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Caribbean Islands

$415+ 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
MFR — SJU
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$415
(United Airlines)

Popular in

December

Cheapest in

June

Average price

$605
From Medford to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($195 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($62 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals

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 July 31, 2025.

This United Airlines deal was found by Cheapflights users on 7/31. 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 11/106:36 pmMFR - SJU
2 stops14h 13mUnited Airlines
Tue 12/92:25 pmSJU - MFR
1 stop11h 04mUnited Airlines
Deal found 7/31$415
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1711:23 amMFR - GCM
2 stops22h 14mDelta
Fri 11/212:02 pmGCM - MFR
2 stops23h 53mDelta
Deal found 7/30$458
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/85:21 pmMFR - SJU
2 stops16h 54mDelta
Wed 12/103:25 pmSJU - MFR
2 stops12h 19mDelta
Deal found 7/30$480
This American Airlines deal was found by Cheapflights users on 7/31. 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.
Fri 8/155:33 amMFR - SJU
2 stops15h 26mAmerican Airlines
Tue 8/197:55 amSJU - MFR
2 stops19h 00mAmerican Airlines
Deal found 7/31$585
This American Airlines deal was found by Cheapflights users on 7/28. 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 11/103:00 pmMFR - SKB
2 stops19h 39mAmerican Airlines
Thu 11/133:39 pmSKB - MFR
2 stops26h 15mAmerican Airlines
Deal found 7/28$812
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/312:12 pmMFR - GCM
2 stops20h 18mUnited Airlines
Thu 8/71:35 pmGCM - MFR
2 stops24h 17mUnited Airlines
Deal found 7/30$888
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/319:51 pmMFR - GCM
3 stops16h 14mMultiple Airlines
Thu 8/74:45 pmGCM - MFR
2 stops23h 55mMultiple Airlines
Deal found 7/30$1,055

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 July 31, 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

Mon 11/10

6:36 pm-12:49 pm

2 stops14h 13m

San Juan Luis Munoz Marin Intl

Tue 12/9

2:25 pm-9:29 pm

1 stop11h 04m

$415

MedfordGeorge Town

MFR - GCM

MFRGCM

Medford

Mon 11/17

11:23 am-12:37 pm

2 stops22h 14m

George Town Owen Roberts Intl

Fri 11/21

2:02 pm-10:55 am

2 stops23h 53m

$458

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Mon 12/8

5:21 pm-2:15 pm

2 stops16h 54m

San Juan Luis Munoz Marin Intl

Wed 12/10

3:25 pm-11:44 pm

2 stops12h 19m

$480

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Fri 8/15

5:33 am-11:59 pm

2 stops15h 26m

San Juan Luis Munoz Marin Intl

Tue 8/19

7:55 am-11:55 pm

2 stops19h 00m

$585

MedfordBasseterre

MFR - SKB

MFRSKB

Medford

Mon 11/10

3:00 pm-2:39 pm

2 stops19h 39m

Basseterre Robert Bradshaw Intl

Thu 11/13

3:39 pm-1:54 pm

2 stops26h 15m

$812

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

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 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 July 31, 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.

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 July 31, 2025.
See what other customers who have flown with Delta, United Airlines, and American 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.
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 - George Town Owen Roberts Intl or Medford - Havana Jose Marti 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 June is currently the most expensive (average of $339). 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$202Average$580FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$484Average$649FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$499Average$557FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$582Average$705FlexibilityNo cancel feeOn-time69%

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