$259+ 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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OAK
Nov 24 — Dec 11
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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Last-minute
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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 October 25, 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 October 25, 2026.
This Southwest deal was found by Cheapflights users on 10/21. 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 12/45:15 am -
2 stops12h 05m
Tue 12/88:50 am -
2 stops10h 00m
Deal found 10/21![Southwest logo]()
$308
This Southwest deal was found by Cheapflights users on 10/21. 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 12/201:10 pm -
2 stops12h 20m
Fri 1/299:10 am -
2 stops9h 35m
Deal found 10/21![Southwest logo]()
$399
This Southwest deal was found by Cheapflights users on 10/21. 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 12/201:10 pm -
2 stops12h 20m
Sat 1/307:45 pm -
2 stops9h 20m
Deal found 10/21![Southwest logo]()
$484
This Delta deal was found by Cheapflights users on 10/21. 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 12/176:00 am -
2 stops21h 03m
Tue 2/21:15 pm -
2 stops30h 08m
Deal found 10/21![Delta logo]()
$493
This Southwest deal was found by Cheapflights users on 10/23. 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 12/211:10 pm -
2 stops12h 20m
Mon 1/410:00 am -
2 stops10h 55m
Deal found 10/23![Southwest logo]()
$507
This Southwest deal was found by Cheapflights users on 10/21. 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 11/511:10 am -
2 stops11h 05m
Mon 11/911:05 am -
2 stops9h 50m
Deal found 10/21![Southwest logo]()
$517
This Delta deal was found by Cheapflights users on 10/21. 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 12/176:00 am -
2 stops21h 03m
Fri 1/295:55 am -
2 stops14h 54m
Deal found 10/21![Delta logo]()
$543
This Delta deal was found by Cheapflights users on 10/21. 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 12/1812:49 pm -
2 stops30h 23m
Tue 1/265:05 pm -
2 stops27h 44m
Deal found 10/21![Delta logo]()
$564
This Southwest deal was found by Cheapflights users on 10/24. 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 11/2311:10 am -
2 stops11h 05m
Fri 11/279:25 am -
2 stops11h 30m
Deal found 10/24![Southwest logo]()
$581
This Southwest deal was found by Cheapflights users on 10/21. 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 12/201:10 pm -
2 stops12h 20m
Tue 12/2911:50 pm -
2 stops9h 55m
Deal found 10/21![Southwest logo]()
$594
This Delta deal was found by Cheapflights users on 10/21. 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 12/2112:59 pm -
2 stops13h 59m
Tue 1/265:05 pm -
2 stops27h 44m
Deal found 10/21![Delta logo]()
$609
This Delta deal was found by Cheapflights users on 10/21. 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 12/176:00 am -
2 stops21h 03m
Thu 1/285:05 pm -
2 stops27h 44m
Deal found 10/21![Delta logo]()
$610
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 October 25, 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 October 25, 2026.
This Southwest deal was found by Cheapflights users on 10/21. 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 12/45:15 am -
2 stops12h 05m
Tue 12/88:50 am -
2 stops10h 00m
Deal found 10/21![Southwest logo]()
$308
This Delta deal was found by Cheapflights users on 10/21. 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 12/1812:49 pm -
2 stops30h 23m
Tue 1/265:05 pm -
2 stops27h 44m
Deal found 10/21![Delta logo]()
$564
This Southwest deal was found by Cheapflights users on 10/21. 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 12/201:10 pm -
2 stops12h 20m
Fri 1/299:10 am -
2 stops9h 35m
Deal found 10/21![Southwest logo]()
$399
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/135:30 am -
2 stops12h 05m
Mon 1/1810:00 am -
2 stops10h 45m
Deal found 10/21![Southwest logo]()
$461
This Delta deal was found by Cheapflights users on 10/21. 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 12/2112:59 pm -
2 stops13h 59m
Tue 1/265:05 pm -
2 stops27h 44m
Deal found 10/21![Delta logo]()
$609
This Southwest deal was found by Cheapflights users on 10/23. 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 12/211:10 pm -
2 stops12h 20m
Mon 1/410:00 am -
2 stops10h 55m
Deal found 10/23![Southwest logo]()
$507
This Southwest deal was found by Cheapflights users on 10/25. 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 11/95:20 am -
2 stops10h 55m
Fri 11/139:30 am -
2 stops11h 25m
Deal found 10/25![Southwest logo]()
$517
This Southwest deal was found by Cheapflights users on 10/21. 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 11/511:10 am -
2 stops11h 05m
Mon 11/911:05 am -
2 stops9h 50m
Deal found 10/21![Southwest logo]()
$517
This Southwest deal was found by Cheapflights users on 10/24. 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 11/2311:10 am -
2 stops11h 05m
Fri 11/279:25 am -
2 stops11h 30m
Deal found 10/24![Southwest logo]()
$581
This Southwest deal was found by Cheapflights users on 10/24. 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 12/201:10 pm -
2 stops12h 20m
Tue 12/2911:50 pm -
2 stops9h 55m
Deal found 10/24![Southwest logo]()
$594
This Delta deal was found by Cheapflights users on 10/24. 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 11/214:50 pm -
2 stops22h 11m
Fri 11/275:00 pm -
2 stops19h 16m
Deal found 10/24![Delta logo]()
$962
This Delta deal was found by Cheapflights users on 10/23. 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 3/194:50 pm -
2 stops10h 06m
Wed 3/245:55 am -
2 stops14h 28m
Deal found 10/23![Delta logo]()
$997
Last-minute flights from Portland to OaklandDiscover last-minute flight deals from Portland to Oakland. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Oakland. Data last updated October 25, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/21. 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 11/511:10 am -
2 stops11h 05m
Mon 11/911:05 am -
2 stops9h 50m
Deal found 10/21![Southwest logo]()
$517
This Delta deal was found by Cheapflights users on 10/24. 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 11/214:50 pm -
2 stops22h 11m
Fri 11/275:00 pm -
2 stops19h 16m
Deal found 10/24![Delta logo]()
$962
This Southwest deal was found by Cheapflights users on 10/24. 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 11/2110:15 am -
2 stops12h 35m
Sat 11/2811:25 am -
2 stops9h 45m
Deal found 10/24![Southwest logo]()
$1,250
This Delta deal was found by Cheapflights users on 10/24. 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 11/224:50 pm -
2 stops10h 05m
Fri 11/275:55 am -
2 stops30h 21m
Deal found 10/24![Delta logo]()
$813
This Southwest deal was found by Cheapflights users on 10/24. 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 11/2311:10 am -
2 stops11h 05m
Fri 11/279:25 am -
2 stops11h 30m
Deal found 10/24![Southwest logo]()
$581
This Southwest deal was found by Cheapflights users on 10/22. 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 11/2410:25 am -
2 stops11h 00m
Sat 11/2811:25 am -
2 stops9h 45m
Deal found 10/22![Southwest logo]()
$1,360
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 October 25, 2026.
Search for one-way flight options from Portland to Oakland. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This Delta deal was found by Cheapflights users on 10/23. 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 10/306:01 am -
2 stops13h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Delta logo]()
$259
This Delta deal was found by Cheapflights users on 10/23. 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 11/22:09 pm -
2 stops10h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Delta logo]()
$335
This Delta deal was found by Cheapflights users on 10/22. 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 12/205:35 am -
2 stops13h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 10/21. 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 12/2112:59 pm -
2 stops13h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Delta logo]()
$355
This Southwest deal was found by Cheapflights users on 10/21. 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 12/221:10 pm -
2 stops12h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Southwest logo]()
$369
This Delta deal was found by Cheapflights users on 10/23. 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 11/16:03 am -
2 stops13h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Delta logo]()
$425
This Delta deal was found by Cheapflights users on 10/23. 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 11/44:15 pm -
2 stops22h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Delta logo]()
$514
This Delta deal was found by Cheapflights users on 10/25. 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 12/316:00 am -
2 stops32h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Delta logo]()
$574
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/16:00 am -
2 stops19h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Delta logo]()
$614
This Delta deal was found by Cheapflights users on 10/21. 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 12/231:20 pm -
2 stops35h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Delta logo]()
$735
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 October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $308 (Southwest) |
One-way from | $259 (Delta) |
Popular in | July |
Cheapest in | April |
Average price | $498 |
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 October 25, 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
Sat 10/31
1:10 pm-9:58 pm
2 stops11h 48m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$259
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Fri 12/4
5:15 am-2:20 pm
2 stops12h 05m
Oakland
Tue 12/8
8:50 am-9:50 pm
2 stops10h 00m
$308
Quickest round-trip
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Mon 11/2
2:09 pm-9:58 pm
2 stops10h 49m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$335
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Sun 12/20
5:35 am-4:12 pm
2 stops13h 37m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$345
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Tue 12/22
1:10 pm-10:30 pm
2 stops12h 20m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$369
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Sun 12/20
1:10 pm-10:30 pm
2 stops12h 20m
Oakland
Fri 1/29
9:10 am-9:45 pm
2 stops9h 35m
$399
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Sun 11/1
6:03 am-4:22 pm
2 stops13h 19m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$425
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Wed 1/13
5:30 am-2:35 pm
2 stops12h 05m
Oakland
Mon 1/18
10:00 am-11:45 pm
2 stops10h 45m
$461
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Mon 12/21
1:10 pm-10:30 pm
2 stops12h 20m
Oakland
Mon 1/4
10:00 am-11:55 pm
2 stops10h 55m
$507
PortlandOakland
PWM Portland - OAK Oakland
PWMOAK
Portland
Wed 11/4
4:15 pm-12:01 pm
2 stops22h 46m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$514
Showing 1-10 of 22 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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Portland, Maine-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.
Browse thousands of different options on Cheapflights for your next trip
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