HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Oregon

$103+ 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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — PDX
Jan 9 — Jan 161
Fri 1/9
Fri 1/16
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madison to Oregon with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 December 10, 2025.

This American Airlines deal was found by Cheapflights users on 12/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:09 amMSN - PDX
1 stop6h 38mAmerican Airlines
Tue 1/206:00 amPDX - MSN
1 stop8h 52mAmerican Airlines
Deal found 12/7$369
This American Airlines deal was found by Cheapflights users on 12/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/165:00 amMSN - PDX
1 stop7h 47mAmerican Airlines
Sat 12/203:00 pmPDX - MSN
1 stop7h 47mAmerican Airlines
Deal found 12/8$449
This United Airlines deal was found by Cheapflights users on 12/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/163:59 pmMSN - PDX
1 stop8h 16mUnited Airlines
Mon 12/225:00 amPDX - MSN
1 stop7h 04mUnited Airlines
Deal found 12/9$466
This Delta deal was found by Cheapflights users on 12/8. 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.
Fri 12/126:00 amMSN - MFR
2 stops8h 01mDelta
Sun 12/1412:41 pmMFR - MSN
2 stops8h 16mDelta
Deal found 12/8$494
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Thu 12/255:00 amMSN - PDX
1 stop8h 58mUnited Airlines
Thu 1/15:00 amPDX - MSN
1 stop7h 04mUnited Airlines
Deal found 12/10$494
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Thu 12/252:29 pmMSN - PDX
2 stops10h 30mUnited Airlines
Mon 12/2911:55 pmPDX - MSN
1 stop8h 15mUnited Airlines
Deal found 12/10$499
This Delta deal was found by Cheapflights users on 12/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/131:30 pmMSN - PDX
1 stop10h 49mDelta
Wed 12/1711:54 amPDX - MSN
1 stop8h 32mDelta
Deal found 12/10$502
This Delta deal was found by Cheapflights users on 12/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/131:30 pmMSN - PDX
1 stop10h 49mDelta
Mon 12/1512:32 amPDX - MSN
1 stop7h 43mDelta
Deal found 12/10$505
This Delta deal was found by Cheapflights users on 12/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:00 amMSN - PDX
1 stop8h 54mDelta
Wed 12/1711:54 amPDX - MSN
1 stop8h 32mDelta
Deal found 12/10$509
This Delta deal was found by Cheapflights users on 12/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:00 amMSN - PDX
1 stop8h 54mDelta
Sat 12/1311:54 amPDX - MSN
1 stop8h 32mDelta
Deal found 12/10$512
This American Airlines deal was found by Cheapflights users on 12/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/127:23 amMSN - MFR
1 stop8h 06mAmerican Airlines
Sun 12/145:20 amMFR - MSN
1 stop7h 04mAmerican Airlines
Deal found 12/8$519
This United Airlines deal was found by Cheapflights users on 12/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/123:59 pmMSN - PDX
1 stop8h 16mUnited Airlines
Sun 12/145:00 amPDX - MSN
1 stop7h 06mUnited Airlines
Deal found 12/9$519

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 December 10, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$260
(Delta)

One-way from

$103
(Trip.com)

Popular in

June

Cheapest in

September

Average price

$465
Provider with most accurate pricing for Madison Truax Field-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Portland flights.
Search Deals
From Madison Truax Field to Oregon
Search Deals
One-way flight from Madison Truax Field to Oregon
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 10, 2025.
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

Tue 3/3

2:48 pm-8:55 pm

1 stop7h 07m

Boise Air Term. Gowen Fld

Sat 3/7

3:01 pm-10:38 pm

1 stop6h 37m

$260

MadisonEugene

MSN - EUG

MSNEUG

Madison Truax Field

Wed 1/14

2:50 pm-11:12 pm

2 stops10h 22m

Eugene

Wed 1/28

11:30 am-10:50 pm

2 stops9h 20m

$261

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Thu 2/26

3:58 pm-10:40 pm

1 stop8h 42m

Portland

Wed 3/4

7:00 am-3:02 pm

1 stop6h 02m

$289

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Thu 2/5

3:09 pm-10:11 pm

1 stop9h 02m

Portland

Sun 2/8

11:59 pm-10:43 am

1 stop8h 44m

$289

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Tue 1/20

4:20 pm-9:12 pm

1 stop6h 52m

Portland

Tue 1/27

7:00 am-2:52 pm

1 stop5h 52m

$289

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sun 5/24

6:15 am-12:54 pm

1 stop8h 39m

Portland

Fri 5/29

12:40 am-10:00 am

1 stop7h 20m

$289

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Wed 1/7

4:20 pm-9:12 pm

1 stop6h 52m

Portland

Wed 1/14

7:00 am-2:52 pm

1 stop5h 52m

$289

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Thu 1/8

2:50 pm-8:12 pm

1 stop7h 22m

Portland

Sun 1/11

1:53 pm-10:50 pm

1 stop6h 57m

$289

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sat 5/30

6:15 am-12:54 pm

1 stop8h 39m

Portland

Fri 6/5

11:39 am-9:57 pm

1 stop8h 18m

$289

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Thu 5/28

6:15 am-12:54 pm

1 stop8h 39m

Portland

Fri 6/5

11:39 am-9:57 pm

1 stop8h 18m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Showing 1-10 of 48 results
1
2
3
...
5

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 January 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.

What is the cheapest time of day to fly from MSN to OR?

Find hourly flight availability from Madison to Oregon. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 10, 2025.

When flying from Madison to Oregon, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 66% versus a flight in the morning.

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 December 10, 2025.
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.
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.1

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.
Delta
7.9
Good
8,009 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.1

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.
United Airlines
7.4
Good
9,095 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.1

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.
American Airlines
7.2
Good
11,048 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.1

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.
Frontier
5.8
Fair
3,085 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.1

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 7h 07m. Your travel time can differ by up to 1h 55m. 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?

    While some choose either Madison Truax Field - Eugene or Madison Truax Field - Boise Air Term. Gowen Fld, Madison Truax Field - Portland is the most popular route 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 January 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Madison to Oregon

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Los Angeles flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Dallas/Fort Worth flights
Minneapolis to Sky Harbor Intl flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Orlando flights
Minneapolis to Las Vegas flights
Minneapolis to Orlando flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Miami flights
O'Hare Intl to Ontario flights
O'Hare Intl to Denver flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Newark flights
Minneapolis to Miami flights
O'Hare Intl to Tampa flights
O'Hare Intl to Atlanta flights
O'Hare Intl to San Francisco flights
Minneapolis to Dallas/Fort Worth flights
O'Hare Intl to Seattle flights
O'Hare Intl to Fort Myers flights
Minneapolis to Fort Myers flights
Minneapolis to Fort Lauderdale flights
Minneapolis to Tampa flights
Minneapolis to Los Angeles flights
O'Hare Intl to Honolulu flights
Minneapolis to LaGuardia flights
O'Hare Intl to Santa Ana flights
Minneapolis to John F Kennedy Intl flights
O'Hare Intl to San Diego flights
O'Hare Intl to Hobby flights
O'Hare Intl to Burbank flights
Minneapolis to Denver flights
O'Hare Intl to Love Field flights
Minneapolis to Honolulu flights
Milwaukee to Orlando flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Sarasota flights
O'Hare Intl to West Palm Beach flights
Minneapolis to San Diego flights
O'Hare Intl to New Orleans flights
O'Hare Intl to Baltimore flights
O'Hare Intl to Austin flights
O'Hare Intl to Boston flights
O'Hare Intl to George Bush Intcntl flights
Minneapolis to Hobby flights
O'Hare Intl to Nashville flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Palm Springs flights

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 December 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$214Average$300FlexibilityNo cancel feeOn-time62%
DeltaCheapest$282Average$418FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$288Average$525FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$288Average$568FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.