Oregon

$169+ Cheap flights from Madison (MSN) 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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — PDX
Feb 26 — Mar 51
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Cheap flight deals from Madison to Oregon

Cheapest flights from Madison to Oregon
Explore the most affordable flight options available from Madison to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This Delta deal was found by Cheapflights users on 1/25. 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 4/152:41 pm
MSN
-
BOI
1 stop7h 20m
Delta
Sun 4/198:35 pm
BOI
-
MSN
2 stops12h 34m
Delta
Deal found 1/25$294
This Delta deal was found by Cheapflights users on 1/25. 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 2/116:30 am
MSN
-
BOI
2 stops12h 58m
Delta
Wed 2/181:43 pm
BOI
-
MSN
1 stop7h 41m
Delta
Deal found 1/25$300
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Tue 9/225:50 pm
MSN
-
PDX
1 stop6h 48m
United Airlines
Tue 9/2912:40 pm
PDX
-
MSN
1 stop6h 59m
United Airlines
Deal found 1/26$305
This United Airlines deal was found by Cheapflights users on 1/27. 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 3/124:05 pm
MSN
-
BOI
1 stop6h 24m
United Airlines
Tue 3/175:00 am
BOI
-
MSN
2 stops8h 58m
United Airlines
Deal found 1/27$309
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:20 am
MSN
-
PDX
1 stop8h 24m
Delta
Mon 3/29:45 pm
PDX
-
MSN
1 stop10h 38m
Delta
Deal found 1/26$309
This Delta deal was found by Cheapflights users on 1/25. 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.
Fri 3/62:51 pm
MSN
-
BOI
1 stop7h 04m
Delta
Mon 3/911:30 pm
BOI
-
MSN
1 stop10h 01m
Delta
Deal found 1/25$314
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/1910:54 am
MSN
-
PDX
1 stop11h 50m
American Airlines
Thu 2/2611:40 pm
PDX
-
MSN
1 stop8h 56m
American Airlines
Deal found 1/27$317
This United Airlines deal was found by Cheapflights users on 1/25. 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.
Sat 2/215:44 pm
MSN
-
PDX
1 stop7h 12m
United Airlines
Wed 2/258:30 am
PDX
-
MSN
2 stops10h 37m
United Airlines
Deal found 1/25$325
This United Airlines deal was found by Cheapflights users on 1/25. 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 2/256:30 am
MSN
-
PDX
2 stops9h 14m
United Airlines
Sat 2/287:00 am
PDX
-
MSN
1 stop5h 57m
United Airlines
Deal found 1/25$328
This United Airlines deal was found by Cheapflights users on 1/25. 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.
Sun 2/226:30 am
MSN
-
PDX
1 stop7h 25m
United Airlines
Sun 3/111:59 pm
PDX
-
MSN
1 stop8h 15m
United Airlines
Deal found 1/25$329
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/117:00 am
MSN
-
BOI
1 stop7h 08m
American Airlines
Wed 2/181:39 pm
BOI
-
MSN
1 stop8h 20m
American Airlines
Deal found 1/25$330
This United Airlines deal was found by Cheapflights users on 1/25. 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 2/1112:32 pm
MSN
-
PDX
1 stop8h 24m
United Airlines
Wed 3/47:00 am
PDX
-
MSN
1 stop5h 57m
United Airlines
Deal found 1/25$334

Find flight deals from Madison to Oregon

Keep the following information in mind while searching for Madison to Oregon flight deals. Data was last updated January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$294
(Delta)

One-way from

$169
(Delta)

Popular in

November

Cheapest in

September

Average price

$443
Provider with most accurate pricing for Madison Truax Field-Portland flight deals.
Provider most trusted by Cheapflights users for Madison Truax Field-Portland flights.
From Madison Truax Field to Oregon
One-way flight from Madison Truax Field to Oregon
Highest demand for flights based on searches. 2% potential increase in price ($9 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in January 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison 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 27, 2026.
Use the filters below to find and compare flights from Madison to Oregon that are best for you.

Fly from

Madison

Fly to

Oregon

Route

Depart

Return

Price

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Fri 4/24

2:41 pm-9:01 pm

1 stop7h 20m

Boise Air Term. Gowen Fld

Mon 4/27

8:35 pm-10:09 am

2 stops12h 34m

$294

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Wed 2/11

6:30 am-6:28 pm

2 stops12h 58m

Boise Air Term. Gowen Fld

Wed 2/18

1:43 pm-10:24 pm

1 stop7h 41m

$300

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Thu 3/12

4:05 pm-9:29 pm

1 stop6h 24m

Boise Air Term. Gowen Fld

Tue 3/17

5:00 am-2:58 pm

2 stops8h 58m

$309

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sat 2/21

3:53 pm-10:56 pm

1 stop9h 03m

Portland

Wed 2/25

7:00 am-2:57 pm

1 stop5h 57m

$309

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Fri 4/17

2:41 pm-8:05 pm

1 stop7h 24m

Portland

Tue 4/21

10:55 pm-10:32 am

1 stop9h 37m

$309

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Wed 2/25

8:15 am-3:27 pm

1 stop9h 12m

Portland

Sat 2/28

7:00 am-2:57 pm

1 stop5h 57m

$309

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Fri 4/3

2:45 pm-8:25 pm

1 stop7h 40m

Portland

Mon 4/6

11:15 pm-8:51 am

1 stop7h 36m

$309

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Fri 2/27

6:20 am-12:44 pm

1 stop8h 24m

Portland

Mon 3/2

9:45 pm-10:23 am

1 stop10h 38m

$309

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Fri 3/6

2:51 pm-8:55 pm

1 stop7h 04m

Boise Air Term. Gowen Fld

Mon 3/9

7:30 pm-10:05 am

2 stops13h 35m

$319

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Wed 4/15

5:30 am-2:26 pm

2 stops9h 56m

Boise Air Term. Gowen Fld

Sun 4/19

8:35 pm-10:09 am

2 stops12h 34m

$324

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 59 results
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Best time to book a flight from Madison to Oregon

Have a flexible travel schedule? Discover the best time to fly to Oregon from Madison 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 Madison to Oregon

What is the cheapest month to book a flight from Madison to Oregon?

Currently, September is the cheapest month in which you can book a flight from Madison to Oregon (average of $128). Flying from Madison to Oregon in March is currently the most expensive (average of $292). 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.

How much does it cost to fly round-trip from Madison 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 January 27, 2026.
Read through reviews of airlines operating flights from Madison to Oregon, such as Delta, United Airlines, and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Madison 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 Madison to Oregon?

    Madison Truax Field (MSN), located 5.4 mi from the city center, is the airport you fly out of when you book flights from Madison to Oregon.

  • How long is the flight from Madison to Oregon?

    Delta, United Airlines, and American Airlines can get you from Madison to Oregon in just under 6h 24m. Your travel time can differ by up to 57m. The distance from Madison to Oregon is about 1344 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 Madison to Oregon one-way?

    One-way options have recently been found by users for as low as $97 on Frontier. Other airlines that offer cheap prices include American Airlines from $114 and United Airlines from $125 one-way.

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

  • Can I find deals for flights from Madison to Oregon that include hotel bookings?

    Yes. In addition to deals on Madison to Oregon flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Oregon?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Oregon.

  • Can I find deals for business class flights from Madison to Oregon?

    Yes. Cheapflights offers flight deals from Madison 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 Madison to Oregon?

    Currently, September is the cheapest month in which you can book a flight from Madison to Oregon (average of $128). Flying from Madison to Oregon in March is currently the most expensive (average of $292). 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

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Alternative routes for Madison to Oregon

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Madison to Oregon

Discover the top 4 airlines that operate flights from Madison 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 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$214Average$300FlexibilityNo cancel feeOn-time62%
DeltaCheapest$279Average$418FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$288Average$513FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$288Average$562FlexibilityNo cancel feeOn-time69%

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