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$157+ 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SAN
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to San Diego are usually found in January or September, booked 77 days in advance, depart on a Wednesday or Friday and return on a Saturday

Cheap 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 September 11, 2025.

Round-trip from

$249
(American Airlines)

One-way from

$157
(Delta)

Popular in

August

Cheapest in

January

Average price

$407
From Portland to San Diego
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One-way flight from Portland to San Diego
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Highest demand for flights based on searches. 1% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/11. 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 10/49:18 amPWM - SAN
1 stop9h 35mAmerican Airlines
Tue 10/710:53 amSAN - PWM
1 stop8h 52mAmerican Airlines
Deal found 9/11$249
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/294:15 pmPWM - SAN
1 stop8h 06mAmerican Airlines
Mon 11/310:49 pmSAN - PWM
1 stop10h 19mAmerican Airlines
Deal found 9/10$273
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/23:45 pmPWM - SAN
1 stop8h 39mUnited Airlines
Tue 10/711:08 amSAN - PWM
2 stops9h 51mUnited Airlines
Deal found 9/10$278
This Southwest deal was found by Cheapflights users on 9/9. 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 11/193:30 pmPWM - SAN
1 stop9h 05mSouthwest
Wed 11/2610:50 amSAN - PWM
1 stop10h 15mSouthwest
Deal found 9/9$295
This Delta deal was found by Cheapflights users on 9/10. 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 10/21:35 pmPWM - SAN
1 stop8h 56mDelta
Tue 10/711:00 amSAN - PWM
1 stop8h 19mDelta
Deal found 9/10$297
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/16:00 amPWM - SAN
2 stops10h 50mDelta
Tue 10/711:00 amSAN - PWM
1 stop8h 19mDelta
Deal found 9/10$302
This Delta deal was found by Cheapflights users on 9/9. 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 12/32:34 pmPWM - SAN
1 stop9h 12mDelta
Fri 12/51:12 pmSAN - PWM
1 stop7h 47mDelta
Deal found 9/9$305
This Delta deal was found by Cheapflights users on 9/10. 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 10/212:40 pmPWM - SAN
2 stops13h 19mDelta
Mon 10/69:48 pmSAN - PWM
2 stops12h 18mDelta
Deal found 9/10$307
This Delta deal was found by Cheapflights users on 9/10. 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 10/31:35 pmPWM - SAN
1 stop9h 50mDelta
Wed 10/87:25 amSAN - PWM
2 stops13h 40mDelta
Deal found 9/10$310

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 September 11, 2025.
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 10/4

9:18 am-3:53 pm

1 stop9h 35m

San Diego

Tue 10/7

10:53 am-10:45 pm

1 stop8h 52m

$249

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Wed 10/29

4:15 pm-9:21 pm

1 stop8h 06m

San Diego

Mon 11/3

10:49 pm-12:08 pm

1 stop10h 19m

$273

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Wed 11/19

12:45 pm-9:05 pm

2 stops11h 20m

San Diego

Wed 11/26

10:50 am-12:05 am

1 stop10h 15m

$300

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Thu 10/2

12:40 pm-6:00 pm

1 stop8h 20m

San Diego

Mon 10/6

9:48 pm-10:49 am

2 stops10h 01m

$302

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Wed 12/3

2:34 pm-8:46 pm

1 stop9h 12m

San Diego

Fri 12/5

1:12 pm-11:59 pm

1 stop7h 47m

$305

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Wed 12/3

2:34 pm-8:46 pm

1 stop9h 12m

San Diego

Mon 12/8

1:12 pm-11:59 pm

1 stop7h 47m

$305

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Thu 11/13

4:53 pm-11:55 pm

2 stops10h 02m

San Diego

Wed 11/19

7:20 am-11:54 pm

2 stops13h 34m

$307

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Sat 10/4

6:00 am-6:33 pm

2 stops15h 33m

San Diego

Tue 10/7

6:15 am-12:05 am

2 stops14h 50m

$307

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Wed 10/1

12:40 pm-6:00 pm

1 stop8h 20m

San Diego

Mon 10/6

10:10 pm-1:58 pm

1 stop12h 48m

$320

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Fri 10/24

4:48 pm-9:53 pm

1 stop8h 05m

San Diego

Sun 10/26

10:20 pm-1:58 pm

2 stops12h 38m

$334

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 18 results
1
2

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 August 29, 2025.

To ensure you get the cheapest price possible for a flight from Portland, Maine to San Diego, you should look to book at least 77 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, August is the cheapest month in which you can book a flight from Portland, Maine to San Diego (average of $286). Flying from Portland, Maine to San Diego in March is currently the most expensive (average of $366). 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 September 11, 2025.
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.
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

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.
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

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.
Delta
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

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.
United Airlines
7.4
Good
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

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.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

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 $302, American Airlines can have you in San Diego from Portland, Maine in 8h 20m. 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?

    American Airlines, at $312, was found to be the cheapest airline from Portland, Maine to San Diego.Alternate airlines to your destination round-trip include Southwest and Delta. These flights start at 37% lower than the current average price 3 months from now.

  • 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, August is the cheapest month in which you can book a flight from Portland, Maine to San Diego (average of $286). Flying from Portland, Maine to San Diego in March is currently the most expensive (average of $366). 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
La Mesa
Poway
Lemon Grove
Coronado
Imperial Beach
National City
Alpine

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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$312Average$450FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$325Average$501FlexibilityNo cancel feeOn-time63%
DeltaCheapest$331Average$532FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$375Average$526FlexibilityNo cancel feeOn-time69%

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