Maine

$193+ Cheap flights from Oakland, CA (OAK) to Maine

OAK — PWM
Dec 3 — Dec 101
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Oakland to Maine with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Oakland to Maine

Cheapest flights from Oakland to Maine

Sat 12/58:05 am -
2 stops10h 45m
Mon 12/145:15 am -
2 stops11h 45m
Deal found 10/29$371
Sat 11/217:35 pm -
2 stops11h 55m
Tue 11/2410:25 am -
2 stops12h 15m
Deal found 11/2$563
Wed 12/237:10 pm -
2 stops11h 40m
Sat 1/25:25 pm -
2 stops10h 15m
Deal found 10/29$628
Fri 12/255:56 am -
2 stops12h 53m
Sun 1/31:20 pm -
2 stops29h 57m
Deal found 10/29$1,301
Fri 12/255:56 am -
2 stops12h 53m
Sat 1/212:59 pm -
2 stops13h 59m
Deal found 11/1$1,850

Find flight deals from Oakland to Maine

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$371
(Southwest)

One-way from

$193
(Southwest)

Popular in

December

Cheapest in

January

Average price

$477
Provider with most accurate pricing for San Francisco-Portland flight deals.
Provider most trusted by Cheapflights users for San Francisco-Portland flights.
From Oakland to Maine
One-way flight from Oakland to Maine
Highest demand for flights based on searches. 1% potential increase in price ($7 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($24 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
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
Quickest round-trip

OaklandPortland

OAK Oakland - PWM Portland

OAKPWM

Oakland

Wed 1/6

9:10 am-9:45 pm

2 stops9h 35m

Portland

Wed 12/31

12:00 am-9:00 pm

Nonstop0h 00m

$193

OaklandPortland

OAK Oakland - PWM Portland

OAKPWM

Oakland

Thu 12/17

11:05 am-11:55 pm

2 stops9h 50m

Portland

Wed 12/31

12:00 am-9:00 pm

Nonstop0h 00m

$235

OaklandPortland

OAK Oakland - PWM Portland

OAKPWM

Oakland

Fri 1/8

12:34 pm-2:32 pm

2 stops22h 58m

Portland

Wed 12/31

12:00 am-9:00 pm

Nonstop0h 00m

$299

OaklandPortland

OAK Oakland - PWM Portland

OAKPWM

Oakland

Sat 1/9

5:46 am-12:27 am

2 stops15h 41m

Portland

Wed 12/31

12:00 am-9:00 pm

Nonstop0h 00m

$317

OaklandPortland

OAK Oakland - PWM Portland

OAKPWM

Oakland

Wed 12/23

7:10 pm-9:50 am

2 stops11h 40m

Portland

Wed 12/31

12:00 am-9:00 pm

Nonstop0h 00m

$335

OaklandPortland

OAK Oakland - PWM Portland

OAKPWM

Oakland

Tue 1/5

5:00 pm-11:59 pm

2 stops27h 59m

Portland

Wed 12/31

12:00 am-9:00 pm

Nonstop0h 00m

$339

OaklandPortland

OAK Oakland - PWM Portland

OAKPWM

Oakland

Sat 12/5

8:05 am-9:50 pm

2 stops10h 45m

Portland

Mon 12/14

5:15 am-2:00 pm

2 stops11h 45m

$371

OaklandPortland

OAK Oakland - PWM Portland

OAKPWM

Oakland

Wed 12/16

5:07 pm-4:11 pm

2 stops20h 04m

Portland

Wed 12/31

12:00 am-9:00 pm

Nonstop0h 00m

$381

OaklandPortland

OAK Oakland - PWM Portland

OAKPWM

Oakland

Sat 11/21

7:35 pm-10:30 am

2 stops11h 55m

Portland

Tue 11/24

10:25 am-7:40 pm

2 stops12h 15m

$563

OaklandPortland

OAK Oakland - PWM Portland

OAKPWM

Oakland

Mon 1/4

5:46 am-11:59 pm

2 stops39h 13m

Portland

Wed 12/31

12:00 am-9:00 pm

Nonstop0h 00m

$585

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

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

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

  • 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 $371, Southwest can have you in Maine from Oakland, California in 10h 45m. Airlines will cover a distance of 2704 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?

  • 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Oakland to Maine

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.