San Diego

$168+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SAN
Feb 20 — Feb 271
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Cheap flight deals from Portland to San Diego

Cheapest flights from Portland to San Diego
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 January 21, 2026.

This American Airlines deal was found by Cheapflights users on 1/20. 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 2/2112:29 pm
PWM
-
SAN
1 stop9h 55m
American Airlines
Tue 2/246:20 am
SAN
-
PWM
1 stop7h 47m
American Airlines
Deal found 1/20$347
This Delta deal was found by Cheapflights users on 1/20. 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 2/2112:45 pm
PWM
-
SAN
1 stop8h 31m
Delta
Tue 2/247:20 am
SAN
-
PWM
2 stops13h 58m
Delta
Deal found 1/20$349
This Southwest deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/231:00 pm
PWM
-
SAN
1 stop11h 30m
Southwest
Tue 2/249:45 pm
SAN
-
PWM
1 stop14h 10m
Southwest
Deal found 1/20$353
This American Airlines deal was found by Cheapflights users on 1/20. 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 2/2312:29 pm
PWM
-
SAN
1 stop9h 55m
American Airlines
Wed 2/2511:56 am
SAN
-
PWM
1 stop7h 34m
American Airlines
Deal found 1/20$359
This Southwest deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/235:35 am
PWM
-
SAN
2 stops12h 55m
Southwest
Wed 2/256:50 pm
SAN
-
PWM
2 stops15h 55m
Southwest
Deal found 1/20$363
This United Airlines deal was found by Cheapflights users on 1/20. 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 2/226:00 am
PWM
-
SAN
1 stop9h 29m
United Airlines
Tue 2/249:00 am
SAN
-
PWM
2 stops11h 20m
United Airlines
Deal found 1/20$364
This American Airlines deal was found by Cheapflights users on 1/20. 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 3/136:17 am
PWM
-
SAN
1 stop17h 03m
American Airlines
Wed 3/186:20 am
SAN
-
PWM
1 stop14h 14m
American Airlines
Deal found 1/20$365
This American Airlines deal was found by Cheapflights users on 1/20. 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 3/412:29 pm
PWM
-
SAN
1 stop9h 55m
American Airlines
Sat 3/79:41 pm
SAN
-
PWM
1 stop9h 38m
American Airlines
Deal found 1/20$366
This American Airlines deal was found by Cheapflights users on 1/21. 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 2/1812:29 pm
PWM
-
SAN
2 stops13h 05m
American Airlines
Wed 2/2511:56 am
SAN
-
PWM
1 stop7h 34m
American Airlines
Deal found 1/21$369
This American Airlines deal was found by Cheapflights users on 1/21. 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 2/2312:29 pm
PWM
-
SAN
1 stop9h 55m
American Airlines
Fri 2/276:20 am
SAN
-
PWM
1 stop7h 47m
American Airlines
Deal found 1/21$371

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 January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$347
(American Airlines)

One-way from

$168
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$426
Provider with most accurate pricing for Portland-San Diego flight deals.
Provider most trusted by Cheapflights users for Portland-San Diego flights.
From Portland to San Diego
One-way flight from Portland to San Diego
Highest demand for flights based on searches. 1% potential increase in price ($6 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Average for round-trip flights in January 2026

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 January 21, 2026.
Use the filters below to find and compare flights from Portland to San Diego that are best for you.

Fly from

Portland

Fly to

San Diego

Route

Depart

Return

Price

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Sat 2/21

12:45 pm-10:49 pm

2 stops13h 04m

San Diego

Tue 2/24

6:45 pm-12:00 pm

2 stops14h 15m

$355

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Mon 2/23

1:00 pm-9:30 pm

1 stop11h 30m

San Diego

Wed 2/25

6:50 pm-1:45 pm

2 stops15h 55m

$358

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Mon 2/23

12:29 pm-7:24 pm

1 stop9h 55m

San Diego

Wed 2/25

11:56 am-10:30 pm

1 stop7h 34m

$359

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Fri 3/13

6:17 am-8:20 pm

1 stop17h 03m

San Diego

Wed 3/18

6:20 am-11:34 pm

1 stop14h 14m

$365

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Mon 2/23

12:29 pm-7:24 pm

1 stop9h 55m

San Diego

Fri 2/27

6:20 am-5:07 pm

1 stop7h 47m

$371

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Sat 4/25

10:00 am-3:15 pm

1 stop8h 15m

San Diego

Sat 5/2

7:01 am-6:23 pm

1 stop8h 22m

$373

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Wed 3/18

2:30 pm-8:48 pm

1 stop9h 18m

San Diego

Wed 3/25

9:55 pm-1:50 pm

2 stops12h 55m

$378

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Sun 2/22

4:50 pm-11:25 pm

1 stop9h 35m

San Diego

Tue 2/24

9:45 pm-2:55 pm

1 stop14h 10m

$383

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Sat 4/25

7:07 am-3:47 pm

2 stops11h 40m

San Diego

Sat 5/2

7:20 pm-10:18 am

2 stops11h 58m

$384

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Tue 2/24

12:13 pm-6:16 pm

1 stop9h 03m

$168

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 18 results
1
2

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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 Expedia the most. Expedia 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.
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 January 16, 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 40 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, March is the cheapest month in which you can book a flight from Portland, Maine to San Diego (average of $118). Flying from Portland, Maine to San Diego in July is currently the most expensive (average of $197). 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 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 January 21, 2026.
Read reviews from past customers who have flown Southwest, Delta, and United 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

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.
  • How long is the flight from Portland, Maine to San Diego?

    For as low as $359, Delta can have you in San Diego from Portland, Maine in 9h 55m. The distance between Portland, Maine and San Diego is about 2616 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Portland, Maine to San Diego round-trip?

    Delta, at $311, was found to be the cheapest airline from Portland, Maine to San Diego.Alternate airlines to your destination round-trip include American Airlines and Southwest. These flights start at 38% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Portland, Maine to San Diego one-way?

    One-way options have recently been found by users for as low as $101 on American Airlines. Other airlines that offer cheap prices include Delta from $156 and Southwest from $168 one-way.

  • Can I find deals for flights from Portland to San Diego that include hotel bookings?

    Yes. In addition to deals on Portland to San Diego flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to San Diego?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to San Diego.

  • Can I find deals for business class flights from Portland to San Diego?

    Yes. Cheapflights offers flight deals from Portland to San Diego by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland, Maine to San Diego?

    Currently, March is the cheapest month in which you can book a flight from Portland, Maine to San Diego (average of $118). Flying from Portland, Maine to San Diego in July is currently the most expensive (average of $197). 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.

See more FAQs

Traveling to a place near San Diego?

Book flights to San Diego if you plan to visit one of these locations
El Cajon
Chula Vista
National City
Coronado
La Mesa
Poway
Julian
Lemon Grove

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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 January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$311Average$457FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$322Average$429FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$325Average$521FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$365Average$505FlexibilityNo cancel feeOn-time69%

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