$200+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SAN
May 17 — May 241
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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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 April 17, 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 April 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/16. 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.
Mon 8/247:00 am
PWM
- SAN
1 stop31h 39m
Breeze Airways
Sat 8/291:22 pm
SAN
- PWM
1 stop27h 20m
Breeze Airways
Deal found 4/16![Breeze Airways logo]()
$369
This Delta deal was found by Cheapflights users on 4/14. 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.
Tue 5/126:25 am
PWM
- SAN
1 stop8h 26m
Delta
Tue 5/191:10 pm
SAN
- PWM
1 stop8h 33m
Delta
Deal found 4/14![Delta logo]()
$399
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Tue 5/195:30 am
PWM
- SAN
1 stop8h 46m
United Airlines
Sat 5/2312:57 pm
SAN
- PWM
1 stop7h 54m
United Airlines
Deal found 4/15![United Airlines logo]()
$410
This Southwest deal was found by Cheapflights users on 4/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/121:00 pm
PWM
- SAN
1 stop8h 55m
Southwest
Tue 5/199:40 pm
SAN
- PWM
1 stop11h 40m
Southwest
Deal found 4/14![Southwest logo]()
$413
This Delta deal was found by Cheapflights users on 4/15. 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.
Tue 5/196:02 am
PWM
- SAN
2 stops13h 28m
Delta
Sat 5/2310:15 pm
SAN
- PWM
2 stops11h 23m
Delta
Deal found 4/15![Delta logo]()
$420
This Delta deal was found by Cheapflights users on 4/13. 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.
Mon 5/42:51 pm
PWM
- SAN
1 stop8h 56m
Delta
Mon 5/111:10 pm
SAN
- PWM
1 stop8h 33m
Delta
Deal found 4/13![Delta logo]()
$421
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 April 17, 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 April 17, 2026.
This United Airlines deal was found by Cheapflights users on 4/13. 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.
Tue 5/195:30 am
PWM
- SAN
1 stop8h 46m
United Airlines
Sun 5/246:20 am
SAN
- PWM
2 stops10h 07m
United Airlines
Deal found 4/13![United Airlines logo]()
$448
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/196:02 am
PWM
- SAN
2 stops13h 28m
Delta
Sun 5/246:15 am
SAN
- PWM
2 stops13h 50m
Delta
Deal found 4/12![Delta logo]()
$453
This Southwest deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/73:40 pm
PWM
- SAN
1 stop8h 25m
Southwest
Wed 10/1410:55 am
SAN
- PWM
1 stop7h 35m
Southwest
Deal found 4/12![Southwest logo]()
$487
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/294:48 pm
PWM
- SAN
2 stops9h 55m
Delta
Mon 6/110:15 pm
SAN
- PWM
2 stops12h 43m
Delta
Deal found 4/12![Delta logo]()
$464
This United Airlines deal was found by Cheapflights users on 4/13. 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.
Fri 5/83:23 pm
PWM
- SAN
2 stops11h 36m
United Airlines
Tue 5/1210:46 am
SAN
- PWM
1 stop7h 33m
United Airlines
Deal found 4/13![United Airlines logo]()
$484
This United Airlines deal was found by Cheapflights users on 4/13. 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 5/236:00 am
PWM
- SAN
1 stop8h 21m
United Airlines
Wed 5/2710:30 pm
SAN
- PWM
1 stop7h 41m
United Airlines
Deal found 4/13![United Airlines logo]()
$520
Last-minute flights from Portland to San DiegoDiscover last-minute flight deals from Portland to San Diego. Data last updated April 17, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Diego. Data last updated April 17, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 4/13. 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.
Mon 5/42:51 pm
PWM
- SAN
1 stop8h 56m
Delta
Mon 5/111:10 pm
SAN
- PWM
1 stop8h 33m
Delta
Deal found 4/13![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 4/14. 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.
Tue 5/126:25 am
PWM
- SAN
1 stop8h 26m
Delta
Tue 5/191:10 pm
SAN
- PWM
1 stop8h 33m
Delta
Deal found 4/14![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 4/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/121:00 pm
PWM
- SAN
1 stop8h 55m
Southwest
Tue 5/199:40 pm
SAN
- PWM
1 stop11h 40m
Southwest
Deal found 4/14![Southwest logo]()
$413
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Tue 5/195:30 am
PWM
- SAN
1 stop8h 46m
United Airlines
Sat 5/2312:57 pm
SAN
- PWM
1 stop7h 54m
United Airlines
Deal found 4/15![United Airlines logo]()
$410
This Delta deal was found by Cheapflights users on 4/15. 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.
Tue 5/196:02 am
PWM
- SAN
2 stops13h 28m
Delta
Sat 5/2310:15 pm
SAN
- PWM
2 stops11h 23m
Delta
Deal found 4/15![Delta logo]()
$420
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 April 17, 2026.
Search for one-way flight options from Portland to San Diego. Find affordable one-way fares based on user searches. Data last updated April 17, 2026.
This American Airlines deal was found by Cheapflights users on 4/13. 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 9/18:00 am
PWM
- SAN
1 stop8h 07m
American Airlines
Deal found 4/13![American Airlines logo]()
$200
This Delta deal was found by Cheapflights users on 4/15. 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.
Thu 5/1412:50 pm
PWM
- SAN
1 stop8h 11m
Delta
Deal found 4/15![Delta logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/13:16 pm
PWM
- SAN
3 stops23h 28m
Breeze Airways
Deal found 4/13![Breeze Airways logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:06 pm
PWM
- SAN
3 stops57h 00m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$224
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Fri 5/223:05 pm
PWM
- SAN
1 stop8h 48m
American Airlines
Deal found 4/15![American Airlines logo]()
$244
This American Airlines deal was found by Cheapflights users on 4/16. 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.
Sat 6/273:05 pm
PWM
- SAN
1 stop8h 48m
American Airlines
Deal found 4/16![American Airlines logo]()
$257
This Southwest deal was found by Cheapflights users on 4/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/222:50 pm
PWM
- SAN
2 stops11h 15m
Southwest
Deal found 4/14![Southwest logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/229:52 am
PWM
- SAN
3 stops40h 52m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$266
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 April 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $369 (Kiwi.com) |
One-way from | $200 (American Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $531 |
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 April 17, 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
Tue 5/19
5:30 am-11:16 am
1 stop8h 46m
San Diego
Sun 5/24
6:20 am-7:27 pm
2 stops10h 07m
$448
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Tue 5/19
6:02 am-4:30 pm
2 stops13h 28m
San Diego
Sun 5/24
6:15 am-11:05 pm
2 stops13h 50m
$453
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Fri 5/29
4:48 pm-11:43 pm
2 stops9h 55m
San Diego
Mon 6/1
10:15 pm-1:58 pm
2 stops12h 43m
$464
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Fri 5/8
3:23 pm-11:59 pm
2 stops11h 36m
San Diego
Tue 5/12
10:46 am-9:19 pm
1 stop7h 33m
$484
Quickest round-trip
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Wed 10/7
3:40 pm-9:05 pm
1 stop8h 25m
San Diego
Wed 10/14
10:55 am-9:30 pm
1 stop7h 35m
$487
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Sat 5/23
6:00 am-11:21 am
1 stop8h 21m
San Diego
Wed 5/27
10:30 pm-9:11 am
1 stop7h 41m
$520
Cheapest one-way
Quickest one-way
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Thu 5/14
12:50 pm-6:01 pm
1 stop8h 11m
$211
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Fri 5/22
3:05 pm-8:53 pm
1 stop8h 48m
$244
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Sat 6/27
3:05 pm-8:53 pm
1 stop8h 48m
$257
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Fri 5/22
2:50 pm-11:05 pm
2 stops11h 15m
$259
Showing 1-10 of 16 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 April.
| 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?
Use this chart to determine the optimal time to book a round-trip flight from Portland to San Diego. Price data was last updated on April 10, 2026.
To ensure you get the cheapest price possible for a flight from Portland, Maine to San Diego, you should look to book at least 84 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 $388). 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 April 17, 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.
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Portland to San Diego. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near San Diego?
Book flights to San Diego if you plan to visit one of these locationsEl Cajon
Chula Vista
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Poway
Julian
Lemon Grove
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Portland and San Diego flights
Browse other Portland and San Diego flight options. Last updated on April 17, 2026.
Other flights from Portland
Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on April 17, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Other flights to San Diego
Explore flights to San Diego departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 17, 2026.
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 April 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$311 | Average$467 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$318 | Average$461 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$325 | Average$497 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$350 | Average$527 | FlexibilityNo cancel fee | On-time69% |