Which layover airport has the shortest connection time from Portland to Boston?

Chicago (ORD) has the shortest average layover time for this route: 1h 16m.

What airlines fly to Boston?

Alaska Airlines, JetBlue and Delta are the top three most popular airlines that fly to Boston from Portland according to our data. Alaska Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Boston. Keep in mind that there are 7 different airlines that fly to Boston on a routine basis, so you have a few additional options to choose from.

Which airport is the most popular layover for flights between Portland and Boston?

Chicago (ORD) was the most common stop: 45% of momondo users choosing 1-stop flights on this route connected there.

How many flights depart from Portland to Boston on average per week?

As of December 2025, 26 flights take off from Portland and land in Boston each week. The most common flight departure day for this route is Wed, with 23% of weekly flights taking off on this day.

How many flights depart from Portland to Boston on average per day?

As of December 2025, 3 flights take off from Portland and land in Boston each day. The most common flight departure time for this route is 7:00AM, with 100% of daily flights taking off at noon.

Which layover airport has the shortest travel time from Portland to Boston?

Flights connecting via Chicago (MDW) have the shortest average one-way travel time: 7h 23m.

Which layover airport offers the lowest fares from Portland to Boston?

Flights via Chicago (MDW) offer the lowest average round-trip price of $326.

What is the cheapest airline that flies from Portland to Boston Logan Intl?

Delta is the most popular carrier operating from Portland to Boston Logan Intl

When did momondo last update prices for flights from Portland Airport to Boston Logan Intl Airport?

Prices for flights from Portland Airport to Boston Logan Intl Airport are refreshed on a daily basis.

How many operators does momondo search for flights from Portland Airport to Boston Logan Intl Airport?

The number of operators available for flights from Portland Airport to Boston Logan Intl Airport is 7 as of December 2025.

How old do you have to be to fly from Portland Airport to Boston Logan Intl 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 Portland Airport to Boston Logan Intl Airport.

What documentation or ID do you need to fly to Boston Logan Intl Airport?

The travel and health documents you'll need for your trip to Boston Logan Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Boston Logan Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$99 Cheap Flights from Portland to Boston in 2025/26

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11:46 am - 12:07 am

PDX

BOS

9h 21m1 stop

3:45 pm - 11:37 pm

BOS

PDX

10h 52m1 stop

$208American Airlines

Wed, Apr 1 - Wed, Apr 22

11:59 pm - 1:13 pm

PDX

BOS

10h 14m2 stops

5:57 pm - 12:43 am

BOS

PDX

9h 46m1 stop

$209United Airlines

Mon, Jan 19 - Fri, Jan 23

1:24 pm - 11:46 pm

PDX

BOS

7h 22m1 stop

5:57 pm - 12:31 am

BOS

PDX

9h 34m1 stop

$214United Airlines

Tue, Jan 13 - Fri, Jan 16

5:50 am - 4:30 pm

PDX

BOS

7h 40m1 stop

5:35 pm - 11:55 pm

BOS

PDX

9h 20m1 stop

$218Delta

Sat, Jan 17 - Fri, Jan 23

5:14 am - 5:00 pm

PDX

BOS

8h 46m1 stop

2:43 pm - 8:27 pm

BOS

PDX

8h 44m1 stop

$219American Airlines

Wed, Jan 7 - Wed, Jan 14

9:45 pm - 10:02 am

PDX

BOS

9h 17m1 stop

5:35 pm - 10:54 pm

BOS

PDX

8h 19m1 stop

$228Delta

Fri, Jan 16 - Sun, Jan 18

11:59 pm - 1:20 pm

PDX

BOS

10h 21m2 stops

4:05 pm - 9:49 pm

BOS

PDX

8h 44m1 stop

$236United Airlines

Fri, Jan 23 - Sat, Jan 24

11:05 am - 10:30 pm

PDX

BOS

8h 25m1 stop

5:20 am - 10:45 am

BOS

PDX

8h 25m1 stop

$237Southwest

Wed, Jan 14 - Mon, Jan 19

11:59 pm - 11:47 am

PDX

BOS

8h 48m1 stop

2:01 pm - 9:22 pm

BOS

PDX

10h 21m1 stop

$238American Airlines

Tue, Feb 17 - Sat, Feb 21

5:00 pm - 6:05 am

PDX

BOS

10h 05m1 stop

6:45 pm - 12:17 am

BOS

PDX

8h 32m1 stop

$241Delta

Fri, Jan 9 - Fri, Jan 16

United Airlines flights from Portland to Boston

Our best United Airlines deals on Portland to Boston flight tickets

United Airlines

Jan 19

PDX11:59 pmPortland

10h 14m

2 stops

BOS1:13 pmBoston Logan Intl

Jan 23

BOS5:57 pmBoston Logan Intl

9h 46m

1 stop

PDX12:43 amPortland

$209

Find similar

United Airlines

Jan 13

PDX1:24 pmPortland

7h 22m

1 stop

BOS11:46 pmBoston Logan Intl

Jan 16

BOS5:57 pmBoston Logan Intl

9h 34m

1 stop

PDX12:31 amPortland

$214

Find similar

United Airlines

Jan 23

PDX11:59 pmPortland

10h 21m

2 stops

BOS1:20 pmBoston Logan Intl

Jan 24

BOS4:05 pmBoston Logan Intl

8h 44m

1 stop

PDX9:49 pmPortland

$236

Find similar

Delta flights from Portland to Boston

Our best Delta deals on Portland to Boston flight tickets

Delta

Jan 17

PDX5:50 amPortland

7h 40m

1 stop

BOS4:30 pmBoston Logan Intl

Jan 23

BOS5:35 pmBoston Logan Intl

9h 20m

1 stop

PDX11:55 pmPortland

$218

Find similar

Delta

Jan 16

PDX9:45 pmPortland

9h 17m

1 stop

BOS10:02 amBoston Logan Intl

Jan 18

BOS5:35 pmBoston Logan Intl

8h 19m

1 stop

PDX10:54 pmPortland

$228

Find similar

Delta

Jan 9

PDX5:00 pmPortland

10h 05m

1 stop

BOS6:05 amBoston Logan Intl

Jan 12

BOS12:45 pmBoston Logan Intl

10h 50m

1 stop

PDX8:35 pmPortland

$241

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Fly from

Fly to

Route

Depart

Return

Price

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 4/1

11:46 am-12:07 am

1 stop9h 21m

Boston Logan Intl

Wed 4/22

3:45 pm-11:37 pm

1 stop10h 52m

$208

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 1/19

11:59 pm-1:13 pm

2 stops10h 14m

Boston Logan Intl

Fri 1/23

5:57 pm-12:43 am

1 stop9h 46m

$209

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 1/13

1:24 pm-11:46 pm

1 stop7h 22m

Boston Logan Intl

Fri 1/16

5:57 pm-12:31 am

1 stop9h 34m

$214

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 1/17

5:50 am-4:30 pm

1 stop7h 40m

Boston Logan Intl

Fri 1/23

5:35 pm-11:55 pm

1 stop9h 20m

$218

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 1/7

5:14 am-5:00 pm

1 stop8h 46m

Boston Logan Intl

Wed 1/14

2:43 pm-8:27 pm

1 stop8h 44m

$219

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 1/16

9:45 pm-10:02 am

1 stop9h 17m

Boston Logan Intl

Sun 1/18

5:35 pm-10:54 pm

1 stop8h 19m

$228

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 1/23

11:59 pm-1:20 pm

2 stops10h 21m

Boston Logan Intl

Sat 1/24

4:05 pm-9:49 pm

1 stop8h 44m

$236

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 1/14

11:05 am-10:30 pm

1 stop8h 25m

Boston Logan Intl

Mon 1/19

5:20 am-10:45 am

1 stop8h 25m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 2/17

11:59 pm-11:47 am

1 stop8h 48m

Boston Logan Intl

Sat 2/21

2:01 pm-9:22 pm

1 stop10h 21m

$238

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 1/9

5:00 pm-6:05 am

1 stop10h 05m

Boston Logan Intl

Fri 1/16

6:45 pm-12:17 am

1 stop8h 32m

$241

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How to get the cheapest flight ticket from Portland to Boston

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

Prices

Airlines

Layovers

Other information

What is the cheapest month to fly to Boston?

In general, January is the cheapest month to fly from Portland to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $297. If you aren’t able to travel during the month of January, then book flights to Boston from Portland during May instead. Flights to Boston in May, while not as cheap as those in January, still average around $297.

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Portland to Boston is on a Wednesday when prices can be found for as low as $359. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $434.

What is the cheapest time of day to depart on your flight to Boston?

According to our data, the cheapest time of day to fly to Boston is at noon. momondo users have found flights departing from Portland to Boston at noon for as low as $261. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Boston, so prices are often more expensive at around $499 per ticket.

What is the cheapest Portland to Boston Logan Intl flight route?

Fly from Portland to Boston Logan Intl for the best Portland - Boston Logan Intl flight prices

How far in advance should I book a flight to Boston?

You are more likely to see cheaper flights to Boston from Portland when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $383 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Portland for as low as $279 on momondo.

What cabin class options are available on Portland to Boston Logan Intl flights?

There are 4 cabin classes available to choose from on Portland to Boston Logan Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Portland to Boston flights?

You could potentially save up to 17% on your flight if you consider stops on a Portland to Boston flight.

How have Portland to Boston flight prices changed over time?

As of December 2025, prices for Portland to Boston flights are approximately 14% cheaper when compared to flights at the same time last year.

When to book flights from Portland to Boston

Are you open to changing your travel dates? Check out the ideal times to fly from Portland to Boston according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Portland to Boston (PDX to BOS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Boston

Best Price Found	$168
Fastest flight time	5h 20m
Direct flights	Every day
Airports in Boston	1 airport

The best one-way flight to Boston from Portland in the past 72 hours is $168. The best round-trip flight deal from Portland to Boston found on momondo in the last 72 hours is $427.

The fastest flight from Portland to Boston takes 5h 20m

Direct flights go from Portland to Boston every day.

There is 1 airport in Boston. From Portland there are direct flights to Boston Logan Intl (BOS).

Search flight deals

How far is Portland to Boston Logan Intl by plane?
A flight from Portland to Boston Logan Intl will travel around 2531.0 mi. In terms of flight time, this usually takes a little over 5h 20m.
When did momondo last update prices for flights from Portland Airport to Boston Logan Intl Airport?
Prices for flights from Portland Airport to Boston Logan Intl Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Portland Airport to Boston Logan Intl Airport?
The number of operators available for flights from Portland Airport to Boston Logan Intl Airport is 7 as of December 2025.
How old do you have to be to fly from Portland Airport to Boston Logan Intl 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 Portland Airport to Boston Logan Intl Airport.
What documentation or ID do you need to fly to Boston Logan Intl Airport?
The travel and health documents you'll need for your trip to Boston Logan Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Boston Logan Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Portland to Boston?
momondo data reveals that the most frequently booked plane model on the route from Portland to Boston is Boeing 737 MAX 9, representing 34.83% of all bookings. The subsequent popular models are Airbus A321-100/200 at 15.17%, Boeing 737-800 Passenger/BBJ2 (winglets) at 11.80%, and Boeing 737-900 Passenger/BBJ3 (winglets) at 11.80%.
What is the most popular airline from Portland to Boston?
Based on momondo bookings for flights between Portland and Boston, the leading airline is Alaska Airlines, making up 38% of the total bookings. Other popular airlines include JetBlue with 26%, Delta with 14%, and Hawaiian Airlines with 9%.

Best airlines flying from Portland to Boston

Compare and see reviews for airlines that fly from Portland to Boston with momondo

Airline	Rating	Free Cancellation	Price
Hawaiian Airlines	PriceFrom $122	Free Cancellation	Rating 7.8 2,820 reviews	Search Hawaiian Airlines flights
Delta	PriceFrom $124	Free Cancellation	Rating 7.9 8,012 reviews	Search Delta flights
JetBlue	PriceFrom $130	Free Cancellation	Rating 7.2 2,898 reviews	Search JetBlue flights
American Airlines	PriceFrom $158	Free Cancellation	Rating 7.2 11,057 reviews	Search American Airlines flights
Southwest	PriceFrom $206	Free Cancellation	Rating 8.0 4,258 reviews	Search Southwest flights
United Airlines	PriceFrom $236	Free Cancellation	Rating 7.4 9,114 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $257	Free Cancellation	Rating 8.0 11,531 reviews	Search Alaska Airlines flights

Alaska Airlines Flights From Portland to Boston
Alaska Airlines flies from Portland to Boston around 6 times per week, with 11,531 momondo users rating the airline 8.0/10. The cheapest Alaska Airlines deal from Portland to Boston in the last 72 hours was $257 (round-trip), much lower than the average airfare cost of $479 for Alaska Airlines flights on this route.
Hawaiian Airlines Flights From Portland to Boston
Another popular option for Portland to Boston flights is Hawaiian Airlines (7.8/10, 2,820 ratings). Hawaiian Airlines flies from Portland to Boston around 10 times per week, with deals starting from $122 round-trip and rising to an average price of around $360.

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Brockton

Concord

Sturbridge

Everett

Warwick

Why use momondo?

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

Finding the right flight to Boston from Portland is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Boston quick and easy, saving you time and money.

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

Yes. All flights to Boston from Portland on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Portland to Boston?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Boston from Portland.

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

Yes. momondo can track prices for Portland to Boston 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 Boston 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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Cheap flights from Portland to Boston from $99

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Boston departing on 3/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Find the cheapest flights from Portland to Boston

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United Airlines flights from Portland to Boston

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Our best Delta deals on Portland to Boston flight tickets

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How to get the cheapest flight ticket from Portland to Boston

What is the cheapest month to fly to Boston?

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Portland to Boston is on a Wednesday when prices can be found for as low as $359. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $434.

What is the cheapest time of day to depart on your flight to Boston?

What is the cheapest Portland to Boston Logan Intl flight route?

Fly from Portland to Boston Logan Intl for the best Portland - Boston Logan Intl flight prices

How far in advance should I book a flight to Boston?

What cabin class options are available on Portland to Boston Logan Intl flights?

There are 4 cabin classes available to choose from on Portland to Boston Logan Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Portland to Boston flights?

You could potentially save up to 17% on your flight if you consider stops on a Portland to Boston flight.

How have Portland to Boston flight prices changed over time?

As of December 2025, prices for Portland to Boston flights are approximately 14% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Portland to Boston Logan Intl?

Delta is the most popular carrier operating from Portland to Boston Logan Intl

What airlines fly to Boston?

Which airport is the most popular layover for flights between Portland and Boston?

Chicago (ORD) was the most common stop: 45% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Portland to Boston?

Flights via Chicago (MDW) offer the lowest average round-trip price of $326.

Which layover airport has the shortest travel time from Portland to Boston?

Flights connecting via Chicago (MDW) have the shortest average one-way travel time: 7h 23m.

Which layover airport has the shortest connection time from Portland to Boston?

Chicago (ORD) has the shortest average layover time for this route: 1h 16m.

How many flights depart from Portland to Boston on average per day?

As of December 2025, 3 flights take off from Portland and land in Boston each day. The most common flight departure time for this route is 7:00AM, with 100% of daily flights taking off at noon.

How many flights depart from Portland to Boston on average per week?

As of December 2025, 26 flights take off from Portland and land in Boston each week. The most common flight departure day for this route is Wed, with 23% of weekly flights taking off on this day.

When to book flights from Portland to Boston

Cheap Portland to Boston (PDX to BOS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Boston

Best Price Found

Fastest flight time

Direct flights

Airports in Boston

How far is Portland to Boston Logan Intl by plane?

When did momondo last update prices for flights from Portland Airport to Boston Logan Intl Airport?

How many operators does momondo search for flights from Portland Airport to Boston Logan Intl Airport?

How old do you have to be to fly from Portland Airport to Boston Logan Intl Airport?

What documentation or ID do you need to fly to Boston Logan Intl Airport?

What is the most popular plane model from Portland to Boston?

What is the most popular airline from Portland to Boston?

Best airlines flying from Portland to Boston

Compare and see reviews for airlines that fly from Portland to Boston with momondo

Alaska Airlines Flights From Portland to Boston

Hawaiian Airlines Flights From Portland to Boston

Traveling to a place near Boston?

Why use momondo?

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

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

How can momondo help me find flights from Portland to Boston?

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

An easier way to manage your Boston 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States