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$284+ 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 11/28. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SAN
Dec 10 — Dec 171
Wed 12/10
Wed 12/17
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 50 days in advance, depart on a Wednesday or Friday and return on a Saturday

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 November 10, 2025.

This Delta deal was found by Cheapflights users on 11/9. 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.
Tue 12/96:08 amPWM - SAN
2 stops15h 05mDelta
Tue 12/166:30 amSAN - PWM
2 stops14h 29mDelta
Deal found 11/9$320
This Southwest deal was found by Cheapflights users on 11/9. 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.
Tue 12/93:30 pmPWM - SAN
1 stop9h 05mSouthwest
Tue 12/1612:00 pmSAN - PWM
1 stop7h 15mSouthwest
Deal found 11/9$367
This Delta deal was found by Cheapflights users on 11/9. 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.
Fri 12/512:53 pmPWM - SAN
2 stops12h 52mDelta
Mon 12/86:30 amSAN - PWM
2 stops14h 29mDelta
Deal found 11/9$369
This American Airlines deal was found by Cheapflights users on 11/8. 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 12/512:39 pmPWM - SAN
1 stop9h 23mAmerican Airlines
Mon 12/810:45 pmSAN - PWM
1 stop9h 55mAmerican Airlines
Deal found 11/8$507
This United Airlines deal was found by Cheapflights users on 11/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/93:00 pmPWM - SAN
2 stops11h 42mUnited Airlines
Tue 12/165:45 pmSAN - PWM
3 stops17h 37mUnited Airlines
Deal found 11/9$512
This United Airlines deal was found by Cheapflights users on 11/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/54:25 pmPWM - SAN
1 stop26h 05mUnited Airlines
Mon 12/810:34 pmSAN - PWM
1 stop7h 36mUnited Airlines
Deal found 11/9$549
This Kiwi.com deal was found by Cheapflights users on 11/7. 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.
Wed 11/1911:21 amPWM - SAN
1 stop28h 15mMultiple Airlines
Fri 11/286:36 amSAN - PWM
2 stops25h 00mMultiple Airlines
Deal found 11/7$670
This Southwest deal was found by Cheapflights users on 11/7. 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 11/1912:45 pmPWM - SAN
2 stops12h 40mSouthwest
Fri 11/2810:55 amSAN - PWM
2 stops10h 25mSouthwest
Deal found 11/7$773

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 November 10, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$320
(Delta)

One-way from

$284
(United Airlines)

Popular in

April

Cheapest in

January

Average price

$446
Provider with most accurate pricing for Portland-San Diego flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-San Diego flights.
Search Deals
From Portland to San Diego
Search Deals
One-way flight from Portland to San Diego
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 10, 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

Tue 12/9

6:08 am-6:13 pm

2 stops15h 05m

San Diego

Tue 12/16

6:30 am-11:59 pm

2 stops14h 29m

$320

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Wed 1/14

5:30 am-4:40 pm

2 stops14h 10m

San Diego

Sun 1/18

6:30 am-10:29 pm

2 stops12h 59m

$364

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Tue 12/9

3:30 pm-9:35 pm

1 stop9h 05m

San Diego

Tue 12/16

12:00 pm-10:15 pm

1 stop7h 15m

$367

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Fri 12/5

12:53 pm-10:45 pm

2 stops12h 52m

San Diego

Mon 12/8

7:05 pm-12:13 pm

2 stops14h 08m

$369

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Fri 1/16

2:31 pm-8:47 pm

1 stop9h 16m

San Diego

Tue 1/20

6:00 pm-9:01 am

2 stops12h 01m

$408

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Fri 1/16

12:40 pm-10:26 pm

2 stops12h 46m

San Diego

Tue 1/20

9:21 am-11:43 pm

2 stops11h 22m

$413

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Sun 2/8

3:58 pm-10:58 pm

1 stop10h 00m

San Diego

Thu 2/12

6:35 am-6:03 pm

1 stop8h 28m

$420

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Fri 11/28

7:30 am-3:00 pm

1 stop10h 30m

$284

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Fri 11/28

5:30 am-1:45 pm

2 stops11h 15m

$316

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Tue 11/18

6:29 pm-12:36 pm

3 stops45h 07m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/8

Showing 1-10 of 15 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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland, Maine-San Diego flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 November 7, 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 49 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, January is the cheapest month in which you can book a flight from Portland, Maine to San Diego (average of $114). 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 November 10, 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
4,235 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

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
4,235 reviews
Southwest
8.0
Very good
4,235 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

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
7.9
Good
8,007 reviews
Southwest
8.0
Very good
4,235 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

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
9,012 reviews
Southwest
8.0
Very good
4,235 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

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
11,045 reviews
Southwest
8.0
Very good
4,235 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

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 $367, Delta can have you in San Diego from Portland, Maine in 9h 05m. 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 36% 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 $284 on United Airlines. Other airlines that offer cheap prices include Southwest from $316 and Breeze Airways from $325 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, January is the cheapest month in which you can book a flight from Portland, Maine to San Diego (average of $114). 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
Coronado
La Mesa
Poway
Lemon Grove
National City

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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 November 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$311Average$457FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$312Average$436FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$318Average$497FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$365Average$521FlexibilityNo cancel feeOn-time69%

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