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Cheap flights from Oakland, California to Portland from $151

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oakland, California to Portland departing on 10/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Oakland, California to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
8:05 am - 9:10 pm
OAK
-
PWM
10h 05m
2 stops
Southwest Logo
5:45 am - 1:10 pm
PWM
-
OAK
10h 25m
2 stops
$311Southwest
Wed, Aug 26 - Tue, Sep 1
Southwest Logo
5:20 am - 9:30 pm
OAK
-
PWM
13h 10m
1 stop
Southwest Logo
5:45 am - 1:10 pm
PWM
-
OAK
10h 25m
2 stops
$312Southwest
Fri, Sep 11 - Tue, Sep 15
Southwest Logo
7:40 am - 9:15 pm
OAK
-
PWM
10h 35m
2 stops
Southwest Logo
5:40 am - 2:55 pm
PWM
-
OAK
12h 15m
2 stops
$345Southwest
Wed, Sep 23 - Sat, Sep 26
Southwest Logo
10:35 am - 10:05 pm
OAK
-
PWM
8h 30m
1 stop
Southwest Logo
5:45 am - 1:55 pm
PWM
-
OAK
11h 10m
2 stops
$385Southwest
Wed, Aug 26 - Tue, Sep 1
Southwest Logo
7:20 am - 9:05 pm
OAK
-
PWM
10h 45m
2 stops
Southwest Logo
7:45 am - 12:40 pm
PWM
-
OAK
7h 55m
1 stop
$395Southwest
Sat, Sep 12 - Tue, Sep 15
Southwest Logo
8:10 am - 9:05 pm
OAK
-
PWM
9h 55m
2 stops
Southwest Logo
5:55 am - 2:00 pm
PWM
-
OAK
11h 05m
2 stops
$429Southwest
Sat, Sep 19 - Thu, Sep 24
Southwest Logo
10:35 am - 10:10 pm
OAK
-
PWM
8h 35m
1 stop
Southwest Logo
5:40 am - 2:55 pm
PWM
-
OAK
12h 15m
2 stops
$454Southwest
Tue, Sep 15 - Sat, Sep 19
Southwest Logo
9:15 am - 9:30 pm
OAK
-
PWM
9h 15m
2 stops
Southwest Logo
5:55 am - 2:00 pm
PWM
-
OAK
11h 05m
2 stops
$459Southwest
Thu, Aug 20 - Thu, Aug 27
Southwest Logo
5:20 am - 9:30 pm
OAK
-
PWM
13h 10m
1 stop
Southwest Logo
5:55 am - 2:00 pm
PWM
-
OAK
11h 05m
2 stops
$460Southwest
Mon, Aug 24 - Mon, Aug 31
Southwest Logo
9:35 am - 10:25 pm
OAK
-
PWM
9h 50m
2 stops
Southwest Logo
5:55 am - 2:00 pm
PWM
-
OAK
11h 05m
2 stops
$469Southwest
Fri, Aug 28 - Mon, Aug 31

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Southwest flights from Oakland, California to Portland, Maine

Our best Southwest deals on Oakland, California to Portland, Maine flight tickets
Southwest
Aug 26
OAK8:05 amOakland
10h 05m
2 stops
PWM9:10 pmPortland
Sep 1
PWM5:45 amPortland
10h 25m
2 stops
OAK1:10 pmOakland
$311
Southwest
Sep 11
OAK5:20 amOakland
13h 10m
1 stop
PWM9:30 pmPortland
Sep 15
PWM5:45 amPortland
10h 25m
2 stops
OAK1:10 pmOakland
$312
Southwest
Sep 23
OAK7:40 amOakland
10h 35m
2 stops
PWM9:15 pmPortland
Sep 26
PWM5:40 amPortland
12h 15m
2 stops
OAK2:55 pmOakland
$345

momondo Fare Finder

 
Customize your flight search to find flights from Oakland, California to Portland, Maine 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, momondo users made 832,500 searches. Data last updated July 26, 2026.
Use the filters below to find and compare flights from Oakland, California to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Wed 8/26

8:05 am-9:10 pm

2 stops10h 05m

Portland

Tue 9/1

5:45 am-1:10 pm

2 stops10h 25m

$311

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Fri 9/11

5:20 am-9:30 pm

1 stop13h 10m

Portland

Tue 9/15

5:45 am-1:10 pm

2 stops10h 25m

$312

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Wed 9/23

7:40 am-9:15 pm

2 stops10h 35m

Portland

Sat 9/26

5:40 am-2:55 pm

2 stops12h 15m

$345

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Wed 8/26

10:35 am-10:05 pm

1 stop8h 30m

Portland

Tue 9/1

5:45 am-1:55 pm

2 stops11h 10m

$385
Quickest round-trip

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Sat 9/12

7:20 am-9:05 pm

2 stops10h 45m

Portland

Tue 9/15

7:45 am-12:40 pm

1 stop7h 55m

$395

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Sat 9/19

8:10 am-9:05 pm

2 stops9h 55m

Portland

Thu 9/24

5:55 am-2:00 pm

2 stops11h 05m

$429

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Tue 9/15

10:35 am-10:10 pm

1 stop8h 35m

Portland

Sat 9/19

5:40 am-2:55 pm

2 stops12h 15m

$454

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Thu 8/20

9:15 am-9:30 pm

2 stops9h 15m

Portland

Thu 8/27

5:55 am-2:00 pm

2 stops11h 05m

$459

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Mon 8/24

5:20 am-9:30 pm

1 stop13h 10m

Portland

Mon 8/31

5:55 am-2:00 pm

2 stops11h 05m

$460

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Fri 8/28

9:35 am-10:25 pm

2 stops9h 50m

Portland

Mon 8/31

5:55 am-2:00 pm

2 stops11h 05m

$469

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Portland from

How to get the cheapest flight ticket from Oakland, California to Portland, Maine

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Can stopping save me money on Oakland, California to Portland, Maine flights?

You could potentially save up to 41% on your flight if you consider stops on a Oakland, California to Portland, Maine flight.

When to book flights from Oakland, California to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from Oakland, California to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Oakland, California to Portland, Maine (OAK to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oakland, California to Portland, Maine

Fastest flight time

9h 50m

Direct flights

None
The fastest flight from Oakland, California to Portland, Maine takes 9h 50m
There are no direct flights from Oakland, California to Portland, Maine. There are no popular flight routes from Oakland, California to Portland, Maine.
Search flight deals

Frequently asked questions about flying from Oakland, California to Portland, Maine

  • How far is Oakland to Portland by plane?

    A flight from Oakland to Portland will travel around 2706.4 mi. In terms of flight time, this usually takes a little over 9h 50m.

  • When did momondo last update prices for flights from Oakland Airport to Portland Airport?

    Prices for flights from Oakland Airport to Portland Airport are updated daily.

  • How old do you have to be to fly from Oakland Airport to Portland Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oakland Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Lewiston
Brunswick
Conway
Freeport
Bartlett
Gorham
Auburn
Windham
Bath
Intervale
Oxford
Georgetown
Falmouth
Tamworth

Why use momondo?

Why should I use momondo to find a flight deal from Oakland to Portland?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Oakland to Portland. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Oakland to Portland with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Portland from Oakland with this policy.

How can momondo help me find flights from Oakland to Portland?

momondo helps you find the best flight between Oakland and Portland by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Oakland to Portland right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Portland, momondo offers a useful price alert feature which will track prices for flights to Portland from Oakland and alert you when they change.

An easier way to manage your Portland, Maine trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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