$206+ 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 6/7. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SAN
Jun 9 — Jun 161
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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 May 10, 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 May 10, 2026.
This American Airlines deal was found by Cheapflights users on 5/10. 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 8/127:22 am
PWM
- SAN
1 stop8h 11m
American Airlines
Wed 8/196:25 am
SAN
- PWM
1 stop8h 41m
American Airlines
Deal found 5/10![American Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 5/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/274:56 pm
PWM
- SAN
1 stop8h 43m
United Airlines
Sat 5/3012:57 pm
SAN
- PWM
1 stop7h 54m
United Airlines
Deal found 5/6![United Airlines logo]()
$420
This Delta deal was found by Cheapflights users on 5/9. 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.
Wed 8/126:05 am
PWM
- SAN
1 stop8h 02m
Delta
Wed 8/196:15 am
SAN
- PWM
2 stops14h 05m
Delta
Deal found 5/9![Delta logo]()
$424
This Southwest deal was found by Cheapflights users on 5/6. 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.
Mon 9/143:40 pm
PWM
- SAN
1 stop10h 05m
Southwest
Wed 9/167:30 am
SAN
- PWM
2 stops10h 40m
Southwest
Deal found 5/6![Southwest logo]()
$425
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 5/273:05 pm
PWM
- SAN
2 stops10h 34m
American Airlines
Sat 5/306:15 am
SAN
- PWM
1 stop9h 14m
American Airlines
Deal found 5/6![American Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 5/7. 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 8/156:05 am
PWM
- SAN
1 stop8h 02m
Delta
Tue 8/181:10 pm
SAN
- PWM
1 stop8h 49m
Delta
Deal found 5/7![Delta logo]()
$430
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:50 pm
PWM
- SAN
2 stops13h 53m
Delta
Sat 5/306:30 am
SAN
- PWM
2 stops13h 39m
Delta
Deal found 5/6![Delta logo]()
$440
This Southwest deal was found by Cheapflights users on 5/9. 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 8/1310:30 am
PWM
- SAN
1 stop9h 40m
Southwest
Thu 8/2010:40 pm
SAN
- PWM
1 stop8h 10m
Southwest
Deal found 5/9![Southwest logo]()
$443
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 5/275:36 pm
PWM
- SAN
1 stop9h 23m
American Airlines
Fri 5/296:15 am
SAN
- PWM
1 stop9h 14m
American Airlines
Deal found 5/6![American Airlines logo]()
$453
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 May 10, 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 May 10, 2026.
This United Airlines deal was found by Cheapflights users on 5/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/274:56 pm
PWM
- SAN
1 stop8h 43m
United Airlines
Sat 5/3012:57 pm
SAN
- PWM
1 stop7h 54m
United Airlines
Deal found 5/6![United Airlines logo]()
$420
This Southwest deal was found by Cheapflights users on 5/6. 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.
Mon 9/1410:30 am
PWM
- SAN
1 stop9h 40m
Southwest
Wed 9/1610:50 am
SAN
- PWM
1 stop7h 20m
Southwest
Deal found 5/6![Southwest logo]()
$420
This Delta deal was found by Cheapflights users on 5/5. 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.
Wed 6/32:05 pm
PWM
- SAN
2 stops12h 10m
Delta
Wed 6/101:05 pm
SAN
- PWM
1 stop8h 47m
Delta
Deal found 5/5![Delta logo]()
$424
This Southwest deal was found by Cheapflights users on 5/8. 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 6/101:05 pm
PWM
- SAN
1 stop8h 55m
Southwest
Mon 6/1511:15 am
SAN
- PWM
1 stop9h 50m
Southwest
Deal found 5/8![Southwest logo]()
$453
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:50 pm
PWM
- SAN
2 stops13h 53m
Delta
Fri 5/296:15 am
SAN
- PWM
2 stops13h 54m
Delta
Deal found 5/6![Delta logo]()
$463
This United Airlines deal was found by Cheapflights users on 5/9. 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.
Sun 5/246:00 am
PWM
- SAN
2 stops11h 08m
United Airlines
Thu 5/2812:57 pm
SAN
- PWM
1 stop7h 54m
United Airlines
Deal found 5/9![United Airlines logo]()
$492
This Delta deal was found by Cheapflights users on 5/10. 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 6/1112:40 pm
PWM
- SAN
1 stop8h 41m
Delta
Sun 6/147:56 pm
SAN
- PWM
2 stops11h 47m
Delta
Deal found 5/10![Delta logo]()
$470
This Southwest deal was found by Cheapflights users on 5/6. 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 6/255:20 pm
PWM
- SAN
1 stop9h 00m
Southwest
Thu 7/26:40 am
SAN
- PWM
1 stop14h 25m
Southwest
Deal found 5/6![Southwest logo]()
$492
This Delta deal was found by Cheapflights users on 5/9. 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.
Sun 5/246:00 am
PWM
- SAN
1 stop8h 16m
Delta
Thu 5/281:10 pm
SAN
- PWM
1 stop8h 33m
Delta
Deal found 5/9![Delta logo]()
$487
Last-minute flights from Portland to San DiegoDiscover last-minute flight deals from Portland to San Diego. Data last updated May 10, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Diego. Data last updated May 10, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Sun 5/243:11 pm
PWM
- SAN
1 stop23h 37m
Multiple Airlines
Thu 5/2812:09 pm
SAN
- PWM
2 stops42h 03m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$454
This United Airlines deal was found by Cheapflights users on 5/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/274:56 pm
PWM
- SAN
1 stop8h 43m
United Airlines
Sat 5/3012:57 pm
SAN
- PWM
1 stop7h 54m
United Airlines
Deal found 5/6![United Airlines logo]()
$420
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 5/273:05 pm
PWM
- SAN
2 stops10h 34m
American Airlines
Sat 5/306:15 am
SAN
- PWM
1 stop9h 14m
American Airlines
Deal found 5/6![American Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:50 pm
PWM
- SAN
2 stops13h 53m
Delta
Sat 5/306:30 am
SAN
- PWM
2 stops13h 39m
Delta
Deal found 5/6![Delta logo]()
$440
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 5/275:36 pm
PWM
- SAN
1 stop9h 23m
American Airlines
Fri 5/296:15 am
SAN
- PWM
1 stop9h 14m
American Airlines
Deal found 5/6![American Airlines logo]()
$453
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:50 pm
PWM
- SAN
2 stops13h 53m
Delta
Fri 5/296:15 am
SAN
- PWM
2 stops13h 54m
Delta
Deal found 5/6![Delta logo]()
$463
This United Airlines deal was found by Cheapflights users on 5/5. 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.
Wed 6/32:20 pm
PWM
- SAN
1 stop9h 03m
United Airlines
Wed 6/109:05 pm
SAN
- PWM
1 stop9h 06m
United Airlines
Deal found 5/5![United Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 5/5. 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.
Wed 6/32:05 pm
PWM
- SAN
2 stops12h 10m
Delta
Wed 6/101:05 pm
SAN
- PWM
1 stop8h 47m
Delta
Deal found 5/5![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 5/10. 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 6/1112:40 pm
PWM
- SAN
1 stop8h 41m
Delta
Sun 6/147:56 pm
SAN
- PWM
2 stops11h 47m
Delta
Deal found 5/10![Delta logo]()
$470
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Wed 6/245:36 pm
PWM
- SAN
1 stop9h 23m
American Airlines
Sun 6/2810:45 pm
SAN
- PWM
1 stop9h 44m
American Airlines
Deal found 5/5![American Airlines logo]()
$473
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 May 10, 2026.
Search for one-way flight options from Portland to San Diego. Find affordable one-way fares based on user searches. Data last updated May 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/77:56 pm
PWM
- SAN
3 stops43h 37m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$206
This American Airlines deal was found by Cheapflights users on 5/8. 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.
Tue 7/215:32 pm
PWM
- SAN
1 stop9h 27m
American Airlines
Deal found 5/8![American Airlines logo]()
$210
This United Airlines deal was found by Cheapflights users on 5/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/65:15 am
PWM
- SAN
1 stop8h 23m
United Airlines
Deal found 5/7![United Airlines logo]()
$211
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Wed 6/107:16 am
PWM
- SAN
2 stops11h 11m
American Airlines
Deal found 5/5![American Airlines logo]()
$215
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Sat 6/67:58 am
PWM
- SAN
2 stops10h 48m
American Airlines
Deal found 5/6![American Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/65:01 pm
PWM
- SAN
3 stops57h 49m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$233
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 7/225:32 pm
PWM
- SAN
1 stop9h 27m
American Airlines
Deal found 5/6![American Airlines logo]()
$234
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/712:40 pm
PWM
- SAN
1 stop8h 41m
Delta
Deal found 5/6![Delta logo]()
$244
This Southwest deal was found by Cheapflights users on 5/8. 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.
Tue 7/215:30 am
PWM
- SAN
2 stops11h 45m
Southwest
Deal found 5/8![Southwest logo]()
$249
This Southwest deal was found by Cheapflights users on 5/6. 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.
Wed 7/223:45 pm
PWM
- SAN
2 stops10h 35m
Southwest
Deal found 5/6![Southwest logo]()
$259
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 May 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $419 (American Airlines) |
One-way from | $206 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $527 |
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 May 10, 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
Quickest round-trip
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Wed 5/27
4:56 pm-10:39 pm
1 stop8h 43m
San Diego
Sat 5/30
12:57 pm-11:51 pm
1 stop7h 54m
$420
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Mon 9/14
10:30 am-5:10 pm
1 stop9h 40m
San Diego
Wed 9/16
10:50 am-9:10 pm
1 stop7h 20m
$420
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Wed 6/3
2:05 pm-11:15 pm
2 stops12h 10m
San Diego
Wed 6/10
1:05 pm-12:52 am
1 stop8h 47m
$424
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Wed 6/10
1:05 pm-7:00 pm
1 stop8h 55m
San Diego
Mon 6/15
11:15 am-12:05 am
1 stop9h 50m
$453
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Wed 5/27
12:50 pm-11:43 pm
2 stops13h 53m
San Diego
Fri 5/29
6:15 am-11:09 pm
2 stops13h 54m
$463
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Thu 6/11
12:40 pm-6:21 pm
1 stop8h 41m
San Diego
Sun 6/14
7:56 pm-10:43 am
2 stops11h 47m
$470
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Sun 5/24
6:00 am-11:16 am
1 stop8h 16m
San Diego
Thu 5/28
1:10 pm-12:43 am
1 stop8h 33m
$487
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Sun 5/24
6:00 am-2:08 pm
2 stops11h 08m
San Diego
Thu 5/28
12:57 pm-11:51 pm
1 stop7h 54m
$492
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Thu 6/25
5:20 pm-11:20 pm
1 stop9h 00m
San Diego
Thu 7/2
6:40 am-12:05 am
1 stop14h 25m
$492
Cheapest one-way
PortlandSan Diego
PWM - SAN
PWMSAN
Portland
Tue 7/21
5:32 pm-11:59 pm
1 stop9h 27m
$210
Showing 1-10 of 20 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 May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | 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 83 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, September is the cheapest month in which you can book a flight from Portland, Maine to San Diego (average of $374). Flying from Portland, Maine to San Diego in December is currently the most expensive (average of $686). 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?
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 May 10, 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.
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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
Chula Vista
National City
Coronado
La Mesa
Poway
Julian
Lemon Grove
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Portland
Popular flights
San Diego flight routes
Alternative routes for Portland to San Diego
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to San Diego by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to San Diego by cabin class
Find flights from Portland to San Diego, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and San Diego flights
Browse other Portland and San Diego flight options. Last updated on May 10, 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 May 10, 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 May 10, 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 2,558,603 searches. Data last updated May 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$311 | Average$486 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$312 | Average$483 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$325 | Average$466 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$365 | Average$527 | FlexibilityNo cancel fee | On-time69% |