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Caribbean Islands

$431+ Cheap flights from Medford (MFR) to Caribbean Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
MFR — SJU
ene. 11 — ene. 181
dom. 1/11
dom. 1/18
1 adult, Economy
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Cheap flight deals from Medford to Caribbean Islands

Cheapest flights from Medford to Caribbean Islands
Explore the most affordable flight options available from Medford to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/226:34 pmMFR - SJU
2 stops19h 51mUnited Airlines
lun. 12/293:46 pmSJU - MFR
2 stops25h 39mUnited Airlines
Deal found 12/10$1,205
This American Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/225:20 amMFR - SJU
2 stops14h 39mAmerican Airlines
lun. 12/297:00 amSJU - MFR
2 stops17h 20mAmerican Airlines
Deal found 12/11$1,532

Find flight deals from Medford to Caribbean Islands

Keep the following information in mind while searching for Medford to Caribbean Islands flight deals. Data was last updated diciembre 12, 2025.

Round-trip from

$431
(American Airlines)

Popular in

December

Cheapest in

June

Average price

$1,264
From Medford to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($201 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($63 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Medford to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated diciembre 12, 2025.
Use the filters below to find and compare flights from Medford to Caribbean Islands that are best for you.

Fly from

Medford

Fly to

Caribbean Islands

Route

Depart

Return

Price

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

mar. 2/24

4:30 pm-11:55 am

2 stops15h 25m

San Juan Luis Munoz Marin Intl

jue. 3/5

8:30 am-11:59 pm

2 stops19h 29m

$431

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

mar. 5/5

6:34 pm-1:45 pm

2 stops16h 11m

San Juan Luis Munoz Marin Intl

mié. 5/6

1:00 am-11:47 am

2 stops13h 47m

$516

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

mar. 4/7

6:34 pm-12:34 pm

2 stops15h 00m

San Juan Luis Munoz Marin Intl

mié. 4/15

1:40 pm-9:26 pm

1 stop10h 46m

$516

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

mar. 2/24

5:02 am-6:25 pm

1 stop9h 23m

San Juan Luis Munoz Marin Intl

jue. 3/5

2:25 pm-9:33 pm

1 stop11h 08m

$521

MedfordGeorge Town

MFR - GCM

MFRGCM

Medford

lun. 1/26

6:25 pm-1:15 pm

2 stops15h 50m

George Town Owen Roberts Intl

jue. 1/29

2:50 pm-9:02 pm

2 stops33h 12m

$597

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

vie. 12/26

5:00 am-6:11 am

2 stops21h 11m

$539

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

vie. 12/26

7:05 pm-10:05 pm

3 stops23h 00m

$639

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Best time to book a flight from Medford to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Medford with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Medford to Caribbean Islands

What is the cheapest time of day to fly from MFR to EPX?

Find hourly flight availability from Medford to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 12, 2025.

It’s typically best to fly out from Medford to Caribbean Islands in the afternoon. Doing so could potentially save you 48% on the flight price compared to flying in the morning, which is usually more expensive.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated diciembre 12, 2025.
See what other customers who have flown with United Airlines from Medford to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,095 reviews

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Food

6.6

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.
United Airlines
7.4
Good
9,095 reviews
United Airlines
7.4
Good
9,095 reviews

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Food

6.6

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.

Related info for your journey

Find useful and relevant information for your journey from Medford to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Medford to Caribbean Islands?

    If you book a flight to Caribbean Islands from Medford, you will be flying from Medford, which is the city’s only airport. Medford (MFR) is located 3.0 mi from the center of Medford.

  • How long is the flight from Medford to Caribbean Islands?

    Departing from Medford to Caribbean Islands will take you 15h 25m. Airlines will cover a distance of 3687 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Medford to Caribbean Islands?

    While some choose either Medford - Havana Jose Marti Intl or Medford - George Town Owen Roberts Intl, Medford - San Juan Luis Munoz Marin Intl is the most popular route from Medford to Caribbean Islands.

  • Can I find deals for flights from Medford to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Medford to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Medford to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Medford to Caribbean Islands.

  • Can I find deals for business class flights from Medford to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Medford to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Top 2 airlines flying from Medford to Caribbean Islands

Discover the top 2 airlines that operate flights from Medford to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated diciembre 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$202Average$580FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$574Average$774FlexibilityNo cancel feeOn-time69%

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