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$99+ 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Jan 26 — Feb 21
Mon 1/26
Mon 2/2
1 adult, Economy
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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 December 27, 2025.

This United Airlines deal was found by Cheapflights users on 12/25. 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 12/307:45 pmPDX - BOS
1 stop9h 25mUnited Airlines
Sun 1/111:24 pmBOS - PDX
1 stop11h 25mUnited Airlines
Deal found 12/25$459
This Southwest deal was found by Cheapflights users on 12/25. 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 12/305:30 amPDX - BOS
2 stops11h 05mSouthwest
Sun 1/111:35 pmBOS - PDX
1 stop9h 40mSouthwest
Deal found 12/25$464
This Delta deal was found by Cheapflights users on 12/25. 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 12/3112:35 pmPDX - BOS
1 stop8h 19mDelta
Mon 1/1212:45 pmBOS - PDX
1 stop10h 50mDelta
Deal found 12/25$476
This Delta deal was found by Cheapflights users on 12/25. 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 12/306:00 amMFR - BOS
2 stops13h 10mDelta
Tue 1/65:20 pmBOS - MFR
1 stop8h 39mDelta
Deal found 12/25$492
This Delta deal was found by Cheapflights users on 12/25. 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 12/301:45 pmPDX - BOS
1 stop7h 39mDelta
Sat 1/104:25 pmBOS - PDX
1 stop9h 29mDelta
Deal found 12/25$513
This Alaska Airlines deal was found by Cheapflights users on 12/26. 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 12/305:07 amMFR - BOS
1 stop7h 38mAlaska Airlines
Tue 1/66:00 amBOS - MFR
1 stop8h 59mAlaska Airlines
Deal found 12/26$554
This United Airlines deal was found by Cheapflights users on 12/25. 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 12/317:30 amPDX - BOS
2 stops13h 05mUnited Airlines
Sat 1/105:57 pmBOS - PDX
1 stop9h 45mUnited Airlines
Deal found 12/25$560
This United Airlines deal was found by Cheapflights users on 12/25. 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 12/3012:54 pmPDX - BOS
1 stop7h 41mUnited Airlines
Tue 1/139:30 amBOS - PDX
2 stops11h 40mUnited Airlines
Deal found 12/25$564
This United Airlines deal was found by Cheapflights users on 12/26. 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 12/299:00 amPDX - BOS
1 stop9h 55mUnited Airlines
Mon 1/56:01 amBOS - PDX
1 stop8h 57mUnited Airlines
Deal found 12/26$568
This United Airlines deal was found by Cheapflights users on 12/25. 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 12/3110:52 pmPDX - BOS
2 stops13h 43mUnited Airlines
Sun 1/119:30 amBOS - PDX
2 stops15h 19mUnited Airlines
Deal found 12/25$569
This Delta deal was found by Cheapflights users on 12/25. 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 12/295:30 amPDX - BOS
1 stop7h 38mDelta
Thu 1/16:10 amBOS - PDX
1 stop9h 29mDelta
Deal found 12/25$572
This Southwest deal was found by Cheapflights users on 12/26. 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.
Mon 12/2910:05 amPDX - BOS
2 stops9h 35mSouthwest
Mon 1/56:20 pmBOS - PDX
1 stop8h 55mSouthwest
Deal found 12/26$573

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 December 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$208
(American Airlines)

One-way from

$99
(Delta)

Popular in

December

Cheapest in

January

Average price

$569

Good round-trip deal

$427 or less

Good one-way deal

$193 or less
Provider with most accurate pricing for Portland-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Boston Logan Intl flights.
Search Deals
From Oregon to Boston Logan Intl
Search Deals
One-way flight from Oregon to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Oregon to Boston Logan Intl.
Search Deals
Price to beat on a one-way flight from Oregon to Boston Logan Intl.
Search Deals

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 December 27, 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

Sun 2/15

5:30 am-3:59 pm

1 stop7h 29m

Boston Logan Intl

Sun 2/22

7:15 am-3:11 pm

1 stop10h 56m

$228

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 1/9

1:53 pm-11:52 pm

1 stop6h 59m

Boston Logan Intl

Fri 1/16

6:45 pm-12:17 am

1 stop8h 32m

$241

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 1/21

5:00 am-3:37 pm

1 stop7h 37m

Boston Logan Intl

Wed 1/28

6:00 am-2:48 pm

2 stops11h 48m

$242

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 1/23

7:00 am-5:19 pm

1 stop7h 19m

Boston Logan Intl

Fri 1/30

1:30 pm-10:32 pm

2 stops12h 02m

$242

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 1/26

11:59 pm-1:13 pm

2 stops10h 14m

Boston Logan Intl

Sat 1/31

12:45 pm-6:56 pm

1 stop9h 11m

$242

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 2/4

10:47 am-9:38 pm

1 stop7h 51m

Boston Logan Intl

Wed 2/11

6:00 am-2:46 pm

2 stops11h 46m

$242

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 1/14

7:00 am-5:19 pm

1 stop7h 19m

Boston Logan Intl

Sun 1/18

6:00 am-2:48 pm

2 stops11h 48m

$253

BoiseBoston

BOI - BOS

BOIBOS

Boise Air Term. Gowen Fld

Wed 1/21

12:37 pm-11:12 pm

1 stop8h 35m

Boston Logan Intl

Sun 1/25

6:00 am-1:08 pm

1 stop9h 08m

$257

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 1/9

6:30 am-5:10 pm

1 stop7h 40m

Boston Logan Intl

Sun 1/11

5:20 am-10:45 am

1 stop8h 25m

$259

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 1/22

11:05 am-10:30 pm

1 stop8h 25m

Boston Logan Intl

Wed 1/28

2:40 pm-10:15 pm

2 stops10h 35m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

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 $231). 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 December 27, 2025.

It’s optimal to fly from Oregon to Boston at noon. By choosing this option you can save up to 47% on the cost of your flight, compared to a flight in the morning.

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 3 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 7h 29m. Fly via Delta, United 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 American Airlines. According to our data, you can fly for as low as $79. Users have also found prices from $98 and $98 on Delta and JetBlue, 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 Medford - 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 Alaska Airlines (81%), Hawaiian Airlines (81%) and Qatar Airways (81%).

  • What are the cheapest flights from Oregon to Boston?

    Looking for the cheapest flight from Oregon to Boston? While on average our users pay $413, our data indicates the cheapest price to be $138. The most popular route (Portland - Boston Logan Intl), is priced around $188.

  • 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 $231). 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
Brockton
Cranston
Lincoln
Lowell
Smithfield
Peabody
Quincy
York Beach
Warwick
Londonderry
Swansea
Old Orchard Beach
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 December 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$122Average$427FlexibilityNo cancel feeOn-time85%
DeltaCheapest$124Average$432FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$127Average$296FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$158Average$502FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$206Average$422FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$515FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$257Average$528FlexibilityNo cancel feeOn-time75%

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