Oregon

$166+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — PDX
Jul 9 — Jul 161
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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 June 9, 2026.

This American Airlines deal was found by Cheapflights users on 6/4. 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 7/36:45 pm
MSN
-
PDX
1 stop8h 05m
American Airlines
Sat 7/113:31 pm
PDX
-
MSN
1 stop6h 42m
American Airlines
Deal found 6/4$320
This Delta deal was found by Cheapflights users on 6/8. 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 7/12:45 pm
MSN
-
PDX
1 stop7h 32m
Delta
Tue 7/712:33 am
PDX
-
MSN
1 stop5h 38m
Delta
Deal found 6/8$321
This American Airlines deal was found by Cheapflights users on 6/5. 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 10/178:03 am
MSN
-
BOI
1 stop5h 29m
American Airlines
Tue 10/202:55 pm
BOI
-
MSN
1 stop6h 24m
American Airlines
Deal found 6/5$329
This Delta deal was found by Cheapflights users on 6/5. 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 9/16:05 am
MSN
-
PDX
1 stop6h 41m
Delta
Wed 9/911:39 am
PDX
-
MSN
1 stop8h 18m
Delta
Deal found 6/5$331
This American Airlines deal was found by Cheapflights users on 6/4. 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 8/1511:29 am
MSN
-
BOI
2 stops12h 11m
American Airlines
Mon 8/173:16 pm
BOI
-
MSN
1 stop7h 54m
American Airlines
Deal found 6/4$334
This American Airlines deal was found by Cheapflights users on 6/4. 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 7/156:43 pm
MSN
-
PDX
1 stop8h 07m
American Airlines
Tue 7/2111:41 pm
PDX
-
MSN
1 stop8h 57m
American Airlines
Deal found 6/4$335
This American Airlines deal was found by Cheapflights users on 6/8. 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 8/257:47 am
MSN
-
BOI
1 stop7h 33m
American Airlines
Sat 8/292:58 pm
BOI
-
MSN
1 stop8h 12m
American Airlines
Deal found 6/8$339
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Wed 9/26:53 pm
MSN
-
PDX
1 stop7h 06m
American Airlines
Thu 9/1012:01 pm
PDX
-
MSN
1 stop8h 56m
American Airlines
Deal found 6/8$340
This Delta deal was found by Cheapflights users on 6/5. 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 7/1112:03 pm
MSN
-
PDX
1 stop7h 32m
Delta
Sun 7/1912:33 am
PDX
-
MSN
1 stop5h 38m
Delta
Deal found 6/5$345
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Sat 9/2612:56 pm
MSN
-
BOI
2 stops10h 07m
American Airlines
Wed 9/301:52 pm
BOI
-
MSN
2 stops9h 25m
American Airlines
Deal found 6/8$349
This American Airlines deal was found by Cheapflights users on 6/4. 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 8/106:53 pm
MSN
-
PDX
1 stop7h 06m
American Airlines
Mon 8/1711:34 pm
PDX
-
MSN
1 stop7h 43m
American Airlines
Deal found 6/4$349
This Delta deal was found by Cheapflights users on 6/8. 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.
Thu 9/245:57 pm
MSN
-
BOI
1 stop6h 58m
Delta
Tue 9/295:20 am
BOI
-
MSN
1 stop7h 54m
Delta
Deal found 6/8$353

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 June 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$320
(American Airlines)

One-way from

$166
(CheapOair)

Popular in

March

Cheapest in

February

Average price

$378
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. 4% potential increase in price ($18 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in June 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 June 9, 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 7/4

5:00 am-11:44 am

1 stop8h 44m

Eugene

Fri 7/10

12:50 pm-11:12 pm

1 stop8h 22m

$359
Quickest round-trip

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Thu 7/2

6:00 am-10:40 am

1 stop6h 40m

Portland

Sun 7/5

12:33 am-8:12 am

1 stop5h 39m

$359

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Tue 6/23

6:19 pm-11:47 pm

1 stop6h 28m

Boise Air Term. Gowen Fld

Tue 6/30

5:30 am-2:05 pm

1 stop7h 35m

$390

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Tue 7/14

5:00 am-11:32 am

1 stop7h 32m

Boise Air Term. Gowen Fld

Fri 7/24

5:46 pm-11:59 pm

1 stop5h 13m

$410

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Tue 9/8

7:47 am-2:20 pm

1 stop7h 33m

Boise Air Term. Gowen Fld

Sat 9/12

1:52 pm-12:17 am

2 stops9h 25m

$411

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Tue 8/25

3:55 pm-10:40 pm

2 stops7h 45m

Boise Air Term. Gowen Fld

Sat 8/29

10:36 am-6:56 pm

2 stops7h 20m

$420

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Thu 7/16

6:00 am-10:57 am

1 stop5h 57m

Boise Air Term. Gowen Fld

Thu 7/23

2:50 pm-11:00 pm

1 stop7h 10m

$427

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Sat 10/31

5:00 am-1:30 pm

2 stops9h 30m

Boise Air Term. Gowen Fld

Tue 11/3

2:43 pm-12:12 am

2 stops8h 29m

$429

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Tue 9/1

5:00 am-11:28 am

1 stop8h 28m

Portland

Sat 9/5

5:00 am-1:13 pm

1 stop6h 13m

$440

MadisonEugene

MSN - EUG

MSNEUG

Madison Truax Field

Tue 11/3

1:45 pm-11:47 pm

2 stops12h 02m

Eugene

Sun 11/8

12:30 pm-8:50 am

2 stops18h 20m

$457

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/8

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, October is the cheapest month in which you can book a flight from Madison to Oregon (average of $198). Flying from Madison to Oregon in December is currently the most expensive (average of $338). 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?

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 24 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 June 9, 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

Overall

7.9

Comfort

7.8

Food

7.2

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

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

Boarding

8.1

Overall

7.9

Comfort

7.8

Food

7.2

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

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

Boarding

8.1

Overall

7.9

Comfort

7.8

Food

7.2

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

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

Boarding

8.1

Overall

7.9

Comfort

7.8

Food

7.2

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

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

Boarding

8.1

Overall

7.9

Comfort

7.8

Food

7.2

Crew

8.5

Entertainment

7.8

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?

    United Airlines, Delta, and American Airlines can get you from Madison to Oregon in just under 6h 40m. Your travel time can differ by up to 2h 04m. 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 United Airlines from $125 and American Airlines from $154 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, October is the cheapest month in which you can book a flight from Madison to Oregon (average of $198). Flying from Madison to Oregon in December is currently the most expensive (average of $338). 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 June 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$238Average$303FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$283Average$544FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$288Average$418FlexibilityNo cancel feeOn-time71%
DeltaCheapest$288Average$438FlexibilityNo cancel feeOn-timeN/A

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