$151+ 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 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Jun 17 — Jun 241
Round-trip
1 adult, Economy
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Find cheap flights from Portland 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 Portland to Puerto Rico
Cheapest
Best
Last-minute
One-way
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 May 18, 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 May 18, 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 10/287:30 am
SJU
- PWM
1 stop7h 04m
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 5/17. 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 10/212:35 pm
PWM
- SJU
1 stop9h 21m
Delta
Sun 10/257:00 am
SJU
- PWM
1 stop6h 53m
Delta
Deal found 5/17![Delta logo]()
$380
This Justfly.com deal was found by Cheapflights users on 5/17. 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.
Sat 6/132:30 pm
PWM
- SJU
1 stop9h 02m
JetBlue
Thu 6/253:24 pm
SJU
- PWM
1 stop9h 01m
JetBlue
Deal found 5/17![JetBlue logo]()
$391
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 American Airlines deal was found by Cheapflights users on 5/17. 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 10/216:00 am
PWM
- SJU
2 stops12h 05m
American Airlines
Sun 10/255:25 am
SJU
- PWM
1 stop13h 00m
American Airlines
Deal found 5/17![American Airlines logo]()
$397
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 5/13. 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 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 stop8h 49m
JetBlue
Wed 8/263:10 pm
SJU
- PWM
1 stop9h 04m
JetBlue
Deal found 5/13![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
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 am
PWM
- VQS
2 stops11h 39m
United Airlines
Tue 8/2511:40 am
VQS
- PWM
2 stops11h 52m
United Airlines
Deal found 5/13![United Airlines logo]()
$2,364
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 May 18, 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 May 18, 2026.
This Delta deal was found by Cheapflights users on 5/17. 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 9/216:00 am
PWM
- SJU
1 stop7h 16m
Delta
Fri 9/251:32 pm
SJU
- PWM
1 stop10h 27m
Delta
Deal found 5/17![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 Delta deal was found by Cheapflights users on 5/17. 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 9/261:32 pm
SJU
- PWM
1 stop10h 27m
Delta
Deal found 5/17![Delta logo]()
$302
This United Airlines deal was found by Cheapflights users on 5/17. 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 5/17![United Airlines logo]()
$392
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 am
PWM
- VQS
2 stops11h 39m
United Airlines
Tue 8/2511:40 am
VQS
- PWM
2 stops11h 52m
United Airlines
Deal found 5/13![United Airlines logo]()
$2,364
Last-minute flights from Portland to Puerto RicoDiscover last-minute flight deals from Portland to Puerto Rico. Data last updated May 18, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Puerto Rico. Data last updated May 18, 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 5/17. 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 5/17![United Airlines logo]()
$512
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 Priceline 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 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
Mon 6/13:30 am
SJU
- PWM
1 stop10h 05m
JetBlue
Deal found 5/14![JetBlue logo]()
$496
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 5/16. 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.
Sun 5/317:15 am
PWM
- SJU
1 stop15h 30m
American Airlines
Wed 6/310:29 am
SJU
- PWM
2 stops13h 22m
American Airlines
Deal found 5/16![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
This Expedia deal was found by Cheapflights users on 5/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:00 am
PWM
- SJU
2 stops15h 42m
JetBlue
Sat 6/135:07 am
SJU
- PWM
1 stop8h 28m
JetBlue
Deal found 5/17![JetBlue logo]()
$473
This Justfly.com deal was found by Cheapflights users on 5/17. 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.
Sat 6/132:30 pm
PWM
- SJU
1 stop9h 02m
JetBlue
Thu 6/253:24 pm
SJU
- PWM
1 stop9h 01m
JetBlue
Deal found 5/17![JetBlue logo]()
$391
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 May 18, 2026.
Search for one-way flight options from Portland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated May 18, 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 United Airlines deal was found by Cheapflights users on 5/17. 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 9/66:00 am
PWM
- SJU
2 stops14h 38m
United Airlines
Deal found 5/17![United Airlines logo]()
$206
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 Puerto Rico
Keep the following information in mind while searching for Portland to Puerto Rico flight deals. Data was last updated May 18, 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 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 18, 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
6:00 am-1:16 pm
1 stop7h 16m
San Juan Luis Munoz Marin Intl
Fri 9/25
1:32 pm-11:59 pm
1 stop10h 27m
$302
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
1:32 pm-11:59 pm
1 stop10h 27m
$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
PortlandVieques
PWM - VQS
PWMVQS
Portland
Sat 8/22
6:00 am-5:39 pm
2 stops11h 39m
Vieques
Tue 8/25
11:40 am-11:32 pm
2 stops11h 52m
$2,364
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
Sun 9/6
6:00 am-4:35 pm
1 stop10h 35m
$151
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Sat 8/22
6:00 am-4:56 pm
2 stops10h 56m
$156
Showing 1-10 of 13 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-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-VQS
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 32 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.
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 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.
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 18, 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.
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
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 Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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.
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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 May 18, 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 May 18, 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$446 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$256 | Average$577 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$300 | Average$565 | FlexibilityNo cancel fee | On-time63% |