$151+ Cheap flights from Portland, ME (PWM) to San Juan
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 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Jun 16 — Jun 231
Round-trip
1 adult, Economy
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Cheapest flights from Portland to San JuanExplore the most affordable flight options available from Portland to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 17, 2026.
Explore the most affordable flight options available from Portland to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 17, 2026.
This Delta deal was found by Cheapflights users on 5/13. 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 9/192:35 pm
PWM
- SJU
1 stop9h 09m
Delta
Sat 9/267:00 am
SJU
- PWM
1 stop6h 54m
Delta
Deal found 5/13![Delta logo]()
$302
This United Airlines deal was found by Cheapflights users on 5/15. 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 10/216:00 am
PWM
- SJU
1 stop7h 45m
United Airlines
Wed 10/281:20 pm
SJU
- PWM
2 stops10h 39m
United Airlines
Deal found 5/15![United Airlines logo]()
$308
This American Airlines deal was found by Cheapflights users on 5/13. 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 10/202:55 pm
PWM
- SJU
1 stop8h 55m
American Airlines
Mon 10/265:25 am
SJU
- PWM
1 stop13h 00m
American Airlines
Deal found 5/13![American Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 5/13. 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 9/166:00 am
PWM
- SJU
2 stops12h 10m
American Airlines
Wed 9/232:05 pm
SJU
- PWM
2 stops9h 46m
American Airlines
Deal found 5/13![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 5/12. 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 9/166:00 am
PWM
- SJU
1 stop10h 31m
Delta
Wed 9/231:32 pm
SJU
- PWM
1 stop10h 27m
Delta
Deal found 5/12![Delta logo]()
$379
This United Airlines deal was found by Cheapflights users on 5/16. 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 8/226:00 am
PWM
- SJU
1 stop8h 44m
United Airlines
Wed 8/264:55 pm
SJU
- PWM
1 stop7h 04m
United Airlines
Deal found 5/16![United Airlines logo]()
$392
This Southwest deal was found by Cheapflights users on 5/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:30 am
PWM
- SJU
2 stops11h 00m
Southwest
Wed 10/216:10 am
SJU
- PWM
1 stop9h 55m
Southwest
Deal found 5/15![Southwest logo]()
$411
This JetBlue deal was found by Cheapflights users on 5/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/222:40 pm
PWM
- SJU
1 stop9h 59m
JetBlue
Wed 8/263:10 pm
SJU
- PWM
1 stop9h 04m
JetBlue
Deal found 5/12![JetBlue logo]()
$435
This Justfly.com deal was found by Cheapflights users on 5/16. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:00 am
PWM
- SJU
1 stop16h 53m
JetBlue
Wed 6/36:30 am
SJU
- PWM
1 stop17h 28m
JetBlue
Deal found 5/16![JetBlue logo]()
$452
Best flights from Portland to San JuanDiscover carefully curated flight deals from Portland to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 17, 2026.
Discover carefully curated flight deals from Portland to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 17, 2026.
This Delta deal was found by Cheapflights users on 5/16. 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 9/192:35 pm
PWM
- SJU
1 stop9h 09m
Delta
Sat 9/267:00 am
SJU
- PWM
1 stop6h 54m
Delta
Deal found 5/16![Delta logo]()
$302
This United Airlines deal was found by Cheapflights users on 5/15. 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 10/216:00 am
PWM
- SJU
1 stop7h 45m
United Airlines
Wed 10/281:20 pm
SJU
- PWM
2 stops10h 39m
United Airlines
Deal found 5/15![United Airlines logo]()
$308
This JetBlue deal was found by Cheapflights users on 5/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/222:40 pm
PWM
- SJU
1 stop9h 59m
JetBlue
Wed 8/263:10 pm
SJU
- PWM
1 stop9h 04m
JetBlue
Deal found 5/15![JetBlue logo]()
$435
This Southwest deal was found by Cheapflights users on 5/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:30 am
PWM
- SJU
2 stops11h 00m
Southwest
Sun 10/46:00 am
SJU
- PWM
2 stops10h 30m
Southwest
Deal found 5/13![Southwest logo]()
$457
This United Airlines deal was found by Cheapflights users on 5/16. 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 8/226:00 am
PWM
- SJU
1 stop8h 44m
United Airlines
Wed 8/264:55 pm
SJU
- PWM
1 stop7h 04m
United Airlines
Deal found 5/16![United Airlines logo]()
$392
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated May 17, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated May 17, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/15. 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 5/256:00 am
PWM
- SJU
1 stop17h 01m
American Airlines
Wed 5/276:20 am
SJU
- PWM
1 stop11h 57m
American Airlines
Deal found 5/15![American Airlines logo]()
$478
This American Airlines deal was found by Cheapflights users on 5/16. 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 5/278:05 am
PWM
- SJU
1 stop14h 56m
American Airlines
Wed 6/311:55 am
SJU
- PWM
2 stops11h 56m
American Airlines
Deal found 5/16![American Airlines logo]()
$510
This United Airlines deal was found by Cheapflights users on 5/16. 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 5/273:16 pm
PWM
- SJU
1 stop8h 34m
United Airlines
Tue 6/21:00 am
SJU
- PWM
1 stop8h 14m
United Airlines
Deal found 5/16![United Airlines logo]()
$512
This JetBlue deal was found by Cheapflights users on 5/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:36 pm
PWM
- SJU
1 stop8h 17m
JetBlue
Sat 6/63:30 am
SJU
- PWM
1 stop10h 00m
JetBlue
Deal found 5/12![JetBlue logo]()
$468
This American Airlines deal was found by Cheapflights users on 5/13. 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.
Thu 5/288:04 am
PWM
- SJU
1 stop14h 57m
American Airlines
Mon 6/17:00 am
SJU
- PWM
1 stop15h 47m
American Airlines
Deal found 5/13![American Airlines logo]()
$532
This Priceline deal was found by Cheapflights users on 5/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/292:36 pm
PWM
- SJU
1 stop11h 02m
JetBlue
Thu 6/48:06 pm
SJU
- PWM
1 stop27h 52m
JetBlue
Deal found 5/15![JetBlue logo]()
$462
This American Airlines deal was found by Cheapflights users on 5/14. 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 5/293:05 pm
PWM
- SJU
1 stop7h 56m
American Airlines
Tue 6/210:29 am
SJU
- PWM
2 stops13h 22m
American Airlines
Deal found 5/14![American Airlines logo]()
$524
This Justfly.com deal was found by Cheapflights users on 5/16. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:00 am
PWM
- SJU
1 stop16h 53m
JetBlue
Wed 6/36:30 am
SJU
- PWM
1 stop17h 28m
JetBlue
Deal found 5/16![JetBlue logo]()
$452
This American Airlines deal was found by Cheapflights users on 5/12. 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.
Sun 5/316:00 am
PWM
- SJU
1 stop17h 01m
American Airlines
Wed 6/310:29 am
SJU
- PWM
2 stops13h 22m
American Airlines
Deal found 5/12![American Airlines logo]()
$467
This FlightHub deal was found by Cheapflights users on 5/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/52:37 pm
PWM
- SJU
1 stop11h 01m
JetBlue
Fri 6/129:15 pm
SJU
- PWM
2 stops16h 20m
JetBlue
Deal found 5/16![JetBlue logo]()
$477
One-way flights from Portland to San JuanSearch for one-way flight options from Portland to San Juan. Find affordable one-way fares based on user searches. Data last updated May 17, 2026.
Search for one-way flight options from Portland to San Juan. Find affordable one-way fares based on user searches. Data last updated May 17, 2026.
This Delta deal was found by Cheapflights users on 5/14. 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 8/216:00 am
PWM
- SJU
1 stop10h 33m
Delta
Deal found 5/14![Delta logo]()
$151
This American Airlines deal was found by Cheapflights users on 5/14. 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 8/226:00 am
PWM
- SJU
2 stops10h 56m
American Airlines
Deal found 5/14![American Airlines logo]()
$156
This American Airlines deal was found by Cheapflights users on 5/14. 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 8/216:00 am
PWM
- SJU
2 stops12h 24m
American Airlines
Deal found 5/14![American Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:29 pm
PWM
- SJU
3 stops30h 15m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/317:00 am
PWM
- SJU
3 stops31h 34m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:01 pm
PWM
- SJU
3 stops21h 14m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$310
Find flight deals from Portland to San Juan
Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to San Juan (PR1). 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 May 17, 2026.
Round-trip from | $302 (Delta) |
|---|---|
One-way from | $151 (Delta) |
Popular in | April |
Cheapest in | October |
Average price | $342 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to San Juan 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 17, 2026.
Use the filters below to find and compare flights from Portland to San Juan that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Sat 9/19
2:35 pm-11:44 pm
1 stop9h 09m
San Juan Luis Munoz Marin Intl
Sat 9/26
7:00 am-1:54 pm
1 stop6h 54m
$302
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Wed 10/21
6:00 am-1:45 pm
1 stop7h 45m
San Juan Luis Munoz Marin Intl
Wed 10/28
1:20 pm-11:59 pm
2 stops10h 39m
$308
Quickest round-trip
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Sat 8/22
6:00 am-2:44 pm
1 stop8h 44m
San Juan Luis Munoz Marin Intl
Wed 8/26
4:55 pm-11:59 pm
1 stop7h 04m
$392
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Sat 8/22
2:40 pm-12:39 am
1 stop9h 59m
San Juan Luis Munoz Marin Intl
Wed 8/26
3:10 pm-12:14 am
1 stop9h 04m
$435
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Fri 10/2
5:30 am-4:30 pm
2 stops11h 00m
San Juan Luis Munoz Marin Intl
Sun 10/4
6:00 am-4:30 pm
2 stops10h 30m
$457
Cheapest one-way
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Fri 8/21
6:00 am-4:33 pm
1 stop10h 33m
$151
Quickest one-way
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Sat 8/22
5:15 am-12:34 pm
1 stop7h 19m
$151
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Sat 8/22
6:00 am-4:56 pm
2 stops10h 56m
$156
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Fri 8/21
6:29 pm-12:44 am
3 stops30h 15m
$232
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Fri 7/31
7:00 am-2:34 pm
3 stops31h 34m
$265
Sorted by cheapest first
Best time to book a flight from Portland to San Juan
Have a flexible travel schedule? Discover the best time to fly to San Juan from Portland with our price prediction graph.
PWM-PR1
PWM-SJU
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 Portland to San Juan
PWM-PR1
PWM-SJU
How far ahead should I book a flight from Portland, Maine to San Juan?
To ensure you get the cheapest price possible for a flight from Portland, Maine to San Juan, you should look to book at least 32 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Portland, Maine to San Juan?
Currently, February is the cheapest month in which you can book a flight from Portland, Maine to San Juan (average of $101). Flying from Portland, Maine to San Juan in December is currently the most expensive (average of $298). 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.
How much does it cost to fly round-trip from Portland, Maine to San Juan?
Reviews of airlines servicing San Juan
Get insights into the airlines that provide service to San Juan. 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 San Juan. Reviews last updated May 17, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Portland to San Juan. 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.
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Portland to San Juan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Portland to San Juan
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Complete your trip
Complete your trip to San Juan by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to San Juan by cabin class
Find flights from Portland to San Juan, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and San Juan flights
Browse other Portland and San Juan flight options. Last updated on May 17, 2026.
Other flights from Portland
Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on May 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Portland to San Juan
Discover the top 5 airlines that operate flights from Portland to San Juan. 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 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$174 | Average$456 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$176 | Average$276 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$235 | Average$491 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$256 | Average$577 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$300 | Average$565 | FlexibilityNo cancel fee | On-time63% |