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Madison

$251+ Cheap flights from Oregon to Madison (MSN)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MSN
Jan 8 — Jan 151
Thu 1/8
Thu 1/15
1 adult, Economy
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Cheap 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 December 9, 2025.

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.
Wed 12/105:35 amBOI - MSN
1 stop6h 07mDelta
Wed 12/176:00 amMSN - BOI
2 stops7h 02mDelta
Deal found 12/8$444
This Delta 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 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 12/7$469
This Delta deal was found by Cheapflights users on 12/6. 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 12/612:32 amPDX - MSN
1 stop7h 43mDelta
Sun 12/1411:44 amMSN - PDX
1 stop9h 51mDelta
Deal found 12/6$484
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/711:59 pmPDX - MSN
1 stop8h 15mUnited Airlines
Sun 12/143:09 pmMSN - PDX
2 stops9h 43mUnited Airlines
Deal found 12/7$489
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1211:59 pmPDX - MSN
1 stop8h 15mUnited Airlines
Mon 12/156:30 amMSN - PDX
2 stops14h 11mUnited Airlines
Deal found 12/8$579
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/265:23 pmBOI - MSN
1 stop6h 24mAmerican Airlines
Fri 1/29:51 amMSN - BOI
1 stop14h 08mAmerican Airlines
Deal found 12/9$593
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.
Fri 12/265:23 pmBOI - MSN
1 stop6h 24mAmerican Airlines
Thu 1/19:51 amMSN - BOI
1 stop14h 08mAmerican Airlines
Deal found 12/7$628
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/119:40 amBOI - MSN
2 stops10h 07mUnited Airlines
Sun 12/143:09 pmMSN - BOI
2 stops9h 35mUnited Airlines
Deal found 12/8$645
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:45 pmPDX - MSN
2 stops16h 54mFrontier
Fri 12/262:53 pmMSN - PDX
1 stop22h 59mFrontier
Deal found 12/7$677
This United Airlines deal was found by Cheapflights users on 12/6. 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 12/105:00 amEUG - MSN
1 stop6h 10mUnited Airlines
Fri 12/123:59 pmMSN - EUG
3 stops22h 13mUnited Airlines
Deal found 12/6$691
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/912:50 pmMFR - MSN
1 stop6h 20mUnited Airlines
Sun 1/48:15 amMSN - MFR
1 stop14h 57mUnited Airlines
Deal found 12/8$736
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 12/95:20 amMFR - MSN
1 stop7h 04mAmerican Airlines
Sun 1/47:23 amMSN - MFR
1 stop8h 36mAmerican Airlines
Deal found 12/8$745

Find flight deals from Oregon to Madison

Keep the following information in mind while searching for Oregon to Madison flight deals. Data was last updated December 9, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$251
(United Airlines)

Popular in

December

Cheapest in

January

Average price

$574

Good round-trip deal

$793 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
Highest demand for flights based on searches. 1% potential increase in price ($4 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Oregon to Madison Truax Field.
Search Deals

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 December 9, 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

EugeneMadison

EUG - MSN

EUGMSN

Eugene

Tue 1/6

5:00 am-1:15 pm

1 stop6h 15m

Madison Truax Field

Wed 1/14

4:20 pm-9:10 pm

1 stop6h 50m

$251

EugeneMadison

EUG - MSN

EUGMSN

Eugene

Tue 1/6

11:30 am-10:50 pm

2 stops9h 20m

Madison Truax Field

Wed 1/14

2:50 pm-10:39 pm

2 stops9h 49m

$261

PortlandMadison

PDX - MSN

PDXMSN

Portland

Sat 2/21

5:05 am-2:44 pm

1 stop7h 39m

Madison Truax Field

Tue 4/21

2:44 pm-10:10 pm

1 stop9h 26m

$289

PortlandMadison

PDX - MSN

PDXMSN

Portland

Thu 1/1

5:00 am-2:04 pm

1 stop7h 04m

Madison Truax Field

Tue 1/6

6:30 am-11:57 am

1 stop7h 27m

$289

MedfordMadison

MFR - MSN

MFRMSN

Medford

Wed 1/28

5:00 am-1:15 pm

1 stop6h 15m

Madison Truax Field

Wed 2/18

4:23 pm-9:18 pm

1 stop6h 55m

$289

MedfordMadison

MFR - MSN

MFRMSN

Medford

Tue 1/6

12:05 pm-10:50 pm

2 stops8h 45m

Madison Truax Field

Tue 1/13

7:00 am-4:40 pm

2 stops11h 40m

$299

PortlandMadison

PDX - MSN

PDXMSN

Portland

Fri 2/27

11:59 pm-10:16 am

1 stop8h 17m

Madison Truax Field

Sun 3/1

2:48 pm-10:40 pm

1 stop9h 52m

$328

MedfordMadison

MFR - MSN

MFRMSN

Medford

Sat 1/31

5:00 am-4:51 pm

2 stops9h 51m

Madison Truax Field

Sat 2/21

4:23 pm-9:18 pm

1 stop6h 55m

$337

EugeneMadison

EUG - MSN

EUGMSN

Eugene

Wed 1/28

5:00 am-1:15 pm

1 stop6h 15m

Madison Truax Field

Sat 1/31

8:15 am-1:07 pm

1 stop6h 52m

$341

MedfordMadison

MFR - MSN

MFRMSN

Medford

Thu 1/29

5:09 am-4:52 pm

2 stops9h 43m

Madison Truax Field

Wed 2/18

2:52 pm-11:59 pm

2 stops11h 07m

$369

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Showing 1-10 of 34 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, October is the cheapest month in which you can book a flight from Oregon to Madison (average of $79). 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 December 9, 2025.

It’s optimal to fly from Oregon to Madison in the afternoon. By choosing this option you can save up to 72% 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 15m. Airlines will cover a distance of 1683 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 American Airlines, with whom users have recently found tickets for as low as $114. 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 Eugene - Madison Truax Field or Boise Air Term. Gowen Fld - 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, October is the cheapest month in which you can book a flight from Oregon to Madison (average of $79). 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 December 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$149Average$258FlexibilityNo cancel feeOn-time62%
DeltaCheapest$273Average$442FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$283Average$450FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$284Average$509FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$379Average$739FlexibilityNo cancel feeOn-time75%

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