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$101+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Feb 5 — Feb 121
Thu 2/5
Thu 2/12
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 January 6, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$195
(American Airlines)

One-way from

$101
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$297

Good round-trip deal

$337 or less

Good one-way deal

$228 or less
Provider with most accurate pricing for Boston Logan Intl-Portland flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Portland flights.
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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 ($14 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 6, 2026.

This American Airlines deal was found by Cheapflights users on 1/5. 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 3/185:30 amBOS - BOI
1 stop9h 18mAmerican Airlines
Tue 3/247:00 amBOI - BOS
1 stop8h 14mAmerican Airlines
Deal found 1/5$195
This American Airlines deal was found by Cheapflights users on 1/5. 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 5/53:59 pmBOS - PDX
1 stop10h 42mAmerican Airlines
Fri 5/811:59 pmPDX - BOS
1 stop7h 40mAmerican Airlines
Deal found 1/5$208
This American Airlines deal was found by Cheapflights users on 1/5. 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 1/231:48 pmBOS - PDX
1 stop9h 36mAmerican Airlines
Mon 1/2610:15 pmPDX - BOS
1 stop9h 14mAmerican Airlines
Deal found 1/5$212
This American Airlines deal was found by Cheapflights users on 1/4. 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.
Thu 1/222:43 pmBOS - PDX
1 stop8h 39mAmerican Airlines
Sun 1/2510:15 pmPDX - BOS
1 stop9h 16mAmerican Airlines
Deal found 1/4$219
This Delta deal was found by Cheapflights users on 1/5. 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 2/227:15 amBOS - PDX
1 stop8h 27mDelta
Mon 3/212:40 amPDX - BOS
1 stop7h 11mDelta
Deal found 1/5$228
This American Airlines deal was found by Cheapflights users on 1/6. 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 3/186:30 amBOS - BOI
1 stop8h 30mAmerican Airlines
Wed 3/251:31 pmBOI - BOS
1 stop8h 34mAmerican Airlines
Deal found 1/6$231
This Southwest deal was found by Cheapflights users on 1/4. 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.
Wed 1/282:40 pmBOS - PDX
2 stops10h 35mSouthwest
Fri 1/306:30 amPDX - BOS
1 stop7h 40mSouthwest
Deal found 1/4$231
This Delta deal was found by Cheapflights users on 1/5. 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 3/1111:15 amBOS - EUG
1 stop8h 54mDelta
Tue 3/1711:40 amEUG - BOS
1 stop9h 19mDelta
Deal found 1/5$235
This Alaska Airlines deal was found by Cheapflights users on 1/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/35:20 pmBOS - PDX
Nonstop6h 28mAlaska Airlines
Tue 2/107:00 amPDX - BOS
Nonstop5h 20mAlaska Airlines
Deal found 1/6$237
This Delta deal was found by Cheapflights users on 1/5. 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 1/205:50 amBOS - PDX
1 stop9h 56mDelta
Tue 1/271:53 pmPDX - BOS
1 stop6h 59mDelta
Deal found 1/5$241
This United Airlines deal was found by Cheapflights users on 1/5. 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 1/306:00 amBOS - PDX
1 stop8h 57mUnited Airlines
Tue 2/38:30 amPDX - BOS
2 stops10h 22mUnited Airlines
Deal found 1/5$242
This Southwest deal was found by Cheapflights users on 1/5. 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 1/304:50 pmBOS - PDX
1 stop8h 25mSouthwest
Tue 2/36:20 amPDX - BOS
2 stops11h 30mSouthwest
Deal found 1/5$246

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 January 6, 2026.
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

Fri 2/27

6:57 pm-12:15 am

1 stop8h 18m

Portland

Sun 3/8

5:36 pm-6:49 am

1 stop10h 13m

$228

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 2/3

5:20 pm-8:48 pm

Nonstop6h 28m

Portland

Tue 2/10

7:00 am-3:20 pm

Nonstop5h 20m

$237

BostonEugene

BOS - EUG

BOSEUG

Boston Logan Intl

Sun 1/25

6:00 am-2:31 pm

1 stop11h 31m

Eugene

Wed 1/28

6:36 am-10:55 pm

2 stops13h 19m

$262

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 5/27

6:00 am-9:11 am

Nonstop6h 11m

Portland

Wed 5/27

9:46 pm-6:20 am

Nonstop5h 34m

$262

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 1/20

6:00 am-11:57 am

1 stop8h 57m

Portland

Thu 1/22

11:59 pm-1:13 pm

2 stops10h 14m

$264

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 4/1

7:15 am-12:35 pm

1 stop8h 20m

Portland

Wed 4/8

9:30 pm-5:53 am

Nonstop5h 23m

$267

BostonBoise

BOS - BOI

BOSBOI

Boston Logan Intl

Thu 2/19

12:45 pm-10:45 pm

1 stop12h 00m

Boise Air Term. Gowen Fld

Thu 2/26

2:54 pm-11:50 pm

1 stop6h 56m

$271

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 1/27

5:20 pm-8:48 pm

Nonstop6h 28m

Portland

Tue 2/3

7:00 am-3:20 pm

Nonstop5h 20m

$277

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sun 1/25

4:55 pm-10:30 pm

1 stop8h 35m

Portland

Tue 2/3

6:20 am-8:50 pm

2 stops11h 30m

$287

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 1/28

7:00 am-1:48 pm

1 stop9h 48m

Portland

Wed 2/4

7:00 am-3:20 pm

Nonstop5h 20m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/3

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, May is the cheapest month in which you can book a flight from Boston to Oregon (average of $111). Flying from Boston to Oregon 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 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 January 6, 2026.

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.

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 January 6, 2026.
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
11,648 reviews

Entertainment

7.0

Overall

8.0

Food

7.1

Crew

8.5

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Alaska Airlines
8.0
Very good
11,648 reviews
Alaska Airlines
8.0
Very good
11,648 reviews

Entertainment

7.0

Overall

8.0

Food

7.1

Crew

8.5

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Delta
7.9
Good
8,017 reviews
Alaska Airlines
8.0
Very good
11,648 reviews

Entertainment

7.0

Overall

8.0

Food

7.1

Crew

8.5

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Hawaiian Airlines
7.8
Good
2,824 reviews
Alaska Airlines
8.0
Very good
11,648 reviews

Entertainment

7.0

Overall

8.0

Food

7.1

Crew

8.5

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
United Airlines
7.4
Good
9,132 reviews
Alaska Airlines
8.0
Very good
11,648 reviews

Entertainment

7.0

Overall

8.0

Food

7.1

Crew

8.5

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
JetBlue
7.2
Good
2,898 reviews
Alaska Airlines
8.0
Very good
11,648 reviews

Entertainment

7.0

Overall

8.0

Food

7.1

Crew

8.5

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.

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 11 times in the past calendar month.

  • How long is the flight from Boston to Oregon?

    Airlines like Delta, Alaska Airlines, and American Airlines fly from Boston to Oregon in about 6h 28m. The time it takes to get you to your destination can typically vary by up to 5h 03m. 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 American Airlines, with whom users have recently found tickets for as low as $89. However, be on the lookout for offers from JetBlue and Southwest, 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 (65%), Qatar Airways (65%) and Hawaiian Airlines (65%).

  • What are the cheapest flights from Boston to Oregon?

    On average you can expect to pay $401 for a flight from Boston to Oregon. The cheapest flight overall is $138 while the most popular route, (Boston Logan Intl - Portland) is currently priced at $197.

  • 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, May is the cheapest month in which you can book a flight from Boston to Oregon (average of $111). Flying from Boston to Oregon 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.

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Top 8 airlines flying from Boston to Oregon

Discover the top 8 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 January 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$136Average$381FlexibilityNo cancel feeOn-time83%
Hawaiian AirlinesCheapest$138Average$472FlexibilityNo cancel feeOn-time85%
DeltaCheapest$145Average$440FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$172Average$326FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$178Average$508FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$206Average$421FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$577FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$242Average$505FlexibilityNo cancel feeOn-time75%

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