Puerto Rico

$261+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
MFR — SJU
May 1 — May 81
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Medford to Puerto Rico 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 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 1, 2026.

This American Airlines deal was found by Cheapflights users on 3/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/132:08 pm
MFR
-
SJU
2 stops16h 05m
American Airlines
Fri 4/1711:43 am
SJU
-
MFR
2 stops15h 16m
American Airlines
Deal found 3/29$466
This United Airlines deal was found by Cheapflights users on 3/31. 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.
Thu 10/155:10 am
MFR
-
SJU
1 stop9h 20m
United Airlines
Thu 10/222:00 pm
SJU
-
MFR
1 stop10h 10m
United Airlines
Deal found 3/31$522
This United Airlines deal was found by Cheapflights users on 3/31. 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.
Fri 10/165:10 am
MFR
-
SJU
1 stop9h 20m
United Airlines
Fri 10/231:05 am
SJU
-
MFR
2 stops13h 29m
United Airlines
Deal found 3/31$556
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 4/112:08 pm
MFR
-
SJU
2 stops17h 45m
American Airlines
Wed 4/1511:43 am
SJU
-
MFR
2 stops15h 16m
American Airlines
Deal found 3/27$561
This Delta deal was found by Cheapflights users on 3/30. 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.
Thu 10/225:21 pm
MFR
-
SJU
2 stops15h 15m
Delta
Thu 10/297:00 am
SJU
-
MFR
2 stops19h 49m
Delta
Deal found 3/30$582
This United Airlines deal was found by Cheapflights users on 3/30. 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.
Tue 10/276:34 pm
MFR
-
SJU
2 stops14h 43m
United Airlines
Thu 10/297:30 am
SJU
-
MFR
2 stops18h 39m
United Airlines
Deal found 3/30$612
This Delta deal was found by Cheapflights users on 3/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/135:34 pm
MFR
-
SJU
2 stops16h 20m
Delta
Wed 6/177:05 am
SJU
-
MFR
2 stops19h 17m
Delta
Deal found 3/28$639
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/115:00 am
MFR
-
SJU
2 stops12h 34m
United Airlines
Wed 4/151:40 pm
SJU
-
MFR
1 stop10h 57m
United Airlines
Deal found 3/27$656
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.
Tue 6/21:24 pm
MFR
-
SJU
2 stops12h 01m
American Airlines
Mon 6/812:44 am
SJU
-
MFR
2 stops15h 06m
American Airlines
Deal found 3/27$659
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Sat 6/274:34 pm
MFR
-
SJU
2 stops14h 05m
American Airlines
Sat 7/47:25 am
SJU
-
MFR
2 stops17h 34m
American Airlines
Deal found 3/31$684

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 1, 2026.

Round-trip from

$466
(American Airlines)

One-way from

$261
(United Airlines)

Popular in

February

Cheapest in

June

Average price

$634
From Medford to Puerto Rico
One-way flight from Medford to Puerto Rico
Highest demand for flights based on searches. 25% potential increase in price ($244 potential increase over avg. RT price).
Cheapest flight prices on average. 8% potential price decrease ($58 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 1, 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

Sat 4/11

5:00 am-5:38 pm

1 stop9h 38m

San Juan Luis Munoz Marin Intl

Wed 4/15

1:40 pm-9:37 pm

1 stop10h 57m

$656

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Sat 6/27

4:34 pm-9:39 am

2 stops14h 05m

San Juan Luis Munoz Marin Intl

Fri 7/3

12:58 am-3:14 pm

2 stops17h 16m

$684

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Sun 9/20

6:26 pm-12:54 pm

2 stops15h 28m

San Juan Luis Munoz Marin Intl

Tue 9/22

1:00 am-1:00 pm

2 stops15h 00m

$749

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Tue 6/2

2:11 pm-12:04 pm

3 stops18h 53m

San Juan Luis Munoz Marin Intl

Tue 6/9

7:40 am-10:59 pm

2 stops18h 19m

$839

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Fri 6/5

5:25 pm-1:20 pm

2 stops16h 55m

San Juan Luis Munoz Marin Intl

Sun 6/14

12:54 pm-11:22 pm

2 stops13h 28m

$871

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Fri 6/5

1:10 pm-5:38 pm

1 stop25h 28m

San Juan Luis Munoz Marin Intl

Tue 6/16

7:20 am-10:59 pm

2 stops18h 39m

$911

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Fri 6/5

1:24 pm-4:25 am

2 stops12h 01m

San Juan Luis Munoz Marin Intl

Sun 6/14

10:29 am-11:59 pm

2 stops16h 30m

$996

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Fri 6/5

2:11 pm-8:38 pm

3 stops27h 27m

San Juan Luis Munoz Marin Intl

Sun 6/14

3:56 pm-1:05 pm

2 stops24h 09m

$1,011
Cheapest one-way

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Tue 5/5

4:24 pm-12:29 pm

2 stops17h 05m

$261
Quickest one-way

MedfordSan Juan

MFR - SJU

MFRSJU

Medford

Tue 5/5

5:00 am-5:38 pm

1 stop9h 38m

$261

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

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
No data available for this route at this time. Please check back soon.

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 1, 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.

Overall

7.4

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Overall

7.4

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 and American 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 4h 27m. 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.

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 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$523Average$705FlexibilityNo cancel feeOn-time69%

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.