$191+ Cheap flights from Portland, ME to San Diego (PWM - SAN)
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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SAN
Jun 19 — Jun 261
Round-trip
1 adult, Economy
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Find cheap flights from Portland to San Diego 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 San Diego
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Best
Last-minute
One-way
Cheapest flights from Portland to San DiegoExplore the most affordable flight options available from Portland to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 20, 2026.
Explore the most affordable flight options available from Portland to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 20, 2026.
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:05 am
PWM
- SAN
1 stop8h 02m
Delta
Wed 8/1910:49 am
SAN
- PWM
1 stop9h 31m
Delta
Deal found 5/15![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 5/19. 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 6/166:00 am
PWM
- SAN
2 stops12h 11m
Delta
Tue 6/236:15 am
SAN
- PWM
2 stops15h 37m
Delta
Deal found 5/19![Delta logo]()
$429
This Southwest deal was found by Cheapflights users on 5/19. 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 6/163:45 pm
PWM
- SAN
1 stop10h 40m
Southwest
Tue 6/239:40 pm
SAN
- PWM
1 stop9h 15m
Southwest
Deal found 5/19![Southwest logo]()
$449
This Southwest deal was found by Cheapflights users on 5/18. 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 7/75:30 am
PWM
- SAN
2 stops11h 45m
Southwest
Tue 7/149:40 pm
SAN
- PWM
1 stop9h 15m
Southwest
Deal found 5/18![Southwest logo]()
$454
This Delta deal was found by Cheapflights users on 5/18. 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 6/186:00 am
PWM
- SAN
1 stop10h 21m
Delta
Tue 6/236:15 am
SAN
- PWM
2 stops15h 37m
Delta
Deal found 5/18![Delta logo]()
$458
This Justfly.com deal was found by Cheapflights users on 5/18. 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.
Fri 8/286:00 am
PWM
- SAN
1 stop16h 00m
JetBlue
Mon 8/318:30 pm
SAN
- PWM
1 stop12h 51m
JetBlue
Deal found 5/18![JetBlue logo]()
$464
This Southwest deal was found by Cheapflights users on 5/18. 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 9/207:40 am
PWM
- SAN
1 stop8h 00m
Southwest
Mon 9/2810:40 pm
SAN
- PWM
1 stop8h 15m
Southwest
Deal found 5/18![Southwest logo]()
$465
This United Airlines deal was found by Cheapflights users on 5/18. 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 8/282:38 pm
PWM
- SAN
2 stops10h 49m
United Airlines
Mon 8/3110:20 pm
SAN
- PWM
1 stop7h 48m
United Airlines
Deal found 5/18![United Airlines logo]()
$470
This Southwest deal was found by Cheapflights users on 5/18. 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 8/283:40 pm
PWM
- SAN
2 stops9h 15m
Southwest
Mon 8/318:40 pm
SAN
- PWM
2 stops10h 15m
Southwest
Deal found 5/18![Southwest logo]()
$475
Best flights from Portland to San DiegoDiscover carefully curated flight deals from Portland to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 20, 2026.
Discover carefully curated flight deals from Portland to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 20, 2026.
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:05 am
PWM
- SAN
1 stop8h 02m
Delta
Wed 8/1910:49 am
SAN
- PWM
1 stop9h 31m
Delta
Deal found 5/15![Delta logo]()
$419
This United Airlines deal was found by Cheapflights users on 5/18. 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 7/75:15 am
PWM
- SAN
1 stop8h 34m
United Airlines
Tue 7/1410:30 pm
SAN
- PWM
1 stop7h 41m
United Airlines
Deal found 5/18![United Airlines logo]()
$419
This Southwest deal was found by Cheapflights users on 5/18. 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 7/75:30 am
PWM
- SAN
2 stops11h 45m
Southwest
Tue 7/149:40 pm
SAN
- PWM
1 stop9h 15m
Southwest
Deal found 5/18![Southwest logo]()
$454
This JetBlue deal was found by Cheapflights users on 5/18. 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.
Tue 9/11:17 pm
PWM
- SAN
1 stop8h 43m
JetBlue
Wed 9/211:50 am
SAN
- PWM
1 stop9h 24m
JetBlue
Deal found 5/18![JetBlue logo]()
$522
This United Airlines deal was found by Cheapflights users on 5/18. 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 8/282:38 pm
PWM
- SAN
2 stops10h 49m
United Airlines
Mon 8/3110:20 pm
SAN
- PWM
1 stop7h 48m
United Airlines
Deal found 5/18![United Airlines logo]()
$470
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:20 pm
PWM
- SAN
1 stop11h 00m
Southwest
Mon 7/139:40 pm
SAN
- PWM
1 stop9h 15m
Southwest
Deal found 5/17![Southwest logo]()
$487
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.
Thu 7/94:52 pm
PWM
- SAN
1 stop8h 09m
Delta
Sun 7/129:30 pm
SAN
- PWM
2 stops13h 49m
Delta
Deal found 5/17![Delta logo]()
$492
This Delta deal was found by Cheapflights users on 5/18. 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 6/186:00 am
PWM
- SAN
1 stop10h 21m
Delta
Wed 6/241:05 pm
SAN
- PWM
1 stop8h 47m
Delta
Deal found 5/18![Delta logo]()
$513
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/255:20 pm
PWM
- SAN
1 stop9h 00m
Southwest
Sun 6/289:40 pm
SAN
- PWM
1 stop9h 05m
Southwest
Deal found 5/16![Southwest logo]()
$523
This Delta deal was found by Cheapflights users on 5/18. 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 6/56:25 am
PWM
- SAN
2 stops11h 32m
Delta
Wed 6/171:05 pm
SAN
- PWM
1 stop8h 47m
Delta
Deal found 5/18![Delta logo]()
$518
Last-minute flights from Portland to San DiegoDiscover last-minute flight deals from Portland to San Diego. Data last updated May 20, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Diego. Data last updated May 20, 2026 and is based on user searches.
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.
Wed 5/2712:50 pm
PWM
- SAN
1 stop8h 11m
Delta
Fri 5/291:10 pm
SAN
- PWM
1 stop8h 33m
Delta
Deal found 5/16![Delta logo]()
$487
This FlightHub deal was found by Cheapflights users on 5/19. 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.
Tue 6/22:37 pm
PWM
- SAN
1 stop22h 58m
JetBlue
Sat 7/118:30 pm
SAN
- PWM
1 stop24h 44m
JetBlue
Deal found 5/19![JetBlue logo]()
$491
This Expedia deal was found by Cheapflights users on 5/19. 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
- SAN
2 stops16h 31m
JetBlue
Sat 6/138:44 pm
SAN
- PWM
1 stop12h 46m
JetBlue
Deal found 5/19![JetBlue logo]()
$478
This United Airlines deal was found by Cheapflights users on 5/19. 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 6/96:00 am
PWM
- SAN
1 stop8h 21m
United Airlines
Sat 6/1310:30 pm
SAN
- PWM
1 stop7h 44m
United Airlines
Deal found 5/19![United Airlines logo]()
$489
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.
Tue 6/92:59 pm
PWM
- SAN
1 stop11h 40m
Delta
Sun 6/147:56 pm
SAN
- PWM
2 stops11h 47m
Delta
Deal found 5/16![Delta logo]()
$494
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/910:30 am
PWM
- SAN
2 stops12h 05m
Southwest
Sun 6/1410:10 am
SAN
- PWM
2 stops10h 00m
Southwest
Deal found 5/16![Southwest logo]()
$499
This Delta deal was found by Cheapflights users on 5/19. 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 6/166:00 am
PWM
- SAN
1 stop8h 37m
Delta
Tue 6/236:15 am
SAN
- PWM
2 stops15h 37m
Delta
Deal found 5/19![Delta logo]()
$424
This Southwest deal was found by Cheapflights users on 5/19. 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 6/163:45 pm
PWM
- SAN
1 stop10h 40m
Southwest
Tue 6/239:40 pm
SAN
- PWM
1 stop9h 15m
Southwest
Deal found 5/19![Southwest logo]()
$449
This Delta deal was found by Cheapflights users on 5/18. 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 6/186:00 am
PWM
- SAN
1 stop10h 21m
Delta
Tue 6/236:15 am
SAN
- PWM
2 stops15h 37m
Delta
Deal found 5/18![Delta logo]()
$458
One-way flights from Portland to San DiegoSearch for one-way flight options from Portland to San Diego. Find affordable one-way fares based on user searches. Data last updated May 20, 2026.
Search for one-way flight options from Portland to San Diego. Find affordable one-way fares based on user searches. Data last updated May 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/19. 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.
Thu 8/278:22 pm
PWM
- SAN
1 stop18h 58m
Breeze Airways
Deal found 5/19![Breeze Airways logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 8/217:00 am
PWM
- SAN
2 stops40h 58m
Multiple Airlines
Deal found 5/18![Multiple Airlines logo]()
$207
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 6/175:36 pm
PWM
- SAN
1 stop9h 23m
American Airlines
Deal found 5/17![American Airlines logo]()
$210
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.
Tue 7/286:00 am
PWM
- SAN
2 stops12h 56m
Delta
Deal found 5/17![Delta logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 5/18. 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.
Thu 8/208:22 pm
PWM
- SAN
1 stop18h 58m
Breeze Airways
Deal found 5/18![Breeze Airways logo]()
$218
This Delta deal was found by Cheapflights users on 5/18. 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 8/226:05 am
PWM
- SAN
1 stop9h 28m
Delta
Deal found 5/18![Delta logo]()
$222
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 6/176:00 am
PWM
- SAN
2 stops14h 41m
United Airlines
Deal found 5/17![United Airlines logo]()
$224
This Delta deal was found by Cheapflights users on 5/18. 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 8/206:00 am
PWM
- SAN
2 stops14h 04m
Delta
Deal found 5/18![Delta logo]()
$227
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.
Thu 8/202:40 pm
PWM
- SAN
1 stop31h 20m
JetBlue
Deal found 5/16![JetBlue logo]()
$232
This United Airlines deal was found by Cheapflights users on 5/18. 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 8/213:37 pm
PWM
- SAN
1 stop9h 50m
United Airlines
Deal found 5/18![United Airlines logo]()
$244
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.
Fri 8/216:05 am
PWM
- SAN
2 stops15h 01m
Delta
Deal found 5/16![Delta logo]()
$249
Find flight deals from Portland to San Diego
Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to San Diego (SAN). 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 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $419 (Delta) |
One-way from | $191 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $527 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to San Diego 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 20, 2026.
Use the filters below to find and compare flights from Portland to San Diego that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Wed 8/12
6:05 am-11:07 am
1 stop8h 02m
San Diego
Wed 8/19
10:49 am-11:20 pm
1 stop9h 31m
$419
Quickest round-trip
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Tue 7/7
5:15 am-10:49 am
1 stop8h 34m
San Diego
Tue 7/14
10:30 pm-9:11 am
1 stop7h 41m
$419
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Tue 7/7
5:30 am-2:15 pm
2 stops11h 45m
San Diego
Tue 7/14
9:40 pm-9:55 am
1 stop9h 15m
$454
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Fri 8/28
2:38 pm-10:27 pm
2 stops10h 49m
San Diego
Mon 8/31
10:20 pm-9:08 am
1 stop7h 48m
$470
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Thu 7/9
3:20 pm-11:20 pm
1 stop11h 00m
San Diego
Mon 7/13
9:40 pm-9:55 am
1 stop9h 15m
$487
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Thu 7/9
4:52 pm-10:01 pm
1 stop8h 09m
San Diego
Sun 7/12
9:30 pm-2:19 pm
2 stops13h 49m
$492
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Thu 6/18
6:00 am-1:21 pm
1 stop10h 21m
San Diego
Wed 6/24
1:05 pm-12:52 am
1 stop8h 47m
$513
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Fri 6/5
6:25 am-2:57 pm
2 stops11h 32m
San Diego
Wed 6/17
1:05 pm-12:52 am
1 stop8h 47m
$518
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Tue 9/1
1:17 pm-7:00 pm
1 stop8h 43m
San Diego
Wed 9/2
11:50 am-12:14 am
1 stop9h 24m
$522
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Thu 6/25
5:20 pm-11:20 pm
1 stop9h 00m
San Diego
Sun 6/28
9:40 pm-9:45 am
1 stop9h 05m
$523
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from Portland to San Diego
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to San Diego in May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Portland, Maine-San Diego flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-San Diego flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-San Diego flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Portland, Maine-San Diego flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-San Diego flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Portland to San Diego
Have a flexible travel schedule? Discover the best time to fly to San Diego from Portland with our price prediction graph.
PWM-SAN
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 Diego
How far ahead should I book a flight from Portland, Maine to San Diego?
To ensure you get the cheapest price possible for a flight from Portland, Maine to San Diego, you should look to book at least 83 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 Diego?
Currently, September is the cheapest month in which you can book a flight from Portland, Maine to San Diego (average of $382). Flying from Portland, Maine to San Diego in December is currently the most expensive (average of $686). 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 Diego?
Reviews of airlines servicing San Diego
Get insights into the airlines that provide service to San Diego. 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 Diego. Reviews last updated May 20, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Portland to San Diego. 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.
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
7.9
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
7.9
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
7.9
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
7.9
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
7.9
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
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Top 4 airlines flying from Portland to San Diego
Discover the top 4 airlines that operate flights from Portland to San Diego. 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 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$311 | Average$486 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$312 | Average$502 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$325 | Average$486 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$365 | Average$527 | FlexibilityNo cancel fee | On-time69% |