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$349+ Cheap flights from Medford (MFR) to Puerto Rico

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 6/15. Fares are subject to change and may not be available on all flights or dates of travel.
MFR — SJU
Jun 28 — Jul 51
Sun 6/28
Sun 7/5
1 adult, Economy
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Cheap flight deals from Medford to Puerto Rico

Cheapest flights from Medford to Puerto Rico
Explore the most affordable flight options available from Medford to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 29, 2026.

This Delta deal was found by Cheapflights users on 5/29. 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 10/205:21 pm
MFR
-
SJU
2 stops17h 00m
Delta
Thu 10/2912:46 pm
SJU
-
MFR
2 stops13h 26m
Delta
Deal found 5/29$542
This United Airlines deal was found by Cheapflights users on 5/26. 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.
Mon 11/25:10 am
MFR
-
SJU
1 stop9h 15m
United Airlines
Fri 11/68:30 am
SJU
-
MFR
2 stops16h 40m
United Airlines
Deal found 5/26$632
This United Airlines deal was found by Cheapflights users on 5/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/242:07 pm
MFR
-
SJU
3 stops18h 50m
United Airlines
Wed 8/267:00 am
SJU
-
MFR
2 stops13h 58m
United Airlines
Deal found 5/28$689
This American Airlines deal was found by Cheapflights users on 5/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:24 pm
MFR
-
SJU
2 stops18h 39m
American Airlines
Tue 6/910:29 am
SJU
-
MFR
2 stops14h 25m
American Airlines
Deal found 5/26$701
This United Airlines deal was found by Cheapflights users on 5/29. 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.
Wed 10/212:03 pm
MFR
-
SJU
3 stops24h 35m
United Airlines
Tue 10/271:05 am
SJU
-
MFR
2 stops15h 04m
United Airlines
Deal found 5/29$711
This Delta deal was found by Cheapflights users on 5/29. 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.
Wed 10/215:21 pm
MFR
-
SJU
2 stops15h 35m
Delta
Sun 10/2512:46 pm
SJU
-
MFR
2 stops14h 03m
Delta
Deal found 5/29$739
This United Airlines deal was found by Cheapflights users on 5/29. 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.
Wed 10/215:00 am
MFR
-
SJU
1 stop9h 38m
United Airlines
Thu 10/291:25 pm
SJU
-
MFR
1 stop10h 45m
United Airlines
Deal found 5/29$764

Find flight deals from Medford to Puerto Rico

Keep the following information in mind while searching for Medford to Puerto Rico flight deals. Data was last updated May 29, 2026.

Round-trip from

$542
(United Airlines)

One-way from

$349
(Kiwi.com)

Popular in

March

Cheapest in

July

Average price

$746
From Medford to Puerto Rico
Search Deals
One-way flight from Medford to Puerto Rico
Search Deals
Highest demand for flights based on searches. 37% potential increase in price ($542 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 14% potential price decrease ($117 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Medford to Puerto Rico 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 May 29, 2026.
Use the filters below to find and compare flights from Medford to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Mon 11/2

5:10 am-6:25 pm

1 stop9h 15m

San Juan Luis Munoz Marin Intl

Thu 11/5

2:05 am-1:09 pm

2 stops15h 04m

$542

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Mon 11/2

3:00 pm-9:39 am

2 stops14h 39m

San Juan Luis Munoz Marin Intl

Fri 11/6

6:44 am-7:32 pm

2 stops16h 48m

$542

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Tue 10/20

5:21 pm-4:33 pm

2 stops20h 12m

San Juan Luis Munoz Marin Intl

Wed 10/28

7:30 am-11:12 pm

2 stops18h 42m

$542

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Mon 8/24

2:07 pm-11:57 am

3 stops18h 50m

San Juan Luis Munoz Marin Intl

Wed 8/26

7:00 am-5:58 pm

2 stops13h 58m

$689

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Wed 10/21

6:34 pm-12:34 pm

2 stops15h 00m

San Juan Luis Munoz Marin Intl

Wed 10/28

1:25 pm-9:10 pm

1 stop10h 45m

$689

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Wed 10/21

5:21 pm-11:56 am

2 stops15h 35m

San Juan Luis Munoz Marin Intl

Sun 10/25

12:46 pm-11:49 pm

2 stops14h 03m

$739
Cheapest one-way

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Mon 6/15

9:13 pm-2:09 am

2 stops25h 56m

$379

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Sun 6/14

1:24 pm-9:39 am

2 stops17h 15m

$474

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Sun 6/14

9:31 pm-12:37 am

3 stops24h 06m

$479
Quickest one-way

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Mon 6/15

5:00 am-5:38 pm

1 stop9h 38m

$593

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/27

Showing 1-10 of 11 resultsSorted by cheapest first
1
2

Best time to book a flight from Medford to Puerto Rico

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

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

Currently, January is the cheapest month in which you can book a flight from Medford to Puerto Rico (average of $411). Flying from Medford to Puerto Rico in March is currently the most expensive (average of $2,196). 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.

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated May 29, 2026.
Read reviews from past customers who have flown United Airlines from Medford to Puerto Rico. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,762 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,762 reviews
United Airlines
7.4
Good
9,762 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Related info for your journey

Find useful and relevant information for your journey from Medford to Puerto Rico. 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 Puerto Rico?

    For a flight from Medford to Puerto Rico, you will be flying from Medford. Medford (MFR) is just 3.0 mi from the center of the city.

  • How long is the flight from Medford to Puerto Rico?

    Airlines like United Airlines, American Airlines, and Delta fly from Medford to Puerto Rico in about 9h 15m. The time it takes to get you to your destination can typically vary by up to 10h 57m. Airlines will cover a distance of 3687 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

  • How can I find direct flights from Medford to Puerto Rico?

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

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

    Yes. Cheapflights offers flight deals from Medford to Puerto Rico 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 Puerto Rico?

    Currently, January is the cheapest month in which you can book a flight from Medford to Puerto Rico (average of $411). Flying from Medford to Puerto Rico in March is currently the most expensive (average of $2,196). 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

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Top airline flying from Medford to Puerto Rico

Discover the top airline that operate flights from Medford to Puerto Rico. 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 May 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$598Average$713FlexibilityNo cancel feeOn-time69%

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