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Madison

$157+ 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MSN
Jul 13 — Jul 201
Mon 7/13
Mon 7/20
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 June 13, 2026.

This Delta deal was found by Cheapflights users on 6/10. 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 8/2512:35 am
PDX
-
MSN
1 stop5h 41m
Delta
Tue 9/86:15 am
MSN
-
PDX
1 stop8h 39m
Delta
Deal found 6/10$321
This American Airlines deal was found by Cheapflights users on 6/12. 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 7/46:21 am
BOI
-
MSN
1 stop9h 07m
American Airlines
Fri 7/105:11 pm
MSN
-
BOI
1 stop7h 10m
American Airlines
Deal found 6/12$329
This American Airlines deal was found by Cheapflights users on 6/12. 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 8/133:16 pm
BOI
-
MSN
1 stop7h 54m
American Airlines
Sat 8/1511:29 am
MSN
-
BOI
2 stops12h 11m
American Airlines
Deal found 6/12$334
This United Airlines deal was found by Cheapflights users on 6/11. 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 7/710:40 pm
PDX
-
MSN
1 stop9h 07m
United Airlines
Sat 7/115:00 am
MSN
-
PDX
1 stop6h 34m
United Airlines
Deal found 6/11$335
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/212:33 am
PDX
-
MSN
1 stop5h 39m
Delta
Sat 7/112:45 pm
MSN
-
PDX
1 stop7h 30m
Delta
Deal found 6/9$340
This Delta deal was found by Cheapflights users on 6/11. 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 9/225:20 am
BOI
-
MSN
1 stop5h 00m
Delta
Mon 9/285:57 pm
MSN
-
BOI
1 stop6h 58m
Delta
Deal found 6/11$343
This United Airlines deal was found by Cheapflights users on 6/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/252:15 pm
EUG
-
MSN
1 stop6h 20m
United Airlines
Mon 9/286:49 am
MSN
-
EUG
1 stop7h 01m
United Airlines
Deal found 6/9$349
This United Airlines deal was found by Cheapflights users on 6/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1710:40 pm
PDX
-
MSN
1 stop7h 59m
United Airlines
Sun 7/195:00 am
MSN
-
PDX
1 stop6h 34m
United Airlines
Deal found 6/9$349
This Delta deal was found by Cheapflights users on 6/12. 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 7/213:00 pm
PDX
-
MSN
1 stop6h 00m
Delta
Tue 7/286:00 am
MSN
-
PDX
1 stop8h 38m
Delta
Deal found 6/12$350
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 9/235:20 am
BOI
-
MSN
1 stop5h 00m
Delta
Mon 9/285:57 pm
MSN
-
BOI
1 stop6h 58m
Delta
Deal found 6/8$353
This United Airlines deal was found by Cheapflights users on 6/11. 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 11/36:51 pm
EUG
-
MSN
2 stops12h 02m
United Airlines
Tue 11/106:45 am
MSN
-
EUG
1 stop6h 48m
United Airlines
Deal found 6/11$354
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 9/312:35 am
PDX
-
MSN
1 stop5h 41m
Delta
Mon 9/712:10 pm
MSN
-
PDX
1 stop7h 24m
Delta
Deal found 6/8$359

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 June 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$321
(Delta)

One-way from

$157
(Booking.com)

Popular in

May

Cheapest in

February

Average price

$491
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. 2% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 13, 2026.
Use the filters below to find and compare flights from Oregon to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMadison

PDX - MSN

PDXMSN

Portland

Fri 7/17

11:40 pm-8:39 am

1 stop6h 59m

Madison Truax Field

Sun 7/19

5:00 am-9:34 am

1 stop6h 34m

$349

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Mon 8/3

5:30 am-11:26 am

1 stop4h 56m

Madison Truax Field

Mon 8/17

6:16 pm-11:59 pm

1 stop6h 43m

$353

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Tue 9/22

5:20 am-11:20 am

1 stop5h 00m

Madison Truax Field

Mon 9/28

5:57 pm-11:55 pm

1 stop6h 58m

$353

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Tue 9/22

1:52 pm-12:17 am

2 stops9h 25m

Madison Truax Field

Mon 9/28

2:40 pm-10:03 pm

1 stop8h 23m

$379

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Sat 8/29

2:44 pm-8:39 pm

1 stop4h 55m

Madison Truax Field

Tue 9/1

5:00 am-11:28 am

1 stop7h 28m

$419

MedfordMadison

MFR - MSN

MFRMSN

Medford

Thu 9/17

6:05 am-9:15 pm

2 stops13h 10m

Madison Truax Field

Mon 9/21

6:10 am-12:51 pm

2 stops8h 41m

$424

PortlandMadison

PDX - MSN

PDXMSN

Portland

Sat 7/4

11:00 am-10:32 pm

2 stops9h 32m

Madison Truax Field

Sat 7/11

5:00 am-9:34 am

1 stop6h 34m

$426

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Sat 7/4

10:20 am-6:57 pm

2 stops7h 37m

Madison Truax Field

Fri 7/10

5:00 am-11:32 am

1 stop7h 32m

$428

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Thu 7/16

1:57 pm-12:13 am

1 stop9h 16m

Madison Truax Field

Tue 7/21

6:50 am-4:49 pm

2 stops10h 59m

$430

PortlandMadison

PDX - MSN

PDXMSN

Portland

Mon 9/21

11:02 pm-9:40 am

1 stop8h 38m

Madison Truax Field

Sat 9/26

8:10 am-6:31 pm

2 stops12h 21m

$440

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 57 resultsSorted by cheapest first
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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, September is the cheapest month in which you can book a flight from Oregon to Madison (average of $143). Flying from Oregon to Madison in May is currently the most expensive (average of $327). 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?

How far ahead should I book a flight from Oregon to Madison?

Booking 82 days in advance of your planned departure date is, on average, the best time to get cheap flights from Oregon to Madison. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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 02m. Airlines will cover a distance of 1639 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 Frontier, with whom users have recently found tickets for as low as $139. However, be on the lookout for offers from United Airlines and American Airlines, 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, September is the cheapest month in which you can book a flight from Oregon to Madison (average of $143). Flying from Oregon to Madison in May is currently the most expensive (average of $327). 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
Sun Prairie
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 June 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$149Average$304FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$288Average$552FlexibilityNo cancel feeOn-time71%
DeltaCheapest$288Average$491FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$308Average$489FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$317Average$585FlexibilityNo cancel feeOn-time75%

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