$156+ Cheap flights from Portland, ME (PWM) 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Jul 9 — Jul 161
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Puerto Rico with Cheapflights
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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
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Cheapest flights from Portland to Puerto RicoExplore the most affordable flight options available from Portland to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 9, 2026.
Explore the most affordable flight options available from Portland to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 9, 2026.
This American Airlines deal was found by Cheapflights users on 6/9. 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 9/195:06 pm
PWM
- SJU
2 stops17h 54m
American Airlines
Sat 9/266:27 am
SJU
- PWM
2 stops16h 18m
American Airlines
Deal found 6/9![American Airlines logo]()
$218
This American Airlines deal was found by Cheapflights users on 6/9. 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 9/167:00 am
PWM
- SJU
1 stop7h 50m
American Airlines
Wed 9/233:41 pm
SJU
- PWM
2 stops18h 22m
American Airlines
Deal found 6/9![American Airlines logo]()
$223
This Delta deal was found by Cheapflights users on 6/9. 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 9/196:02 am
PWM
- SJU
1 stop6h 11m
Delta
Sat 9/267:00 am
SJU
- PWM
1 stop6h 54m
Delta
Deal found 6/9![Delta logo]()
$306
This American Airlines deal was found by Cheapflights users on 6/8. 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 10/201:05 pm
PWM
- SJU
2 stops10h 45m
American Airlines
Mon 10/265:25 am
SJU
- PWM
1 stop13h 00m
American Airlines
Deal found 6/8![American Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 6/6. 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 11/143:53 pm
PWM
- SJU
1 stop6h 54m
American Airlines
Sat 11/216:25 am
SJU
- PWM
1 stop12h 48m
American Airlines
Deal found 6/6![American Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 6/7. 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 11/122:35 pm
PWM
- SJU
1 stop8h 20m
Delta
Fri 11/203:35 pm
SJU
- PWM
1 stop7h 48m
Delta
Deal found 6/7![Delta logo]()
$389
This American Airlines deal was found by Cheapflights users on 6/8. 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 9/214:41 pm
PWM
- SJU
2 stops18h 19m
American Airlines
Fri 9/252:22 pm
SJU
- PWM
1 stop7h 33m
American Airlines
Deal found 6/8![American Airlines logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 6/139:52 am
PWM
- PSE
1 stop23h 50m
Multiple Airlines
Fri 6/2610:27 am
PSE
- PWM
1 stop22h 45m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$727
This Kiwi.com deal was found by Cheapflights users on 6/4. 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.
Wed 6/1711:07 am
PWM
- PSE
1 stop22h 35m
Multiple Airlines
Fri 6/2610:27 am
PSE
- PWM
1 stop22h 45m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$765
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 6/135:01 pm
PWM
- PSE
2 stops16h 41m
Multiple Airlines
Thu 6/2510:27 am
PSE
- PWM
1 stop22h 45m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$769
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 6/199:52 am
PWM
- PSE
1 stop23h 50m
Multiple Airlines
Fri 6/2610:27 am
PSE
- PWM
1 stop22h 45m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$773
This Kiwi.com deal was found by Cheapflights users on 6/4. 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.
Wed 6/1711:07 am
PWM
- PSE
1 stop22h 35m
Multiple Airlines
Thu 6/2510:27 am
PSE
- PWM
1 stop22h 45m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$804
Best flights from Portland to Puerto RicoDiscover carefully curated flight deals from Portland to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 9, 2026.
Discover carefully curated flight deals from Portland to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 9, 2026.
This Delta deal was found by Cheapflights users on 6/8. 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 9/216:02 am
PWM
- SJU
1 stop6h 11m
Delta
Fri 9/2512:58 pm
SJU
- PWM
1 stop10h 27m
Delta
Deal found 6/8![Delta logo]()
$306
This United Airlines deal was found by Cheapflights users on 6/7. 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 10/206:00 am
PWM
- SJU
1 stop7h 45m
United Airlines
Wed 11/47:45 am
SJU
- PWM
2 stops16h 12m
United Airlines
Deal found 6/7![United Airlines logo]()
$312
This JetBlue deal was found by Cheapflights users on 6/8. 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 8/296:40 am
PWM
- SJU
1 stop7h 18m
JetBlue
Wed 9/25:01 am
SJU
- PWM
1 stop8h 44m
JetBlue
Deal found 6/8![JetBlue logo]()
$401
This Southwest deal was found by Cheapflights users on 6/4. 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 8/281:05 pm
PWM
- SJU
2 stops10h 00m
Southwest
Sun 8/306:00 am
SJU
- PWM
2 stops9h 40m
Southwest
Deal found 6/4![Southwest logo]()
$417
This Delta deal was found by Cheapflights users on 6/7. 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 6/7![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 6/4. 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 8/286:05 am
PWM
- SJU
1 stop7h 37m
Delta
Sun 8/305:50 pm
SJU
- PWM
1 stop7h 09m
Delta
Deal found 6/4![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 6/7. 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 10/202:35 pm
PWM
- SJU
1 stop9h 21m
Delta
Mon 10/267:00 am
SJU
- PWM
1 stop6h 53m
Delta
Deal found 6/7![Delta logo]()
$312
This United Airlines deal was found by Cheapflights users on 6/6. 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 8/296:03 am
PWM
- SJU
1 stop8h 41m
United Airlines
Wed 9/24:55 pm
SJU
- PWM
1 stop7h 04m
United Airlines
Deal found 6/6![United Airlines logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 6/199:52 am
PWM
- PSE
1 stop23h 50m
Multiple Airlines
Thu 6/2510:27 am
PSE
- PWM
1 stop22h 45m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$811
This Delta deal was found by Cheapflights users on 6/6. 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 9/162:35 pm
PWM
- SJU
1 stop9h 09m
Delta
Wed 9/237:00 am
SJU
- PWM
1 stop6h 54m
Delta
Deal found 6/6![Delta logo]()
$312
This Southwest deal was found by Cheapflights users on 6/6. 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.
Wed 11/1112:50 pm
PWM
- SJU
1 stop9h 30m
Southwest
Sun 11/156:35 am
SJU
- PWM
1 stop10h 55m
Southwest
Deal found 6/6![Southwest logo]()
$431
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 6/199:52 am
PWM
- PSE
1 stop23h 50m
Multiple Airlines
Tue 6/2310:27 am
PSE
- PWM
1 stop24h 00m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$849
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 6/199:52 am
PWM
- PSE
1 stop23h 50m
Multiple Airlines
Sun 6/2110:27 am
PSE
- PWM
1 stop22h 45m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$864
This United Airlines deal was found by Cheapflights users on 6/8. 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.
Sun 8/306:53 pm
PWM
- VQS
2 stops23h 37m
United Airlines
Wed 9/211:51 am
VQS
- PWM
2 stops11h 41m
United Airlines
Deal found 6/8![United Airlines logo]()
$5,476
Last-minute flights from Portland to Puerto RicoDiscover last-minute flight deals from Portland to Puerto Rico. Data last updated June 9, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Puerto Rico. Data last updated June 9, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/9. 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 6/125:00 pm
PWM
- SJU
2 stops12h 29m
United Airlines
Sat 6/131:00 am
SJU
- PWM
1 stop8h 14m
United Airlines
Deal found 6/9![United Airlines logo]()
$536
This Southwest deal was found by Cheapflights users on 6/9. 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 6/121:00 pm
PWM
- SJU
2 stops11h 05m
Southwest
Sun 6/145:00 am
SJU
- PWM
2 stops10h 05m
Southwest
Deal found 6/9![Southwest logo]()
$542
This United Airlines deal was found by Cheapflights users on 6/8. 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 6/135:15 am
PWM
- SJU
1 stop7h 19m
United Airlines
Fri 6/191:00 am
SJU
- PWM
1 stop8h 23m
United Airlines
Deal found 6/8![United Airlines logo]()
$419
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 6/139:52 am
PWM
- PSE
1 stop23h 50m
Multiple Airlines
Fri 6/2610:27 am
PSE
- PWM
1 stop22h 45m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$727
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 6/135:01 pm
PWM
- PSE
2 stops16h 41m
Multiple Airlines
Thu 6/2510:27 am
PSE
- PWM
1 stop22h 45m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$769
This Southwest deal was found by Cheapflights users on 6/9. 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.
Tue 6/1610:30 am
PWM
- SJU
2 stops9h 20m
Southwest
Fri 6/195:15 pm
SJU
- PWM
1 stop6h 50m
Southwest
Deal found 6/9![Southwest logo]()
$492
This Kiwi.com deal was found by Cheapflights users on 6/4. 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.
Wed 6/1711:07 am
PWM
- PSE
1 stop22h 35m
Multiple Airlines
Fri 6/2610:27 am
PSE
- PWM
1 stop22h 45m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$765
This Kiwi.com deal was found by Cheapflights users on 6/4. 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.
Wed 6/1711:07 am
PWM
- PSE
1 stop22h 35m
Multiple Airlines
Thu 6/2510:27 am
PSE
- PWM
1 stop22h 45m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$804
This American Airlines deal was found by Cheapflights users on 6/9. 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 6/187:58 am
PWM
- SJU
1 stop15h 02m
American Airlines
Sat 6/206:21 am
SJU
- PWM
1 stop15h 25m
American Airlines
Deal found 6/9![American Airlines logo]()
$505
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 6/199:52 am
PWM
- PSE
1 stop23h 50m
Multiple Airlines
Fri 6/2610:27 am
PSE
- PWM
1 stop22h 45m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$773
This Faresmojo deal was found by Cheapflights users on 6/8. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/222:59 pm
PWM
- SJU
1 stop8h 54m
JetBlue
Tue 7/2812:50 pm
SJU
- PWM
1 stop10h 24m
JetBlue
Deal found 6/8![JetBlue logo]()
$454
This Delta deal was found by Cheapflights users on 6/6. 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 7/226:00 am
PWM
- SJU
1 stop10h 39m
Delta
Tue 7/286:00 am
SJU
- PWM
1 stop11h 54m
Delta
Deal found 6/6![Delta logo]()
$468
One-way flights from Portland to Puerto RicoSearch for one-way flight options from Portland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated June 9, 2026.
Search for one-way flight options from Portland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated June 9, 2026.
This Delta deal was found by Cheapflights users on 6/7. 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 11/96:30 am
PWM
- SJU
1 stop9h 50m
Delta
Deal found 6/7![Delta logo]()
$156
This United Airlines deal was found by Cheapflights users on 6/7. 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 11/99:45 am
PWM
- SJU
2 stops13h 51m
United Airlines
Deal found 6/7![United Airlines logo]()
$196
This JetBlue deal was found by Cheapflights users on 6/9. 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.
Fri 7/242:40 pm
PWM
- SJU
1 stop8h 05m
JetBlue
Deal found 6/9![JetBlue logo]()
$201
This Southwest deal was found by Cheapflights users on 6/8. 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.
Mon 7/275:20 pm
PWM
- SJU
1 stop7h 00m
Southwest
Deal found 6/8![Southwest logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Mon 7/277:00 am
PWM
- SJU
3 stops17h 41m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$316
This Priceline deal was found by Cheapflights users on 6/8. 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.
Sun 7/266:00 am
PWM
- SJU
1 stop16h 45m
JetBlue
Deal found 6/8![JetBlue logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Mon 11/93:53 pm
PWM
- SJU
3 stops23h 32m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Sun 7/268:22 pm
PWM
- SJU
3 stops28h 19m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$350
This Southwest deal was found by Cheapflights users on 6/8. 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.
Sun 7/265:30 am
PWM
- SJU
2 stops10h 00m
Southwest
Deal found 6/8![Southwest logo]()
$365
This United Airlines deal was found by Cheapflights users on 6/9. 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 7/245:15 am
PWM
- SJU
2 stops15h 19m
United Airlines
Deal found 6/9![United Airlines logo]()
$518
Find flight deals from Portland to Puerto Rico
Keep the following information in mind while searching for Portland to Puerto Rico flight deals. Data was last updated June 9, 2026.
Round-trip from | $218 (American Airlines) |
|---|---|
One-way from | $156 (Delta) |
Popular in | April |
Cheapest in | July |
Average price | $474 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland 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 June 9, 2026.
Use the filters below to find and compare flights from Portland to Puerto Rico that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Mon 9/21
6:02 am-12:13 pm
1 stop6h 11m
San Juan Luis Munoz Marin Intl
Fri 9/25
12:58 pm-11:25 pm
1 stop10h 27m
$306
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Tue 10/20
6:00 am-1:45 pm
1 stop7h 45m
San Juan Luis Munoz Marin Intl
Wed 11/4
7:45 am-10:57 pm
2 stops16h 12m
$312
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
$312
Quickest round-trip
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Fri 8/28
6:05 am-1:42 pm
1 stop7h 37m
San Juan Luis Munoz Marin Intl
Sun 8/30
5:50 pm-12:59 am
1 stop7h 09m
$312
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Tue 10/20
2:35 pm-11:56 pm
1 stop9h 21m
San Juan Luis Munoz Marin Intl
Mon 10/26
7:00 am-1:53 pm
1 stop6h 53m
$312
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Wed 9/16
2:35 pm-11:44 pm
1 stop9h 09m
San Juan Luis Munoz Marin Intl
Wed 9/23
7:00 am-1:54 pm
1 stop6h 54m
$312
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Sat 8/29
6:40 am-1:58 pm
1 stop7h 18m
San Juan Luis Munoz Marin Intl
Wed 9/2
5:01 am-1:45 pm
1 stop8h 44m
$401
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Sat 8/29
6:03 am-2:44 pm
1 stop8h 41m
San Juan Luis Munoz Marin Intl
Wed 9/2
4:55 pm-11:59 pm
1 stop7h 04m
$402
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Fri 8/28
1:05 pm-11:05 pm
2 stops10h 00m
San Juan Luis Munoz Marin Intl
Sun 8/30
6:00 am-3:40 pm
2 stops9h 40m
$417
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Wed 11/11
12:50 pm-11:20 pm
1 stop9h 30m
San Juan Luis Munoz Marin Intl
Sun 11/15
6:35 am-4:30 pm
1 stop10h 55m
$431
Showing 1-10 of 22 resultsSorted by cheapest first
Best time to book a flight from Portland to Puerto Rico
Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Portland with our price prediction graph.
PWM-SJU
PWM-PSE
PWM-VQS
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 Puerto Rico
PWM-PR0
PWM-SJU
PWM-PSE
PWM-VQS
What is the cheapest month to book a flight from Portland, Maine to Puerto Rico?
Currently, February is the cheapest month in which you can book a flight from Portland, Maine to Puerto Rico (average of $101). Flying from Portland, Maine to Puerto Rico in August is currently the most expensive (average of $303). 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 far ahead should I book a flight from Portland, Maine to Puerto Rico?
The best time to book flights from Portland, Maine to Puerto Rico is 33 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
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 June 9, 2026.
Read through reviews of airlines operating flights from Portland to Puerto Rico, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Entertainment
7.5
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Entertainment
7.5
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Entertainment
7.5
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Entertainment
7.5
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Entertainment
7.5
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Entertainment
7.5
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from Portland to Puerto Rico. 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 Puerto Rico
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to Puerto Rico by cabin class
Find flights from Portland to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Puerto Rico flights
Browse other Portland and Puerto Rico flight options. Last updated on June 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Portland to Puerto Rico
Discover the top 5 airlines that operate flights from Portland 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 June 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$174 | Average$430 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$176 | Average$276 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$232 | Average$445 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$256 | Average$577 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$300 | Average$594 | FlexibilityNo cancel fee | On-time63% |