Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from San Jose, California to Boston from $159

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Jose, California to Boston departing on 1/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from San Jose, California to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
10:45 pm - 12:03 pm
SJC
-
PWM
10h 18m2 stops
Delta Logo
5:30 am - 5:40 pm
PWM
-
SJC
15h 10m2 stops
$352Delta
Sat, Jan 24 - Wed, Jan 28
Delta Logo
10:45 pm - 5:16 pm
SJC
-
PWM
15h 31m2 stops
Delta Logo
5:30 am - 12:56 pm
PWM
-
SJC
10h 26m1 stop
$380Delta
Sat, Jan 24 - Wed, Jan 28
United Airlines Logo
8:50 am - 11:20 pm
SJC
-
PWM
11h 30m2 stops
United Airlines Logo
5:45 am - 1:41 pm
PWM
-
SJC
10h 56m2 stops
$625United Airlines
Tue, Mar 3 - Wed, Mar 4
United Airlines Logo
8:50 am - 11:20 pm
SJC
-
PWM
11h 30m2 stops
United Airlines Logo
5:45 am - 1:41 pm
PWM
-
SJC
10h 56m2 stops
$627United Airlines
Tue, Mar 3 - Wed, Mar 4
United Airlines Logo
8:40 am - 11:30 pm
SJC
-
PWM
11h 50m2 stops
United Airlines Logo
9:40 am - 8:56 pm
PWM
-
SJC
14h 16m3 stops
$701United Airlines
Sat, Jan 24 - Wed, Jan 28
United Airlines Logo
8:50 am - 11:20 pm
SJC
-
PWM
11h 30m2 stops
United Airlines Logo
6:00 am - 1:41 pm
PWM
-
SJC
34h 41m3 stops
$711United Airlines
Tue, Mar 3 - Wed, Mar 4
United Airlines Logo
8:50 am - 11:20 pm
SJC
-
PWM
11h 30m2 stops
United Airlines Logo
6:00 am - 1:41 pm
PWM
-
SJC
34h 41m3 stops
$716United Airlines
Tue, Mar 3 - Wed, Mar 4
Delta Logo
10:45 pm - 1:45 pm
SJC
-
PWM
12h 00m2 stops
Delta Logo
12:43 pm - 9:28 pm
PWM
-
SJC
11h 45m2 stops
$788Delta
Fri, Jan 16 - Tue, Jan 20
United Airlines Logo
9:00 am - 11:22 pm
SJC
-
PWM
11h 22m2 stops
United Airlines Logo
7:30 pm - 10:34 pm
PWM
-
SJC
30h 04m2 stops
$912United Airlines
Wed, Dec 31 - Sun, Jan 4
United Airlines Logo
8:40 am - 11:30 pm
SJC
-
PWM
11h 50m3 stops
United Airlines Logo
9:40 am - 8:56 pm
PWM
-
SJC
14h 16m3 stops
$1,145United Airlines
Sat, Jan 24 - Wed, Jan 28

Delta flights from San Jose, California to Portland, Maine

Our best Delta deals on San Jose, California to Portland, Maine flight tickets
Delta
Jan 24
SJC10:45 pmSan Jose
10h 18m
2 stops
PWM12:03 pmPortland
Jan 28
PWM5:30 amPortland
15h 10m
2 stops
SJC5:40 pmSan Jose
$352
Find similar
Delta
Jan 24
SJC10:45 pmSan Jose
15h 31m
2 stops
PWM5:16 pmPortland
Jan 28
PWM5:30 amPortland
10h 26m
1 stop
SJC12:56 pmSan Jose
$380
Find similar

United Airlines flights from San Jose, California to Portland, Maine

Our best United Airlines deals on San Jose, California to Portland, Maine flight tickets
United Airlines
Mar 3
SJC8:50 amSan Jose
11h 30m
2 stops
PWM11:20 pmPortland
Mar 4
PWM5:45 amPortland
10h 56m
2 stops
SJC1:41 pmSan Jose
$625
Find similar
United Airlines
Jan 17
SJC8:40 amSan Jose
11h 50m
2 stops
PWM11:30 pmPortland
Jan 20
PWM4:10 pmPortland
24h 29m
2 stops
SJC1:39 pmSan Jose
$650
Find similar
United Airlines
Jan 24
SJC8:40 amSan Jose
11h 50m
2 stops
PWM11:30 pmPortland
Jan 28
PWM9:40 amPortland
14h 16m
3 stops
SJC8:56 pmSan Jose
$701
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from San Jose, California to Portland, 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, momondo users made 832,500 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from San Jose, California to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JosePortland

SJC - PWM

SJCPWM

San Jose

Sat 1/24

10:45 pm-12:03 pm

2 stops10h 18m

Portland

Wed 1/28

5:30 am-5:40 pm

2 stops15h 10m

$352

San JosePortland

SJC - PWM

SJCPWM

San Jose

Sat 1/24

10:45 pm-5:16 pm

2 stops15h 31m

Portland

Wed 1/28

5:30 am-12:56 pm

1 stop10h 26m

$380

San JosePortland

SJC - PWM

SJCPWM

San Jose

Tue 3/3

8:50 am-11:20 pm

2 stops11h 30m

Portland

Wed 3/4

5:45 am-1:41 pm

2 stops10h 56m

$625

San JosePortland

SJC - PWM

SJCPWM

San Jose

Tue 3/3

8:50 am-11:20 pm

2 stops11h 30m

Portland

Wed 3/4

5:45 am-1:41 pm

2 stops10h 56m

$627

San JosePortland

SJC - PWM

SJCPWM

San Jose

Sat 1/24

8:40 am-11:30 pm

2 stops11h 50m

Portland

Wed 1/28

9:40 am-8:56 pm

3 stops14h 16m

$701

San JosePortland

SJC - PWM

SJCPWM

San Jose

Tue 3/3

8:50 am-11:20 pm

2 stops11h 30m

Portland

Wed 3/4

6:00 am-1:41 pm

3 stops34h 41m

$711

San JosePortland

SJC - PWM

SJCPWM

San Jose

Tue 3/3

8:50 am-11:20 pm

2 stops11h 30m

Portland

Wed 3/4

6:00 am-1:41 pm

3 stops34h 41m

$716

San JosePortland

SJC - PWM

SJCPWM

San Jose

Fri 1/16

10:45 pm-1:45 pm

2 stops12h 00m

Portland

Tue 1/20

12:43 pm-9:28 pm

2 stops11h 45m

$788

San JosePortland

SJC - PWM

SJCPWM

San Jose

Wed 12/31

9:00 am-11:22 pm

2 stops11h 22m

Portland

Sun 1/4

7:30 pm-10:34 pm

2 stops30h 04m

$912

San JosePortland

SJC - PWM

SJCPWM

San Jose

Sat 1/24

8:40 am-11:30 pm

3 stops11h 50m

Portland

Wed 1/28

9:40 am-8:56 pm

3 stops14h 16m

$1,145

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Boston from

How to get the cheapest flight ticket from San Jose, California to Portland, Maine

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from San Jose, California is on a Thursday. momondo users have found tickets for Thursday departures for as low as $376. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Sunday is the most expensive day to depart from San Jose, California because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $801.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the evening is the cheapest time of day to fly from San Jose, California to Portland, Maine when you can find flight prices for as low as $496. Flying to Portland, Maine in the evening is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the afternoon because they tend to be around $562. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from San Jose, California to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from San Jose, California to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap San Jose, California to Portland, Maine (SJC to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Jose, California to Portland, Maine

Fastest flight time

10h 45m

Direct flights

None
The fastest flight from San Jose, California to Portland, Maine takes 10h 45m
There are no direct flights from San Jose, California to Portland, Maine. There are no popular flight routes from San Jose, California to Portland, Maine.
Search flight deals

  • How far is San Jose to Portland by plane?

    There are 2701.5 mi between San Jose and Portland. In terms of flight time, this usually takes a little over 10h 45m.

  • When did momondo last update prices for flights from San Jose Airport to Portland Airport?

    Prices for flights from San Jose Airport to Portland Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from San Jose Airport to Portland Airport?

  • How old do you have to be to fly from San Jose Airport to Portland Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San Jose Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The required travel and health documents for your Portland Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Portland Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from San Jose, California to Portland, Maine?

Best airlines flying from San Jose, California to Portland, Maine

Compare and see reviews for airlines that fly from San Jose, California to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $276Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights
DeltaPriceFrom $276Free CancellationRating
7.9
8,005 reviews
Search Delta flights
SouthwestPriceFrom $462Free CancellationRating
7.9
4,250 reviews
Search Southwest flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Conway
Freeport
Lewiston
Bartlett
Brunswick
Auburn
Gorham
Windham
Intervale
Oxford
Bath
Georgetown
Falmouth
Tamworth

Why use momondo?

Why should I use momondo to find a flight deal from San Jose to Portland?

It is quick and easy to find San Jose to Portland flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Portland that suits you.

Can I find flights from San Jose to Portland with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for San Jose to Portland flights to just show those with flexible booking policies.

How can momondo help me find flights from San Jose to Portland?

Once all potential San Jose to Portland flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from San Jose to Portland right now. Can momondo alert me if prices change?

Yes. momondo can track prices for San Jose to Portland flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Portland, Maine trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 1/17
Sat 1/24
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States