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 45% 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 layover airport has the shortest connection time from Portland to Boston?

Chicago (MDW) has the shortest average layover time for this route: 1h 18m.

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 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.

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

As of October 2025, 4 flights take off from Portland and land in Boston each day. The most common flight departure time for this route is 7:00AM, with 54% of daily flights taking off at noon.

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

As of October 2025, 30 flights take off from Portland and land in Boston each week. The most common flight departure day for this route is Mon, with 20% of weekly flights taking off on this day.

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

American Airlines, United Airlines, and Southwest are the most popular carriers 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 October 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.

$108 Cheap Flights from Portland to Boston in 2025/26

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11:59 pm - 10:34 amPDX-BOS

7h 35m1 stop

5:57 pm - 12:26 amBOS-PDX

9h 29m1 stop

$238United Airlines

Find Deal

Fri, Nov 7 - Tue, Nov 11

11:59 pm - 1:20 pmPDX-BOS

10h 21m2 stops

6:00 am - 11:57 amBOS-PDX

8h 57m1 stop

$242United Airlines

Find Deal

Fri, Jan 23 - Fri, Jan 30

6:30 am - 8:50 pmPDX-BOS

11h 20m1 stop

2:40 pm - 10:15 pmBOS-PDX

10h 35m2 stops

$243Southwest

Find Deal

Fri, Jan 23 - Fri, Jan 30

12:45 pm - 12:05 amPDX-BOS

8h 20m1 stop

12:20 pm - 10:00 pmBOS-PDX

12h 40m2 stops

$248Southwest

Find Deal

Sun, Dec 14 - Wed, Dec 17

10:15 pm - 9:58 amPDX-BOS

8h 43m1 stop

2:21 pm - 8:18 pmBOS-PDX

8h 57m1 stop

$249American Airlines

Find Deal

Fri, Nov 14 - Mon, Nov 17

12:40 am - 10:48 amPDX-BOS

7h 08m1 stop

7:15 am - 3:33 pmBOS-PDX

11h 18m1 stop

$250Delta

Find Deal

Fri, Nov 7 - Tue, Nov 11

12:00 pm - 11:14 pmPDX-BOS

8h 14m1 stop

7:00 am - 4:15 pmBOS-PDX

12h 15m1 stop

$251Delta

Find Deal

Wed, Dec 31 - Tue, Jan 6

7:05 am - 3:25 pmPDX-BOS

5h 20mnonstop

5:20 pm - 8:48 pmBOS-PDX

6h 28mnonstop

$317Alaska Airlines

Find Deal

Thu, Jan 29 - Wed, Feb 4

7:00 am - 3:24 pmPDX-BOS

5h 24mnonstop

6:23 pm - 6:17 amBOS-PDX

14h 54m1 stop

$323Hawaiian Airlines

Find Deal

Sun, Nov 9 - Fri, Nov 14

1:38 pm - 12:20 amPDX-BOS

7h 42m1 stop

6:30 am - 9:50 amBOS-PDX

6h 20mnonstop

$325Alaska Airlines

Find Deal

Sat, Nov 15 - Sun, Nov 23

American Airlines flights from Portland to Boston

Our best American Airlines deals on Portland to Boston flight tickets

American Airlines

Nov 14

PDX10:15 pmPortland

8h 43m

1 stop

BOS9:58 amBoston Logan Intl

Nov 17

BOS2:21 pmBoston Logan Intl

8h 57m

1 stop

PDX8:18 pmPortland

$249

Find similar

American Airlines

Nov 12

PDX5:42 pmPortland

9h 36m

1 stop

BOS6:18 amBoston Logan Intl

Nov 18

BOS1:23 pmBoston Logan Intl

13h 03m

2 stops

PDX11:26 pmPortland

$284

Find similar

American Airlines

Nov 11

PDX11:59 pmPortland

12h 51m

2 stops

BOS3:50 pmBoston Logan Intl

Nov 14

BOS6:00 amBoston Logan Intl

14h 12m

2 stops

PDX5:12 pmPortland

$289

Find similar

Southwest flights from Portland to Boston

Our best Southwest deals on Portland to Boston flight tickets

Southwest

Jan 23

PDX6:30 amPortland

11h 20m

1 stop

BOS8:50 pmBoston Logan Intl

Jan 30

BOS2:40 pmBoston Logan Intl

10h 35m

2 stops

PDX10:15 pmPortland

$243

Find similar

Southwest

Dec 14

PDX12:45 pmPortland

8h 20m

1 stop

BOS12:05 amBoston Logan Intl

Dec 17

BOS12:20 pmBoston Logan Intl

12h 40m

2 stops

PDX10:00 pmPortland

$248

Find similar

Southwest

Jan 5

PDX9:10 amPortland

11h 55m

1 stop

BOS12:05 amBoston Logan Intl

Jan 12

BOS2:40 pmBoston Logan Intl

10h 35m

2 stops

PDX10:15 pmPortland

$252

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 11/7

11:59 pm-10:34 am

1 stop7h 35m

Boston Logan Intl

Tue 11/11

5:57 pm-12:26 am

1 stop9h 29m

$238

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 1/23

11:59 pm-1:20 pm

2 stops10h 21m

Boston Logan Intl

Fri 1/30

6:00 am-11:57 am

1 stop8h 57m

$242

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 1/23

6:30 am-8:50 pm

1 stop11h 20m

Boston Logan Intl

Fri 1/30

2:40 pm-10:15 pm

2 stops10h 35m

$243

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sun 12/14

12:45 pm-12:05 am

1 stop8h 20m

Boston Logan Intl

Wed 12/17

12:20 pm-10:00 pm

2 stops12h 40m

$248

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 11/14

10:15 pm-9:58 am

1 stop8h 43m

Boston Logan Intl

Mon 11/17

2:21 pm-8:18 pm

1 stop8h 57m

$249

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 11/7

12:40 am-10:48 am

1 stop7h 08m

Boston Logan Intl

Tue 11/11

7:15 am-3:33 pm

1 stop11h 18m

$250

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 12/31

12:00 pm-11:14 pm

1 stop8h 14m

Boston Logan Intl

Tue 1/6

7:00 am-4:15 pm

1 stop12h 15m

$251

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 1/29

7:05 am-3:25 pm

Nonstop5h 20m

Boston Logan Intl

Wed 2/4

5:20 pm-8:48 pm

Nonstop6h 28m

$317

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sun 11/9

7:00 am-3:24 pm

Nonstop5h 24m

Boston Logan Intl

Fri 11/14

6:23 pm-6:17 am

1 stop14h 54m

$323

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 11/15

1:38 pm-12:20 am

1 stop7h 42m

Boston Logan Intl

Sun 11/23

6:30 am-9:50 am

Nonstop6h 20m

$325

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Showing 1-10 of 20 resultsSorted by cheapest first

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, February 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 $302. If you aren’t able to travel during the month of February, then book flights to Boston from Portland during August instead. Flights to Boston in August, while not as cheap as those in February, still average around $317.

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 $366. 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 $439.

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 $262. 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 $515 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 $391 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 $292 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 8% 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 October 2025, prices for Portland to Boston flights are approximately 9% more expensive 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	$258
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 $258. The best round-trip flight deal from Portland to Boston found on momondo in the last 72 hours is $447.

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

Direct flights go from Portland to Boston every day.

There is 1 airport near Boston: 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 October 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 45.15% of all bookings. The subsequent popular models are Airbus A321-100/200 at 19.75%, Boeing 737-900 Passenger/BBJ3 (winglets) at 17.11%, and Boeing 737 at 7.76%.
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 40% of the total bookings. Other popular airlines include JetBlue with 26%, Delta with 13%, and Hawaiian Airlines with 8%.

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 2,788 reviews	Search Hawaiian Airlines flights
Delta	PriceFrom $129	Free Cancellation	Rating 7.9 7,980 reviews	Search Delta flights
JetBlue	PriceFrom $136	Free Cancellation	Rating 7.2 2,909 reviews	Search JetBlue flights
American Airlines	PriceFrom $158	Free Cancellation	Rating 7.2 11,028 reviews	Search American Airlines flights
Southwest	PriceFrom $208	Free Cancellation	Rating 8.0 4,237 reviews	Search Southwest flights
United Airlines	PriceFrom $236	Free Cancellation	Rating 7.4 8,988 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $255	Free Cancellation	Rating 8.0 11,150 reviews	Search Alaska Airlines flights

Alaska Airlines Flights From Portland to Boston
Alaska Airlines flies from Portland to Boston around 10 times per week, with 11,150 momondo users rating the airline 8.0/10. The cheapest Alaska Airlines deal from Portland to Boston in the last 72 hours was $255 (round-trip), much lower than the average airfare cost of $490 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, 2,788 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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Chatham

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 $119

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 11/11. 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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American Airlines flights from Portland to Boston

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Our best Southwest deals on Portland to Boston flight tickets

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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

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 $366. 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 $439.

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 8% 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 October 2025, prices for Portland to Boston flights are approximately 9% more expensive when compared to flights at the same time last year.

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

American Airlines, United Airlines, and Southwest are the most popular carriers 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 (MDW) has the shortest average layover time for this route: 1h 18m.

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

As of October 2025, 4 flights take off from Portland and land in Boston each day. The most common flight departure time for this route is 7:00AM, with 54% of daily flights taking off at noon.

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

As of October 2025, 30 flights take off from Portland and land in Boston each week. The most common flight departure day for this route is Mon, with 20% 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.