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$542+ Cheap flights from Medford (MFR) to Puerto Rico

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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
MFR — SJU
May 26 — Jun 21
Tue 5/26
Tue 6/2
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 April 26, 2026.

This United Airlines deal was found by Cheapflights users on 4/21. 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 10/35:00 am
MFR
-
SJU
1 stop9h 38m
United Airlines
Wed 10/77:00 am
SJU
-
MFR
2 stops13h 50m
United Airlines
Deal found 4/21$542
This United Airlines deal was found by Cheapflights users on 4/23. 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 8/225:00 am
MFR
-
SJU
1 stop9h 38m
United Airlines
Tue 8/257:00 am
SJU
-
MFR
2 stops13h 45m
United Airlines
Deal found 4/23$592
This Delta deal was found by Cheapflights users on 4/22. 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.
Thu 11/265:55 am
MFR
-
SJU
2 stops14h 00m
Delta
Wed 12/27:15 am
SJU
-
MFR
2 stops20h 34m
Delta
Deal found 4/22$599
This Delta deal was found by Cheapflights users on 4/22. 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 11/275:21 pm
MFR
-
SJU
2 stops18h 29m
Delta
Wed 12/27:15 am
SJU
-
MFR
2 stops20h 34m
Delta
Deal found 4/22$644
This American Airlines deal was found by Cheapflights users on 4/21. 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 stops17h 15m
American Airlines
Tue 6/910:29 am
SJU
-
MFR
2 stops16h 15m
American Airlines
Deal found 4/21$669
This United Airlines deal was found by Cheapflights users on 4/24. 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.
Tue 7/215:00 am
MFR
-
SJU
1 stop9h 38m
United Airlines
Tue 8/41:40 pm
SJU
-
MFR
1 stop10h 36m
United Airlines
Deal found 4/24$680
This Delta deal was found by Cheapflights users on 4/22. 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 11/245:21 pm
MFR
-
SJU
2 stops15h 24m
Delta
Thu 12/37:15 am
SJU
-
MFR
2 stops20h 34m
Delta
Deal found 4/22$689
This United Airlines deal was found by Cheapflights users on 4/21. 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 5/66:36 pm
MFR
-
SJU
2 stops14h 58m
United Airlines
Sun 5/101:40 pm
SJU
-
MFR
1 stop10h 51m
United Airlines
Deal found 4/21$691
This United Airlines deal was found by Cheapflights users on 4/21. 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 5/15:00 am
MFR
-
SJU
1 stop9h 38m
United Airlines
Thu 5/71:00 am
SJU
-
MFR
2 stops13h 47m
United Airlines
Deal found 4/21$701

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 April 26, 2026.

Round-trip from

$542
(United Airlines)

Popular in

March

Cheapest in

July

Average price

$893
From Medford to Puerto Rico
Search Deals
Highest demand for flights based on searches. 37% potential increase in price ($552 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 14% potential price decrease ($118 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 26, 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

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Sat 10/3

5:21 pm-12:13 pm

2 stops15h 52m

San Juan Luis Munoz Marin Intl

Wed 10/7

7:00 am-11:12 pm

2 stops19h 12m

$542
Quickest round-trip

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Sat 10/3

5:00 am-5:38 pm

1 stop9h 38m

San Juan Luis Munoz Marin Intl

Wed 10/7

2:00 pm-9:08 pm

1 stop10h 08m

$542

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Sat 8/22

6:26 pm-2:44 pm

2 stops17h 18m

San Juan Luis Munoz Marin Intl

Tue 8/25

7:00 am-5:45 pm

2 stops13h 45m

$638

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Fri 6/5

5:25 pm-4:29 pm

2 stops20h 04m

San Juan Luis Munoz Marin Intl

Tue 6/16

7:05 am-11:22 pm

2 stops19h 17m

$786

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Tue 6/2

2:11 pm-5:29 am

2 stops12h 18m

San Juan Luis Munoz Marin Intl

Tue 6/9

1:40 pm-1:05 pm

1 stop26h 25m

$911

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Fri 6/5

5:25 pm-4:29 pm

2 stops20h 04m

San Juan Luis Munoz Marin Intl

Sun 6/14

12:53 pm-11:57 pm

2 stops14h 04m

$913

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Sat 6/27

1:24 pm-4:25 am

2 stops12h 01m

San Juan Luis Munoz Marin Intl

Fri 7/3

12:59 am-12:50 pm

2 stops14h 51m

$926

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/21

Sorted by cheapest first

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 April 26, 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
9,657 reviews

Overall

7.4

Food

6.6

Boarding

7.7

Crew

8.1

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
United Airlines
7.4
Good
9,657 reviews
United Airlines
7.4
Good
9,657 reviews

Overall

7.4

Food

6.6

Boarding

7.7

Crew

8.1

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

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 Delta and United Airlines fly from Medford to Puerto Rico in about 9h 38m. The time it takes to get you to your destination can typically vary by up to 6h 14m. 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

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

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 April 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$523Average$705FlexibilityNo cancel feeOn-time69%

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