Boston

$124+ Cheap flights from Oregon to Boston (BOS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
May 5 — May 121
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Cheap flight deals from Oregon to Boston

Cheapest flights from Oregon to Boston
Explore the most affordable flight options available from Oregon to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 5, 2026.

This American Airlines deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:48 am
PDX
-
BOS
1 stop9h 36m
American Airlines
Tue 5/123:59 pm
BOS
-
PDX
1 stop9h 48m
American Airlines
Deal found 4/3$217
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2112:30 am
PDX
-
BOS
1 stop7h 16m
Delta
Fri 5/111:00 am
BOS
-
PDX
1 stop10h 52m
Delta
Deal found 4/1$218
This American Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2310:59 pm
PDX
-
BOS
1 stop8h 30m
American Airlines
Sat 5/306:00 am
BOS
-
PDX
1 stop8h 34m
American Airlines
Deal found 4/2$219
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2811:55 pm
PDX
-
BOS
2 stops9h 20m
Southwest
Sat 5/94:30 pm
BOS
-
PDX
1 stop8h 35m
Southwest
Deal found 4/3$222
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/710:55 pm
PDX
-
BOS
1 stop7h 05m
Delta
Tue 10/65:30 am
BOS
-
PDX
1 stop8h 35m
Delta
Deal found 4/1$223
This American Airlines deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2011:40 pm
PDX
-
BOS
1 stop10h 31m
American Airlines
Mon 4/273:59 pm
BOS
-
PDX
1 stop10h 58m
American Airlines
Deal found 4/3$227
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/911:48 am
PDX
-
BOS
1 stop9h 36m
American Airlines
Wed 5/134:32 pm
BOS
-
PDX
1 stop9h 15m
American Airlines
Deal found 3/31$229
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/127:00 am
PDX
-
BOS
1 stop11h 00m
American Airlines
Thu 5/286:00 am
BOS
-
PDX
1 stop8h 34m
American Airlines
Deal found 3/31$234
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1512:59 am
PDX
-
BOS
1 stop9h 12m
American Airlines
Sat 5/235:04 pm
BOS
-
PDX
1 stop9h 19m
American Airlines
Deal found 4/1$235
This American Airlines deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1911:47 pm
PDX
-
BOS
1 stop7h 52m
American Airlines
Wed 4/223:59 pm
BOS
-
PDX
1 stop9h 57m
American Airlines
Deal found 4/3$237
This SmartFares deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/239:46 pm
PDX
-
BOS
Nonstop5h 34m
Alaska Airlines
Sat 5/306:00 am
BOS
-
PDX
Nonstop6h 11m
Alaska Airlines
Deal found 4/2$238
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/294:55 pm
BOI
-
BOS
1 stop10h 35m
Delta
Wed 5/66:10 am
BOS
-
BOI
1 stop10h 53m
Delta
Deal found 4/1$247

Find flight deals from Oregon to Boston

Keep the following information in mind while searching for Oregon to Boston flight deals. Data was last updated April 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$217
(American Airlines)

One-way from

$124
(Southwest)

Popular in

December

Cheapest in

August

Average price

$420

Good round-trip deal

$325 or less

Good one-way deal

$185 or less
Provider with most accurate pricing for Portland-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for Portland-Boston Logan Intl flights.
From Oregon to Boston Logan Intl
One-way flight from Oregon to Boston Logan Intl
Highest demand for flights based on searches. 11% potential increase in price ($48 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in April 2026
Price to beat on a round-trip flight from Oregon to Boston Logan Intl.
Price to beat on a one-way flight from Oregon to Boston Logan Intl.

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oregon to Boston 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, Cheapflights users made 2,558,603 searches. Data last updated April 5, 2026.
Use the filters below to find and compare flights from Oregon to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 5/1

4:35 pm-5:30 am

1 stop9h 55m

Boston Logan Intl

Tue 5/5

10:20 am-4:07 pm

1 stop8h 47m

$239

BoiseBoston

BOI - BOS

BOIBOS

Boise Air Term. Gowen Fld

Tue 5/5

7:20 pm-7:12 am

1 stop9h 52m

Boston Logan Intl

Wed 5/6

4:33 pm-11:59 pm

1 stop9h 26m

$285

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 5/1

10:55 am-12:50 am

1 stop10h 55m

Boston Logan Intl

Mon 5/4

4:45 pm-12:10 am

2 stops10h 25m

$287

EugeneBoston

EUG - BOS

EUGBOS

Eugene

Tue 9/15

12:25 pm-1:05 am

1 stop9h 40m

Boston Logan Intl

Tue 9/29

5:30 am-11:54 am

1 stop9h 24m

$293

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 5/12

8:45 am-11:59 pm

1 stop12h 14m

Boston Logan Intl

Thu 5/28

6:00 am-9:11 am

Nonstop6h 11m

$302

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 5/23

2:45 pm-5:44 am

1 stop11h 59m

Boston Logan Intl

Mon 6/1

6:40 pm-9:46 am

1 stop18h 06m

$307

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 5/16

9:46 pm-6:20 am

Nonstop5h 34m

Boston Logan Intl

Sat 5/23

6:40 pm-9:46 am

1 stop18h 06m

$312

EugeneBoston

EUG - BOS

EUGBOS

Eugene

Wed 4/29

6:51 pm-6:21 am

1 stop8h 30m

Boston Logan Intl

Sat 5/2

1:55 pm-10:59 pm

1 stop12h 04m

$315

EugeneBoston

EUG - BOS

EUGBOS

Eugene

Tue 5/5

6:00 am-5:42 pm

1 stop8h 42m

Boston Logan Intl

Wed 5/6

6:42 pm-11:59 pm

1 stop8h 17m

$315

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 5/23

7:40 pm-9:20 am

2 stops10h 40m

Boston Logan Intl

Sat 5/30

5:15 am-2:55 pm

1 stop12h 40m

$328

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Oregon to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Oregon with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Oregon to Boston

What is the cheapest month to book a flight from Oregon to Boston?

Currently, June is the cheapest month in which you can book a flight from Oregon to Boston (average of $108). Flying from Oregon to Boston in October is currently the most expensive (average of $208). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from OR to BOS?

Find hourly flight availability from Oregon to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 5, 2026.

It’s optimal to fly from Oregon to Boston at noon. By choosing this option you can save up to 40% on the cost of your flight, compared to a flight in the morning.

How much does it cost to fly round-trip from Oregon to Boston?

Related info for your journey

Find useful and relevant information for your journey from Oregon to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly into for flights to Boston from Oregon?

    Boston Logan Intl (BOS) is the airport you will fly into if you book a flight from Oregon to Boston. It is only a 2.6 mi journey from Logan Intl (BOS) to Boston’s city center.

  • How popular is this Oregon to Boston flight route?

  • How long is the flight from Oregon to Boston?

    There are many flights that can get you from Oregon to Boston in 9h 52m. Fly via Delta, Alaska Airlines, or Southwest to get the fastest option. Oregon and Boston are separated by a distance of 2257 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Oregon to Boston one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $82. Users have also found prices from $98 and $108 on Delta and Hawaiian Airlines, respectively.

  • What are the most popular routes from Oregon to Boston?

  • What are the most reliable airlines from Oregon to Boston?

    The top 3 most reliable airlines when flying from Oregon to Boston are Alaska Airlines (93%), Hawaiian Airlines (93%) and Qatar Airways (92%).

  • What are the cheapest flights from Oregon to Boston?

    Looking for the cheapest flight from Oregon to Boston? While on average our users pay $358, our data indicates the cheapest price to be $133. The most popular route (Portland - Boston Logan Intl), is priced around $217.

  • Can I find deals for flights from Oregon to Boston that include hotel bookings?

    Yes. In addition to deals on Oregon to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oregon to Boston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oregon to Boston.

  • Can I find deals for business class flights from Oregon to Boston?

    Yes. Cheapflights offers flight deals from Oregon to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Oregon to Boston?

    Currently, June is the cheapest month in which you can book a flight from Oregon to Boston (average of $108). Flying from Oregon to Boston in October is currently the most expensive (average of $208). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Medford
Cambridge
Concord
Hampton Beach
Watertown
Brockton
Seekonk
Seabrook
Cranston
Chelsea
Warwick
Peabody
Waltham
York Beach
Londonderry
Swansea
Old Orchard Beach
Lincoln
Quincy
Lowell

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Alternative routes for Oregon to Boston

See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from Oregon to Boston

Discover the top 7 airlines that operate flights from Oregon to Boston. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$427FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$108Average$450FlexibilityNo cancel feeOn-time85%
JetBlueCheapest$108Average$292FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$162Average$511FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$184Average$434FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$505FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$247Average$523FlexibilityNo cancel feeOn-time75%

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