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$118+ 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Dec 5 — Dec 121
Fri 12/5
Fri 12/12
1 adult, Economy
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Cheap flight deals from Oregon to Boston

Keep the following information in mind while searching for Oregon to Boston flight deals. Data was last updated November 5, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$213
(Southwest)

One-way from

$118
(American Airlines)

Popular in

December

Cheapest in

February

Average price

$466

Good round-trip deal

$427 or less

Good one-way deal

$208 or less
Provider with most accurate pricing for Portland-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-Boston Logan Intl flights.
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From Oregon to Boston Logan Intl
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One-way flight from Oregon to Boston Logan Intl
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Highest demand for flights based on searches. 12% potential increase in price ($56 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 November 2025
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Price to beat on a round-trip flight from Oregon to Boston Logan Intl.
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Price to beat on a one-way flight from Oregon to Boston Logan Intl.
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Find 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 November 5, 2025.

This Southwest deal was found by Cheapflights users on 11/4. 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.
Thu 12/48:00 amPDX - BOS
1 stop11h 45mSouthwest
Mon 12/81:35 pmBOS - PDX
1 stop8h 45mSouthwest
Deal found 11/4$213
This Southwest deal was found by Cheapflights users on 11/5. 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.
Wed 12/310:50 amPDX - BOS
1 stop8h 55mSouthwest
Tue 12/91:35 pmBOS - PDX
2 stops12h 00mSouthwest
Deal found 11/5$224
This Southwest deal was found by Cheapflights users on 11/5. 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.
Thu 12/48:00 amPDX - BOS
1 stop11h 45mSouthwest
Tue 12/92:10 pmBOS - PDX
2 stops10h 50mSouthwest
Deal found 11/5$230
This American Airlines deal was found by Cheapflights users on 11/5. 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.
Thu 12/45:59 pmPDX - BOS
1 stop10h 15mAmerican Airlines
Mon 12/82:24 pmBOS - PDX
1 stop8h 53mAmerican Airlines
Deal found 11/5$235
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Tue 12/25:59 pmPDX - BOS
1 stop9h 19mAmerican Airlines
Sun 12/76:00 amBOS - PDX
1 stop9h 38mAmerican Airlines
Deal found 11/4$236
This Delta deal was found by Cheapflights users on 11/5. 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 12/212:32 amPDX - BOS
1 stop7h 28mDelta
Mon 12/84:46 pmBOS - PDX
1 stop8h 24mDelta
Deal found 11/5$237
This Delta deal was found by Cheapflights users on 11/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/210:10 pmPDX - BOS
1 stop9h 00mDelta
Fri 12/511:25 amBOS - PDX
1 stop9h 18mDelta
Deal found 11/3$238
This Delta deal was found by Cheapflights users on 11/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/187:59 pmPDX - BOS
1 stop7h 36mDelta
Sun 12/76:46 pmBOS - PDX
1 stop8h 18mDelta
Deal found 11/3$240
This United Airlines deal was found by Cheapflights users on 11/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/211:59 pmPDX - BOS
2 stops9h 34mUnited Airlines
Sun 12/76:00 amBOS - PDX
1 stop8h 48mUnited Airlines
Deal found 11/4$242
This Southwest deal was found by Cheapflights users on 11/3. 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.
Wed 12/1010:50 amPDX - BOS
1 stop8h 55mSouthwest
Tue 12/1610:20 amBOS - PDX
2 stops11h 30mSouthwest
Deal found 11/3$247
This United Airlines deal was found by Cheapflights users on 11/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/198:20 amPDX - BOS
1 stop7h 28mUnited Airlines
Thu 12/41:35 pmBOS - PDX
1 stop11h 10mUnited Airlines
Deal found 11/4$248
This United Airlines deal was found by Cheapflights users on 11/5. 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.
Wed 11/197:10 pmPDX - BOS
2 stops9h 24mUnited Airlines
Mon 12/84:20 pmBOS - PDX
1 stop8h 55mUnited Airlines
Deal found 11/5$253

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 November 5, 2025.
Use the filters below to find and compare flights from Oregon to Boston that are best for you.

Fly from

Oregon

Fly to

Boston

Route

Depart

Return

Price

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 12/25

5:30 am-4:03 pm

1 stop7h 33m

Boston Logan Intl

Thu 1/1

5:30 am-10:49 am

1 stop8h 19m

$278

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 12/24

9:42 pm-6:10 am

Nonstop5h 28m

Boston Logan Intl

Thu 1/1

6:00 am-9:28 am

Nonstop6h 28m

$317

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 12/10

7:04 am-3:24 pm

Nonstop5h 20m

Boston Logan Intl

Mon 1/5

5:12 pm-8:36 pm

Nonstop6h 24m

$317

BoiseBoston

BOI - BOS

BOIBOS

Boise Air Term. Gowen Fld

Tue 1/20

7:20 am-7:59 pm

1 stop10h 39m

Boston Logan Intl

Tue 1/27

8:50 am-5:07 pm

1 stop10h 17m

$318

BoiseBoston

BOI - BOS

BOIBOS

Boise Air Term. Gowen Fld

Tue 3/10

7:00 am-6:09 pm

1 stop9h 09m

Boston Logan Intl

Wed 3/11

7:00 am-1:45 pm

1 stop8h 45m

$318

BoiseBoston

BOI - BOS

BOIBOS

Boise Air Term. Gowen Fld

Sat 2/28

8:30 pm-7:16 am

1 stop8h 46m

Boston Logan Intl

Wed 3/4

10:00 am-6:20 pm

1 stop10h 20m

$318

BoiseBoston

BOI - BOS

BOIBOS

Boise Air Term. Gowen Fld

Tue 1/20

1:55 pm-11:54 pm

1 stop7h 59m

Boston Logan Intl

Tue 1/27

7:00 am-3:10 pm

1 stop10h 10m

$318

BoiseBoston

BOI - BOS

BOIBOS

Boise Air Term. Gowen Fld

Wed 1/28

6:23 am-4:20 pm

1 stop7h 57m

Boston Logan Intl

Sat 1/31

7:00 am-3:10 pm

1 stop10h 10m

$318

BoiseBoston

BOI - BOS

BOIBOS

Boise Air Term. Gowen Fld

Tue 12/2

7:11 pm-7:36 am

1 stop10h 25m

Boston Logan Intl

Tue 12/9

6:00 am-12:17 pm

1 stop8h 17m

$319

BoiseBoston

BOI - BOS

BOIBOS

Boise Air Term. Gowen Fld

Tue 1/20

1:30 pm-10:30 pm

1 stop7h 00m

Boston Logan Intl

Tue 1/27

1:20 pm-10:30 pm

2 stops11h 10m

$324

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 60 results
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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, April is the cheapest month in which you can book a flight from Oregon to Boston (average of $103). Flying from Oregon to Boston in March is currently the most expensive (average of $228). 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 November 5, 2025.

It’s optimal to fly from Oregon to Boston in the evening. By choosing this option you can save up to 22% on the cost of your flight, compared to a flight in the morning.

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

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

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

Weekly flight availability from Oregon to Boston

Explore weekly flight availability from Oregon to Boston. 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 November 5, 2025.

The most flights from USOR to BOS are scheduled on a Monday (4 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).

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?

    The Oregon to Boston Logan Intl flight path was viewed by 4 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Oregon to Boston?

    There are many flights that can get you from Oregon to Boston in 5h 28m. Fly via Delta, Alaska Airlines, or American Airlines to get the fastest option. Oregon and Boston are separated by a distance of 2528 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 Delta. According to our data, you can fly for as low as $119. Users have also found prices from $119 and $159 on United Airlines and Alaska Airlines, respectively.

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

    The most popular route from Oregon to Boston is Portland - Boston Logan Intl. You may also consider Eugene - Boston Logan Intl or Boise Air Term. Gowen Fld - Boston Logan Intl.

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

    The top 3 most reliable airlines when flying from Oregon to Boston are Condor (83%), Qatar Airways (72%) and Alaska Airlines (72%).

  • What are the cheapest flights from Oregon to Boston?

    Looking for the cheapest flight from Oregon to Boston? While on average our users pay $464, our data indicates the cheapest price to be $168. The most popular route (Portland - Boston Logan Intl), is priced around $179.

  • 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, April is the cheapest month in which you can book a flight from Oregon to Boston (average of $103). Flying from Oregon to Boston in March is currently the most expensive (average of $228). 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
Cambridge
Medford
Hampton Beach
Watertown
Seabrook
Seekonk
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Peabody
Quincy
York Beach
Warwick
Swansea
Old Orchard Beach
Brockton
Waltham
Chelsea

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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 November 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$122Average$427FlexibilityNo cancel feeOn-time85%
DeltaCheapest$129Average$459FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$133Average$299FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$158Average$478FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$208Average$414FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$547FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$254Average$532FlexibilityNo cancel feeOn-time75%

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