San Diego

$154+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SAN
Jul 7 — Jul 141
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Cheapflights Tip: The best prices from Portland to San Diego are usually found in January or May, 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 2, 2025.

Round-trip from

$287
(JetBlue)

One-way from

$154
(JetBlue)

Popular in

June

Cheapest in

January

Average price

$536
From Portland to San Diego
One-way flight from Portland to San Diego
Highest demand for flights based on searches. 4% potential increase in price ($26 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in July 2025

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 2, 2025.

This JetBlue deal was found by Cheapflights users on 6/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/242:17 pmPWM - SAN
1 stop8h 13mJetBlue
Mon 10/610:10 amSAN - PWM
1 stop8h 52mJetBlue
Deal found 6/30$287
This Southwest deal was found by Cheapflights users on 6/30. 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 8/133:40 pmPWM - SAN
1 stop9h 05mSouthwest
Wed 8/2011:30 amSAN - PWM
1 stop7h 55mSouthwest
Deal found 6/30$351
This Delta deal was found by Cheapflights users on 6/30. 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 8/166:00 amPWM - SAN
1 stop9h 28mDelta
Tue 8/1912:09 pmSAN - PWM
1 stop8h 54mDelta
Deal found 6/30$354
This American Airlines deal was found by Cheapflights users on 6/30. 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 8/156:30 amPWM - SAN
1 stop8h 45mAmerican Airlines
Tue 8/1911:11 amSAN - PWM
1 stop8h 17mAmerican Airlines
Deal found 6/30$378
This Mytrip deal was found by Cheapflights users on 7/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1712:58 pmPWM - SAN
2 stops23h 57mMultiple Airlines
Mon 7/216:15 amSAN - PWM
3 stops27h 50mMultiple Airlines
Deal found 7/2$473
This United Airlines deal was found by Cheapflights users on 7/1. 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 10/129:59 amPWM - SAN
2 stops13h 17mUnited Airlines
Sat 10/1810:46 amSAN - PWM
1 stop7h 58mUnited Airlines
Deal found 7/1$486
This Alaska Airlines deal was found by Cheapflights users on 6/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/33:56 pmPWM - SAN
3 stops20h 36mAlaska Airlines
Fri 10/246:25 pmSAN - PWM
2 stops23h 33mAlaska Airlines
Deal found 6/30$542

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 2, 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 9/24

2:17 pm-7:30 pm

1 stop8h 13m

San Diego

Mon 10/6

10:10 am-10:02 pm

1 stop8h 52m

$287

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Wed 8/13

3:40 pm-9:45 pm

1 stop9h 05m

San Diego

Wed 8/20

11:30 am-10:25 pm

1 stop7h 55m

$351

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Sat 8/16

6:00 am-12:28 pm

1 stop9h 28m

San Diego

Tue 8/19

12:09 pm-12:03 am

1 stop8h 54m

$354

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Fri 8/15

6:30 am-12:15 pm

1 stop8h 45m

San Diego

Tue 8/19

11:11 am-10:28 pm

1 stop8h 17m

$378

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Thu 7/17

12:58 pm-9:55 am

2 stops23h 57m

San Diego

Mon 7/21

6:15 am-1:05 pm

3 stops27h 50m

$473

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Sun 10/12

9:59 am-8:16 pm

2 stops13h 17m

San Diego

Sat 10/18

10:46 am-9:44 pm

1 stop7h 58m

$486

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Fri 10/3

3:56 pm-9:32 am

3 stops20h 36m

San Diego

Fri 10/24

6:25 pm-8:58 pm

2 stops23h 33m

$542

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Tue 9/9

2:17 pm-7:30 pm

1 stop8h 13m

$154

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Tue 8/26

6:30 am-2:07 pm

1 stop10h 37m

$176

PortlandSan Diego

PWM - SAN

PWMSAN

Portland

Sun 10/5

5:30 am-10:45 am

1 stop8h 15m

$203

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 14 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 June 27, 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 2, 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.

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.8

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.8

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.8

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
8.0
Very good

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.8

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.8

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.8

Boarding

8.1

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?

    JetBlue, at $287, 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 42% 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 $154 on JetBlue. Other airlines that offer cheap prices include American Airlines from $176 and Alaska Airlines from $245 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 Portland?

Book flights to Portland if you plan to visit one of these locations
El Cajon
Chula Vista
Coronado
National City
Lemon Grove
Imperial Beach
La Mesa
Poway
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 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$318Average$453FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$326Average$519FlexibilityNo cancel feeOn-time69%
DeltaCheapest$327Average$454FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$348Average$514FlexibilityNo cancel feeOn-time63%

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