Munoz Marin Intl
12h 22m2 stops Los Angeles Dallas/Fort Worth
1:20 am - 2:41 pmSJU San Juan Luis Munoz Marin Intl-MFR Medford
17h 21m2 stops Dallas/Fort Worth Los Angeles
$850American Airlines
Mon, Nov 30 - Sat, Dec 5
5:26 pm - 1:54 pmMFR Medford-SJU San Juan Luis Munoz Marin Intl
16h 28m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County
7:00 am - 10:16 pmSJU San Juan Luis Munoz Marin Intl-MFR Medford
19h 16m2 stops Atlanta Hartsfield-Jackson Salt Lake City
$860Delta
Recent last minute flight deals from Medford to Caribbean
Sun, Nov 1 - Sun, Nov 8
2:06 pm - 4:25 pmMFR Medford-AUA Oranjestad Reina Beatrix
22h 19m2 stops San Francisco Newark
5:35 pm - 6:09 pmAUA Oranjestad Reina Beatrix-MFR Medford
28h 34m2 stops Washington, D.C. Dulles Intl San Francisco
$1,072United Airlines
Sun, Nov 1 - Sun, Nov 8
12:56 pm - 4:25 pmMFR Medford-AUA Oranjestad Reina Beatrix
23h 29m2 stops Denver Intl Newark
5:35 pm - 9:18 pmAUA Oranjestad Reina Beatrix-MFR Medford
55h 43m3 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl Denver Intl
$5,205United 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.
Prices
Airlines
More
Good to know
Low season | October |
|---|---|
High season | January |
Cheapest flight | $578 |
FAQs - booking Caribbean flights
Reviews of the top airline flying from Medford to Caribbean
7.3
United AirlinesOverall score based on 10451 reviews
7.1Entertainment
8.1Crew
7.7Boarding
6.7Food
7.3Comfort
Airline reviews
The food could be much better. Also very unfortunate that most of business class seats were empty but I could not upgrade.
6.0 GoodAnonymous, Oct 2026
The food could be much better. Also very unfortunate that most of business class seats were empty but I could not upgrade.
It was serviceable, nothing special but nothing awful on this leg.
The flight was delayed from take off because only one runway was operational in San Francisco.
the whole trip was smooth, and as comfortable as flying is these days. flight crew was friendly and very courteous and helpful.
Yet another flight in which beverage and snack service was skipped. Other that that, firmly mediocre. Landed early, to gate late due to congestion at the gates. Airline's fault or airports fault: unknown.
The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.
United have really come back. Airport and boarding process is clear and good, app and information also very good
This was a very average flight. The seat was out of alignment so more uncomfortable than usual. The cabin felt not well maintained. But I safely got where I needed to go.
We had a 90 minute delay due to equipment failure that was detected just before we took off. United rebooked my connecting flight.
Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.
More options for your flight to Caribbean
Complete your trip to Caribbean with a hotel stay or car rental
Information on your arrival and departure airports
Cabin class types available on flights to Medford
Cabin classes available on flights to Caribbean. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights from domestic origins to Medford
Flights from all regions of Medford to Caribbean. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.