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Cheap flights from San Diego to Boston from $164

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 Diego to Boston departing on 4/21. 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

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:20 am - 11:34 pm
SAN
-
PWM
14h 14m
1 stop
American Airlines Logo
6:17 am - 2:23 pm
PWM
-
SAN
11h 06m
1 stop
$363American Airlines
Wed, Mar 18 - Wed, Mar 25
American Airlines Logo
7:52 pm - 10:28 am
SAN
-
PWM
11h 36m
2 stops
American Airlines Logo
6:01 pm - 11:33 pm
PWM
-
SAN
8h 32m
1 stop
$365American Airlines
Tue, Mar 31 - Wed, Apr 15
American Airlines Logo
7:52 pm - 10:28 am
SAN
-
PWM
11h 36m
2 stops
American Airlines Logo
6:01 pm - 11:33 pm
PWM
-
SAN
8h 32m
1 stop
$370American Airlines
Tue, Mar 31 - Wed, Apr 15
American Airlines Logo
7:52 pm - 10:28 am
SAN
-
PWM
11h 36m
2 stops
American Airlines Logo
6:01 pm - 11:33 pm
PWM
-
SAN
8h 32m
1 stop
$381American Airlines
Tue, Mar 31 - Wed, Apr 15
Delta Logo
7:10 pm - 12:00 pm
SAN
-
PWM
13h 50m
2 stops
Delta Logo
2:38 pm - 8:20 pm
PWM
-
SAN
8h 42m
1 stop
$383Delta
Sun, May 10 - Fri, May 15
Delta Logo
7:10 pm - 12:00 pm
SAN
-
PWM
13h 50m
2 stops
Delta Logo
4:48 pm - 11:41 pm
PWM
-
SAN
9h 53m
2 stops
$388Delta
Sun, May 10 - Fri, May 15
American Airlines Logo
10:35 pm - 5:07 pm
SAN
-
PWM
15h 32m
1 stop
American Airlines Logo
6:01 pm - 11:33 pm
PWM
-
SAN
8h 32m
1 stop
$393American Airlines
Tue, Mar 31 - Wed, Apr 15
American Airlines Logo
11:56 am - 10:30 pm
SAN
-
PWM
7h 34m
1 stop
American Airlines Logo
6:01 pm - 11:33 pm
PWM
-
SAN
8h 32m
1 stop
$409American Airlines
Tue, Mar 31 - Wed, Apr 15
Delta Logo
7:10 pm - 12:00 pm
SAN
-
PWM
13h 50m
2 stops
Delta Logo
6:00 am - 12:45 pm
PWM
-
SAN
9h 45m
1 stop
$412Delta
Sun, May 10 - Fri, May 15
American Airlines Logo
7:52 pm - 10:28 am
SAN
-
PWM
11h 36m
2 stops
American Airlines Logo
6:00 am - 2:18 pm
PWM
-
SAN
11h 18m
2 stops
$414American Airlines
Tue, Mar 31 - Wed, Apr 15

Southwest flights from San Diego to Portland, Maine

Our best Southwest deals on San Diego to Portland, Maine flight tickets
Southwest
Aug 4
SAN10:40 pmSan Diego
8h 15m
1 stop
PWM9:55 amPortland
Aug 11
PWM5:45 amPortland
8h 45m
1 stop
SAN11:30 amSan Diego
$447
Southwest
Aug 4
SAN7:30 amSan Diego
10h 40m
2 stops
PWM9:10 pmPortland
Aug 11
PWM7:45 amPortland
9h 55m
2 stops
SAN2:40 pmSan Diego
$457
Southwest
Jul 16
SAN10:40 pmSan Diego
12h 50m
1 stop
PWM2:30 pmPortland
Jul 20
PWM1:00 pmPortland
13h 25m
1 stop
SAN11:25 pmSan Diego
$468

American Airlines flights from San Diego to Portland, Maine

Our best American Airlines deals on San Diego to Portland, Maine flight tickets
American Airlines
Mar 18
SAN6:20 amSan Diego
14h 14m
1 stop
PWM11:34 pmPortland
Mar 25
PWM6:17 amPortland
11h 06m
1 stop
SAN2:23 pmSan Diego
$363
American Airlines
Mar 31
SAN7:52 pmSan Diego
11h 36m
2 stops
PWM10:28 amPortland
Apr 15
PWM6:01 pmPortland
8h 32m
1 stop
SAN11:33 pmSan Diego
$365
American Airlines
Mar 31
SAN7:52 pmSan Diego
11h 36m
2 stops
PWM10:28 amPortland
Apr 15
PWM6:01 pmPortland
8h 32m
1 stop
SAN11:33 pmSan Diego
$370

momondo Fare Finder

 
Customize your flight search to find flights from San Diego 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 February 25, 2026.
Use the filters below to find and compare flights from San Diego to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San DiegoPortland

SAN - PWM

SANPWM

San Diego

Wed 3/18

6:20 am-11:34 pm

1 stop14h 14m

Portland

Wed 3/25

6:17 am-2:23 pm

1 stop11h 06m

$363

San DiegoPortland

SAN - PWM

SANPWM

San Diego

Tue 3/31

7:52 pm-10:28 am

2 stops11h 36m

Portland

Wed 4/15

6:01 pm-11:33 pm

1 stop8h 32m

$365

San DiegoPortland

SAN - PWM

SANPWM

San Diego

Tue 3/31

7:52 pm-10:28 am

2 stops11h 36m

Portland

Wed 4/15

6:01 pm-11:33 pm

1 stop8h 32m

$370

San DiegoPortland

SAN - PWM

SANPWM

San Diego

Tue 3/31

7:52 pm-10:28 am

2 stops11h 36m

Portland

Wed 4/15

6:01 pm-11:33 pm

1 stop8h 32m

$381

San DiegoPortland

SAN - PWM

SANPWM

San Diego

Sun 5/10

7:10 pm-12:00 pm

2 stops13h 50m

Portland

Fri 5/15

2:38 pm-8:20 pm

1 stop8h 42m

$383

San DiegoPortland

SAN - PWM

SANPWM

San Diego

Sun 5/10

7:10 pm-12:00 pm

2 stops13h 50m

Portland

Fri 5/15

4:48 pm-11:41 pm

2 stops9h 53m

$388

San DiegoPortland

SAN - PWM

SANPWM

San Diego

Tue 3/31

10:35 pm-5:07 pm

1 stop15h 32m

Portland

Wed 4/15

6:01 pm-11:33 pm

1 stop8h 32m

$393

San DiegoPortland

SAN - PWM

SANPWM

San Diego

Tue 3/31

11:56 am-10:30 pm

1 stop7h 34m

Portland

Wed 4/15

6:01 pm-11:33 pm

1 stop8h 32m

$409

San DiegoPortland

SAN - PWM

SANPWM

San Diego

Sun 5/10

7:10 pm-12:00 pm

2 stops13h 50m

Portland

Fri 5/15

6:00 am-12:45 pm

1 stop9h 45m

$412

San DiegoPortland

SAN - PWM

SANPWM

San Diego

Tue 3/31

7:52 pm-10:28 am

2 stops11h 36m

Portland

Wed 4/15

6:00 am-2:18 pm

2 stops11h 18m

$414

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Boston from

How to get the cheapest flight ticket from San Diego 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

How far in advance should I book a flight to Portland, Maine?

You are more likely to see cheaper flights to Portland, Maine from San Diego when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland, Maine for around $491 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland, Maine from San Diego for as low as $384 on momondo.

How have San Diego to Portland, Maine flight prices changed over time?

As of February 2026, prices for San Diego to Portland, Maine flights are approximately 29% more expensive when compared to flights at the same time last year.

When to book flights from San Diego to Portland, Maine

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

Cheap San Diego to Portland, Maine (SAN to PWM) flight deals and tips

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

Fastest flight time

7h 00m

Direct flights

None
The fastest flight from San Diego to Portland, Maine takes 7h 00m
There are no direct flights from San Diego to Portland, Maine. There are no popular flight routes from San Diego to Portland, Maine.
Search flight deals

  • How far is San Diego to Portland by plane?

    Portland is 2617.3 mi away from San Diego. Flights usually cover this in 7h 00m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from San Diego Airport to Portland Airport refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from San Diego Airport to Portland Airport.

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

    The travel and health documents required for your trip to Portland Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Portland Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

Best airlines flying from San Diego to Portland, Maine

Compare and see reviews for airlines that fly from San Diego to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $213Free CancellationRating
7.9
8,237 reviews
Search Delta flights
American AirlinesPriceFrom $297Free CancellationRating
7.1
11,345 reviews
Search American Airlines flights
United AirlinesPriceFrom $333Free CancellationRating
7.4
9,345 reviews
Search United Airlines flights
SouthwestPriceFrom $361Free CancellationRating
8.0
4,300 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
Brunswick
Bartlett
Gorham
Auburn
Windham
Intervale
Bath
Oxford
Georgetown
Falmouth
Tamworth

Why use momondo?

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

It is quick and easy to find San Diego 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 Diego to Portland with flexible booking policies on momondo?

All flight searches from San Diego to Portland on momondo can be filtered to show those which offer flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Portland from San Diego. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of San Diego to Portland flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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.
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