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Oregon

$131+ 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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — PDX
Aug 27 — Sep 31
Thu 8/27
Thu 9/3
1 adult, Economy
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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 July 28, 2026.

This CheapOair deal was found by Cheapflights users on 7/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:54 pm
MSN
-
PDX
1 stop22h 41m
Frontier
Fri 10/2312:34 pm
PDX
-
MSN
1 stop28h 13m
Frontier
Deal found 7/27$266
This CheapOair deal was found by Cheapflights users on 7/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:42 pm
MSN
-
PDX
1 stop22h 53m
Frontier
Sun 10/43:22 pm
PDX
-
MSN
1 stop25h 25m
Frontier
Deal found 7/24$271
This CheapOair deal was found by Cheapflights users on 7/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:42 pm
MSN
-
PDX
1 stop22h 53m
Frontier
Tue 10/205:35 pm
PDX
-
MSN
1 stop23h 12m
Frontier
Deal found 7/24$272
This United Airlines deal was found by Cheapflights users on 7/27. 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.
Sat 9/55:00 am
MSN
-
PDX
1 stop8h 28m
United Airlines
Sat 9/1212:45 pm
PDX
-
MSN
1 stop5h 54m
United Airlines
Deal found 7/27$331
This American Airlines deal was found by Cheapflights users on 7/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:47 am
MSN
-
BOI
1 stop7h 42m
American Airlines
Sun 8/233:19 pm
BOI
-
MSN
1 stop7h 51m
American Airlines
Deal found 7/26$339
This CheapOair deal was found by Cheapflights users on 7/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/167:55 pm
MSN
-
PDX
1 stop22h 56m
Frontier
Sat 8/2212:20 pm
PDX
-
MSN
1 stop28h 50m
Frontier
Deal found 7/26$342
This American Airlines deal was found by Cheapflights users on 7/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/169:48 am
MSN
-
BOI
1 stop5h 41m
American Airlines
Sat 8/228:01 am
BOI
-
MSN
2 stops11h 26m
American Airlines
Deal found 7/26$344
This Delta deal was found by Cheapflights users on 7/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:16 pm
MSN
-
PDX
1 stop7h 04m
Delta
Wed 9/912:25 am
PDX
-
MSN
1 stop5h 57m
Delta
Deal found 7/27$345
This United Airlines deal was found by Cheapflights users on 7/23. 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 8/213:55 pm
MSN
-
PDX
2 stops8h 59m
United Airlines
Tue 8/255:00 am
PDX
-
MSN
1 stop6h 13m
United Airlines
Deal found 7/23$350
This Delta deal was found by Cheapflights users on 7/25. 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 8/196:05 am
MSN
-
PDX
1 stop6h 36m
Delta
Mon 8/2412:35 am
PDX
-
MSN
1 stop5h 41m
Delta
Deal found 7/25$355
This United Airlines deal was found by Cheapflights users on 7/25. 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.
Mon 8/245:00 am
MSN
-
PDX
1 stop6h 32m
United Airlines
Sat 9/58:40 am
PDX
-
MSN
2 stops8h 16m
United Airlines
Deal found 7/25$357
This United Airlines deal was found by Cheapflights users on 7/26. 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 9/158:05 am
MSN
-
EUG
1 stop7h 05m
United Airlines
Sat 9/195:00 am
EUG
-
MSN
1 stop6h 13m
United Airlines
Deal found 7/26$359

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 July 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$266
(CheapOair)

One-way from

$131
(CheapOair)

Popular in

March

Cheapest in

February

Average price

$491
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. 0% potential increase in price ($2 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
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 July 28, 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

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Fri 8/21

7:47 am-2:29 pm

1 stop7h 42m

Boise Air Term. Gowen Fld

Sun 8/23

3:19 pm-12:10 am

1 stop7h 51m

$339

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Fri 9/4

6:30 am-11:28 am

1 stop5h 58m

Boise Air Term. Gowen Fld

Wed 9/9

10:31 am-8:53 pm

2 stops9h 22m

$344
Quickest round-trip

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Sat 10/17

8:00 am-12:28 pm

1 stop5h 28m

Boise Air Term. Gowen Fld

Sun 10/25

3:00 pm-9:00 pm

1 stop5h 00m

$363

MadisonEugene

MSN - EUG

MSNEUG

Madison Truax Field

Tue 9/15

5:00 am-11:43 am

2 stops8h 43m

Eugene

Sat 9/19

5:00 am-1:13 pm

1 stop6h 13m

$364

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sun 8/9

6:05 am-10:41 am

1 stop6h 36m

Portland

Fri 8/21

12:35 am-8:16 am

1 stop5h 41m

$404

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Sat 8/29

5:00 am-11:28 am

1 stop7h 28m

Boise Air Term. Gowen Fld

Tue 9/1

5:00 am-1:13 pm

1 stop7h 13m

$429

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Tue 9/15

4:06 pm-10:52 pm

1 stop8h 46m

Portland

Sat 9/26

7:02 am-3:04 pm

1 stop6h 02m

$431

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sat 9/19

4:05 pm-10:52 pm

1 stop8h 47m

Portland

Wed 9/23

8:17 am-7:00 pm

1 stop8h 43m

$431

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Wed 10/7

2:49 pm-10:23 pm

1 stop9h 34m

Portland

Sat 10/10

8:40 am-10:35 pm

2 stops11h 55m

$436

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Tue 9/15

6:30 am-11:28 am

1 stop6h 58m

Portland

Mon 9/28

11:30 pm-9:54 am

1 stop8h 24m

$445

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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, January is the cheapest month in which you can book a flight from Madison to Oregon (average of $403). Flying from Madison to Oregon in March is currently the most expensive (average of $573). 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?

Airfare is below average for this route at the moment.
Madison to Oregon flights typically cost between $348 and $550 in October.
The cheapest round-trip price found within the last 5 days was $266 on Frontier (Oct 17-Oct 23).

How far ahead should I book a flight from Madison to Oregon?

To ensure you get the cheapest price possible for a flight from Madison to Oregon, you should look to book at least 30 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 July 28, 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.
Delta
7.8
Good
8,482 reviews

Crew

8.5

Boarding

8.1

Overall

7.8

Comfort

7.8

Entertainment

7.8

Food

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.8
Good
8,482 reviews
Delta
7.8
Good
8,482 reviews

Crew

8.5

Boarding

8.1

Overall

7.8

Comfort

7.8

Entertainment

7.8

Food

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
United Airlines
7.4
Good
10,046 reviews
Delta
7.8
Good
8,482 reviews

Crew

8.5

Boarding

8.1

Overall

7.8

Comfort

7.8

Entertainment

7.8

Food

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
American Airlines
7.1
Good
11,839 reviews
Delta
7.8
Good
8,482 reviews

Crew

8.5

Boarding

8.1

Overall

7.8

Comfort

7.8

Entertainment

7.8

Food

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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?

    American Airlines, United Airlines, and Delta can get you from Madison to Oregon in just under 5h 28m. Your travel time can differ by up to 2h 14m. 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 $115 on Frontier. Other airlines that offer cheap prices include United Airlines from $198 and American Airlines from $208 one-way.

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

    While some choose either Madison Truax Field - Boise Air Term. Gowen Fld or Madison Truax Field - Bend/Redmond, 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, January is the cheapest month in which you can book a flight from Madison to Oregon (average of $403). Flying from Madison to Oregon in March is currently the most expensive (average of $573). 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.
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Top 3 airlines flying from Madison to Oregon

Discover the top 3 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 July 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$283Average$533FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$288Average$629FlexibilityNo cancel feeOn-time71%
DeltaCheapest$288Average$440FlexibilityNo cancel feeOn-timeN/A

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