$205+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Aug 3 — Aug 101
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
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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 July 4, 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 July 4, 2026.
This Delta deal was found by Cheapflights users on 7/3. 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 9/196:00 am
PWM
- SJU
1 stop10h 49m
Delta
Sat 9/261:21 pm
SJU
- PWM
1 stop10h 35m
Delta
Deal found 7/3![Delta logo]()
$322
This American Airlines deal was found by Cheapflights users on 7/1. 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 stops8h 50m
American Airlines
Wed 9/236:27 am
SJU
- PWM
2 stops13h 11m
American Airlines
Deal found 7/1![American Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 7/1. 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 10/2112:55 pm
PWM
- SJU
2 stops10h 50m
Southwest
Wed 10/285:50 am
SJU
- PWM
1 stop9h 40m
Southwest
Deal found 7/1![Southwest logo]()
$343
This American Airlines deal was found by Cheapflights users on 6/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:51 pm
PWM
- SJU
2 stops18h 33m
American Airlines
Sat 9/2610:16 am
SJU
- PWM
2 stops11h 29m
American Airlines
Deal found 6/30![American Airlines logo]()
$347
This American Airlines deal was found by Cheapflights users on 6/30. 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 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 stops9h 38m
American Airlines
Wed 10/2812:13 pm
SJU
- PWM
1 stop10h 23m
American Airlines
Deal found 6/30![American Airlines logo]()
$352
This Orbitz deal was found by Cheapflights users on 6/30. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:00 am
PWM
- SJU
2 stops17h 58m
JetBlue
Tue 8/258:30 pm
SJU
- PWM
2 stops17h 15m
JetBlue
Deal found 6/30![JetBlue logo]()
$355
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Thu 8/205:15 am
PWM
- SJU
1 stop7h 39m
United Airlines
Tue 8/257:00 am
SJU
- PWM
2 stops16h 59m
United Airlines
Deal found 6/30![United Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 6/30. 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.
Mon 9/214:20 pm
PWM
- SJU
1 stop7h 28m
Delta
Fri 9/251:16 pm
SJU
- PWM
1 stop10h 40m
Delta
Deal found 6/30![Delta logo]()
$380
This JetBlue deal was found by Cheapflights users on 7/2. 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 8/296:41 am
PWM
- SJU
1 stop9h 18m
JetBlue
Wed 9/27:25 am
SJU
- PWM
1 stop6h 20m
JetBlue
Deal found 7/2![JetBlue logo]()
$383
This Southwest deal was found by Cheapflights users on 6/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/85:30 am
PWM
- SJU
2 stops11h 00m
Southwest
Mon 10/125:00 am
SJU
- PWM
2 stops11h 55m
Southwest
Deal found 6/29![Southwest logo]()
$400
This Expedia deal was found by Cheapflights users on 6/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/116:41 am
PWM
- PSE
2 stops17h 18m
JetBlue
Sat 8/155:01 am
PSE
- PWM
2 stops8h 44m
JetBlue
Deal found 6/30![JetBlue logo]()
$593
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1111:07 am
PWM
- PSE
1 stop21h 59m
Multiple Airlines
Sat 8/1510:32 am
PSE
- PWM
2 stops33h 10m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$597
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 July 4, 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 July 4, 2026.
This United Airlines deal was found by Cheapflights users on 7/3. 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
Tue 10/274:50 pm
SJU
- PWM
1 stop7h 09m
United Airlines
Deal found 7/3![United Airlines logo]()
$322
This Delta deal was found by Cheapflights users on 6/30. 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.
Tue 10/204:15 pm
PWM
- SJU
1 stop7h 41m
Delta
Mon 10/261:06 pm
SJU
- PWM
1 stop10h 43m
Delta
Deal found 6/30![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 6/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/211:30 pm
PWM
- SJU
2 stops10h 15m
Southwest
Wed 10/286:10 am
SJU
- PWM
1 stop6h 40m
Southwest
Deal found 6/30![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 6/29. 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 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 49m
Delta
Wed 9/237:30 am
SJU
- PWM
1 stop8h 09m
Delta
Deal found 6/29![Delta logo]()
$322
This Delta deal was found by Cheapflights users on 7/1. 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 9/196:00 am
PWM
- SJU
1 stop10h 49m
Delta
Sat 9/261:21 pm
SJU
- PWM
1 stop10h 35m
Delta
Deal found 7/1![Delta logo]()
$322
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Thu 8/205:15 am
PWM
- SJU
1 stop7h 39m
United Airlines
Tue 8/257:00 am
SJU
- PWM
2 stops16h 59m
United Airlines
Deal found 6/30![United Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 7/3. 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 9/214:20 pm
PWM
- SJU
1 stop7h 28m
Delta
Fri 9/251:16 pm
SJU
- PWM
1 stop10h 40m
Delta
Deal found 7/3![Delta logo]()
$366
This United Airlines deal was found by Cheapflights users on 6/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:03 am
PWM
- VQS
2 stops12h 27m
United Airlines
Tue 9/111:51 am
VQS
- PWM
2 stops11h 41m
United Airlines
Deal found 6/29![United Airlines logo]()
$3,261
Last-minute flights from Portland to Puerto RicoDiscover last-minute flight deals from Portland to Puerto Rico. Data last updated July 4, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Puerto Rico. Data last updated July 4, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/1. 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 7/115:45 am
PWM
- SJU
2 stops12h 39m
American Airlines
Mon 7/207:00 am
SJU
- PWM
1 stop15h 33m
American Airlines
Deal found 7/1![American Airlines logo]()
$450
This Expedia deal was found by Cheapflights users on 6/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/116:41 am
PWM
- PSE
2 stops17h 18m
JetBlue
Sat 8/155:01 am
PSE
- PWM
2 stops8h 44m
JetBlue
Deal found 6/30![JetBlue logo]()
$593
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1111:07 am
PWM
- PSE
1 stop21h 59m
Multiple Airlines
Sat 8/1510:32 am
PSE
- PWM
2 stops33h 10m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$597
This Travelocity deal was found by Cheapflights users on 7/3. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/142:45 pm
PWM
- SJU
1 stop8h 00m
JetBlue
Sun 8/165:01 am
SJU
- PWM
1 stop7h 20m
JetBlue
Deal found 7/3![JetBlue logo]()
$439
This Kiwi.com deal was found by Cheapflights users on 7/3. 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 8/143:51 pm
PWM
- SJU
2 stops21h 50m
Multiple Airlines
Sun 8/168:37 pm
SJU
- PWM
1 stop12h 35m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$467
This American Airlines deal was found by Cheapflights users on 6/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:05 am
PWM
- SJU
1 stop16h 54m
American Airlines
Tue 8/257:30 am
SJU
- PWM
1 stop14h 30m
American Airlines
Deal found 6/30![American Airlines logo]()
$322
This Orbitz deal was found by Cheapflights users on 6/30. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:00 am
PWM
- SJU
2 stops17h 58m
JetBlue
Tue 8/258:30 pm
SJU
- PWM
2 stops17h 15m
JetBlue
Deal found 6/30![JetBlue logo]()
$355
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Thu 8/205:15 am
PWM
- SJU
1 stop7h 39m
United Airlines
Tue 8/257:00 am
SJU
- PWM
2 stops16h 59m
United Airlines
Deal found 6/30![United Airlines logo]()
$377
This United Airlines deal was found by Cheapflights users on 7/2. 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 8/286:03 am
PWM
- VQS
2 stops12h 27m
United Airlines
Tue 9/111:51 am
VQS
- PWM
2 stops11h 41m
United Airlines
Deal found 7/2![United Airlines logo]()
$3,261
This JetBlue deal was found by Cheapflights users on 7/2. 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 8/296:41 am
PWM
- SJU
1 stop9h 18m
JetBlue
Wed 9/27:25 am
SJU
- PWM
1 stop6h 20m
JetBlue
Deal found 7/2![JetBlue logo]()
$383
This United Airlines deal was found by Cheapflights users on 6/29. 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 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 6/29![United Airlines logo]()
$422
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 July 4, 2026.
Search for one-way flight options from Portland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated July 4, 2026.
This JetBlue deal was found by Cheapflights users on 7/2. 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 10/236:00 am
PWM
- SJU
1 stop9h 56m
JetBlue
Deal found 7/2![JetBlue logo]()
$205
This JetBlue deal was found by Cheapflights users on 6/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am
PWM
- SJU
1 stop7h 34m
JetBlue
Deal found 6/30![JetBlue logo]()
$206
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Wed 9/166:06 am
PWM
- SJU
2 stops14h 32m
United Airlines
Deal found 6/30![United Airlines logo]()
$211
This American Airlines deal was found by Cheapflights users on 7/2. 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 10/236:00 am
PWM
- SJU
2 stops9h 01m
American Airlines
Deal found 7/2![American Airlines logo]()
$321
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Mon 11/306:00 am
PWM
- SJU
1 stop7h 40m
United Airlines
Deal found 6/30![United Airlines logo]()
$420
This Delta deal was found by Cheapflights users on 7/2. 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 12/252:35 pm
PWM
- SJU
1 stop11h 00m
Delta
Deal found 7/2![Delta logo]()
$583
This JetBlue deal was found by Cheapflights users on 6/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/306:00 pm
PWM
- PSE
1 stop8h 51m
JetBlue
Deal found 6/30![JetBlue logo]()
$663
This American Airlines deal was found by Cheapflights users on 7/2. 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 12/255:40 am
PWM
- SJU
2 stops11h 26m
American Airlines
Deal found 7/2![American Airlines logo]()
$681
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 July 4, 2026.
Round-trip from | $322 (Delta) |
|---|---|
One-way from | $205 (JetBlue) |
Popular in | April |
Cheapest in | October |
Average price | $398 |
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 July 4, 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
Quickest round-trip
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Wed 10/21
6:00 am-1:45 pm
1 stop7h 45m
San Juan Luis Munoz Marin Intl
Tue 10/27
4:50 pm-11:59 pm
1 stop7h 09m
$322
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Tue 10/20
4:15 pm-11:56 pm
1 stop7h 41m
San Juan Luis Munoz Marin Intl
Mon 10/26
1:06 pm-11:49 pm
1 stop10h 43m
$322
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Wed 9/16
6:00 am-4:49 pm
1 stop10h 49m
San Juan Luis Munoz Marin Intl
Wed 9/23
7:30 am-3:39 pm
1 stop8h 09m
$322
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Sat 9/19
6:00 am-4:49 pm
1 stop10h 49m
San Juan Luis Munoz Marin Intl
Sat 9/26
1:21 pm-11:56 pm
1 stop10h 35m
$322
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Wed 10/21
1:30 pm-11:45 pm
2 stops10h 15m
San Juan Luis Munoz Marin Intl
Wed 10/28
6:10 am-12:50 pm
1 stop6h 40m
$343
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Mon 9/21
4:20 pm-11:48 pm
1 stop7h 28m
San Juan Luis Munoz Marin Intl
Fri 9/25
1:16 pm-11:56 pm
1 stop10h 40m
$366
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Thu 8/20
5:15 am-12:54 pm
1 stop7h 39m
San Juan Luis Munoz Marin Intl
Tue 8/25
7:00 am-11:59 pm
2 stops16h 59m
$377
PortlandVieques
PWM - VQS
PWMVQS
Portland
Fri 8/28
6:03 am-6:30 pm
2 stops12h 27m
Vieques
Tue 9/1
11:51 am-11:32 pm
2 stops11h 41m
$3,261
Cheapest one-way
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Fri 10/23
6:00 am-3:56 pm
1 stop9h 56m
$205
Quickest one-way
PortlandSan Juan
PWM - SJU
PWMSJU
Portland
Wed 9/16
6:00 am-1:34 pm
1 stop7h 34m
$206
Showing 1-10 of 16 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 July is currently the most expensive (average of $308). 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 43 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 July 4, 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.
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
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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 July 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$174 | Average$493 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$188 | Average$276 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$232 | Average$446 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$256 | Average$560 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$300 | Average$565 | FlexibilityNo cancel fee | On-time63% |