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$125+ 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Apr 19 — Apr 261
Sun 4/19
Sun 4/26
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 March 20, 2026.

This American Airlines deal was found by Cheapflights users on 3/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2911:47 pm
PDX
-
BOS
1 stop8h 45m
American Airlines
Wed 5/63:18 pm
BOS
-
PDX
1 stop9h 20m
American Airlines
Deal found 3/15$235
This American Airlines deal was found by Cheapflights users on 3/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/611:30 pm
PDX
-
BOS
1 stop9h 02m
American Airlines
Tue 4/144:21 pm
BOS
-
PDX
1 stop9h 28m
American Airlines
Deal found 3/16$237
This Delta deal was found by Cheapflights users on 3/18. 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 8/187:14 pm
PDX
-
BOS
1 stop7h 55m
Delta
Thu 9/106:00 am
BOS
-
PDX
1 stop8h 43m
Delta
Deal found 3/18$239
This Delta deal was found by Cheapflights users on 3/18. 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 4/206:05 pm
PDX
-
BOS
1 stop9h 50m
Delta
Wed 4/297:37 am
BOS
-
PDX
1 stop8h 15m
Delta
Deal found 3/18$241
This Southwest deal was found by Cheapflights users on 3/15. 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 4/2911:55 pm
PDX
-
BOS
1 stop8h 00m
Southwest
Wed 5/62:25 pm
BOS
-
PDX
2 stops11h 35m
Southwest
Deal found 3/15$244
This Southwest deal was found by Cheapflights users on 3/17. 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.
Sat 5/97:40 pm
PDX
-
BOS
2 stops9h 50m
Southwest
Tue 5/122:25 pm
BOS
-
PDX
2 stops11h 35m
Southwest
Deal found 3/17$249
This Southwest deal was found by Cheapflights users on 3/16. 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.
Mon 4/611:55 pm
PDX
-
BOS
1 stop13h 10m
Southwest
Tue 4/1410:45 am
BOS
-
PDX
2 stops13h 00m
Southwest
Deal found 3/16$250
This Cheapflightsfares deal was found by Cheapflights users on 3/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/62:30 pm
PDX
-
BOS
Nonstop5h 26m
JetBlue
Sat 6/139:55 am
BOS
-
PDX
Nonstop6h 09m
JetBlue
Deal found 3/15$257
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Thu 4/910:56 pm
PDX
-
BOS
1 stop7h 29m
United Airlines
Thu 4/306:00 am
BOS
-
PDX
1 stop9h 35m
United Airlines
Deal found 3/18$259
This Cheapflightsfares deal was found by Cheapflights users on 3/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/42:30 pm
PDX
-
BOS
Nonstop5h 26m
JetBlue
Tue 6/910:05 am
BOS
-
PDX
Nonstop6h 02m
JetBlue
Deal found 3/17$262
This Southwest deal was found by Cheapflights users on 3/16. 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.
Tue 6/99:20 pm
PDX
-
BOS
1 stop7h 40m
Southwest
Tue 6/165:30 pm
BOS
-
PDX
1 stop9h 00m
Southwest
Deal found 3/16$263
This Southwest deal was found by Cheapflights users on 3/17. 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 4/911:55 pm
PDX
-
BOS
1 stop8h 00m
Southwest
Wed 4/152:25 pm
BOS
-
PDX
1 stop11h 45m
Southwest
Deal found 3/17$264

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 March 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$235
(American Airlines)

One-way from

$125
(Southwest)

Popular in

December

Cheapest in

May

Average price

$404

Good round-trip deal

$330 or less

Good one-way deal

$213 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. 11% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 March 20, 2026.
Use the filters below to find and compare flights from Oregon to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 5/8

9:39 pm-9:46 am

1 stop9h 07m

Boston Logan Intl

Tue 5/12

6:00 am-11:46 am

1 stop8h 46m

$239

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 6/9

7:14 pm-6:09 am

1 stop7h 55m

Boston Logan Intl

Tue 6/16

6:00 am-11:43 am

1 stop8h 43m

$239

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sun 5/10

5:51 pm-7:35 am

1 stop10h 44m

Boston Logan Intl

Tue 5/12

6:00 am-11:46 am

1 stop8h 46m

$239

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 9/14

7:40 pm-6:35 am

1 stop7h 55m

Boston Logan Intl

Mon 9/21

6:00 am-11:43 am

1 stop8h 43m

$239

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sun 5/31

11:03 pm-11:10 am

1 stop9h 07m

Boston Logan Intl

Mon 6/8

6:00 am-11:43 am

1 stop8h 43m

$298

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 5/2

7:40 pm-8:30 am

2 stops9h 50m

Boston Logan Intl

Sun 5/10

6:50 pm-12:05 am

1 stop8h 15m

$303
Quickest round-trip

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 5/21

2:30 pm-10:56 pm

Nonstop5h 26m

Boston Logan Intl

Wed 5/27

10:05 am-1:07 pm

Nonstop6h 02m

$314

RedmondBoston

RDM - BOS

RDMBOS

Bend/Redmond

Tue 5/5

6:00 am-5:42 pm

1 stop8h 42m

Boston Logan Intl

Wed 5/6

6:42 pm-11:58 pm

1 stop8h 16m

$328

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 5/7

11:20 am-12:40 am

1 stop10h 20m

Boston Logan Intl

Tue 5/19

5:51 am-12:30 pm

1 stop9h 39m

$332

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 5/8

8:35 am-10:20 pm

2 stops10h 45m

Boston Logan Intl

Tue 5/12

10:45 am-8:45 pm

2 stops13h 00m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/18

Showing 1-10 of 60 resultsSorted by cheapest first
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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, June is the cheapest month in which you can book a flight from Oregon to Boston (average of $108). Flying from Oregon to Boston in October is currently the most expensive (average of $197). 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 March 20, 2026.

It’s optimal to fly from Oregon to Boston at noon. By choosing this option you can save up to 46% on the cost of your flight, compared to a flight in the morning.

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 March 20, 2026.

The most flights from USOR to BOS are scheduled on a Monday (6 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 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 8h 42m. Fly via Delta, Alaska Airlines, or Southwest to get the fastest option. Oregon and Boston are separated by a distance of 2483 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 $108 on Delta and Southwest, 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 Boise Air Term. Gowen Fld - Boston Logan Intl or Bend/Redmond - 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 Qatar Airways (88%), Alaska Airlines (88%) and Hawaiian Airlines (88%).

  • What are the cheapest flights from Oregon to Boston?

    Looking for the cheapest flight from Oregon to Boston? While on average our users pay $358, our data indicates the cheapest price to be $123. The most popular route (Portland - Boston Logan Intl), is priced around $239.

  • 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, June is the cheapest month in which you can book a flight from Oregon to Boston (average of $108). Flying from Oregon to Boston in October is currently the most expensive (average of $197). 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
Medford
Cambridge
Concord
Hampton Beach
Watertown
Seekonk
Brockton
Seabrook
Cranston
Chelsea
Smithfield
Lincoln
Warwick
Peabody
Waltham
York Beach
Londonderry
Swansea
Old Orchard Beach
Quincy

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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 March 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$413FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$108Average$410FlexibilityNo cancel feeOn-time85%
JetBlueCheapest$108Average$293FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$162Average$511FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$184Average$433FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$504FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$248Average$506FlexibilityNo cancel feeOn-time75%

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