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Maine

$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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — PWM
Jul 15 — Jul 221
Wed 7/15
Wed 7/22
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 June 15, 2026.

This Southwest deal was found by Cheapflights users on 6/15. 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.
Wed 8/1912:45 pm
OAK
-
BOS
1 stop8h 40m
Southwest
Tue 8/259:05 am
BOS
-
OAK
1 stop10h 30m
Southwest
Deal found 6/15$265
This Southwest deal was found by Cheapflights users on 6/11. 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 8/1212:45 pm
OAK
-
BOS
1 stop8h 40m
Southwest
Wed 8/199:05 am
BOS
-
OAK
1 stop10h 30m
Southwest
Deal found 6/11$266
This Southwest deal was found by Cheapflights users on 6/11. 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 8/512:45 pm
OAK
-
BOS
1 stop8h 40m
Southwest
Tue 8/119:05 am
BOS
-
OAK
1 stop10h 30m
Southwest
Deal found 6/11$281
This Southwest deal was found by Cheapflights users on 6/11. 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 11/47:10 am
OAK
-
BOS
1 stop9h 30m
Southwest
Sat 11/79:00 am
BOS
-
OAK
1 stop10h 55m
Southwest
Deal found 6/11$294
This Southwest deal was found by Cheapflights users on 6/12. 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.
Mon 8/3112:30 pm
OAK
-
BOS
1 stop8h 55m
Southwest
Wed 9/29:05 am
BOS
-
OAK
1 stop10h 30m
Southwest
Deal found 6/12$295
This Southwest deal was found by Cheapflights users on 6/12. 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.
Tue 8/1112:45 pm
OAK
-
BOS
1 stop8h 40m
Southwest
Fri 8/143:55 pm
BOS
-
OAK
1 stop10h 10m
Southwest
Deal found 6/12$296
This Delta deal was found by Cheapflights users on 6/14. 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.
Sat 7/185:30 pm
OAK
-
BOS
1 stop9h 35m
Delta
Tue 7/216:05 am
BOS
-
OAK
1 stop8h 41m
Delta
Deal found 6/14$297
This Southwest deal was found by Cheapflights users on 6/11. 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 8/1912:45 pm
OAK
-
BOS
1 stop8h 40m
Southwest
Sat 8/225:50 am
BOS
-
OAK
2 stops12h 05m
Southwest
Deal found 6/11$298
This Delta deal was found by Cheapflights users on 6/12. 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.
Sat 7/46:00 am
OAK
-
BOS
2 stops11h 10m
Delta
Wed 7/86:05 am
BOS
-
OAK
1 stop8h 41m
Delta
Deal found 6/12$302
This Southwest deal was found by Cheapflights users on 6/15. 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.
Wed 9/168:00 am
OAK
-
PWM
2 stops10h 10m
Southwest
Wed 9/231:05 pm
PWM
-
OAK
2 stops9h 55m
Southwest
Deal found 6/15$373
This Southwest deal was found by Cheapflights users on 6/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:35 am
OAK
-
PWM
2 stops9h 50m
Southwest
Mon 8/245:55 am
PWM
-
OAK
2 stops11h 05m
Southwest
Deal found 6/14$427
This Southwest deal was found by Cheapflights users on 6/11. 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 9/39:30 am
OAK
-
PWM
2 stops9h 55m
Southwest
Tue 9/85:45 am
PWM
-
OAK
2 stops10h 25m
Southwest
Deal found 6/11$434

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 June 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$265
(Southwest)

One-way from

$133
(Southwest)

Popular in

December

Cheapest in

January

Average price

$517
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. 13% potential increase in price ($81 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 15, 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

Tue 8/25

12:45 pm-12:25 am

1 stop8h 40m

Boston Logan Intl

Tue 9/1

5:25 am-1:10 pm

2 stops10h 45m

$286
Quickest round-trip

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sat 7/18

5:30 pm-6:05 am

1 stop9h 35m

Boston Logan Intl

Tue 7/21

6:05 am-11:46 am

1 stop8h 41m

$297

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 9/9

5:55 am-8:04 pm

2 stops11h 09m

Boston Logan Intl

Wed 9/16

6:05 am-11:49 am

1 stop8h 44m

$352

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 7/15

7:35 am-11:20 pm

1 stop12h 45m

Boston Logan Intl

Tue 7/21

3:45 pm-11:25 pm

2 stops10h 40m

$358

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Thu 9/10

3:13 pm-5:49 am

1 stop11h 36m

Boston Logan Intl

Wed 9/16

7:59 pm-9:27 am

1 stop16h 28m

$372

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 9/9

11:10 am-12:05 am

1 stop9h 55m

Boston Logan Intl

Mon 9/14

8:40 am-3:00 pm

1 stop9h 20m

$372

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sat 8/8

8:10 pm-5:40 am

1 stop30h 30m

Boston Logan Intl

Thu 8/13

4:33 pm-10:41 pm

1 stop9h 08m

$389

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Mon 7/13

7:40 pm-8:00 am

2 stops9h 20m

Boston Logan Intl

Wed 7/15

4:25 pm-10:40 pm

1 stop9h 15m

$397

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sat 7/18

10:20 am-11:10 pm

1 stop9h 50m

Boston Logan Intl

Wed 7/22

4:25 pm-10:40 pm

1 stop9h 15m

$399

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Thu 10/1

7:30 pm-8:00 am

2 stops9h 30m

Boston Logan Intl

Mon 10/5

2:20 pm-10:25 pm

1 stop11h 05m

$402

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 46 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
No data available for this route at this time. Please check back soon.

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 $286, Southwest can have you in Maine from Oakland, California in 8h 40m. 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.

See more FAQs

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