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$108+ Cheap flights from Boston (BOS) to Oregon

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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Boston to Oregon

Keep the following information in mind while searching for Boston to Oregon flight deals. Data was last updated September 15, 2025.

Round-trip from

$237
(Delta)

One-way from

$108
(Southwest)

Popular in

December

Cheapest in

May

Average price

$336

Good round-trip deal

$359 or less

Good one-way deal

$219 or less
From Boston Logan Intl to Oregon
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One-way flight from Boston Logan Intl to Oregon
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Highest demand for flights based on searches. 10% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Boston Logan Intl to Oregon.
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Price to beat on a one-way flight from Boston Logan Intl to Oregon.
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Find flight deals from Boston to Oregon

Cheapest flights from Boston to Oregon
Explore the most affordable flight options available from Boston to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Delta deal was found by Cheapflights users on 9/13. 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 10/215:45 amBOS - PDX
1 stop10h 05mDelta
Sat 10/252:10 pmPDX - BOS
1 stop8h 03mDelta
Deal found 9/13$237
This Delta deal was found by Cheapflights users on 9/14. 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.
Sat 11/811:10 amBOS - PDX
1 stop7h 55mDelta
Wed 11/127:59 pmPDX - BOS
1 stop7h 36mDelta
Deal found 9/14$239
This Southwest deal was found by Cheapflights users on 9/14. 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.
Fri 11/76:20 pmBOS - PDX
1 stop8h 55mSouthwest
Mon 11/107:10 pmPDX - BOS
2 stops10h 05mSouthwest
Deal found 9/14$242
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 10/303:50 pmBOS - PDX
2 stops11h 05mSouthwest
Mon 11/36:55 pmPDX - BOS
2 stops10h 20mSouthwest
Deal found 9/14$247
This Southwest deal was found by Cheapflights users on 9/15. 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.
Thu 11/206:45 amBOS - PDX
1 stop14h 55mSouthwest
Mon 11/247:10 pmPDX - BOS
2 stops10h 00mSouthwest
Deal found 9/15$248
This Southwest deal was found by Cheapflights users on 9/14. 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 11/116:45 amBOS - PDX
1 stop9h 45mSouthwest
Fri 11/147:10 pmPDX - BOS
2 stops9h 55mSouthwest
Deal found 9/14$262
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 11/66:20 pmBOS - PDX
1 stop8h 55mSouthwest
Mon 11/105:45 amPDX - BOS
1 stop9h 55mSouthwest
Deal found 9/14$264
This Delta deal was found by Cheapflights users on 9/15. 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.
Thu 10/2310:50 amBOS - PDX
1 stop11h 10mDelta
Sun 10/267:59 pmPDX - BOS
1 stop7h 36mDelta
Deal found 9/15$266
This Delta deal was found by Cheapflights users on 9/15. 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.
Fri 10/247:20 amBOS - PDX
1 stop8h 29mDelta
Sat 11/85:30 amPDX - BOS
1 stop7h 52mDelta
Deal found 9/15$268
This Delta deal was found by Cheapflights users on 9/14. 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.
Sun 11/95:50 amBOS - PDX
1 stop8h 28mDelta
Thu 11/135:26 pmPDX - BOS
1 stop10h 09mDelta
Deal found 9/14$269
This Delta deal was found by Cheapflights users on 9/14. 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 12/151:45 pmBOS - PDX
1 stop12h 12mDelta
Wed 1/145:30 amPDX - BOS
2 stops15h 09mDelta
Deal found 9/14$270
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/174:15 pmBOS - PDX
1 stop9h 30mUnited Airlines
Sat 10/252:15 pmPDX - BOS
1 stop7h 35mUnited Airlines
Deal found 9/14$273

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston to Oregon 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 September 15, 2025.
Use the filters below to find and compare flights from Boston to Oregon that are best for you.

Fly from

Boston

Fly to

Oregon

Route

Depart

Return

Price

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 11/5

5:45 am-11:01 am

1 stop8h 16m

Portland

Tue 11/11

12:35 am-10:57 am

1 stop7h 22m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sun 11/23

6:20 pm-12:15 am

1 stop8h 55m

Portland

Fri 11/28

5:45 am-6:40 pm

1 stop9h 55m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 10/30

5:34 am-10:29 am

1 stop7h 55m

Portland

Mon 11/3

5:25 pm-6:35 am

1 stop10h 10m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 11/4

1:45 pm-10:08 pm

1 stop11h 23m

Portland

Fri 11/7

5:25 pm-6:35 am

1 stop10h 10m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 12/10

5:35 pm-12:15 am

1 stop9h 40m

Portland

Mon 12/15

5:26 pm-6:45 am

1 stop10h 19m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 11/4

5:45 am-11:01 am

1 stop8h 16m

Portland

Sat 11/8

6:20 am-7:30 pm

1 stop10h 10m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 11/8

5:34 pm-10:42 pm

1 stop8h 08m

Portland

Thu 11/13

7:59 pm-6:35 am

1 stop7h 36m

$239

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 11/12

4:42 pm-10:05 pm

1 stop8h 23m

Portland

Mon 11/17

12:35 am-10:57 am

1 stop7h 22m

$239

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Mon 11/10

6:55 pm-11:56 pm

1 stop8h 01m

Portland

Tue 11/11

12:35 am-10:57 am

1 stop7h 22m

$239

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sun 11/9

5:50 am-11:18 am

1 stop8h 28m

Portland

Tue 11/11

12:35 am-10:57 am

1 stop7h 22m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 60 results
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Best time to book a flight from Boston to Oregon

Have a flexible travel schedule? Discover the best time to fly to Oregon from Boston 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 Boston to Oregon

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

Currently, November is the cheapest month in which you can book a flight from Boston to Oregon (average of $277). Flying from Boston to Oregon in March is currently the most expensive (average of $368). 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 BOS to OR?

Find hourly flight availability from Boston to Oregon. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from Boston to Oregon, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Boston to Oregon

Explore weekly flight availability from Boston to Oregon. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 15, 2025.

The most flights from BOS to USOR are scheduled on a Monday (7 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (2 on average).

Reviews of airlines servicing Oregon

Get insights into the airlines that provide service to Oregon. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oregon. Reviews last updated September 15, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta, and Hawaiian Airlines from Boston to Oregon. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
8.0
Very good
7,954 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Hawaiian Airlines
7.8
Good
2,723 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,929 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
JetBlue
7.2
Good
2,912 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Related info for your journey

Find useful and relevant information for your journey from Boston to Oregon. 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 from for flights from Boston to Oregon?

    Most people fly from Boston Logan Intl (BOS) if they book a flight from Boston to Oregon. Boston Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

  • How popular is this Boston to Oregon flight route?

    Flights from Boston Logan Intl to Oregon have been viewed 10 times in the past calendar month.

  • How long is the flight from Boston to Oregon?

    Airlines like Delta, Southwest, and United Airlines fly from Boston to Oregon in about 8h 16m. The time it takes to get you to your destination can typically vary by up to 1h 07m. The distance between Boston and Oregon is about 2528 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $108. However, be on the lookout for offers from Delta and United Airlines, as they are both options that can get you from Boston to Oregon for a low price.

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

    When deciding which route to take from Boston to Oregon consider Boston Logan Intl - Portland, Boston Logan Intl - Boise Air Term. Gowen Fld or Boston Logan Intl - Bend/Redmond as they are the most popular.

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

    The top 3 most reliable airlines when flying from Boston to Oregon are Alaska Airlines (92%), Condor (89%) and Qatar Airways (89%).

  • What are the cheapest flights from Boston to Oregon?

    On average you can expect to pay $388 for a flight from Boston to Oregon. The cheapest flight overall is $148 while the most popular route, (Boston Logan Intl - Portland) is currently priced at $237.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Boston to Oregon 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 Boston to Oregon?

    Currently, November is the cheapest month in which you can book a flight from Boston to Oregon (average of $277). Flying from Boston to Oregon in March is currently the most expensive (average of $368). 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.

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Top 9 airlines flying from Boston to Oregon

Discover the top 9 airlines that operate flights from Boston to Oregon. 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$137Average$481FlexibilityNo cancel feeOn-time85%
DeltaCheapest$162Average$449FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$177Average$336FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$181Average$410FlexibilityNo cancel feeOn-time83%
Spirit AirlinesCheapest$215Average$244FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$216Average$435FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$216Average$513FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$236Average$615FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$247Average$509FlexibilityNo cancel feeOn-time75%

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