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$129+ 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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — PDX
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap flight deals from Madison to Oregon

Keep the following information in mind while searching for Madison to Oregon flight deals. Data was last updated May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$292
(United Airlines)

One-way from

$129
(Frontier)

Popular in

June

Cheapest in

September

Average price

$412
Provider with most accurate pricing for Madison Truax Field-Portland flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Portland flights.
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From Madison Truax Field to Oregon
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One-way flight from Madison Truax Field to Oregon
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Highest demand for flights based on searches. 9% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find 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 May 1, 2025.

This United Airlines deal was found by Cheapflights users on 4/30. 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 5/286:30 amMSN - PDX
2 stops8h 30mUnited Airlines
Wed 6/47:00 amPDX - MSN
1 stop6h 14mUnited Airlines
Deal found 4/30$292
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/117:56 pmMSN - PDX
1 stop6h 48mFrontier
Sun 5/186:35 amPDX - MSN
1 stop10h 31mFrontier
Deal found 4/29$310
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/153:28 pmMSN - PDX
1 stop9h 31mAmerican Airlines
Mon 5/2611:49 pmPDX - MSN
1 stop6h 12mAmerican Airlines
Deal found 4/30$314
This Delta deal was found by Cheapflights users on 4/30. 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 6/116:54 pmMSN - PDX
1 stop6h 38mDelta
Sat 6/1412:52 amPDX - MSN
1 stop5h 28mDelta
Deal found 4/30$334
This Delta deal was found by Cheapflights users on 4/30. 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 5/61:24 pmMSN - RDM
2 stops11h 40mDelta
Tue 6/37:29 pmRDM - MSN
2 stops11h 16mDelta
Deal found 4/30$387
This Orbitz deal was found by Cheapflights users on 4/30. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/215:09 amMSN - PDX
1 stop6h 14mMultiple Airlines
Sun 5/256:35 amPDX - MSN
1 stop10h 18mMultiple Airlines
Deal found 4/30$388
This United Airlines deal was found by Cheapflights users on 4/29. 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 9/1110:50 amMSN - EUG
2 stops12h 33mUnited Airlines
Mon 9/156:31 pmEUG - MSN
2 stops13h 17mUnited Airlines
Deal found 4/29$389
This American Airlines deal was found by Cheapflights users on 4/30. 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 6/76:45 amMSN - BOI
1 stop9h 00mAmerican Airlines
Sat 6/143:35 pmBOI - MSN
1 stop6h 55mAmerican Airlines
Deal found 4/30$397
This United Airlines deal was found by Cheapflights users on 4/30. 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 6/33:09 pmMSN - RDM
1 stop7h 49mUnited Airlines
Fri 6/65:00 amRDM - MSN
1 stop7h 07mUnited Airlines
Deal found 4/30$422
This United Airlines deal was found by Cheapflights users on 4/30. 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 6/78:20 amMSN - BOI
2 stops10h 42mUnited Airlines
Sat 6/142:35 pmBOI - MSN
1 stop6h 08mUnited Airlines
Deal found 4/30$426
This Delta deal was found by Cheapflights users on 4/29. 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 4/291:24 pmMSN - EUG
2 stops12h 22mDelta
Tue 5/611:30 amEUG - MSN
2 stops9h 32mDelta
Deal found 4/29$455
This American Airlines deal was found by Cheapflights users on 4/28. 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 9/216:52 amMSN - EUG
1 stop7h 19mAmerican Airlines
Fri 9/262:14 pmEUG - MSN
1 stop6h 50mAmerican Airlines
Deal found 4/28$493

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 May 1, 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

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Wed 5/28

6:30 am-1:00 pm

2 stops8h 30m

Portland

Wed 6/4

7:00 am-3:14 pm

1 stop6h 14m

$292

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sun 5/11

7:56 pm-12:44 am

1 stop6h 48m

Portland

Sun 5/18

6:35 am-7:06 pm

1 stop10h 31m

$310

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Thu 5/15

3:28 pm-10:59 pm

1 stop9h 31m

Portland

Mon 5/26

11:49 pm-8:01 am

1 stop6h 12m

$314

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Wed 6/11

6:54 pm-11:32 pm

1 stop6h 38m

Portland

Thu 6/19

12:52 am-11:13 am

1 stop8h 21m

$334

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Wed 5/21

5:09 am-9:23 am

1 stop6h 14m

Portland

Sun 5/25

6:35 am-6:53 pm

1 stop10h 18m

$388

MadisonEugene

MSN - EUG

MSNEUG

Madison Truax Field

Thu 9/11

10:50 am-9:23 pm

2 stops12h 33m

Eugene

Mon 9/15

6:31 pm-9:48 am

2 stops13h 17m

$389

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Sat 6/7

6:45 am-2:45 pm

1 stop9h 00m

Boise Air Term. Gowen Fld

Sat 6/14

3:35 pm-11:30 pm

1 stop6h 55m

$397

MadisonRedmond

MSN - RDM

MSNRDM

Madison Truax Field

Tue 6/3

7:00 am-6:49 pm

2 stops13h 49m

Bend/Redmond

Fri 6/6

7:29 pm-8:45 am

2 stops11h 16m

$399

MadisonRedmond

MSN - RDM

MSNRDM

Madison Truax Field

Tue 6/3

3:09 pm-8:58 pm

1 stop7h 49m

Bend/Redmond

Fri 6/6

5:00 am-2:07 pm

1 stop7h 07m

$422

MadisonBoise

MSN - BOI

MSNBOI

Madison Truax Field

Sat 6/7

8:20 am-6:02 pm

2 stops10h 42m

Boise Air Term. Gowen Fld

Sat 6/14

2:35 pm-9:43 pm

1 stop6h 08m

$426

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 31 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, November is the cheapest month in which you can book a flight from Madison to Oregon (average of $277). Flying from Madison to Oregon in March is currently the most expensive (average of $368). 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 May 1, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Oregon as you normally would.

Rainfall in Oregon by month

Plan your trip to Oregon by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Oregon ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Oregon when rainfall is around 0.7 in.

Temperature in Oregon by month

Plan your trip to Oregon by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Oregon, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

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 May 1, 2025.
See what other customers who have flown with Alaska Airlines, Delta and United Airlines from Madison to Oregon have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Food

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Food

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Food

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Food

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Food

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Frontier
6.0
Okay
3,287 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Crew

8.5

Boarding

8.1

Food

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

  • 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 $129 on Frontier. Other airlines that offer cheap prices include Delta from $204 and American Airlines from $207 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, November is the cheapest month in which you can book a flight from Madison to Oregon (average of $277). Flying from Madison to Oregon in March is currently the most expensive (average of $368). 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.

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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 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$128Average$238FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$258Average$504FlexibilityNo cancel feeOn-time71%
DeltaCheapest$283Average$464FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$298Average$634FlexibilityNo cancel feeOn-time69%

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