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$109+ 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OAK
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Maine to Oakland

Keep the following information in mind while searching for Maine to Oakland flight deals. Data was last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$245
(Alaska Airlines)

One-way from

$109
(Southwest)

Popular in

March

Cheapest in

September

Average price

$415
Provider with most accurate pricing for Portland-San Francisco flight deals.
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Provider most trusted by Cheapflights users for Portland-San Francisco flights.
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From Maine to Oakland
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One-way flight from Maine to Oakland
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Highest demand for flights based on searches. 5% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 30, 2025.

This Alaska Airlines deal was found by Cheapflights users on 10/29. 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.
Wed 11/127:00 amBOS - OAK
1 stop9h 55mAlaska Airlines
Fri 11/146:30 amOAK - BOS
1 stop14h 50mAlaska Airlines
Deal found 10/29$277
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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 11/187:00 amBOS - OAK
1 stop9h 55mAlaska Airlines
Thu 12/411:21 amOAK - BOS
1 stop9h 38mAlaska Airlines
Deal found 10/28$281
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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.
Wed 11/127:00 amBOS - OAK
1 stop9h 55mAlaska Airlines
Sat 12/611:21 amOAK - BOS
1 stop9h 38mAlaska Airlines
Deal found 10/28$291
This Delta deal was found by Cheapflights users on 10/29. 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 12/36:10 amBOS - OAK
1 stop8h 40mDelta
Sun 12/145:55 amOAK - BOS
1 stop7h 18mDelta
Deal found 10/29$297
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 12/124:24 pmBOS - OAK
2 stops21h 17mAlaska Airlines
Thu 1/88:10 amOAK - BOS
1 stop12h 49mAlaska Airlines
Deal found 10/29$299
This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 12/49:00 amBOS - OAK
2 stops10h 04mDelta
Wed 12/1012:30 pmOAK - BOS
1 stop8h 11mDelta
Deal found 10/29$302
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:52 pmBOS - OAK
1 stop8h 11mDelta
Wed 12/34:50 pmOAK - BOS
1 stop10h 30mDelta
Deal found 10/28$307
This Southwest deal was found by Cheapflights users on 10/29. 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 12/126:20 pmBOS - OAK
1 stop8h 50mSouthwest
Thu 1/812:30 pmOAK - BOS
1 stop7h 00mSouthwest
Deal found 10/29$310
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:52 pmBOS - OAK
1 stop8h 11mDelta
Fri 12/55:55 amOAK - BOS
2 stops11h 05mDelta
Deal found 10/28$312
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/158:00 amBOS - OAK
2 stops11h 11mDelta
Fri 12/55:55 amOAK - BOS
2 stops11h 05mDelta
Deal found 10/28$317
This Southwest deal was found by Cheapflights users on 10/30. 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.
Thu 11/135:15 amBOS - OAK
1 stop8h 10mSouthwest
Mon 11/175:45 amOAK - BOS
1 stop7h 20mSouthwest
Deal found 10/30$327
This Southwest deal was found by Cheapflights users on 10/29. 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.
Sun 12/213:15 pmPWM - OAK
2 stops12h 05mSouthwest
Mon 12/297:50 pmOAK - PWM
2 stops12h 20mSouthwest
Deal found 10/29$489

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 October 30, 2025.
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

Tue 11/18

7:00 am-1:55 pm

1 stop9h 55m

Oakland

Thu 12/4

11:21 am-11:59 pm

1 stop9h 38m

$281

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 11/12

7:00 am-1:55 pm

1 stop9h 55m

Oakland

Thu 12/4

11:21 am-11:59 pm

1 stop9h 38m

$291

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Mon 11/17

6:53 pm-12:03 am

1 stop8h 10m

Oakland

Wed 11/19

4:51 pm-6:30 am

1 stop10h 39m

$297

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 1/22

7:00 am-4:23 pm

1 stop12h 23m

Oakland

Mon 1/26

5:17 pm-11:59 pm

1 stop27h 42m

$299

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 11/14

6:52 pm-12:03 am

1 stop8h 11m

Oakland

Sat 12/6

5:55 am-4:13 pm

1 stop7h 18m

$307

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Sat 11/15

11:25 am-9:39 pm

2 stops13h 14m

Oakland

Mon 12/8

5:55 am-7:40 pm

2 stops10h 45m

$317

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Sat 11/15

11:25 am-9:39 pm

2 stops13h 14m

Oakland

Sat 12/6

5:55 am-7:42 pm

2 stops10h 47m

$317

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 11/14

4:46 pm-8:54 am

1 stop19h 08m

Oakland

Mon 11/17

6:30 am-12:20 am

1 stop14h 50m

$317

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 11/14

6:52 pm-12:03 am

1 stop8h 11m

Oakland

Sat 11/15

4:51 pm-6:25 am

1 stop10h 34m

$348

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 11/19

6:45 am-1:55 pm

2 stops10h 10m

Oakland

Sun 11/23

5:45 am-12:05 am

2 stops15h 20m

$349

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 32 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, May is the cheapest month in which you can book a flight from Maine to Oakland, California (average of $156). Flying from Maine to Oakland, California in March is currently the most expensive (average of $337). 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 8h 10m. Alaska Airlines provides one of the quickest options available for as low as $297. There are 2685 mi between Maine and Oakland, California. This flight may include one or multiple stops.

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

    $109 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Alaska Airlines and Delta, with prices starting from $128 and $149, respectively.

  • 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, May is the cheapest month in which you can book a flight from Maine to Oakland, California (average of $156). Flying from Maine to Oakland, California in March is currently the most expensive (average of $337). 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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Alternative routes for Maine to Oakland

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Maine to Oakland

Discover the top airline that operate flights from Maine 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$366Average$438FlexibilityNo cancel feeOn-time63%

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