$193+ Cheap flights from Portland, ME to San Diego (PWM - SAN)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SAN
Dec 9 — Dec 161
Round-trip
1 adult, Economy
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Find cheap flights from Portland to San Diego with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Portland to San Diego
Cheapest
Best
Last-minute
One-way
Cheapest flights from Portland to San DiegoExplore 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 9, 2026.
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 9, 2026.
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:00 am -
1 stop8h 51m
Tue 12/86:15 am -
1 stop6h 56m
Deal found 11/7![Delta logo]()
$407
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.
Wed 12/23:25 pm -
2 stops10h 45m
Sat 12/59:55 pm -
1 stop9h 35m
Deal found 11/9![Southwest logo]()
$412
This United Airlines deal was found by Cheapflights users on 11/5. 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 12/175:15 am -
1 stop9h 14m
Thu 12/319:42 pm -
1 stop8h 25m
Deal found 11/5![United Airlines logo]()
$413
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/159:38 am -
1 stop8h 40m
Sat 12/199:50 pm -
1 stop9h 56m
Deal found 11/8![United Airlines logo]()
$419
This Southwest deal was found by Cheapflights users on 11/5. 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.
Thu 12/175:10 pm -
1 stop9h 10m
Thu 12/318:05 pm -
2 stops10h 45m
Deal found 11/5![Southwest logo]()
$445
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.
Wed 12/95:15 am -
1 stop8h 35m
Sun 12/139:55 pm -
1 stop8h 55m
Deal found 11/9![Southwest logo]()
$467
Best flights from Portland to San DiegoDiscover carefully curated flight deals from Portland to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 9, 2026.
Discover carefully curated flight deals from Portland to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 9, 2026.
This Delta deal was found by Cheapflights users on 11/5. 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 1/76:17 am -
2 stops11h 15m
Mon 1/111:00 pm -
1 stop7h 55m
Deal found 11/5![Delta logo]()
$390
This Southwest deal was found by Cheapflights users on 11/5. 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 1/133:25 pm -
1 stop8h 40m
Wed 1/209:50 am -
2 stops9h 00m
Deal found 11/5![Southwest logo]()
$390
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.
Wed 12/23:25 pm -
2 stops10h 45m
Sat 12/59:55 pm -
1 stop9h 35m
Deal found 11/9![Southwest logo]()
$412
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/83:10 pm -
1 stop8h 37m
Mon 1/117:04 pm -
2 stops14h 03m
Deal found 11/7![Delta logo]()
$452
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/75:30 am -
1 stop8h 40m
Tue 1/129:40 pm -
1 stop14h 10m
Deal found 11/8![Southwest logo]()
$427
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/712:55 pm -
1 stop11h 10m
Mon 1/117:25 am -
1 stop11h 25m
Deal found 11/8![Southwest logo]()
$442
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.
Thu 2/184:20 pm -
1 stop10h 10m
Sun 2/217:35 pm -
2 stops9h 30m
Deal found 11/9![Southwest logo]()
$487
Last-minute flights from Portland to San DiegoDiscover last-minute flight deals from Portland to San Diego. Data last updated November 9, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Diego. Data last updated November 9, 2026 and is based on user searches.
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.
Wed 12/23:25 pm -
2 stops10h 45m
Sat 12/59:55 pm -
1 stop9h 35m
Deal found 11/9![Southwest logo]()
$412
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:00 am -
1 stop8h 51m
Tue 12/86:15 am -
1 stop6h 56m
Deal found 11/7![Delta logo]()
$407
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.
Wed 12/95:15 am -
1 stop8h 35m
Sun 12/139:55 pm -
1 stop8h 55m
Deal found 11/9![Southwest logo]()
$467
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/159:38 am -
1 stop8h 40m
Sat 12/199:50 pm -
1 stop9h 56m
Deal found 11/8![United Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 11/5. 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 12/175:15 am -
1 stop9h 14m
Thu 12/319:42 pm -
1 stop8h 25m
Deal found 11/5![United Airlines logo]()
$413
This Southwest deal was found by Cheapflights users on 11/5. 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.
Thu 12/175:10 pm -
1 stop9h 10m
Thu 12/318:05 pm -
2 stops10h 45m
Deal found 11/5![Southwest logo]()
$445
One-way flights from Portland to San DiegoSearch for one-way flight options from Portland to San Diego. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
Search for one-way flight options from Portland to San Diego. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
This American Airlines deal was found by Cheapflights users on 11/5. 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.
Tue 12/87:01 am -
1 stop8h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![American Airlines logo]()
$193
This United Airlines deal was found by Cheapflights users on 11/5. 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 12/89:38 am -
2 stops10h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![United Airlines logo]()
$198
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/163:25 pm -
1 stop8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Southwest logo]()
$204
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1612:49 pm -
2 stops14h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Delta logo]()
$209
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 1/293:10 pm -
1 stop8h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Delta logo]()
$229
This American Airlines deal was found by Cheapflights users on 11/6. 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 1/297:00 am -
1 stop9h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![American Airlines logo]()
$244
This deal was found by Cheapflights users on 11/4. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/273:14 pm -
1 stop9h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![United Airlines logo]()
$258
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/169:48 am -
3 stops29h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Multiple Airlines logo]()
$261
This Southwest deal was found by Cheapflights users on 11/6. 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.
Thu 12/2412:45 pm -
1 stop11h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Southwest logo]()
$264
This United Airlines deal was found by Cheapflights users on 11/5. 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 1/299:10 am -
3 stops18h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![United Airlines logo]()
$268
Find 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 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $385 (Delta) |
One-way from | $193 (American Airlines) |
Popular in | March |
Cheapest in | January |
Average price | $504 |
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 7,457,451 searches. Data last updated November 9, 2026.
Use the filters below to find and compare flights from Portland to San Diego that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandSan Diego
PWM Portland - SAN San Diego
PWMSAN
Portland
Thu 2/25
3:05 pm-11:57 pm
1 stop11h 52m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$193
PortlandSan Diego
PWM Portland - SAN San Diego
PWMSAN
Portland
Fri 1/29
3:10 pm-8:47 pm
1 stop8h 37m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$193
PortlandSan Diego
PWM Portland - SAN San Diego
PWMSAN
Portland
Thu 2/25
8:40 am-4:35 pm
2 stops10h 55m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$198
Quickest round-trip
PortlandSan Diego
PWM Portland - SAN San Diego
PWMSAN
Portland
Wed 12/16
3:25 pm-9:00 pm
1 stop8h 35m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$204
PortlandSan Diego
PWM Portland - SAN San Diego
PWMSAN
Portland
Wed 12/16
12:49 pm-11:58 pm
2 stops14h 09m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$209
PortlandSan Diego
PWM Portland - SAN San Diego
PWMSAN
Portland
Fri 2/19
11:40 am-8:41 pm
2 stops12h 01m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$234
PortlandSan Diego
PWM Portland - SAN San Diego
PWMSAN
Portland
Mon 3/22
12:50 pm-6:27 pm
1 stop8h 37m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$264
PortlandSan Diego
PWM Portland - SAN San Diego
PWMSAN
Portland
Thu 1/7
6:17 am-2:32 pm
2 stops11h 15m
San Diego
Mon 1/11
1:00 pm-11:55 pm
1 stop7h 55m
$390
PortlandSan Diego
PWM Portland - SAN San Diego
PWMSAN
Portland
Wed 1/13
3:25 pm-9:05 pm
1 stop8h 40m
San Diego
Wed 1/20
9:50 am-9:50 pm
2 stops9h 00m
$390
PortlandSan Diego
PWM Portland - SAN San Diego
PWMSAN
Portland
Wed 12/2
3:25 pm-11:10 pm
2 stops10h 45m
San Diego
Sat 12/5
9:55 pm-10:30 am
1 stop9h 35m
$412
Showing 1-10 of 14 resultsSorted by cheapest first
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.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Portland, Maine-San Diego flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-San Diego flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.
PWM-SAN
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?
To ensure you get the cheapest price possible for a flight from Portland, Maine to San Diego, you should look to book at least 42 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 $426). Flying from Portland, Maine to San Diego in March is currently the most expensive (average of $687). 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.
How much does it cost to fly round-trip from Portland, Maine to San Diego?
Airfare is below average for this route at the moment.
Portland, Maine to San Diego flights typically cost between $408 and $526 in January.The cheapest round-trip price found within the last 5 days was $385 on Delta (Jan 7-Jan 11).
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 9, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited 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.
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.4
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.4
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.4
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.4
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.4
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
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.
Traveling to a place near San Diego?
Book flights to San Diego if you plan to visit one of these locationsEl Cajon
National City
Chula Vista
San Ysidro
Poway
Coronado
La Mesa
Julian
Santee
Lemon Grove
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Portland and San Diego flights
Browse other Portland and San Diego flight options. Last updated on November 9, 2026.
Other flights from Portland
Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on November 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to San Diego
Explore flights to San Diego departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on November 9, 2026.
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 7,457,451 searches. Data last updated November 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$366 | Average$581 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$371 | Average$560 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$372 | Average$480 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$373 | Average$626 | FlexibilityNo cancel fee | On-time69% |