HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$464+ Cheap flights from Medford (MFR) to Caribbean

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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
MFR — SJU
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Medford to Caribbean with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Medford to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Medford (MFR) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$464
(United Airlines)
From Medford to Caribbean
Search Deals

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 January 21, 2025.

This United Airlines deal was found by Cheapflights users on 1/20. 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.
Mon 4/146:35 pmMFR - SJU
2 stops17h 09mUnited Airlines
Fri 4/257:00 amSJU - MFR
2 stops17h 16mUnited Airlines
Deal found 1/20$464
This Delta deal was found by Cheapflights users on 1/20. 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.
Tue 4/155:21 pmMFR - SJU
2 stops16h 01mDelta
Thu 4/247:00 amSJU - MFR
2 stops19h 40mDelta
Deal found 1/20$510
This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/33:33 pmMFR - SJU
3 stops24h 12mMultiple Airlines
Thu 2/63:29 pmSJU - MFR
3 stops27h 24mMultiple Airlines
Deal found 1/20$592
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Wed 4/22:30 pmMFR - SJU
2 stops18h 55mAmerican Airlines
Tue 4/156:01 amSJU - MFR
2 stops18h 50mAmerican Airlines
Deal found 1/20$625
This Alaska Airlines deal was found by Cheapflights users on 1/20. 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.
Tue 4/13:46 pmMFR - SJU
2 stops18h 54mAlaska Airlines
Mon 4/143:20 pmSJU - MFR
3 stops26h 49mAlaska Airlines
Deal found 1/20$1,188

Find flights from Medford to Caribbean within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Mon 4/14

6:35 pm-2:44 pm

2 stops17h 09m

San Juan Luis Munoz Marin Intl

Fri 4/25

7:00 am-9:16 pm

2 stops17h 16m

$464

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Tue 4/15

5:21 pm-12:22 pm

2 stops16h 01m

San Juan Luis Munoz Marin Intl

Thu 4/24

7:00 am-11:40 pm

2 stops19h 40m

$510

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Mon 2/3

3:33 pm-7:45 pm

3 stops24h 12m

San Juan Luis Munoz Marin Intl

Thu 2/6

3:29 pm-2:53 pm

3 stops27h 24m

$592

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Wed 4/2

2:30 pm-12:25 pm

2 stops18h 55m

San Juan Luis Munoz Marin Intl

Tue 4/15

6:01 am-9:51 pm

2 stops18h 50m

$625

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Tue 4/1

3:46 pm-1:40 pm

2 stops18h 54m

San Juan Luis Munoz Marin Intl

Mon 4/14

3:20 pm-3:09 pm

3 stops26h 49m

$1,188

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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.

Travel insights for flights from Medford to Caribbean

Get recent, data-driven insights about flights from Medford to Caribbean including ideal travel times, pricing trends, and more.

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 January 21, 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 January 21, 2025.
Alaska Airlines
8.0
Very good
9,696 reviews

Food

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 10

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
9,696 reviews
Alaska Airlines
8.0
Very good
9,696 reviews

Food

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 10

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
8,521 reviews
Alaska Airlines
8.0
Very good
9,696 reviews

Food

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 10

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
8,982 reviews
Alaska Airlines
8.0
Very good
9,696 reviews

Food

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 10

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
9,696 reviews

Food

7.1

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 10

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 - San Juan Luis Munoz Marin Intl. You may also consider Medford - Havana Jose Marti Intl or Medford - George Town Owen Roberts 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 March is currently the most expensive (average of $378). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Medford to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Portland to Los Angeles flights
Portland to Las Vegas flights
Portland to Sky Harbor Intl flights
Portland to Honolulu flights
Portland to Newark flights
Portland to Denver flights
Portland to John F Kennedy Intl flights
Portland to Kahului flights
Portland to Dallas/Fort Worth flights
Portland to San Francisco flights
Portland to Kailua-Kona flights
Portland to Santa Ana flights
Portland to Orlando flights
Portland to O'Hare Intl flights
Portland to Burbank flights
Portland to Cancún flights
Portland to Hobby flights
Portland to San Diego flights
Portland to Palm Springs flights
Portland to Narita flights
Portland to LaGuardia flights
Portland to Atlanta flights
Portland to Heathrow flights
Portland to Haneda flights
Portland to George Bush Intcntl flights
Boise to Seattle flights
Portland to Miami flights
Portland to Ontario flights
Portland to Salt Lake City flights
Portland to Dulles Intl flights
Portland to New Orleans flights
Portland to Lihue flights
Portland to Austin flights
Boise to Sky Harbor Intl flights
Boise to Las Vegas flights
Portland to Minneapolis flights
Portland to Puerto Vallarta flights
Portland to Mexico City flights
Portland to Boston flights
Portland to Reagan-National flights
Portland to San José del Cabo flights
Portland to San Jose flights
Eugene to San Francisco flights
Portland to Cozumel flights
Portland to Love Field flights
Portland to Nashville flights
Portland to Fort Lauderdale flights
Boise to Los Angeles flights
Portland to Vancouver Intl flights
Portland to Baltimore flights

Top 3 airlines flying from Medford to Caribbean

Discover the top 3 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$499Average$661FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$582Average$883FlexibilityNo cancel feeOn-time69%
DeltaCheapest$664Average$949FlexibilityNo cancel feeOn-timeN/A
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.