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Oakland

$88+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — OAK
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$218
(Southwest)

One-way from

$88
(Southwest)

Popular in

November

Cheapest in

September

Average price

$331
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. 7% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 11, 2025.

This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/256:30 amBOS - OAK
1 stop10h 30mSouthwest
Mon 11/39:00 amOAK - BOS
1 stop10h 45mSouthwest
Deal found 9/10$218
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/46:30 amBOS - OAK
1 stop10h 30mSouthwest
Tue 10/78:35 pmOAK - BOS
2 stops9h 45mSouthwest
Deal found 9/10$222
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/76:45 amBOS - OAK
2 stops10h 45mSouthwest
Tue 10/218:35 pmOAK - BOS
2 stops9h 45mSouthwest
Deal found 9/10$229
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/76:20 pmBOS - OAK
1 stop8h 50mSouthwest
Mon 11/106:50 amOAK - BOS
1 stop9h 25mSouthwest
Deal found 9/10$248
This Alaska Airlines deal was found by Cheapflights users on 9/10. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/87:00 amBOS - OAK
1 stop19h 59mAlaska Airlines
Mon 11/106:30 amOAK - BOS
1 stop21h 59mAlaska Airlines
Deal found 9/10$281
This Southwest deal was found by Cheapflights users on 9/9. 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 11/76:20 pmBOS - OAK
1 stop8h 50mSouthwest
Fri 11/146:50 amOAK - BOS
1 stop9h 25mSouthwest
Deal found 9/9$284
This Delta deal was found by Cheapflights users on 9/10. 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.
Tue 10/76:15 amBOS - OAK
1 stop8h 35mDelta
Tue 10/2112:30 pmOAK - BOS
1 stop8h 18mDelta
Deal found 9/10$297
This Delta deal was found by Cheapflights users on 9/10. 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.
Sat 11/224:53 pmPWM - OAK
2 stops26h 18mDelta
Tue 12/24:54 pmOAK - PWM
2 stops20h 12mDelta
Deal found 9/10$618
This Southwest deal was found by Cheapflights users on 9/9. 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 11/263:15 pmPWM - OAK
2 stops12h 10mSouthwest
Sat 11/297:45 pmOAK - PWM
2 stops10h 55mSouthwest
Deal found 9/9$732
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/263:15 pmPWM - OAK
2 stops11h 30mSouthwest
Sun 11/308:25 amOAK - PWM
2 stops12h 45mSouthwest
Deal found 9/10$828
This Southwest deal was found by Cheapflights users on 9/9. 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.
Tue 11/255:30 amPWM - OAK
2 stops16h 05mSouthwest
Sun 11/308:25 amOAK - PWM
2 stops12h 45mSouthwest
Deal found 9/9$844
This Delta deal was found by Cheapflights users on 9/9. 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 11/2212:48 pmPWM - OAK
2 stops11h 51mDelta
Sat 11/295:45 amOAK - PWM
2 stops13h 29mDelta
Deal found 9/9$2,059

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 September 11, 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

Fri 11/7

6:20 pm-12:10 am

1 stop8h 50m

Oakland

Mon 11/10

6:50 am-7:15 pm

1 stop9h 25m

$248

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Tue 3/10

10:00 am-5:43 pm

1 stop10h 43m

Oakland

Wed 3/11

6:35 pm-7:16 am

1 stop9h 41m

$319

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 11/7

6:50 pm-11:53 pm

1 stop8h 03m

Oakland

Tue 11/11

4:51 pm-6:30 am

1 stop10h 39m

$320

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 10/23

7:20 am-12:03 am

1 stop19h 43m

Oakland

Tue 10/28

6:30 am-12:20 am

1 stop14h 50m

$325

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Tue 9/30

6:10 am-11:56 am

1 stop8h 46m

Oakland

Sat 10/4

5:05 pm-6:25 am

1 stop10h 20m

$337

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Tue 9/23

6:10 am-11:56 am

1 stop8h 46m

Oakland

Tue 9/30

5:05 pm-6:25 am

1 stop10h 20m

$337

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 11/7

6:23 pm-11:59 pm

1 stop32h 36m

Oakland

Sun 11/9

6:30 am-12:20 am

1 stop14h 50m

$372

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Tue 10/7

6:45 am-2:55 pm

1 stop11h 10m

Oakland

Tue 10/14

6:15 am-9:20 pm

2 stops12h 05m

$377

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 11/6

7:00 am-1:55 pm

1 stop9h 55m

Oakland

Sun 11/9

6:30 am-12:20 am

1 stop14h 50m

$395

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Mon 1/26

7:00 am-7:14 pm

2 stops15h 14m

Oakland

Thu 1/29

10:10 am-11:59 pm

1 stop10h 49m

$396

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 33 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, April is the cheapest month in which you can book a flight from Maine to Oakland, California (average of $183). Flying from Maine to Oakland, California in November is currently the most expensive (average of $259). 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 03m. Southwest provides one of the quickest options available for as low as $320. 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, April is the cheapest month in which you can book a flight from Maine to Oakland, California (average of $183). Flying from Maine to Oakland, California in November is currently the most expensive (average of $259). 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$366Average$385FlexibilityNo cancel feeOn-time63%

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