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Caribbean Islands

$248+ Cheap flights from Medford (MFR) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
MFR — SJU
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
1 adult, Economy
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Cheap 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 April 2, 2025.

Round-trip from

$670
(United Airlines)

One-way from

$248
(United Airlines)

Popular in

December

Cheapest in

June

Average price

$628
From Medford to Caribbean Islands
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One-way flight from Medford to Caribbean Islands
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Highest demand for flights based on searches. 20% potential increase in price ($208 potential increase over avg. RT price).
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Cheapest flight prices on average. 12% potential price decrease ($89 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find 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 April 2, 2025.

This United Airlines deal was found by Cheapflights users on 4/1. 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.
Fri 8/12:12 pmMFR - SJU
2 stops12h 18mUnited Airlines
Wed 8/61:40 pmSJU - MFR
1 stop10h 46mUnited Airlines
Deal found 4/1$670
This Alaska Airlines deal was found by Cheapflights users on 4/1. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/224:05 pmMFR - SJU
2 stops18h 55mAlaska Airlines
Mon 5/262:50 pmSJU - MFR
2 stops27h 25mAlaska Airlines
Deal found 4/1$852
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Mon 6/26:00 amMFR - SKB
2 stops28h 22mMultiple Airlines
Tue 6/102:30 pmSKB - MFR
2 stops35h 42mMultiple Airlines
Deal found 3/30$899

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 April 2, 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

Fri 8/1

2:12 pm-5:30 am

2 stops12h 18m

San Juan Luis Munoz Marin Intl

Wed 8/6

1:40 pm-9:26 pm

1 stop10h 46m

$670

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Thu 5/22

4:05 pm-2:00 pm

2 stops18h 55m

San Juan Luis Munoz Marin Intl

Mon 5/26

2:50 pm-3:15 pm

2 stops27h 25m

$852

MedfordBasseterre

MFR - SKB

MFRSKB

Medford

Mon 6/2

6:00 am-1:22 pm

2 stops28h 22m

Basseterre Robert Bradshaw Intl

Tue 6/10

2:30 pm-11:12 pm

2 stops35h 42m

$899

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Wed 9/24

2:12 pm-12:00 pm

3 stops18h 48m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

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 month to book a flight from Medford to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Medford to Caribbean Islands (average of $254). Flying from Medford to Caribbean Islands in December is currently the most expensive (average of $336). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 April 2, 2025.

When flying from Medford to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 April 2, 2025.
Alaska Airlines
8.0
Very good
9,823 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,823 reviews
Alaska Airlines
8.0
Very good
9,823 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,616 reviews
Alaska Airlines
8.0
Very good
9,823 reviews

Food

7.1

Comfort

7.9

Entertainment

7.1

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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.

  • 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.

  • What is the cheapest month to book a flight from Medford to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Medford to Caribbean Islands (average of $254). Flying from Medford to Caribbean Islands in December is currently the most expensive (average of $336). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 4 airlines flying from Medford to Caribbean Islands

Discover the top 4 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 April 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$484Average$649FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$574Average$880FlexibilityNo cancel feeOn-time69%
DeltaCheapest$580Average$999FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$585Average$764FlexibilityNo cancel feeOn-time71%

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