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$142+ Cheap flights from San Diego to Portland, ME (SAN - PWM)

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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — PWM
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from San Diego to Portland are usually found in February or October, booked 21 days in advance, depart on a Saturday or Tuesday and return on a Wednesday

Cheap flight deals from San Diego to Portland

Discover tips and strategies to find the most affordable flight options for your journey from San Diego (SAN) to Portland (PWM). 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 agosto 14, 2025.

Round-trip from

$288
(American Airlines)

One-way from

$142
(American Airlines)

Popular in

November

Cheapest in

February

Average price

$465
From San Diego to Portland
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One-way flight from San Diego to Portland
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Highest demand for flights based on searches. 9% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from San Diego to Portland

Cheapest flights from San Diego to Portland
Explore the most affordable flight options available from San Diego to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/14. 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.
mié. 9/246:15 amSAN - PWM
2 stops10h 56mAmerican Airlines
mié. 10/11:57 pmPWM - SAN
1 stop8h 53mAmerican Airlines
Deal found 8/14$288
This United Airlines deal was found by Cheapflights users on 8/14. 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.
mié. 9/2412:35 pmSAN - PWM
1 stop8h 23mUnited Airlines
mié. 10/13:45 pmPWM - SAN
1 stop8h 39mUnited Airlines
Deal found 8/14$294
This Delta deal was found by Cheapflights users on 8/13. 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.
mar. 9/96:15 amSAN - PWM
1 stop8h 33mDelta
mié. 9/242:41 pmPWM - SAN
1 stop8h 52mDelta
Deal found 8/13$297
This Delta deal was found by Cheapflights users on 8/13. 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.
mar. 9/96:15 amSAN - PWM
1 stop8h 33mDelta
mié. 9/1012:53 pmPWM - SAN
2 stops13h 01mDelta
Deal found 8/13$302
This American Airlines deal was found by Cheapflights users on 8/14. 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.
jue. 9/46:22 amSAN - PWM
1 stop8h 17mAmerican Airlines
mar. 9/91:57 pmPWM - SAN
1 stop8h 53mAmerican Airlines
Deal found 8/14$304
This Delta deal was found by Cheapflights users on 8/13. 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.
mar. 9/91:05 pmSAN - PWM
1 stop8h 48mDelta
jue. 9/255:00 pmPWM - SAN
1 stop7h 47mDelta
Deal found 8/13$311
This American Airlines deal was found by Cheapflights users on 8/14. 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.
mié. 10/87:15 amSAN - PWM
2 stops9h 59mAmerican Airlines
mié. 10/154:15 pmPWM - SAN
1 stop8h 06mAmerican Airlines
Deal found 8/14$315
This Delta deal was found by Cheapflights users on 8/13. 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.
mar. 9/910:37 amSAN - PWM
1 stop10h 26mDelta
vie. 9/265:00 pmPWM - SAN
1 stop7h 47mDelta
Deal found 8/13$317

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego to Portland 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 agosto 14, 2025.
Use the filters below to find and compare flights from San Diego to Portland that are best for you.

Fly from

San Diego

Fly to

Portland

Route

Depart

Return

Price

San DiegoPortland

SAN - PWM

SANPWM

San Diego

mié. 9/24

6:15 am-8:11 pm

2 stops10h 56m

Portland

mié. 10/1

1:57 pm-7:50 pm

1 stop8h 53m

$288

San DiegoPortland

SAN - PWM

SANPWM

San Diego

mié. 9/24

12:35 pm-11:58 pm

1 stop8h 23m

Portland

mié. 10/1

3:45 pm-9:24 pm

1 stop8h 39m

$294

San DiegoPortland

SAN - PWM

SANPWM

San Diego

mar. 9/9

6:15 am-5:48 pm

1 stop8h 33m

Portland

mié. 9/10

2:36 pm-8:41 pm

1 stop9h 05m

$297

San DiegoPortland

SAN - PWM

SANPWM

San Diego

mar. 9/9

12:09 pm-12:03 am

1 stop8h 54m

Portland

mar. 9/23

6:35 am-11:41 am

1 stop8h 06m

$297

San DiegoPortland

SAN - PWM

SANPWM

San Diego

mié. 9/10

12:09 pm-12:03 am

1 stop8h 54m

Portland

mié. 9/24

2:41 pm-8:33 pm

1 stop8h 52m

$297

San DiegoPortland

SAN - PWM

SANPWM

San Diego

mar. 9/9

6:15 am-5:48 pm

1 stop8h 33m

Portland

mié. 9/24

2:41 pm-8:33 pm

1 stop8h 52m

$297

San DiegoPortland

SAN - PWM

SANPWM

San Diego

mié. 9/10

12:09 pm-12:03 am

1 stop8h 54m

Portland

mar. 9/23

2:41 pm-8:33 pm

1 stop8h 52m

$297

San DiegoPortland

SAN - PWM

SANPWM

San Diego

mar. 10/7

10:45 pm-11:14 am

1 stop9h 29m

$142

San DiegoPortland

SAN - PWM

SANPWM

San Diego

sáb. 10/18

10:10 am-10:02 pm

1 stop8h 52m

$154

San DiegoPortland

SAN - PWM

SANPWM

San Diego

lun. 9/15

10:45 pm-12:29 pm

1 stop10h 44m

$163

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 16 results
1
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Best time to book a flight from San Diego to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from San Diego 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 San Diego to Portland

How far ahead should I book a flight from San Diego to Portland, Maine?

Use this chart to determine the optimal time to book a round-trip flight from San Diego to Portland. Price data was last updated on August 8, 2025.

To ensure you get the cheapest price possible for a flight from San Diego to Portland, Maine, you should look to book at least 21 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 San Diego to Portland, Maine?

Currently, January is the cheapest month in which you can book a flight from San Diego to Portland, Maine (average of $296). Flying from San Diego to Portland, Maine in July is currently the most expensive (average of $394). 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.

What is the cheapest time of day to fly from SAN to PWM?

Find hourly flight availability from San Diego to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated agosto 14, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 17% on flights from San Diego to Portland, Maine by exploring options for tickets in the afternoon.

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated agosto 14, 2025.
Read through reviews of airlines operating flights from San Diego to Portland, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

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
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

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
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

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
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

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
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

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 San Diego to Portland. 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 San Diego to Portland, Maine round-trip?

    Currently priced at $312, Delta will fly you from San Diego to Portland, Maine and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and United Airlines - these airlines can fly you to your destination from $332 and $333, respectively. You may be able to fly from San Diego to Portland, Maine for 37% less than the average price by searching for these airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from San Diego to Portland 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 San Diego to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from San Diego to Portland, Maine (average of $296). Flying from San Diego to Portland, Maine in July is currently the most expensive (average of $394). 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
Brunswick
North Conway
Auburn
Conway
Lewiston

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Top 4 airlines flying from San Diego to Portland

Discover the top 4 airlines that operate flights from San Diego to Portland. 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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$312Average$470FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$332Average$434FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$333Average$587FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$397Average$501FlexibilityNo cancel feeOn-time63%

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