$205+ Cheap flights from Portland, ME to Oakland, CA (PWM - OAK)
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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OAK
Oct 8 — Oct 151
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Oakland 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 Oakland
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Cheapest flights from Portland to OaklandExplore the most affordable flight options available from Portland to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 8, 2026.
Explore the most affordable flight options available from Portland to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 8, 2026.
This Delta deal was found by Cheapflights users on 9/5. 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 12/912:49 pm -
2 stops14h 14m
Tue 1/125:55 am -
2 stops13h 28m
Deal found 9/5![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 9/5. 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 12/94:00 pm -
2 stops11h 03m
Mon 1/115:55 am -
2 stops13h 28m
Deal found 9/5![Delta logo]()
$436
This Delta deal was found by Cheapflights users on 9/5. 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 12/912:49 pm -
2 stops14h 14m
Wed 1/65:55 am -
2 stops13h 28m
Deal found 9/5![Delta logo]()
$458
This Delta deal was found by Cheapflights users on 9/5. 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.
Fri 12/114:00 pm -
2 stops11h 03m
Mon 1/115:55 am -
2 stops13h 28m
Deal found 9/5![Delta logo]()
$464
This Southwest deal was found by Cheapflights users on 9/6. 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 10/155:20 am -
2 stops10h 25m
Mon 10/1911:55 pm -
1 stop8h 00m
Deal found 9/6![Southwest logo]()
$484
This Delta deal was found by Cheapflights users on 9/5. 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.
Fri 12/114:00 pm -
2 stops11h 03m
Wed 1/65:55 am -
2 stops13h 28m
Deal found 9/5![Delta logo]()
$485
This Delta deal was found by Cheapflights users on 9/5. 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 12/912:49 pm -
2 stops14h 14m
Sat 1/95:55 am -
2 stops14h 54m
Deal found 9/5![Delta logo]()
$556
This Delta deal was found by Cheapflights users on 9/5. 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 12/104:00 pm -
2 stops11h 03m
Tue 1/125:55 am -
2 stops13h 28m
Deal found 9/5![Delta logo]()
$559
This Delta deal was found by Cheapflights users on 9/5. 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.
Fri 12/114:00 pm -
2 stops11h 03m
Fri 1/81:15 pm -
2 stops31h 34m
Deal found 9/5![Delta logo]()
$583
This Delta deal was found by Cheapflights users on 9/5. 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 12/104:00 pm -
2 stops11h 03m
Mon 1/115:55 am -
2 stops13h 28m
Deal found 9/5![Delta logo]()
$587
This Delta deal was found by Cheapflights users on 9/5. 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 12/94:00 pm -
2 stops11h 03m
Thu 1/71:15 pm -
2 stops19h 38m
Deal found 9/5![Delta logo]()
$603
This Delta deal was found by Cheapflights users on 9/5. 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 12/104:00 pm -
2 stops11h 03m
Wed 1/65:55 am -
2 stops13h 28m
Deal found 9/5![Delta logo]()
$608
Best flights from Portland to OaklandDiscover carefully curated flight deals from Portland to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 8, 2026.
Discover carefully curated flight deals from Portland to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 8, 2026.
This Southwest deal was found by Cheapflights users on 9/5. 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 10/155:20 am -
2 stops10h 25m
Mon 10/1911:55 pm -
1 stop8h 00m
Deal found 9/5![Southwest logo]()
$484
This Delta deal was found by Cheapflights users on 9/5. 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.
Mon 12/144:53 pm -
2 stops26h 29m
Tue 1/125:55 am -
2 stops13h 28m
Deal found 9/5![Delta logo]()
$583
This Delta deal was found by Cheapflights users on 9/5. 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 12/94:00 pm -
2 stops11h 03m
Sun 1/105:55 am -
2 stops26h 58m
Deal found 9/5![Delta logo]()
$603
This Delta deal was found by Cheapflights users on 9/5. 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.
Sat 12/124:53 pm -
2 stops26h 29m
Mon 1/115:55 am -
2 stops13h 28m
Deal found 9/5![Delta logo]()
$638
This Southwest deal was found by Cheapflights users on 9/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:30 am -
1 stop9h 15m
Sun 10/47:35 pm -
2 stops11h 15m
Deal found 9/4![Southwest logo]()
$758
This Delta deal was found by Cheapflights users on 9/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/24:20 pm -
2 stops22h 39m
Sun 10/46:00 am -
2 stops38h 56m
Deal found 9/4![Delta logo]()
$1,103
Last-minute flights from Portland to OaklandDiscover last-minute flight deals from Portland to Oakland. Data last updated September 8, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Oakland. Data last updated September 8, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/162:10 pm -
2 stops12h 49m
Sat 9/196:00 am -
2 stops12h 00m
Deal found 9/4![Delta logo]()
$804
This Delta deal was found by Cheapflights users on 9/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/162:10 pm -
2 stops12h 49m
Mon 9/216:00 am -
2 stops14h 56m
Deal found 9/4![Delta logo]()
$967
This Delta deal was found by Cheapflights users on 9/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/174:20 pm -
2 stops10h 39m
Sat 9/196:00 am -
2 stops12h 00m
Deal found 9/4![Delta logo]()
$859
This Southwest deal was found by Cheapflights users on 9/5. 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 9/177:40 am -
2 stops16h 45m
Fri 9/259:35 am -
2 stops9h 55m
Deal found 9/5![Southwest logo]()
$909
This Delta deal was found by Cheapflights users on 9/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:02 am -
2 stops20h 57m
Sat 9/196:00 am -
2 stops12h 00m
Deal found 9/4![Delta logo]()
$962
This Southwest deal was found by Cheapflights users on 9/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:30 am -
1 stop9h 15m
Sun 10/47:35 pm -
2 stops11h 15m
Deal found 9/4![Southwest logo]()
$758
This Southwest deal was found by Cheapflights users on 9/6. 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 10/155:20 am -
2 stops10h 25m
Mon 10/1911:55 pm -
1 stop8h 00m
Deal found 9/6![Southwest logo]()
$484
One-way flights from Portland to OaklandSearch for one-way flight options from Portland to Oakland. Find affordable one-way fares based on user searches. Data last updated September 8, 2026.
Search for one-way flight options from Portland to Oakland. Find affordable one-way fares based on user searches. Data last updated September 8, 2026.
This Delta deal was found by Cheapflights users on 9/7. 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.
Tue 11/104:03 pm -
2 stops10h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:05 pm -
3 stops47h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Multiple Airlines logo]()
$223
This Southwest deal was found by Cheapflights users on 9/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:45 am -
2 stops10h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Southwest logo]()
$300
This Delta deal was found by Cheapflights users on 9/7. 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 11/71:10 pm -
2 stops11h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:00 am -
3 stops37h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$358
This Southwest deal was found by Cheapflights users on 9/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:30 am -
2 stops11h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Southwest logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Sat 10/107:00 am -
3 stops53h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 9/3. 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 10/196:04 am -
2 stops32h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$408
This Delta deal was found by Cheapflights users on 9/7. 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 10/26:02 am -
2 stops20h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$424
This Southwest deal was found by Cheapflights users on 9/3. 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.
Sun 10/183:15 pm -
2 stops12h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Southwest logo]()
$515
Find flight deals from Portland to Oakland
Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Oakland (OAK). 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 September 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $409 (Delta) |
One-way from | $205 (Delta) |
Popular in | July |
Cheapest in | November |
Average price | $488 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to Oakland 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 September 8, 2026.
Use the filters below to find and compare flights from Portland to Oakland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Tue 11/10
4:03 pm-11:55 pm
2 stops10h 52m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$205
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Wed 9/16
5:45 am-1:10 pm
2 stops10h 25m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$300
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Wed 9/16
7:00 am-5:56 pm
3 stops37h 56m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$358
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Thu 10/1
6:30 am-2:55 pm
2 stops11h 25m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$364
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Mon 10/19
6:04 am-12:01 pm
2 stops32h 57m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$408
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Fri 10/2
6:02 am-11:59 pm
2 stops20h 57m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$424
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Thu 10/15
5:20 am-12:45 pm
2 stops10h 25m
Oakland
Mon 10/19
11:55 pm-10:55 am
1 stop8h 00m
$484
Quickest round-trip
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Sat 10/10
4:35 pm-10:10 pm
1 stop8h 35m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$510
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Sun 10/18
3:15 pm-12:20 am
2 stops12h 05m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$515
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Mon 12/14
4:53 pm-4:22 pm
2 stops26h 29m
Oakland
Tue 1/12
5:55 am-10:23 pm
2 stops13h 28m
$583
Showing 1-10 of 15 resultsSorted by cheapest first
Compare providers for flights from Portland to Oakland
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 Oakland in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Portland, Maine-Oakland, California flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Oakland, California flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Oakland, California flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Portland, Maine-Oakland, California 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-Oakland, California 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 Oakland
Have a flexible travel schedule? Discover the best time to fly to Oakland from Portland with our price prediction graph.
PWM-OAK
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.
Related info for your journey
Find useful and relevant information for your journey from Portland to Oakland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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