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Madison

$126+ Cheap flights from Oregon to Madison (MSN)

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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MSN
Nov 21 — Nov 281
Fri 11/21
Fri 11/28
1 adult, Economy
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Find flight deals from Oregon to Madison

Cheapest flights from Oregon to Madison
Explore the most affordable flight options available from Oregon to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 22, 2025.

This Delta deal was found by Cheapflights users on 10/22. 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 12/115:35 amBOI - MSN
1 stop6h 07mDelta
Sun 12/145:32 pmMSN - BOI
1 stop7h 37mDelta
Deal found 10/22$269
This Delta deal was found by Cheapflights users on 10/22. 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 12/912:32 amPDX - MSN
1 stop7h 43mDelta
Sun 12/1410:55 amMSN - PDX
1 stop8h 48mDelta
Deal found 10/22$289
This United Airlines deal was found by Cheapflights users on 10/20. 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 12/107:00 amPDX - MSN
1 stop5h 54mUnited Airlines
Sat 12/132:48 pmMSN - PDX
2 stops10h 04mUnited Airlines
Deal found 10/20$294
This United Airlines deal was found by Cheapflights users on 10/20. 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 11/1311:59 pmPDX - MSN
1 stop8h 01mUnited Airlines
Sat 11/1510:35 amMSN - PDX
2 stops9h 17mUnited Airlines
Deal found 10/20$309
This Delta deal was found by Cheapflights users on 10/20. 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 12/107:30 pmPDX - MSN
2 stops11h 30mDelta
Sat 12/136:00 amMSN - PDX
2 stops11h 33mDelta
Deal found 10/20$310
This Delta deal was found by Cheapflights users on 10/19. 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.
Mon 11/1712:35 amPDX - MSN
1 stop7h 36mDelta
Mon 11/246:00 amMSN - PDX
1 stop7h 14mDelta
Deal found 10/19$314
This Delta deal was found by Cheapflights users on 10/21. 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 12/107:30 pmPDX - MSN
2 stops11h 30mDelta
Mon 12/151:22 pmMSN - PDX
2 stops11h 18mDelta
Deal found 10/21$323
This Delta deal was found by Cheapflights users on 10/19. 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.
Sun 11/1612:35 amPDX - MSN
1 stop7h 36mDelta
Mon 11/246:00 amMSN - PDX
1 stop7h 14mDelta
Deal found 10/19$339
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/112:52 pmPDX - MSN
1 stop29h 22mFrontier
Mon 11/243:20 pmMSN - PDX
1 stop25h 47mFrontier
Deal found 10/19$343
This Delta deal was found by Cheapflights users on 10/22. 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 11/205:35 amBOI - MSN
1 stop6h 08mDelta
Wed 12/35:32 pmMSN - BOI
1 stop7h 37mDelta
Deal found 10/22$345
This American Airlines deal was found by Cheapflights users on 10/22. 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 12/235:23 pmBOI - MSN
1 stop6h 24mAmerican Airlines
Tue 1/611:23 amMSN - BOI
1 stop9h 02mAmerican Airlines
Deal found 10/22$359
This American Airlines deal was found by Cheapflights users on 10/21. 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 10/291:26 pmBOI - MSN
1 stop7h 37mAmerican Airlines
Tue 11/43:10 pmMSN - BOI
1 stop8h 22mAmerican Airlines
Deal found 10/21$374

Cheap flight deals from Oregon to Madison

Keep the following information in mind while searching for Oregon to Madison flight deals. Data was last updated October 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$269
(Delta)

One-way from

$126
(American Airlines)

Popular in

July

Cheapest in

January

Average price

$443

Good round-trip deal

$793 or less

Good one-way deal

$249 or less
Provider with most accurate pricing for Portland-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Madison Truax Field flights.
Search Deals
From Oregon to Madison Truax Field
Search Deals
One-way flight from Oregon to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Oregon to Madison Truax Field.
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Price to beat on a one-way flight from Oregon to Madison Truax Field.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Oregon to Madison 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 October 22, 2025.
Use the filters below to find and compare flights from Oregon to Madison that are best for you.

Fly from

Oregon

Fly to

Madison

Route

Depart

Return

Price

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Thu 12/11

5:35 am-12:42 pm

1 stop6h 07m

Madison Truax Field

Sun 12/14

5:32 pm-12:09 am

1 stop7h 37m

$269

PortlandMadison

PDX - MSN

PDXMSN

Portland

Thu 11/13

11:15 pm-8:52 am

1 stop7h 37m

Madison Truax Field

Sat 11/15

3:00 pm-8:47 pm

1 stop7h 47m

$289

PortlandMadison

PDX - MSN

PDXMSN

Portland

Tue 12/9

12:32 am-10:15 am

1 stop7h 43m

Madison Truax Field

Mon 12/15

1:22 pm-5:43 pm

1 stop6h 21m

$289

PortlandMadison

PDX - MSN

PDXMSN

Portland

Tue 12/9

12:32 am-10:15 am

1 stop7h 43m

Madison Truax Field

Sun 12/14

10:55 am-5:43 pm

1 stop8h 48m

$289

PortlandMadison

PDX - MSN

PDXMSN

Portland

Tue 4/14

12:55 am-10:00 am

1 stop7h 05m

Madison Truax Field

Sat 4/18

10:55 am-4:36 pm

1 stop7h 41m

$289

PortlandMadison

PDX - MSN

PDXMSN

Portland

Sat 12/6

12:32 am-10:15 am

1 stop7h 43m

Madison Truax Field

Sat 12/13

1:30 pm-10:19 pm

1 stop10h 49m

$289

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Sat 2/28

11:45 am-10:08 pm

2 stops9h 23m

Madison Truax Field

Tue 3/3

5:55 pm-11:42 pm

1 stop6h 47m

$310

EugeneMadison

EUG - MSN

EUGMSN

Eugene

Wed 4/15

1:15 pm-9:39 pm

1 stop6h 24m

Madison Truax Field

Sat 4/18

3:09 pm-9:38 pm

1 stop8h 29m

$404

MedfordMadison

MFR - MSN

MFRMSN

Medford

Fri 3/6

11:24 am-4:24 pm

2 stops27h 00m

Madison Truax Field

Tue 3/10

2:00 pm-11:47 pm

2 stops11h 47m

$421

EugeneMadison

EUG - MSN

EUGMSN

Eugene

Wed 4/15

5:00 am-5:35 pm

2 stops10h 35m

Madison Truax Field

Sat 4/18

3:09 pm-12:11 am

2 stops11h 02m

$479

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/22

Showing 1-10 of 36 results
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Best time to book a flight from Oregon to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Oregon 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 Oregon to Madison

What is the cheapest month to book a flight from Oregon to Madison?

Currently, August is the cheapest month in which you can book a flight from Oregon to Madison (average of $82). Flying from Oregon to Madison in March is currently the most expensive (average of $326). 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 OR to MSN?

Find hourly flight availability from Oregon to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 22, 2025.

It’s optimal to fly from Oregon to Madison in the afternoon. By choosing this option you can save up to 66% on the cost of your flight, compared to a flight at noon.

Related info for your journey

Find useful and relevant information for your journey from Oregon to Madison. 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 into for flights to Madison from Oregon?

    Madison Truax Field (MSN), located 5.4 mi from the city center, is the airport you fly into when you book flights from Oregon to Madison.

  • How long is the flight from Oregon to Madison?

    Departing from Oregon to Madison will take you 6h 07m. Airlines will cover a distance of 1344 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Oregon to Madison one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $126. However, be on the lookout for offers from Delta and Frontier, as they are both options that can get you from Oregon to Madison for a low price.

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

    The most popular route from Oregon to Madison is Portland - Madison Truax Field. You may also consider Boise Air Term. Gowen Fld - Madison Truax Field or Eugene - Madison Truax Field.

  • What are the cheapest flights from Oregon to Madison?

    Looking for the cheapest flight from Oregon to Madison? While on average our users pay $793, our data indicates the cheapest price to be $775. The most popular route (Portland - Madison Truax Field), is priced around $289.

  • Can I find deals for flights from Oregon to Madison that include hotel bookings?

    Yes. In addition to deals on Oregon to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oregon to Madison?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oregon to Madison.

  • Can I find deals for business class flights from Oregon to Madison?

    Yes. Cheapflights offers flight deals from Oregon to Madison 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 Oregon to Madison?

    Currently, August is the cheapest month in which you can book a flight from Oregon to Madison (average of $82). Flying from Oregon to Madison in March is currently the most expensive (average of $326). 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

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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Alternative routes for Oregon to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Oregon to Madison

Discover the top 5 airlines that operate flights from Oregon to Madison. 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 October 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$148Average$258FlexibilityNo cancel feeOn-time62%
DeltaCheapest$273Average$447FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$283Average$505FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$313Average$544FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$379Average$739FlexibilityNo cancel feeOn-time75%

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