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Cheap flights from Oakland, California to Portland from $194

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 9/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Oakland, California to Portland (OAK-PWM)

Cheap round-trip flights

Southwest Logo
7:30 am - 10:00 pmOAK-PWM
11h 30m2 stops
Southwest Logo
5:50 am - 2:55 pmPWM-OAK
12h 05m2 stops
$423Southwest
Find Deal
Sat, Sep 20 - Tue, Sep 30
Southwest Logo
7:30 am - 10:00 pmOAK-PWM
11h 30m2 stops
Southwest Logo
10:30 am - 5:40 pmPWM-OAK
10h 10m1 stop
$444Southwest
Find Deal
Sat, Sep 20 - Tue, Sep 30
Southwest Logo
11:00 am - 12:05 amOAK-PWM
10h 05m2 stops
Southwest Logo
5:45 am - 12:40 pmPWM-OAK
9h 55m2 stops
$673Southwest
Find Deal
Thu, Oct 16 - Mon, Oct 20
Southwest Logo
7:10 pm - 10:15 amOAK-PWM
12h 05m2 stops
Southwest Logo
5:35 am - 2:35 pmPWM-OAK
12h 00m2 stops
$697Southwest
Find Deal
Fri, Sep 19 - Sun, Sep 21
Southwest Logo
7:00 am - 10:00 pmOAK-PWM
12h 00m2 stops
Southwest Logo
5:50 am - 6:30 pmPWM-OAK
15h 40m2 stops
$745Southwest
Find Deal
Sat, Aug 30 - Mon, Sep 1
Southwest Logo
5:15 am - 5:05 pmOAK-PWM
8h 50m1 stop
Southwest Logo
5:35 am - 2:35 pmPWM-OAK
12h 00m2 stops
$785Southwest
Find Deal
Fri, Sep 19 - Sun, Sep 21
Southwest Logo
7:10 pm - 10:15 amOAK-PWM
12h 05m2 stops
Southwest Logo
5:50 am - 6:30 pmPWM-OAK
15h 40m2 stops
$880Southwest
Find Deal
Fri, Aug 29 - Mon, Sep 1
Southwest Logo
6:25 pm - 10:25 amOAK-PWM
13h 00m2 stops
Southwest Logo
10:35 am - 3:45 pmPWM-OAK
8h 10m1 stop
$1,126Southwest
Find Deal
Sat, Aug 30 - Mon, Sep 1
Southwest Logo
7:10 pm - 10:15 amOAK-PWM
12h 05m2 stops
Southwest Logo
10:35 am - 3:45 pmPWM-OAK
8h 10m1 stop
$1,261Southwest
Find Deal
Fri, Aug 29 - Mon, Sep 1
Southwest Logo
5:15 am - 5:05 pmOAK-PWM
8h 50m1 stop
Southwest Logo
10:35 am - 3:45 pmPWM-OAK
8h 10m1 stop
$1,558Southwest
Find Deal
Fri, Aug 29 - Mon, Sep 1

Southwest flights from Oakland, California to Portland, Maine

Our best Southwest deals on Oakland, California to Portland, Maine flight tickets
Southwest
Sep 20
OAK7:30 amOakland
11h 30m
2 stops
PWM10:00 pmPortland
Sep 30
PWM5:50 amPortland
12h 05m
2 stops
OAK2:55 pmOakland
$423
Find similar
Southwest
Sep 20
OAK7:30 amOakland
11h 30m
2 stops
PWM10:00 pmPortland
Sep 30
PWM10:30 amPortland
10h 10m
1 stop
OAK5:40 pmOakland
$444
Find similar
Southwest
Oct 16
OAK11:00 amOakland
10h 05m
2 stops
PWM12:05 amPortland
Oct 20
PWM5:45 amPortland
9h 55m
2 stops
OAK12:40 pmOakland
$673
Find similar

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 August 17, 2025.
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

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Sat 9/20

7:30 am-10:00 pm

2 stops11h 30m

Portland

Tue 9/30

5:50 am-2:55 pm

2 stops12h 05m

$423

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Sat 9/20

7:30 am-10:00 pm

2 stops11h 30m

Portland

Tue 9/30

10:30 am-5:40 pm

1 stop10h 10m

$444

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Thu 10/16

11:00 am-12:05 am

2 stops10h 05m

Portland

Mon 10/20

5:45 am-12:40 pm

2 stops9h 55m

$673

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Fri 9/19

7:10 pm-10:15 am

2 stops12h 05m

Portland

Sun 9/21

5:35 am-2:35 pm

2 stops12h 00m

$697

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Sat 8/30

7:00 am-10:00 pm

2 stops12h 00m

Portland

Mon 9/1

5:50 am-6:30 pm

2 stops15h 40m

$745

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Fri 9/19

5:15 am-5:05 pm

1 stop8h 50m

Portland

Sun 9/21

5:35 am-2:35 pm

2 stops12h 00m

$785

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Fri 8/29

7:10 pm-10:15 am

2 stops12h 05m

Portland

Mon 9/1

5:50 am-6:30 pm

2 stops15h 40m

$880

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Sat 8/30

6:25 pm-10:25 am

2 stops13h 00m

Portland

Mon 9/1

10:35 am-3:45 pm

1 stop8h 10m

$1,126

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Fri 8/29

7:10 pm-10:15 am

2 stops12h 05m

Portland

Mon 9/1

10:35 am-3:45 pm

1 stop8h 10m

$1,261

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Fri 8/29

5:15 am-5:05 pm

1 stop8h 50m

Portland

Mon 9/1

10:35 am-3:45 pm

1 stop8h 10m

$1,558

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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

What is the cheapest day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Oakland, California is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $450. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Sunday is the most expensive day to depart from Oakland, California because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $634.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the afternoon is the cheapest time of day to fly from Oakland, California to Portland, Maine when you can find flight prices for as low as $408. Flying to Portland, Maine in the afternoon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets at noon because they tend to be around $560. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Best Price Found

$194

Fastest flight time

8h 48m

Direct flights

None

Airports in Portland, Maine

1 airport
The best one-way flight to Portland, Maine from Oakland, California in the past 72 hours is $194. The best round-trip flight deal from Oakland, California to Portland, Maine found on momondo in the last 72 hours is $423.
The fastest flight from Oakland, California to Portland, Maine takes 8h 48m
There are no direct flights from Oakland, California to Portland, Maine. Popular non-direct route for this connection is Oakland Airport - Portland Airport.
There is 1 airport near Portland, Maine: Portland (PWM)
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  • 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 8h 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 many operators does momondo search for flights from Oakland Airport to Portland Airport?

  • 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.

  • What is the most popular airline from Oakland, California to Portland, Maine?

Best airlines flying from Oakland, California to Portland, Maine

Compare and see reviews for airlines that fly from Oakland, California to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $389Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

Traveling to a place near Portland?

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

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