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$119+ 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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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 October 16, 2025.

This Southwest deal was found by Cheapflights users on 10/15. 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 11/136:55 pmBOS - PDX
1 stop8h 25mSouthwest
Tue 11/188:00 amPDX - BOS
2 stops10h 35mSouthwest
Deal found 10/15$233
This United Airlines deal was found by Cheapflights users on 10/14. 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 11/74:50 pmBOS - PDX
1 stop9h 07mUnited Airlines
Sun 11/97:10 pmPDX - BOS
1 stop7h 46mUnited Airlines
Deal found 10/14$237
This Delta deal was found by Cheapflights users on 10/15. 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 10/306:55 pmBOS - PDX
1 stop7h 58mDelta
Mon 11/35:10 pmPDX - BOS
1 stop10h 30mDelta
Deal found 10/15$239
This United Airlines deal was found by Cheapflights users on 10/16. 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 11/74:50 pmBOS - PDX
1 stop9h 07mUnited Airlines
Wed 11/127:10 pmPDX - BOS
2 stops9h 24mUnited Airlines
Deal found 10/16$242
This United Airlines deal was found by Cheapflights users on 10/16. 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.
Mon 11/104:24 pmBOS - PDX
1 stop8h 41mUnited Airlines
Wed 11/127:10 pmPDX - BOS
2 stops9h 24mUnited Airlines
Deal found 10/16$243
This United Airlines deal was found by Cheapflights users on 10/14. 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 10/316:00 amBOS - PDX
2 stops10h 47mUnited Airlines
Sun 11/27:10 pmPDX - BOS
1 stop7h 46mUnited Airlines
Deal found 10/14$244
This Southwest deal was found by Cheapflights users on 10/14. 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.
Wed 11/125:00 pmBOS - PDX
1 stop8h 35mSouthwest
Fri 11/146:30 amPDX - BOS
1 stop8h 10mSouthwest
Deal found 10/14$249
This Southwest deal was found by Cheapflights users on 10/16. 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 11/131:45 pmBOS - PDX
1 stop13h 35mSouthwest
Sun 11/165:45 amPDX - BOS
1 stop9h 55mSouthwest
Deal found 10/16$254
This Delta deal was found by Cheapflights users on 10/15. 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 11/65:45 amBOS - PDX
1 stop8h 16mDelta
Sat 11/81:25 pmPDX - BOS
1 stop7h 23mDelta
Deal found 10/15$258
This Southwest deal was found by Cheapflights users on 10/15. 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.
Wed 12/31:35 pmBOS - PDX
1 stop8h 45mSouthwest
Mon 12/86:55 pmPDX - BOS
2 stops10h 20mSouthwest
Deal found 10/15$262
This Delta deal was found by Cheapflights users on 10/16. 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 11/15:34 amBOS - PDX
1 stop7h 55mDelta
Tue 11/412:40 amPDX - BOS
1 stop7h 08mDelta
Deal found 10/16$263
This Delta deal was found by Cheapflights users on 10/16. 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 11/77:20 amBOS - PDX
1 stop8h 29mDelta
Sun 11/912:35 amPDX - BOS
1 stop7h 22mDelta
Deal found 10/16$273

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 October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$233
(Southwest)

One-way from

$119
(Southwest)

Popular in

December

Cheapest in

May

Average price

$387

Good round-trip deal

$408 or less

Good one-way deal

$228 or less
Provider with most accurate pricing for Boston Logan Intl-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Portland flights.
Search Deals
From Boston Logan Intl to Oregon
Search Deals
One-way flight from Boston Logan Intl to Oregon
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Boston Logan Intl to Oregon.
Search Deals
Price to beat on a one-way flight from Boston Logan Intl to Oregon.
Search Deals

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 October 16, 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

Fri 11/7

4:50 pm-10:57 pm

1 stop9h 07m

Portland

Sun 11/9

7:10 pm-5:56 am

1 stop7h 46m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 11/7

4:50 pm-10:57 pm

1 stop9h 07m

Portland

Mon 11/10

11:59 pm-10:34 am

1 stop7h 35m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 10/30

12:10 pm-7:06 pm

1 stop9h 56m

Portland

Mon 11/3

10:10 pm-9:36 am

1 stop8h 26m

$239

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Mon 11/10

4:24 pm-10:05 pm

1 stop8h 41m

Portland

Wed 11/12

7:10 pm-7:34 am

2 stops9h 24m

$243

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 2/11

6:35 pm-11:53 pm

1 stop8h 18m

Portland

Wed 2/18

12:55 am-11:06 am

1 stop7h 11m

$252

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 3/10

4:40 pm-10:46 pm

1 stop9h 06m

Portland

Wed 3/11

5:45 pm-6:32 am

1 stop9h 47m

$258

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 11/7

7:20 am-12:49 pm

1 stop8h 29m

Portland

Sun 11/9

12:35 am-10:57 am

1 stop7h 22m

$273

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 2/20

10:30 am-6:05 pm

2 stops10h 35m

Portland

Sun 2/22

11:55 pm-12:46 pm

1 stop9h 51m

$282

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 10/28

2:05 pm-9:15 pm

1 stop10h 10m

Portland

Tue 11/18

10:50 am-10:45 pm

1 stop8h 55m

$313

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 2/21

12:11 pm-8:50 pm

1 stop11h 39m

Portland

Sat 2/28

7:11 am-8:16 pm

2 stops10h 05m

$313

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/15

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 $113). Flying from Boston to Oregon in December is currently the most expensive (average of $263). 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 October 16, 2025.

It’s typically best to fly out from Boston to Oregon at noon. Doing so could potentially save you 18% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Boston to Oregon?

Use this chart to determine the cheapest time to fly round-trip from Boston to Oregon. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Boston to Oregon flight should consider departing on Wednesday at noon when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 16, 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 (3 on average).

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

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 October 16, 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
11,102 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,102 reviews
Alaska Airlines
8.0
Very good
11,102 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
7,980 reviews
Alaska Airlines
8.0
Very good
11,102 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Hawaiian Airlines
7.8
Good
2,781 reviews
Alaska Airlines
8.0
Very good
11,102 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,982 reviews
Alaska Airlines
8.0
Very good
11,102 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
JetBlue
7.2
Good
2,907 reviews
Alaska Airlines
8.0
Very good
11,102 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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 United Airlines, Delta, and American Airlines fly from Boston to Oregon in about 9h 02m. The time it takes to get you to your destination can typically vary by up to 54m. The distance between Boston and Oregon is about 2257 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 $119. However, be on the lookout for offers from Delta and American 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 - Eugene 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 JetBlue (100%), TAP AIR PORTUGAL (100%) and EL AL (100%).

  • What are the cheapest flights from Boston to Oregon?

    On average you can expect to pay $748 for a flight from Boston to Oregon. The cheapest flight overall is $168 while the most popular route, (Boston Logan Intl - Portland) is currently priced at $179.

  • 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 $113). Flying from Boston to Oregon in December is currently the most expensive (average of $263). 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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$136Average$401FlexibilityNo cancel feeOn-time83%
Hawaiian AirlinesCheapest$138Average$472FlexibilityNo cancel feeOn-time85%
DeltaCheapest$160Average$450FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$176Average$333FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$207Average$524FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$216Average$429FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$600FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$246Average$508FlexibilityNo cancel feeOn-time75%

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