$195+ Cheap flights from Oakland, CA to Portland, ME (OAK - 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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — PWM
Sep 9 — Sep 161
Round-trip
1 adult, Economy
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Find cheap flights from Oakland to Portland 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 Oakland to Portland
Cheapest
Best
Last-minute
One-way
Cheapest flights from Oakland to PortlandExplore the most affordable flight options available from Oakland to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 10, 2026.
Explore the most affordable flight options available from Oakland to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 10, 2026.
This Southwest deal was found by Cheapflights users on 8/7. 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.
Tue 9/159:00 am -
2 stops10h 10m
Wed 9/235:45 am -
2 stops11h 20m
Deal found 8/7![Southwest logo]()
$335
This Southwest deal was found by Cheapflights users on 8/7. 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.
Tue 10/611:55 pm -
1 stop8h 00m
Fri 10/165:20 am -
2 stops10h 20m
Deal found 8/7![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 8/7. 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.
Sun 9/69:45 am -
2 stops10h 10m
Sat 9/125:40 am -
2 stops12h 15m
Deal found 8/7![Southwest logo]()
$386
This Southwest deal was found by Cheapflights users on 8/5. 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.
Mon 10/511:55 pm -
1 stop8h 00m
Thu 10/155:20 am -
2 stops10h 20m
Deal found 8/5![Southwest logo]()
$397
This Southwest deal was found by Cheapflights users on 8/5. 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 8/278:25 am -
2 stops10h 05m
Sat 9/265:40 am -
2 stops12h 15m
Deal found 8/5![Southwest logo]()
$402
Best flights from Oakland to PortlandDiscover carefully curated flight deals from Oakland to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 10, 2026.
Discover carefully curated flight deals from Oakland to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 10, 2026.
This Southwest deal was found by Cheapflights users on 8/7. 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.
Tue 10/69:25 am -
2 stops10h 10m
Fri 10/165:20 am -
2 stops10h 25m
Deal found 8/7![Southwest logo]()
$362
This Delta deal was found by Cheapflights users on 8/5. 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 10/165:02 pm -
2 stops20h 00m
Thu 10/224:47 pm -
2 stops10h 09m
Deal found 8/5![Delta logo]()
$532
This Southwest deal was found by Cheapflights users on 8/7. 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.
Sun 9/67:50 am -
1 stop10h 55m
Sat 9/125:40 am -
2 stops12h 15m
Deal found 8/7![Southwest logo]()
$387
This Southwest deal was found by Cheapflights users on 8/5. 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.
Mon 10/511:55 pm -
1 stop8h 00m
Thu 10/155:20 am -
2 stops10h 20m
Deal found 8/5![Southwest logo]()
$397
This Southwest deal was found by Cheapflights users on 8/7. 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 10/810:00 am -
2 stops10h 55m
Thu 10/155:20 am -
2 stops10h 25m
Deal found 8/7![Southwest logo]()
$509
This Delta deal was found by Cheapflights users on 8/5. 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.
Tue 10/1312:41 pm -
2 stops31h 54m
Thu 10/224:47 pm -
2 stops10h 09m
Deal found 8/5![Delta logo]()
$624
This Delta deal was found by Cheapflights users on 8/5. 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 10/155:02 pm -
2 stops28h 08m
Wed 10/214:47 pm -
2 stops10h 09m
Deal found 8/5![Delta logo]()
$634
This Delta deal was found by Cheapflights users on 8/5. 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 10/126:00 am -
2 stops31h 02m
Fri 10/234:15 pm -
2 stops22h 46m
Deal found 8/5![Delta logo]()
$669
This Delta deal was found by Cheapflights users on 8/5. 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 10/1412:41 pm -
2 stops24h 21m
Wed 10/214:47 pm -
2 stops10h 09m
Deal found 8/5![Delta logo]()
$692
Last-minute flights from Oakland to PortlandDiscover last-minute flight deals from Oakland to Portland. Data last updated August 10, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Portland. Data last updated August 10, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/5. 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 8/278:25 am -
2 stops10h 05m
Sat 9/265:40 am -
2 stops12h 15m
Deal found 8/5![Southwest logo]()
$402
This Southwest deal was found by Cheapflights users on 8/7. 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.
Sun 9/69:45 am -
2 stops10h 10m
Sat 9/125:40 am -
2 stops12h 15m
Deal found 8/7![Southwest logo]()
$386
This Southwest deal was found by Cheapflights users on 8/8. 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.
Mon 9/75:20 am -
1 stop13h 15m
Mon 9/145:55 am -
2 stops11h 05m
Deal found 8/8![Southwest logo]()
$729
This Southwest deal was found by Cheapflights users on 8/8. 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.
Sun 9/138:25 pm -
2 stops10h 25m
Mon 9/215:55 am -
2 stops11h 05m
Deal found 8/8![Southwest logo]()
$558
This Southwest deal was found by Cheapflights users on 8/8. 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.
Sun 9/138:25 pm -
2 stops10h 25m
Sun 9/206:10 am -
2 stops10h 05m
Deal found 8/8![Southwest logo]()
$704
This Southwest deal was found by Cheapflights users on 8/7. 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.
Tue 9/159:00 am -
2 stops10h 10m
Wed 9/235:45 am -
2 stops11h 20m
Deal found 8/7![Southwest logo]()
$335
One-way flights from Oakland to PortlandSearch for one-way flight options from Oakland to Portland. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
Search for one-way flight options from Oakland to Portland. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
This Southwest deal was found by Cheapflights users on 8/9. 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 11/511:00 am -
2 stops9h 50m
Deal found 8/9![Southwest logo]()
$195
This Southwest deal was found by Cheapflights users on 8/7. 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.
Mon 9/149:35 am -
2 stops9h 55m
Deal found 8/7![Southwest logo]()
$216
This Southwest deal was found by Cheapflights users on 8/8. 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.
Fri 9/259:35 am -
2 stops9h 55m
Deal found 8/8![Southwest logo]()
$219
This Southwest deal was found by Cheapflights users on 8/9. 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 8/2610:35 am -
1 stop8h 30m
Deal found 8/9![Southwest logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:51 pm -
2 stops41h 00m
Deal found 8/9![Multiple Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Fri 11/68:39 pm -
3 stops16h 45m
Deal found 8/8![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Thu 11/58:39 pm -
3 stops42h 12m
Deal found 8/8![Multiple Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Thu 10/88:39 pm -
3 stops40h 45m
Deal found 8/6![Multiple Airlines logo]()
$290
This Southwest deal was found by Cheapflights users on 8/7. 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.
Sun 8/167:55 am -
2 stops10h 35m
Deal found 8/7![Southwest logo]()
$300
Find flight deals from Oakland to Portland
Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) 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 August 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $335 (Southwest) |
One-way from | $195 (Southwest) |
Popular in | December |
Cheapest in | January |
Average price | $590 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland 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 August 10, 2026.
Use the filters below to find and compare flights from Oakland to Portland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandPortland
OAK Oakland - PWM Portland
OAKPWM
Oakland
Tue 10/6
9:25 am-10:35 pm
2 stops10h 10m
Portland
Fri 10/16
5:20 am-12:45 pm
2 stops10h 25m
$362
OaklandPortland
OAK Oakland - PWM Portland
OAKPWM
Oakland
Sun 9/6
7:50 am-9:45 pm
1 stop10h 55m
Portland
Sat 9/12
5:40 am-2:55 pm
2 stops12h 15m
$387
Quickest round-trip
OaklandPortland
OAK Oakland - PWM Portland
OAKPWM
Oakland
Mon 10/5
11:55 pm-10:55 am
1 stop8h 00m
Portland
Thu 10/15
5:20 am-12:40 pm
2 stops10h 20m
$397
OaklandPortland
OAK Oakland - PWM Portland
OAKPWM
Oakland
Thu 10/8
10:00 am-11:55 pm
2 stops10h 55m
Portland
Thu 10/15
5:20 am-12:45 pm
2 stops10h 25m
$509
OaklandPortland
OAK Oakland - PWM Portland
OAKPWM
Oakland
Fri 10/16
5:02 pm-4:02 pm
2 stops20h 00m
Portland
Thu 10/22
4:47 pm-11:56 pm
2 stops10h 09m
$532
OaklandPortland
OAK Oakland - PWM Portland
OAKPWM
Oakland
Tue 10/13
12:41 pm-11:35 pm
2 stops31h 54m
Portland
Thu 10/22
4:47 pm-11:56 pm
2 stops10h 09m
$624
OaklandPortland
OAK Oakland - PWM Portland
OAKPWM
Oakland
Thu 10/15
5:02 pm-12:10 am
2 stops28h 08m
Portland
Wed 10/21
4:47 pm-11:56 pm
2 stops10h 09m
$634
OaklandPortland
OAK Oakland - PWM Portland
OAKPWM
Oakland
Mon 10/12
6:00 am-4:02 pm
2 stops31h 02m
Portland
Fri 10/23
4:15 pm-12:01 pm
2 stops22h 46m
$669
OaklandPortland
OAK Oakland - PWM Portland
OAKPWM
Oakland
Wed 10/14
12:41 pm-4:02 pm
2 stops24h 21m
Portland
Wed 10/21
4:47 pm-11:56 pm
2 stops10h 09m
$692
Cheapest one-way
Quickest one-way
OaklandPortland
OAK Oakland - PWM Portland
OAKPWM
Oakland
Thu 11/5
11:00 am-11:50 pm
2 stops9h 50m
$195
Showing 1-10 of 19 resultsSorted by cheapest first
Compare providers for flights from Oakland to Portland
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 Oakland to Portland in August.
| 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 Oakland, California-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Oakland, California-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Oakland, California-Portland, Maine flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Oakland, California-Portland, Maine 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 Oakland, California-Portland, Maine 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 Oakland to Portland
Have a flexible travel schedule? Discover the best time to fly to Portland from Oakland with our price prediction graph.
OAK-PWM
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 Oakland to Portland. 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 Portland?
Book flights to Portland if you plan to visit one of these locationsNorth Conway
Lewiston
Brunswick
Conway
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