$190+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — PWM
Jul 13 — Jul 201
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 June 13, 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 June 13, 2026.
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/75:20 am
OAK
- PWM
1 stop13h 10m
Southwest
Fri 9/117:40 am
PWM
- OAK
1 stop8h 00m
Southwest
Deal found 6/10![Southwest logo]()
$319
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/179:30 am
OAK
- PWM
2 stops9h 55m
Southwest
Fri 9/251:05 pm
PWM
- OAK
2 stops9h 40m
Southwest
Deal found 6/10![Southwest logo]()
$403
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1211:55 pm
OAK
- PWM
2 stops9h 55m
Southwest
Sat 10/175:40 am
PWM
- OAK
2 stops11h 45m
Southwest
Deal found 6/10![Southwest logo]()
$427
This Southwest deal was found by Cheapflights users on 6/11. 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 9/39:30 am
OAK
- PWM
2 stops9h 55m
Southwest
Tue 9/85:45 am
PWM
- OAK
2 stops10h 25m
Southwest
Deal found 6/11![Southwest logo]()
$434
This Southwest deal was found by Cheapflights users on 6/9. 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 8/135:20 am
OAK
- PWM
1 stop13h 10m
Southwest
Tue 8/185:45 am
PWM
- OAK
2 stops11h 10m
Southwest
Deal found 6/9![Southwest logo]()
$445
This Southwest deal was found by Cheapflights users on 6/12. 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 7/229:45 am
OAK
- PWM
2 stops10h 15m
Southwest
Tue 7/283:45 pm
PWM
- OAK
2 stops10h 40m
Southwest
Deal found 6/12![Southwest logo]()
$458
This Southwest deal was found by Cheapflights users on 6/9. 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 8/69:35 am
OAK
- PWM
2 stops9h 50m
Southwest
Tue 8/115:45 am
PWM
- OAK
2 stops10h 25m
Southwest
Deal found 6/9![Southwest logo]()
$459
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 June 13, 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 June 13, 2026.
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/75:20 am
OAK
- PWM
1 stop13h 10m
Southwest
Fri 9/115:55 am
PWM
- OAK
2 stops10h 50m
Southwest
Deal found 6/10![Southwest logo]()
$324
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/179:30 am
OAK
- PWM
2 stops9h 55m
Southwest
Fri 9/251:05 pm
PWM
- OAK
2 stops9h 40m
Southwest
Deal found 6/10![Southwest logo]()
$403
This Southwest deal was found by Cheapflights users on 6/9. 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 8/135:20 am
OAK
- PWM
1 stop13h 10m
Southwest
Tue 8/185:45 am
PWM
- OAK
2 stops11h 10m
Southwest
Deal found 6/9![Southwest logo]()
$445
This Southwest deal was found by Cheapflights users on 6/11. 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 10/1210:10 am
OAK
- PWM
2 stops10h 55m
Southwest
Sat 10/175:40 am
PWM
- OAK
2 stops11h 45m
Southwest
Deal found 6/11![Southwest logo]()
$452
This Southwest deal was found by Cheapflights users on 6/12. 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 7/229:45 am
OAK
- PWM
2 stops10h 15m
Southwest
Tue 7/283:45 pm
PWM
- OAK
2 stops10h 40m
Southwest
Deal found 6/12![Southwest logo]()
$458
This Southwest deal was found by Cheapflights users on 6/9. 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 8/69:35 am
OAK
- PWM
2 stops9h 50m
Southwest
Tue 8/115:45 am
PWM
- OAK
2 stops10h 25m
Southwest
Deal found 6/9![Southwest logo]()
$459
This Southwest deal was found by Cheapflights users on 6/11. 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 9/35:20 am
OAK
- PWM
1 stop13h 10m
Southwest
Tue 9/87:45 am
PWM
- OAK
1 stop7h 55m
Southwest
Deal found 6/11![Southwest logo]()
$550
This Southwest deal was found by Cheapflights users on 6/12. 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 8/69:35 am
OAK
- PWM
2 stops9h 50m
Southwest
Mon 8/105:55 am
PWM
- OAK
2 stops11h 05m
Southwest
Deal found 6/12![Southwest logo]()
$572
This Southwest deal was found by Cheapflights users on 6/12. 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 8/75:20 am
OAK
- PWM
1 stop13h 10m
Southwest
Mon 8/105:55 am
PWM
- OAK
2 stops11h 05m
Southwest
Deal found 6/12![Southwest logo]()
$573
This Southwest deal was found by Cheapflights users on 6/9. 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 9/39:30 am
OAK
- PWM
2 stops9h 55m
Southwest
Sun 9/66:40 am
PWM
- OAK
2 stops10h 05m
Southwest
Deal found 6/9![Southwest logo]()
$613
This Southwest deal was found by Cheapflights users on 6/9. 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.
Mon 7/135:10 am
OAK
- PWM
1 stop14h 05m
Southwest
Mon 7/205:35 am
PWM
- OAK
2 stops12h 20m
Southwest
Deal found 6/9![Southwest logo]()
$614
Last-minute flights from Oakland to PortlandDiscover last-minute flight deals from Oakland to Portland. Data last updated June 13, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Portland. Data last updated June 13, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/219:05 am
OAK
- PWM
2 stops11h 05m
Southwest
Mon 6/295:35 am
PWM
- OAK
2 stops12h 20m
Southwest
Deal found 6/10![Southwest logo]()
$613
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/255:10 am
OAK
- PWM
2 stops15h 55m
Southwest
Mon 6/295:35 am
PWM
- OAK
2 stops12h 20m
Southwest
Deal found 6/10![Southwest logo]()
$619
This Southwest deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/289:05 am
OAK
- PWM
2 stops11h 05m
Southwest
Thu 7/210:25 am
PWM
- OAK
2 stops11h 40m
Southwest
Deal found 6/13![Southwest logo]()
$543
This Southwest deal was found by Cheapflights users on 6/11. 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 7/105:10 am
OAK
- PWM
2 stops16h 00m
Southwest
Thu 7/163:20 pm
PWM
- OAK
2 stops11h 55m
Southwest
Deal found 6/11![Southwest logo]()
$489
This Southwest deal was found by Cheapflights users on 6/9. 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.
Mon 7/135:10 am
OAK
- PWM
1 stop14h 05m
Southwest
Mon 7/205:35 am
PWM
- OAK
2 stops12h 20m
Southwest
Deal found 6/9![Southwest logo]()
$614
This Southwest deal was found by Cheapflights users on 6/12. 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 7/229:45 am
OAK
- PWM
2 stops10h 15m
Southwest
Tue 7/283:45 pm
PWM
- OAK
2 stops10h 40m
Southwest
Deal found 6/12![Southwest logo]()
$458
This Southwest deal was found by Cheapflights users on 6/9. 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.
Sat 7/2510:20 am
OAK
- PWM
2 stops10h 25m
Southwest
Thu 7/305:35 am
PWM
- OAK
2 stops12h 20m
Southwest
Deal found 6/9![Southwest logo]()
$468
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/289:45 am
OAK
- PWM
2 stops10h 15m
Southwest
Tue 8/41:05 pm
PWM
- OAK
2 stops9h 55m
Southwest
Deal found 6/10![Southwest logo]()
$474
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 June 13, 2026.
Search for one-way flight options from Oakland to Portland. Find affordable one-way fares based on user searches. Data last updated June 13, 2026.
This Southwest deal was found by Cheapflights users on 6/9. 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.
Tue 8/48:00 am
OAK
- PWM
2 stops10h 10m
Southwest
Deal found 6/9![Southwest logo]()
$190
This Southwest deal was found by Cheapflights users on 6/12. 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 7/710:05 am
OAK
- PWM
2 stops9h 55m
Southwest
Deal found 6/12![Southwest logo]()
$214
This Southwest deal was found by Cheapflights users on 6/8. 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 8/288:25 am
OAK
- PWM
2 stops10h 05m
Southwest
Deal found 6/8![Southwest logo]()
$219
This Southwest deal was found by Cheapflights users on 6/12. 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 7/85:55 am
OAK
- PWM
1 stop12h 40m
Southwest
Deal found 6/12![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 6/9. 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 7/169:00 am
OAK
- PWM
2 stops10h 15m
Southwest
Deal found 6/9![Southwest logo]()
$270
This Delta deal was found by Cheapflights users on 6/10. 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.
Mon 8/105:00 pm
OAK
- PWM
2 stops28h 59m
Delta
Deal found 6/10![Delta logo]()
$291
This Delta deal was found by Cheapflights users on 6/10. 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.
Wed 8/512:33 pm
OAK
- PWM
2 stops33h 26m
Delta
Deal found 6/10![Delta logo]()
$316
This Delta deal was found by Cheapflights users on 6/10. 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 8/66:00 am
OAK
- PWM
2 stops15h 59m
Delta
Deal found 6/10![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 6/10. 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.
Sun 8/96:00 am
OAK
- PWM
2 stops31h 01m
Delta
Deal found 6/10![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 6/8. 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.
Thu 8/275:00 pm
OAK
- PWM
2 stops28h 59m
Delta
Deal found 6/8![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 6/10. 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.
Fri 8/712:33 pm
OAK
- PWM
2 stops33h 26m
Delta
Deal found 6/10![Delta logo]()
$377
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 June 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $319 (Southwest) |
One-way from | $190 (Southwest) |
Popular in | December |
Cheapest in | January |
Average price | $517 |
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 June 13, 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 - PWM
OAKPWM
Oakland
Mon 9/7
5:20 am-9:30 pm
1 stop13h 10m
Portland
Fri 9/11
5:55 am-1:45 pm
2 stops10h 50m
$324
Quickest round-trip
OaklandPortland
OAK - PWM
OAKPWM
Oakland
Thu 9/17
9:30 am-10:25 pm
2 stops9h 55m
Portland
Fri 9/25
1:05 pm-7:45 pm
2 stops9h 40m
$403
OaklandPortland
OAK - PWM
OAKPWM
Oakland
Thu 8/13
5:20 am-9:30 pm
1 stop13h 10m
Portland
Tue 8/18
5:45 am-1:55 pm
2 stops11h 10m
$445
OaklandPortland
OAK - PWM
OAKPWM
Oakland
Mon 10/12
10:10 am-12:05 am
2 stops10h 55m
Portland
Sat 10/17
5:40 am-2:25 pm
2 stops11h 45m
$452
OaklandPortland
OAK - PWM
OAKPWM
Oakland
Wed 7/22
9:45 am-11:00 pm
2 stops10h 15m
Portland
Tue 7/28
3:45 pm-11:25 pm
2 stops10h 40m
$458
OaklandPortland
OAK - PWM
OAKPWM
Oakland
Thu 8/6
9:35 am-10:25 pm
2 stops9h 50m
Portland
Tue 8/11
5:45 am-1:10 pm
2 stops10h 25m
$459
OaklandPortland
OAK - PWM
OAKPWM
Oakland
Thu 9/3
5:20 am-9:30 pm
1 stop13h 10m
Portland
Tue 9/8
7:45 am-12:40 pm
1 stop7h 55m
$550
OaklandPortland
OAK - PWM
OAKPWM
Oakland
Thu 8/6
9:35 am-10:25 pm
2 stops9h 50m
Portland
Mon 8/10
5:55 am-2:00 pm
2 stops11h 05m
$572
OaklandPortland
OAK - PWM
OAKPWM
Oakland
Fri 8/7
5:20 am-9:30 pm
1 stop13h 10m
Portland
Mon 8/10
5:55 am-2:00 pm
2 stops11h 05m
$573
OaklandPortland
OAK - PWM
OAKPWM
Oakland
Thu 9/3
9:30 am-10:25 pm
2 stops9h 55m
Portland
Sun 9/6
6:40 am-1:45 pm
2 stops10h 05m
$613
Showing 1-10 of 23 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 June.
| 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
Brunswick
Lewiston
Conway
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.
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