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$138+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — PWM
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap 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 12, 2025.

Round-trip from

$392
(Southwest)

One-way from

$138
(Sun Country Air)

Popular in

March

Cheapest in

January

Average price

$520
From Oakland to Portland
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One-way flight from Oakland to Portland
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Highest demand for flights based on searches. 19% potential increase in price ($123 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 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 Oakland to Portland

Cheapest flights from Oakland to Portland
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 12, 2025.

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 9/55:15 amOAK - PWM
1 stop8h 50mSouthwest
Sun 9/77:10 amPWM - OAK
2 stops15h 50mSouthwest
Deal found 6/11$392
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 8/276:00 amOAK - PWM
2 stops15h 03mDelta
Tue 9/211:48 amPWM - OAK
2 stops31h 28mDelta
Deal found 6/10$462
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.
Tue 7/89:38 pmOAK - PWM
3 stops34h 57mMultiple Airlines
Tue 7/1512:53 pmPWM - OAK
2 stops37h 40mMultiple Airlines
Deal found 6/10$535
This Sun Country Air 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/295:45 pmOAK - PWM
1 stop14h 38mSun Country Air
Sun 7/612:46 pmPWM - OAK
1 stop13h 05mSun Country Air
Deal found 6/11$815

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 12, 2025.
Use the filters below to find and compare flights from Oakland to Portland that are best for you.

Fly from

Oakland

Fly to

Portland

Route

Depart

Return

Price

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Fri 9/5

5:15 am-5:05 pm

1 stop8h 50m

Portland

Sun 9/7

7:10 am-8:00 pm

2 stops15h 50m

$392

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Wed 8/27

6:00 am-12:03 am

2 stops15h 03m

Portland

Tue 9/2

11:48 am-4:16 pm

2 stops31h 28m

$462

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Tue 7/8

9:38 pm-11:35 am

3 stops34h 57m

Portland

Tue 7/15

12:53 pm-11:33 pm

2 stops37h 40m

$535

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Sun 6/29

5:45 pm-11:23 am

1 stop14h 38m

Portland

Sun 7/6

12:46 pm-10:51 pm

1 stop13h 05m

$815

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Thu 8/28

5:53 pm-11:28 am

1 stop14h 35m

$138

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Wed 7/9

6:00 am-11:35 am

2 stops26h 35m

$196

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Tue 7/8

10:50 am-11:25 pm

2 stops9h 35m

$209

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Wed 8/27

6:00 am-12:03 am

2 stops15h 03m

$237

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Thu 8/28

6:15 am-8:36 pm

2 stops11h 21m

$369

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

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.
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 Oakland to Portland

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

Currently, January is the cheapest month in which you can book a flight from Oakland, California to Portland, Maine (average of $296). Flying from Oakland, California to Portland, Maine in July is currently the most expensive (average of $394). 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 Portland by month

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

In terms of precipitation, rainfall in Portland, Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Portland, Maine when rainfall is around 2.9 in.

Temperature in Portland by month

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

If weather is an important factor for your trip to Portland, Maine, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated June 12, 2025.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Sun Country Air
6.9
Okay
345 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

  • What are the cheapest airlines flying from Oakland, California to Portland, Maine round-trip?

    Cheapflights users have booked flights from Oakland, California to Portland, Maine round-trip from $392. Other airlines that can offer you cheap pricing are Delta, from $462, and Sun Country Air, from $815.

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

    The cheapest airline one-way is Sun Country Air, with whom users have recently found tickets for as low as $138. However, be on the lookout for offers from Southwest and Delta, as they are both options that can get you from Oakland, California to Portland, Maine for a low price.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oakland to Portland 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 Oakland, California to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Oakland, California to Portland, Maine (average of $296). Flying from Oakland, California to Portland, Maine in July is currently the most expensive (average of $394). 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.

See more FAQs

Traveling to a place near Oakland?

Book flights to Oakland if you plan to visit one of these locations
North Conway
Bath
Brunswick
Auburn
Conway
Lewiston

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Top airline flying from Oakland to Portland

Discover the top airline that operate flights from Oakland to Portland. 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$389Average$678FlexibilityNo cancel feeOn-time63%

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