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Oakland

$188+ Cheap flights from Portland, ME to Oakland, CA (PWM - OAK)

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 7/20. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OAK
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap 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 June 12, 2025.

Round-trip from

$405
(Southwest)

One-way from

$188
(Sun Country Air)

Popular in

August

Cheapest in

February

Average price

$386
From Portland to Oakland
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One-way flight from Portland to Oakland
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Highest demand for flights based on searches. 2% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Portland to Oakland

Cheapest flights from Portland to Oakland
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 June 12, 2025.

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.
Mon 9/222:00 pmPWM - OAK
2 stops11h 35mSouthwest
Thu 9/257:10 pmOAK - PWM
2 stops11h 40mSouthwest
Deal found 6/12$405
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/412:34 pmPWM - OAK
2 stops22h 54mMultiple Airlines
Thu 8/75:27 pmOAK - PWM
1 stop15h 30mMultiple Airlines
Deal found 6/10$462
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.
Tue 6/176:00 amPWM - OAK
2 stops13h 16mDelta
Fri 6/2012:30 pmOAK - PWM
2 stops33h 16mDelta
Deal found 6/10$854

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 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from Portland to Oakland that are best for you.

Fly from

Portland

Fly to

Oakland

Route

Depart

Return

Price

PortlandOakland

PWM - OAK

PWMOAK

Portland

Mon 9/22

2:00 pm-10:35 pm

2 stops11h 35m

Oakland

Thu 9/25

7:10 pm-9:50 am

2 stops11h 40m

$405

PortlandOakland

PWM - OAK

PWMOAK

Portland

Mon 8/4

12:34 pm-8:28 am

2 stops22h 54m

Oakland

Thu 8/7

5:27 pm-11:57 am

1 stop15h 30m

$462

PortlandOakland

PWM - OAK

PWMOAK

Portland

Sun 7/20

12:52 pm-4:51 pm

1 stop30h 59m

$188

PortlandOakland

PWM - OAK

PWMOAK

Portland

Wed 7/2

4:10 pm-11:15 pm

2 stops10h 05m

$209

PortlandOakland

PWM - OAK

PWMOAK

Portland

Sun 8/31

1:34 pm-10:46 pm

2 stops12h 12m

$275

PortlandOakland

PWM - OAK

PWMOAK

Portland

Sat 9/13

2:21 pm-9:11 am

3 stops45h 50m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

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.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Portland to Oakland

What is the cheapest month to book a flight from Portland, Maine to Oakland, California?

Currently, April is the cheapest month in which you can book a flight from Portland, Maine to Oakland, California (average of $183). Flying from Portland, Maine to Oakland, California in November is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in Oakland by month

Plan your trip to Oakland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Oakland, California ranges from 0.0 - 4.8 inches per month. January is typically the wettest month, when rainfall can reach 4.8 in. July is typically the driest time to visit Oakland, California when rainfall is around 0.0 in.

Temperature in Oakland by month

Plan your trip to Oakland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Oakland, California, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 66.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

Reviews of airlines servicing Oakland

Get insights into the airlines that provide service to Oakland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oakland. Reviews last updated June 12, 2025.
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Delta
8.0
Very good
7,946 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Sun Country Air
6.9
Okay
345 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

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.

  • What are the cheapest airlines to fly from Portland, Maine to Oakland, California one-way?

    To fly one-way, consider booking your trip with Sun Country Air, which is currently one of the cheapest options available, starting at $188. Southwest flights start at $209 while deals on Delta start at $275 one-way.

  • Can I find deals for flights from Portland to Oakland that include hotel bookings?

    Yes. In addition to deals on Portland to Oakland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Oakland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Oakland.

  • Can I find deals for business class flights from Portland to Oakland?

    Yes. Cheapflights offers flight deals from Portland to Oakland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland, Maine to Oakland, California?

    Currently, April is the cheapest month in which you can book a flight from Portland, Maine to Oakland, California (average of $183). Flying from Portland, Maine to Oakland, California in November is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top airline flying from Portland to Oakland

Discover the top airline that operate flights from Portland to Oakland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$366Average$385FlexibilityNo cancel feeOn-time63%

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