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$109+ Cheap flights from Oakland, CA (OAK) to Maine

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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — PWM
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Oakland to Maine

Keep the following information in mind while searching for Oakland to Maine 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

January

Average price

$444
Provider with most accurate pricing for San Francisco-Portland flight deals.
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Provider most trusted by Cheapflights users for San Francisco-Portland flights.
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From Oakland to Maine
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One-way flight from Oakland to Maine
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Highest demand for flights based on searches. 21% potential increase in price ($134 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 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 Oakland to Maine

Cheapest flights from Oakland to Maine
Explore the most affordable flight options available from Oakland to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/912:35 pmOAK - BOS
1 stop7h 10mSouthwest
Wed 12/106:45 amBOS - OAK
2 stops10h 10mSouthwest
Deal found 10/28$222
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.
Sat 12/139:45 amOAK - BOS
1 stop26h 39mAlaska Airlines
Thu 1/85:20 pmBOS - OAK
1 stop19h 26mAlaska Airlines
Deal found 10/28$251
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1712:35 pmOAK - BOS
1 stop7h 10mSouthwest
Tue 11/186:45 amBOS - OAK
2 stops10h 10mSouthwest
Deal found 10/28$252
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 12/57:59 pmOAK - BOS
1 stop16h 25mAlaska Airlines
Mon 12/86:59 pmBOS - OAK
1 stop18h 42mAlaska Airlines
Deal found 10/29$257
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:30 amOAK - BOS
1 stop14h 50mAlaska Airlines
Mon 12/86:59 pmBOS - OAK
1 stop18h 42mAlaska Airlines
Deal found 10/30$267
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.
Thu 11/136:30 amOAK - BOS
1 stop14h 50mAlaska Airlines
Tue 11/187:00 amBOS - OAK
1 stop9h 55mAlaska Airlines
Deal found 10/29$277
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.
Mon 12/812:35 pmOAK - BOS
1 stop7h 10mSouthwest
Thu 12/116:45 amBOS - OAK
1 stop10h 55mSouthwest
Deal found 10/30$282
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.
Sat 11/155:10 amOAK - BOS
1 stop7h 40mSouthwest
Mon 12/86:45 amBOS - OAK
2 stops10h 10mSouthwest
Deal found 10/30$297
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.
Fri 12/512:30 pmOAK - BOS
1 stop8h 11mDelta
Mon 12/82:35 pmBOS - OAK
2 stops12h 33mDelta
Deal found 10/29$302
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.
Wed 11/195:45 amOAK - BOS
1 stop7h 20mSouthwest
Sat 11/227:55 pmBOS - OAK
1 stop8h 35mSouthwest
Deal found 10/29$305
This Southwest deal was found by Cheapflights users on 10/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/137:15 pmOAK - PWM
2 stops12h 55mSouthwest
Tue 1/65:45 amPWM - OAK
2 stops11h 50mSouthwest
Deal found 10/27$357
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/268:30 amOAK - PWM
2 stops12h 35mSouthwest
Wed 12/3112:45 pmPWM - OAK
2 stops12h 35mSouthwest
Deal found 10/28$519

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland to 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, Cheapflights users made 2,558,603 searches. Data last updated October 30, 2025.
Use the filters below to find and compare flights from Oakland to Maine that are best for you.

Fly from

Oakland

Fly to

Maine

Route

Depart

Return

Price

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Thu 11/13

6:30 am-12:20 am

1 stop14h 50m

Boston Logan Intl

Tue 11/18

7:00 am-1:55 pm

1 stop9h 55m

$277

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Mon 12/8

12:35 pm-10:45 pm

1 stop7h 10m

Boston Logan Intl

Thu 12/11

6:45 am-2:40 pm

1 stop10h 55m

$282

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 11/19

5:45 am-4:05 pm

1 stop7h 20m

Boston Logan Intl

Sat 11/22

7:55 pm-1:30 am

1 stop8h 35m

$305

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Fri 12/5

5:55 am-9:26 pm

2 stops12h 31m

Boston Logan Intl

Mon 12/8

5:40 am-4:04 pm

2 stops13h 24m

$307

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 11/18

12:28 pm-11:43 pm

1 stop8h 15m

Boston Logan Intl

Wed 12/10

6:10 am-11:50 am

1 stop8h 40m

$307

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Mon 12/8

4:50 pm-10:10 am

2 stops14h 20m

Boston Logan Intl

Thu 12/11

2:35 pm-12:08 am

2 stops12h 33m

$307

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 11/18

5:55 am-4:10 pm

1 stop7h 15m

Boston Logan Intl

Tue 12/9

6:46 pm-12:08 am

1 stop8h 22m

$307

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Mon 11/17

4:51 pm-6:30 am

1 stop10h 39m

Boston Logan Intl

Wed 12/10

6:46 pm-12:08 am

1 stop8h 22m

$307

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Sat 12/13

7:15 pm-11:10 am

2 stops12h 55m

Portland

Tue 1/6

5:45 am-2:35 pm

2 stops11h 50m

$357

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 12/2

6:40 am-3:24 pm

2 stops29h 44m

Boston Logan Intl

Sat 12/6

4:40 pm-8:46 am

1 stop19h 06m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 34 results
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Best time to book a flight from Oakland to Maine

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

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

Currently, September is the cheapest month in which you can book a flight from Oakland, California to Maine (average of $145). Flying from Oakland, California to Maine in March is currently the most expensive (average of $359). 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 Oakland to Maine. 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 from for flights from Oakland to Maine?

    For a flight from Oakland to Maine, you will be flying from Oakland. Oakland (OAK) is just 7.0 mi from the center of the city.

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

    For as low as $282, Alaska Airlines can have you in Maine from Oakland, California in 7h 10m. Airlines will cover a distance of 2685 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $119. However, be on the lookout for offers from Delta and Alaska Airlines, as they are both options that can get you from Oakland, California to Maine for a low price.

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

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

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Oakland, California to Maine (average of $145). Flying from Oakland, California to Maine in March is currently the most expensive (average of $359). 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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