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$203+ Cheap flights from Medford (MFR) to Caribbean

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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
MFR — SJU
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheap flight deals from Medford to Caribbean

Keep the following information in mind while searching for Medford to Caribbean flight deals. Data was last updated March 28, 2025.

Round-trip from

$572
(United Airlines)

One-way from

$203
(United Airlines)

Popular in

December

Cheapest in

March

Average price

$588
From Medford to Caribbean
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One-way flight from Medford to Caribbean
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Highest demand for flights based on searches. 13% potential increase in price ($140 potential increase over avg. RT price).
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Cheapest flight prices on average. 10% potential price decrease ($83 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Medford to Caribbean

Cheapest flights from Medford to Caribbean
Explore the most affordable flight options available from Medford to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This United Airlines deal was found by Cheapflights users on 3/26. 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.
Sat 5/106:35 pmMFR - GCM
2 stops15h 55mUnited Airlines
Sat 5/174:09 pmGCM - MFR
2 stops21h 52mUnited Airlines
Deal found 3/26$572
This United deal was found by Cheapflights users on 3/27. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/282:05 pmMFR - SJU
2 stops18h 42mUnited Airlines
Fri 12/52:05 amSJU - MFR
2 stops15h 04mUnited Airlines
Deal found 3/27$706
This Delta deal was found by Cheapflights users on 3/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/285:21 pmMFR - SJU
2 stops17h 02mDelta
Sat 12/67:30 amSJU - MFR
2 stops19h 41mDelta
Deal found 3/27$711
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Sat 7/56:05 amMFR - SJU
2 stops13h 50mAmerican Airlines
Sat 7/1212:59 amSJU - MFR
2 stops16h 42mAmerican Airlines
Deal found 3/27$720
This Alaska Airlines deal was found by Cheapflights users on 3/27. 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.
Sat 7/54:15 pmMFR - SJU
2 stops19h 03mAlaska Airlines
Sun 7/133:08 pmSJU - MFR
2 stops24h 57mAlaska Airlines
Deal found 3/27$886
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/105:14 amMFR - GCM
2 stops11h 56mMultiple Airlines
Sat 5/174:00 pmGCM - MFR
1 stop32h 59mMultiple Airlines
Deal found 3/26$889

Cheapflights Fare Finder

Customize your flight search to find flights from Medford to Caribbean 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 March 28, 2025.
Use the filters below to find and compare flights from Medford to Caribbean that are best for you.

Fly from

Medford

Fly to

Caribbean

Route

Depart

Return

Price

MedfordGeorge Town

MFR - GCM

MFRGCM

Medford

Sat 5/10

6:35 pm-12:30 pm

2 stops15h 55m

George Town Owen Roberts Intl

Sat 5/17

4:09 pm-12:01 pm

2 stops21h 52m

$572

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Sat 7/5

6:05 am-10:55 pm

2 stops13h 50m

San Juan Luis Munoz Marin Intl

Sat 7/12

12:59 am-2:41 pm

2 stops16h 42m

$720

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Sat 7/5

5:00 am-5:30 pm

1 stop9h 30m

San Juan Luis Munoz Marin Intl

Sat 7/12

1:05 am-1:10 pm

2 stops15h 05m

$876

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Sat 7/5

4:15 pm-2:18 pm

2 stops19h 03m

San Juan Luis Munoz Marin Intl

Sun 7/13

3:08 pm-1:05 pm

2 stops24h 57m

$886

MedfordGeorge Town

MFR - GCM

MFRGCM

Medford

Sat 5/10

5:14 am-7:10 pm

2 stops11h 56m

George Town Owen Roberts Intl

Sat 5/17

4:00 pm-10:59 pm

1 stop32h 59m

$889

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Mon 5/12

5:00 am-5:30 pm

1 stop9h 30m

$203

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Tue 5/13

5:10 pm-12:45 pm

2 stops16h 35m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Best time to book a flight from Medford to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, September is the cheapest month in which you can book a flight from Medford to Caribbean (average of $254). Flying from Medford to Caribbean 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 CB?

Find hourly flight availability from Medford to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 28, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Medford to Caribbean as you normally would.

Rainfall in Caribbean by month

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

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, 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

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated March 28, 2025.
Alaska Airlines
8.0
Very good
9,798 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Crew

8.5

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
9,798 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Crew

8.5

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
Delta
8.0
Very good
7,897 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Crew

8.5

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
8,603 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Crew

8.5

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
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Crew

8.5

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. 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?

    Located just 3.0 mi from the city center, Medford (MFR) is the airport most travelers will use when flying to Caribbean from Medford.

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

    The most popular route from Medford to Caribbean is Medford - Havana Jose Marti Intl. You may also consider Medford - San Juan Luis Munoz Marin Intl or Medford - Basseterre Robert Bradshaw Intl.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Medford to Caribbean 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?

    Currently, September is the cheapest month in which you can book a flight from Medford to Caribbean (average of $254). Flying from Medford to Caribbean 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

Discover the top 4 airlines that operate flights from Medford to Caribbean. 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 March 28, 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$763FlexibilityNo cancel feeOn-time71%
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