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Madison

$169+ 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MSN
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
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 January 27, 2026.

This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/85:30 am
BOI
-
MSN
1 stop7h 34m
Delta
Mon 4/132:41 pm
MSN
-
BOI
1 stop7h 20m
Delta
Deal found 1/26$289
This Delta deal was found by Cheapflights users on 1/27. 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.
Tue 3/2411:30 pm
BOI
-
MSN
1 stop10h 01m
Delta
Tue 3/316:04 pm
MSN
-
BOI
2 stops6h 55m
Delta
Deal found 1/27$294
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2111:23 pm
PDX
-
MSN
1 stop9h 32m
American Airlines
Sat 4/253:29 pm
MSN
-
PDX
1 stop8h 09m
American Airlines
Deal found 1/27$309
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/411:30 am
MFR
-
MSN
2 stops9h 18m
Delta
Mon 3/96:04 pm
MSN
-
MFR
2 stops7h 43m
Delta
Deal found 1/26$320
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/106:00 am
PDX
-
MSN
1 stop8h 52m
American Airlines
Mon 2/1610:54 am
MSN
-
PDX
1 stop11h 50m
American Airlines
Deal found 1/25$334
This United Airlines deal was found by Cheapflights users on 1/26. 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 2/106:10 am
BOI
-
MSN
1 stop6h 12m
United Airlines
Sat 2/144:23 pm
MSN
-
BOI
1 stop6h 09m
United Airlines
Deal found 1/26$339
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/105:20 am
BOI
-
MSN
1 stop7h 50m
Delta
Sat 2/146:20 am
MSN
-
BOI
2 stops10h 55m
Delta
Deal found 1/26$344
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/222:58 pm
BOI
-
MSN
1 stop6h 20m
American Airlines
Tue 7/287:02 am
MSN
-
BOI
1 stop8h 06m
American Airlines
Deal found 1/27$349
This Delta deal was found by Cheapflights users on 1/27. 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.
Fri 2/2712:40 am
PDX
-
MSN
1 stop7h 39m
Delta
Sat 3/73:45 pm
MSN
-
PDX
1 stop6h 45m
Delta
Deal found 1/27$354
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/227:30 pm
BOI
-
MSN
2 stops11h 50m
Delta
Tue 7/286:15 am
MSN
-
BOI
1 stop5h 44m
Delta
Deal found 1/26$354
This Delta deal was found by Cheapflights users on 1/27. 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.
Tue 2/106:00 am
PDX
-
MSN
1 stop6h 10m
Delta
Mon 2/166:20 am
MSN
-
PDX
1 stop8h 24m
Delta
Deal found 1/27$359
This United Airlines deal was found by Cheapflights users on 1/26. 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 2/105:00 am
PDX
-
MSN
2 stops9h 44m
United Airlines
Sat 2/146:30 am
MSN
-
PDX
1 stop7h 25m
United Airlines
Deal found 1/26$364

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$289
(Delta)

One-way from

$169
(United Airlines)

Popular in

July

Cheapest in

January

Average price

$348
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 January 2026
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 January 27, 2026.
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

Wed 4/8

5:30 am-2:04 pm

1 stop7h 34m

Madison Truax Field

Mon 4/13

2:41 pm-9:01 pm

1 stop7h 20m

$289

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Tue 3/24

11:30 pm-10:31 am

1 stop10h 01m

Madison Truax Field

Tue 3/31

6:04 pm-11:59 pm

2 stops6h 55m

$294

PortlandMadison

PDX - MSN

PDXMSN

Portland

Wed 5/27

12:59 am-10:39 am

1 stop7h 40m

Madison Truax Field

Tue 6/2

2:22 pm-9:32 pm

1 stop9h 10m

$309

PortlandMadison

PDX - MSN

PDXMSN

Portland

Mon 4/6

11:59 pm-10:11 am

1 stop8h 12m

Madison Truax Field

Sat 4/11

2:44 pm-10:29 pm

1 stop9h 45m

$309

PortlandMadison

PDX - MSN

PDXMSN

Portland

Tue 4/21

11:23 pm-10:55 am

1 stop9h 32m

Madison Truax Field

Sat 4/25

3:29 pm-9:38 pm

1 stop8h 09m

$309

PortlandMadison

PDX - MSN

PDXMSN

Portland

Tue 2/10

6:00 am-4:52 pm

1 stop8h 52m

Madison Truax Field

Mon 2/16

10:54 am-8:44 pm

1 stop11h 50m

$334

PortlandMadison

PDX - MSN

PDXMSN

Portland

Mon 2/16

9:44 pm-9:53 am

1 stop10h 09m

Madison Truax Field

Thu 2/26

10:54 am-8:44 pm

1 stop11h 50m

$334

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Tue 2/10

6:10 am-1:22 pm

1 stop6h 12m

Madison Truax Field

Sat 2/14

4:23 pm-9:32 pm

1 stop6h 09m

$339

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Tue 2/10

5:20 am-2:10 pm

1 stop7h 50m

Madison Truax Field

Sat 2/14

6:20 am-4:15 pm

2 stops10h 55m

$344

PortlandMadison

PDX - MSN

PDXMSN

Portland

Fri 2/27

12:40 am-10:19 am

1 stop7h 39m

Madison Truax Field

Sat 3/7

3:45 pm-8:30 pm

1 stop6h 45m

$354

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 53 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.

How much does it cost to fly round-trip from Oregon to Madison?

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 7h 34m. 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 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 Boise Air Term. Gowen Fld - Madison Truax Field or Eugene - Madison Truax Field.

  • 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 4 airlines flying from Oregon to Madison

Discover the top 4 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$149Average$258FlexibilityNo cancel feeOn-time62%
DeltaCheapest$258Average$442FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$283Average$453FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$284Average$509FlexibilityNo cancel feeOn-time69%

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