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Oakland

$129+ Cheap flights from Maine to Oakland, CA (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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OAK
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Maine to Oakland

Cheapest flights from Maine to Oakland
Explore the most affordable flight options available from Maine to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:00 am
BOS
-
OAK
1 stop12h 37m
Alaska Airlines
Tue 3/105:31 pm
OAK
-
BOS
1 stop10h 23m
Alaska Airlines
Deal found 1/28$257
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:24 pm
BOS
-
OAK
1 stop17h 50m
Alaska Airlines
Wed 3/116:15 am
OAK
-
BOS
1 stop14h 44m
Alaska Airlines
Deal found 1/28$267
This Orbitz deal was found by Cheapflights users on 1/28. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:00 am
BOS
-
OAK
1 stop12h 37m
Alaska Airlines
Wed 3/410:04 am
OAK
-
BOS
1 stop26h 32m
Alaska Airlines
Deal found 1/28$275
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:00 am
BOS
-
OAK
1 stop12h 37m
Alaska Airlines
Fri 2/276:15 am
OAK
-
BOS
1 stop14h 44m
Alaska Airlines
Deal found 1/28$277
This Expedia deal was found by Cheapflights users on 1/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/274:36 pm
BOS
-
OAK
1 stop19h 48m
Alaska Airlines
Tue 3/35:31 pm
OAK
-
BOS
1 stop10h 23m
Alaska Airlines
Deal found 1/27$285
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/234:36 pm
BOS
-
OAK
1 stop19h 48m
Alaska Airlines
Fri 2/276:15 am
OAK
-
BOS
1 stop14h 44m
Alaska Airlines
Deal found 1/28$287
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/117:00 am
BOS
-
OAK
1 stop12h 23m
Alaska Airlines
Sun 2/156:15 am
OAK
-
BOS
1 stop14h 44m
Alaska Airlines
Deal found 1/28$292
This CheapOair deal was found by Cheapflights users on 1/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/274:36 pm
BOS
-
OAK
1 stop19h 48m
Alaska Airlines
Mon 3/25:31 pm
OAK
-
BOS
1 stop10h 23m
Alaska Airlines
Deal found 1/27$295
This CheapOair deal was found by Cheapflights users on 1/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/135:59 pm
BOS
-
OAK
1 stop8h 38m
Alaska Airlines
Tue 5/197:00 am
OAK
-
BOS
1 stop19h 49m
Alaska Airlines
Deal found 1/27$297
This Alaska Airlines deal was found by Cheapflights users on 1/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/39:02 am
BOS
-
OAK
1 stop10h 35m
Alaska Airlines
Mon 3/96:15 am
OAK
-
BOS
1 stop31h 21m
Alaska Airlines
Deal found 1/28$300
This Southwest deal was found by Cheapflights users on 1/28. 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 2/256:50 am
BOS
-
OAK
1 stop11h 05m
Southwest
Wed 3/49:20 am
OAK
-
BOS
2 stops9h 45m
Southwest
Deal found 1/28$302
This CheapOair deal was found by Cheapflights users on 1/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:24 pm
BOS
-
OAK
2 stops18h 00m
Alaska Airlines
Mon 3/25:31 pm
OAK
-
BOS
1 stop10h 23m
Alaska Airlines
Deal found 1/27$305

Find flight deals from Maine to Oakland

Keep the following information in mind while searching for Maine to Oakland flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$257
(CheapOair)

One-way from

$129
(Expedia)

Popular in

December

Cheapest in

September

Average price

$386
Provider with most accurate pricing for Portland-San Francisco flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-San Francisco flights.
Search Deals
From Maine to Oakland
Search Deals
One-way flight from Maine to Oakland
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maine 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 January 29, 2026.
Use the filters below to find and compare flights from Maine to Oakland that are best for you.

Fly from

Maine

Fly to

Oakland

Route

Depart

Return

Price

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 3/4

9:02 am-4:37 pm

1 stop10h 35m

Oakland

Tue 3/10

5:31 pm-6:54 am

1 stop10h 23m

$257

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 3/5

7:00 am-4:37 pm

1 stop12h 37m

Oakland

Tue 3/10

5:31 pm-6:54 am

1 stop10h 23m

$285

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 3/4

7:00 am-4:37 pm

1 stop12h 37m

Oakland

Mon 3/9

6:15 am-4:36 pm

1 stop31h 21m

$300

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 3/6

2:35 pm-11:51 pm

2 stops12h 16m

Oakland

Tue 3/10

4:49 pm-6:10 am

1 stop10h 21m

$302

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 2/25

6:50 am-2:35 pm

2 stops10h 45m

Oakland

Wed 3/4

7:25 pm-8:10 am

2 stops9h 45m

$307

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Sat 2/28

5:45 pm-11:50 pm

1 stop9h 05m

Oakland

Mon 3/2

6:20 pm-8:50 am

2 stops11h 30m

$327

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 2/11

5:30 am-2:05 pm

1 stop11h 35m

Oakland

Tue 2/17

6:15 am-4:30 pm

1 stop7h 15m

$332

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 3/6

2:35 pm-11:51 pm

2 stops12h 16m

Oakland

Mon 3/9

4:49 pm-6:10 am

1 stop10h 21m

$333

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Sat 3/7

7:00 am-11:54 pm

1 stop19h 54m

Oakland

Tue 3/10

5:31 pm-6:54 am

1 stop10h 23m

$335

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 3/4

12:50 pm-11:51 pm

2 stops14h 01m

Oakland

Mon 3/9

5:55 am-8:14 pm

2 stops11h 19m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 41 results
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Best time to book a flight from Maine to Oakland

Have a flexible travel schedule? Discover the best time to fly to Oakland from Maine 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 Maine to Oakland

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

Currently, January is the cheapest month in which you can book a flight from Maine to Oakland, California (average of $219). Flying from Maine to Oakland, California in March is currently the most expensive (average of $360). 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.

Related info for your journey

Find useful and relevant information for your journey from Maine to Oakland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Oakland from Maine?

    Oakland (OAK) is the airport you will fly into if you book a flight from Maine to Oakland. It is only a 7.0 mi journey from Oakland (OAK) to Oakland’s city center.

  • How long is the flight from Maine to Oakland, California?

    A quick flight from Maine to Oakland, California can take about 10h 35m. Alaska Airlines provides one of the quickest options available for as low as $257. There are 2685 mi between Maine and Oakland, California. This flight may include one or multiple stops.

  • What are the most popular routes from Maine to Oakland, California?

    The most popular route from Maine to Oakland, California is Boston Logan Intl - Oakland. You may also consider Portland - Oakland or Augusta - Oakland.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Maine to Oakland, California (average of $219). Flying from Maine to Oakland, California in March is currently the most expensive (average of $360). 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

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