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$133+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — PWM
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap 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 December 15, 2025.

This Southwest deal was found by Cheapflights users on 12/13. 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 12/315:45 amOAK - BOS
1 stop7h 20mSouthwest
Thu 1/84:50 pmBOS - OAK
1 stop8h 25mSouthwest
Deal found 12/13$362
This Southwest deal was found by Cheapflights users on 12/12. 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 12/287:15 pmOAK - BOS
2 stops9h 55mSouthwest
Thu 1/84:50 pmBOS - OAK
1 stop8h 25mSouthwest
Deal found 12/12$392
This Delta deal was found by Cheapflights users on 12/14. 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.
Mon 12/225:53 amOAK - BOS
1 stop8h 32mDelta
Thu 1/85:35 pmBOS - OAK
1 stop8h 18mDelta
Deal found 12/14$402
This Delta deal was found by Cheapflights users on 12/14. 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.
Mon 12/225:53 amOAK - BOS
1 stop8h 32mDelta
Tue 1/275:50 amBOS - OAK
2 stops13h 24mDelta
Deal found 12/14$407
This Delta deal was found by Cheapflights users on 12/14. 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 12/245:53 amOAK - BOS
2 stops13h 17mDelta
Thu 1/86:10 amBOS - OAK
1 stop8h 47mDelta
Deal found 12/14$416
This Delta deal was found by Cheapflights users on 12/12. 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.
Mon 12/225:53 amOAK - BOS
1 stop8h 32mDelta
Tue 1/204:25 pmBOS - OAK
1 stop10h 28mDelta
Deal found 12/12$427
This Delta deal was found by Cheapflights users on 12/14. 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.
Mon 12/225:53 amOAK - BOS
1 stop8h 32mDelta
Tue 1/66:10 amBOS - OAK
1 stop8h 47mDelta
Deal found 12/14$431
This Delta deal was found by Cheapflights users on 12/14. 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 12/245:53 amOAK - BOS
2 stops13h 17mDelta
Tue 1/66:10 amBOS - OAK
1 stop8h 47mDelta
Deal found 12/14$445
This Delta deal was found by Cheapflights users on 12/13. 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 12/205:53 amOAK - PWM
2 stops13h 50mDelta
Thu 12/251:03 pmPWM - OAK
2 stops12h 44mDelta
Deal found 12/13$1,148
This Delta deal was found by Cheapflights users on 12/13. 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 12/235:53 amOAK - PWM
2 stops13h 50mDelta
Thu 12/251:03 pmPWM - OAK
2 stops12h 44mDelta
Deal found 12/13$1,247
This Delta deal was found by Cheapflights users on 12/13. 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.
Sun 12/215:53 amOAK - PWM
2 stops13h 50mDelta
Thu 12/251:03 pmPWM - OAK
2 stops12h 44mDelta
Deal found 12/13$1,287
This Delta deal was found by Cheapflights users on 12/13. 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 12/255:53 amOAK - PWM
2 stops13h 50mDelta
Tue 12/301:03 pmPWM - OAK
2 stops13h 55mDelta
Deal found 12/13$1,730

Find flight deals from Oakland to Maine

Keep the following information in mind while searching for Oakland to Maine flight deals. Data was last updated December 15, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$267
(Southwest)

One-way from

$133
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$474
Provider with most accurate pricing for San Francisco-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Francisco-Boston Logan Intl flights.
Search Deals
From Oakland to Maine
Search Deals
One-way flight from Oakland to Maine
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($4 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 15, 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

Fri 1/30

8:10 am-11:54 pm

1 stop12h 44m

Boston Logan Intl

Mon 2/2

5:20 pm-9:46 am

1 stop19h 26m

$267

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 1/13

9:40 am-10:30 pm

1 stop9h 50m

Boston Logan Intl

Tue 1/20

5:30 am-2:05 pm

1 stop11h 35m

$267

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Mon 1/5

9:35 am-6:10 am

1 stop17h 35m

Boston Logan Intl

Mon 1/12

6:44 pm-11:03 am

1 stop19h 19m

$292

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 2/25

9:40 am-10:30 pm

1 stop9h 50m

Boston Logan Intl

Sun 3/1

5:00 am-10:50 am

1 stop8h 50m

$293

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Thu 1/8

5:55 am-4:30 pm

1 stop7h 35m

Boston Logan Intl

Mon 1/12

6:10 am-11:57 am

1 stop8h 47m

$297

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Fri 1/30

9:30 am-10:05 pm

2 stops9h 35m

Boston Logan Intl

Mon 2/2

5:30 am-2:05 pm

1 stop11h 35m

$318

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 1/21

12:33 pm-11:56 pm

1 stop8h 23m

Boston Logan Intl

Sat 1/31

6:10 am-11:52 am

1 stop8h 42m

$326

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 1/20

7:50 am-8:50 pm

2 stops10h 00m

Boston Logan Intl

Fri 1/23

5:30 am-2:05 pm

1 stop11h 35m

$347

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Thu 1/22

11:43 am-11:54 pm

1 stop9h 11m

Boston Logan Intl

Thu 2/5

7:00 am-4:23 pm

1 stop12h 23m

$352

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 12/31

5:45 am-4:05 pm

1 stop7h 20m

Boston Logan Intl

Thu 1/8

4:50 pm-10:15 pm

1 stop8h 25m

$362

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 33 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, July is the cheapest month in which you can book a flight from Oakland, California to Maine (average of $227). Flying from Oakland, California to Maine in February is currently the most expensive (average of $434). 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 $267, Alaska Airlines can have you in Maine from Oakland, California in 9h 50m. 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 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 - Bangor.

  • 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, July is the cheapest month in which you can book a flight from Oakland, California to Maine (average of $227). Flying from Oakland, California to Maine in February is currently the most expensive (average of $434). 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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