Oregon

$146+ 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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — PDX
Apr 11 — Apr 181
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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 March 12, 2026.

This American Airlines deal was found by Cheapflights users on 3/9. 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.
Sat 4/186:02 pm
MSN
-
BOI
1 stop6h 39m
American Airlines
Sat 4/251:29 pm
BOI
-
MSN
1 stop7h 41m
American Airlines
Deal found 3/9$290
This United Airlines deal was found by Cheapflights users on 3/10. 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 5/136:30 am
MSN
-
EUG
1 stop7h 30m
United Airlines
Wed 5/201:07 pm
EUG
-
MSN
1 stop7h 47m
United Airlines
Deal found 3/10$291
This United Airlines deal was found by Cheapflights users on 3/12. 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 4/184:15 pm
MSN
-
EUG
1 stop6h 53m
United Airlines
Wed 4/226:51 pm
EUG
-
MSN
2 stops13h 20m
United Airlines
Deal found 3/12$296
This United Airlines deal was found by Cheapflights users on 3/12. 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 4/185:00 am
MSN
-
EUG
2 stops10h 04m
United Airlines
Tue 4/216:51 pm
EUG
-
MSN
2 stops12h 05m
United Airlines
Deal found 3/12$320
This American Airlines deal was found by Cheapflights users on 3/11. 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 4/13:27 pm
MSN
-
BOI
1 stop7h 56m
American Airlines
Wed 4/81:41 pm
BOI
-
MSN
1 stop7h 51m
American Airlines
Deal found 3/11$329
This United Airlines deal was found by Cheapflights users on 3/8. 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 10/286:45 am
MSN
-
EUG
1 stop6h 48m
United Airlines
Mon 11/21:00 pm
EUG
-
MSN
1 stop6h 39m
United Airlines
Deal found 3/8$329
This American Airlines deal was found by Cheapflights users on 3/9. 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 4/155:37 pm
MSN
-
PDX
1 stop7h 19m
American Airlines
Sun 4/1911:47 pm
PDX
-
MSN
1 stop8h 01m
American Airlines
Deal found 3/9$329
This United Airlines deal was found by Cheapflights users on 3/11. 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 8/258:50 am
MSN
-
BOI
2 stops8h 58m
United Airlines
Sat 8/296:30 am
BOI
-
MSN
1 stop5h 43m
United Airlines
Deal found 3/11$334
This Delta deal was found by Cheapflights users on 3/8. 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 4/16:04 pm
MSN
-
BOI
2 stops6h 55m
Delta
Wed 4/83:01 pm
BOI
-
MSN
1 stop6h 57m
Delta
Deal found 3/8$340
This American Airlines deal was found by Cheapflights users on 3/9. 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.
Fri 5/156:02 pm
MSN
-
PDX
1 stop7h 01m
American Airlines
Mon 5/1811:47 pm
PDX
-
MSN
1 stop6h 58m
American Airlines
Deal found 3/9$342
This United Airlines deal was found by Cheapflights users on 3/8. 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 5/135:34 pm
MSN
-
PDX
1 stop8h 21m
United Airlines
Sat 5/1611:55 pm
PDX
-
MSN
1 stop7h 01m
United Airlines
Deal found 3/8$345
This United Airlines deal was found by Cheapflights users on 3/7. 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 9/95:00 am
MSN
-
PDX
1 stop6h 29m
United Airlines
Sun 9/1311:15 pm
PDX
-
MSN
1 stop8h 29m
United Airlines
Deal found 3/7$346

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 March 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$290
(American Airlines)

One-way from

$146
(United Airlines)

Popular in

November

Cheapest in

February

Average price

$470
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. 5% potential increase in price ($21 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in March 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 March 12, 2026.
Use the filters below to find and compare flights from Madison to Oregon that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonEugene

MSN - EUG

MSNEUG

Madison Truax Field

Sat 4/18

4:15 pm-9:08 pm

1 stop6h 53m

Eugene

Wed 4/22

6:51 pm-10:11 am

2 stops13h 20m

$296

MadisonEugene

MSN - EUG

MSNEUG

Madison Truax Field

Sat 4/18

5:00 am-1:04 pm

2 stops10h 04m

Eugene

Tue 4/21

6:51 pm-8:56 am

2 stops12h 05m

$320

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sat 4/11

5:55 pm-10:34 pm

1 stop6h 39m

Portland

Sun 4/19

10:56 pm-8:57 am

1 stop8h 01m

$349
Quickest round-trip

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Tue 4/14

5:00 am-11:49 am

1 stop7h 49m

Boise Air Term. Gowen Fld

Sat 4/18

2:37 pm-8:45 pm

1 stop5h 08m

$351

MadisonEugene

MSN - EUG

MSNEUG

Madison Truax Field

Tue 4/14

2:44 pm-10:59 pm

2 stops10h 15m

Eugene

Sat 4/18

5:00 am-2:38 pm

1 stop7h 38m

$366

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Sat 8/15

2:45 pm-10:32 pm

2 stops8h 47m

Boise Air Term. Gowen Fld

Tue 8/18

5:44 pm-11:56 pm

1 stop5h 12m

$374

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Thu 4/2

2:45 pm-9:09 pm

1 stop7h 24m

Boise Air Term. Gowen Fld

Tue 4/7

10:25 am-9:06 pm

2 stops9h 41m

$402

MadisonRedmond

MSN - RDM

MSNRDM

Madison Truax Field

Tue 4/14

9:00 am-12:56 pm

1 stop5h 56m

Bend/Redmond

Sat 4/18

5:00 am-2:38 pm

1 stop7h 38m

$419

MadisonMedford

MSN - MFR

MSNMFR

Madison Truax Field

Sat 5/2

3:33 pm-9:31 pm

1 stop7h 58m

Medford

Mon 5/4

6:36 pm-8:56 am

2 stops12h 20m

$424

MadisonMedford

MSN - MFR

MSNMFR

Madison Truax Field

Tue 4/14

4:15 pm-9:37 pm

1 stop7h 22m

Medford

Sat 4/18

6:34 pm-8:56 am

2 stops12h 22m

$424

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/10

Showing 1-10 of 56 resultsSorted by cheapest first
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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 November is currently the most expensive (average of $288). 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.

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 March 12, 2026.
Read through reviews of airlines operating flights from Madison to Oregon, such as Delta,United Airlines, andAmerican Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Comfort

7.9

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.9

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.

Boarding

8.1

Comfort

7.9

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.9

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.

Boarding

8.1

Comfort

7.9

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.9

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.

Boarding

8.1

Comfort

7.9

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.9

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.

Boarding

8.1

Comfort

7.9

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.9

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?

    United Airlines, Delta, and American Airlines can get you from Madison to Oregon in just under 6h 36m. Your travel time can differ by up to 45m. The distance from Madison to Oregon is about 1639 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 November is currently the most expensive (average of $288). 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 March 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$214Average$300FlexibilityNo cancel feeOn-time62%
DeltaCheapest$283Average$424FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$288Average$526FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$288Average$550FlexibilityNo cancel feeOn-time69%

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