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$167+ 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
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 66 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 July 29, 2025.

Round-trip from

$333
(American Airlines)

One-way from

$167
(American Airlines)

Popular in

August

Cheapest in

January

Average price

$586
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. 5% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 29, 2025.

This American Airlines deal was found by Cheapflights users on 7/27. 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 8/206:30 amPWM - SAN
1 stop8h 45mAmerican Airlines
Sat 8/237:15 amSAN - PWM
1 stop8h 24mAmerican Airlines
Deal found 7/27$333
This United Airlines deal was found by Cheapflights users on 7/29. 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 8/316:14 amPWM - SAN
1 stop8h 26mUnited Airlines
Sat 9/68:00 amSAN - PWM
1 stop8h 29mUnited Airlines
Deal found 7/29$345
This Southwest deal was found by Cheapflights users on 7/29. 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 10/275:15 pmPWM - SAN
1 stop8h 15mSouthwest
Tue 11/412:00 pmSAN - PWM
1 stop7h 15mSouthwest
Deal found 7/29$346
This Trip.com deal was found by Cheapflights users on 7/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/32:17 pmPWM - SAN
1 stop8h 13mJetBlue
Mon 9/810:11 amSAN - PWM
1 stop8h 56mJetBlue
Deal found 7/28$349
This Delta deal was found by Cheapflights users on 7/27. 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 11/310:00 amPWM - SAN
1 stop16h 41mDelta
Sat 11/810:10 pmSAN - PWM
1 stop8h 22mDelta
Deal found 7/27$388

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 July 29, 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

Wed 8/20

6:30 am-12:15 pm

1 stop8h 45m

San Diego

Sat 8/23

7:15 am-6:39 pm

1 stop8h 24m

$333

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Sun 8/31

6:14 am-11:40 am

1 stop8h 26m

San Diego

Sat 9/6

8:00 am-7:29 pm

1 stop8h 29m

$345

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Mon 10/27

5:15 pm-10:30 pm

1 stop8h 15m

San Diego

Tue 11/4

12:00 pm-10:15 pm

1 stop7h 15m

$346

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Wed 9/3

2:17 pm-7:30 pm

1 stop8h 13m

San Diego

Mon 9/8

10:11 am-10:07 pm

1 stop8h 56m

$349

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Mon 11/3

10:00 am-11:41 pm

1 stop16h 41m

San Diego

Sat 11/8

10:10 pm-9:32 am

1 stop8h 22m

$388

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Wed 8/27

12:14 pm-6:32 pm

1 stop9h 18m

$167

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Fri 9/26

1:40 pm-11:42 pm

2 stops13h 02m

$202

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Sun 9/28

5:35 am-11:20 am

1 stop8h 45m

$224

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Wed 8/27

8:00 am-10:28 pm

3 stops17h 28m

$227

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Fri 9/26

3:56 pm-10:05 am

2 stops21h 09m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 12 results
1
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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 July 25, 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, 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 July 29, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest, and Delta 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,238 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,977 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Breeze Airways
8.0
Very good
190 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,899 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

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

    American Airlines, at $333, was found to be the cheapest airline from Portland, Maine to San Diego.Alternate airlines to your destination round-trip include United Airlines and Southwest. These flights start at 34% 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 $167 on American Airlines. Other airlines that offer cheap prices include Delta from $202 and Southwest from $224 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, 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
Coronado
Poway
National City
Lemon Grove
Imperial Beach
La Mesa
Alpine
Santee

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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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$322Average$448FlexibilityNo cancel feeOn-time71%
DeltaCheapest$331Average$475FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$366Average$518FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$371Average$508FlexibilityNo cancel feeOn-time69%

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