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Maine

$154+ 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — PWM
Apr 18 — Apr 251
Sat 4/18
Sat 4/25
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 March 19, 2026.

This CheapOair deal was found by Cheapflights users on 3/17. 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 6/97:03 pm
OAK
-
BOS
1 stop8h 17m
Alaska Airlines
Tue 6/167:36 pm
BOS
-
OAK
1 stop16h 50m
Alaska Airlines
Deal found 3/17$307
This CheapOair deal was found by Cheapflights users on 3/17. 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 5/16:20 am
OAK
-
BOS
1 stop14h 39m
Alaska Airlines
Wed 5/69:00 am
BOS
-
OAK
1 stop16h 32m
Alaska Airlines
Deal found 3/17$317
This Delta deal was found by Cheapflights users on 3/18. 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 4/1512:34 pm
OAK
-
BOS
1 stop8h 23m
Delta
Wed 4/222:48 pm
BOS
-
OAK
2 stops12h 06m
Delta
Deal found 3/18$322
This Southwest deal was found by Cheapflights users on 3/15. 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 5/87:30 pm
OAK
-
BOS
2 stops9h 35m
Southwest
Mon 5/113:45 pm
BOS
-
OAK
2 stops10h 00m
Southwest
Deal found 3/15$327
This Southwest deal was found by Cheapflights users on 3/15. 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 3/3111:55 pm
OAK
-
BOS
1 stop8h 25m
Southwest
Tue 4/76:20 pm
BOS
-
OAK
1 stop8h 05m
Southwest
Deal found 3/15$332
This CheapOair deal was found by Cheapflights users on 3/15. 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 5/16:20 am
OAK
-
BOS
1 stop14h 39m
Alaska Airlines
Mon 5/44:33 pm
BOS
-
OAK
1 stop19h 40m
Alaska Airlines
Deal found 3/15$337
This Southwest deal was found by Cheapflights users on 3/18. 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 4/911:55 pm
OAK
-
BOS
1 stop8h 00m
Southwest
Tue 4/146:20 pm
BOS
-
OAK
1 stop8h 05m
Southwest
Deal found 3/18$342
This Southwest deal was found by Cheapflights users on 3/18. 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 5/47:30 pm
OAK
-
BOS
2 stops9h 45m
Southwest
Thu 5/73:45 pm
BOS
-
OAK
1 stop11h 40m
Southwest
Deal found 3/18$343
This Delta deal was found by Cheapflights users on 3/17. 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 3/315:55 am
OAK
-
BOS
1 stop7h 37m
Delta
Sun 4/56:15 am
BOS
-
OAK
1 stop8h 36m
Delta
Deal found 3/17$347
This Alaska Airlines deal was found by Cheapflights users on 3/15. 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 5/59:53 am
OAK
-
BOS
1 stop11h 06m
Alaska Airlines
Wed 5/138:05 am
BOS
-
OAK
1 stop9h 09m
Alaska Airlines
Deal found 3/15$350
This Southwest deal was found by Cheapflights users on 3/17. 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 4/296:10 am
OAK
-
BOS
2 stops9h 25m
Southwest
Wed 5/1310:45 am
BOS
-
OAK
2 stops12h 35m
Southwest
Deal found 3/17$352
This CheapOair deal was found by Cheapflights users on 3/17. 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 4/289:53 am
OAK
-
BOS
1 stop11h 06m
Alaska Airlines
Mon 5/46:42 pm
BOS
-
OAK
1 stop17h 31m
Alaska Airlines
Deal found 3/17$354

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 March 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$307
(CheapOair)

One-way from

$154
(Alaska Airlines)

Popular in

December

Cheapest in

January

Average price

$579
Provider with most accurate pricing for San Francisco-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Francisco-Portland 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. 16% potential increase in price ($95 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 March 19, 2026.
Use the filters below to find and compare flights from Oakland to Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 5/13

7:45 pm-8:05 am

2 stops9h 20m

Boston Logan Intl

Sat 5/16

5:15 am-12:25 pm

2 stops10h 10m

$386

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Mon 9/14

10:30 am-12:30 am

2 stops11h 00m

Boston Logan Intl

Tue 9/15

9:25 am-5:35 pm

2 stops11h 10m

$411

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Mon 6/1

7:30 pm-8:15 am

2 stops9h 45m

Boston Logan Intl

Mon 6/8

10:15 pm-10:50 am

2 stops15h 35m

$413

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 5/20

11:55 pm-10:55 am

1 stop8h 00m

Boston Logan Intl

Tue 5/26

2:25 pm-11:25 pm

1 stop12h 00m

$431

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sat 8/1

7:40 pm-9:50 am

2 stops11h 10m

Boston Logan Intl

Tue 9/1

10:50 am-8:00 pm

2 stops12h 10m

$432

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 4/14

9:43 am-11:59 pm

2 stops11h 16m

Boston Logan Intl

Tue 5/5

5:56 pm-10:23 pm

1 stop31h 27m

$458
Quickest round-trip

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 6/9

7:03 pm-6:20 am

1 stop8h 17m

Boston Logan Intl

Wed 7/22

4:33 pm-10:37 pm

1 stop9h 04m

$479

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Fri 7/31

7:45 pm-8:05 am

2 stops9h 20m

Boston Logan Intl

Sat 8/8

12:10 pm-7:10 pm

2 stops10h 00m

$498

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Thu 5/28

5:05 pm-6:20 am

1 stop10h 15m

Boston Logan Intl

Mon 6/1

6:15 pm-11:48 am

2 stops20h 33m

$506

OaklandPortland

OAK - PWM

OAKPWM

Oakland

Wed 5/13

8:55 am-10:35 pm

2 stops10h 40m

Portland

Mon 5/18

2:50 pm-12:05 am

2 stops12h 15m

$509

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/18

Showing 1-10 of 43 resultsSorted by cheapest first
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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 $229). Flying from Oakland, California to Maine in April is currently the most expensive (average of $351). 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 $327, Southwest can have you in Maine from Oakland, California in 9h 35m. Airlines will cover a distance of 2685 mi.

  • 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, September is the cheapest month in which you can book a flight from Oakland, California to Maine (average of $229). Flying from Oakland, California to Maine in April is currently the most expensive (average of $351). 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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