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Madison

$209+ 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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MSN
May 28 — Jun 41
Thu 5/28
Thu 6/4
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 April 28, 2026.

This Delta deal was found by Cheapflights users on 4/23. 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 5/165:20 am
BOI
-
MSN
1 stop7h 33m
Delta
Sat 5/236:29 pm
MSN
-
BOI
1 stop6h 17m
Delta
Deal found 4/23$320
This Delta deal was found by Cheapflights users on 4/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2611:12 pm
PDX
-
MSN
1 stop7h 37m
Delta
Wed 6/32:33 pm
MSN
-
PDX
1 stop7h 38m
Delta
Deal found 4/25$321
This Delta deal was found by Cheapflights users on 4/23. 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 5/192:23 pm
BOI
-
MSN
1 stop6h 04m
Delta
Wed 5/271:29 pm
MSN
-
BOI
2 stops9h 15m
Delta
Deal found 4/23$325
This Delta deal was found by Cheapflights users on 4/27. 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 5/2611:12 pm
PDX
-
MSN
1 stop7h 37m
Delta
Sun 5/315:43 am
MSN
-
PDX
1 stop9h 11m
Delta
Deal found 4/27$345
This American Airlines deal was found by Cheapflights users on 4/25. 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.
Fri 7/312:59 am
PDX
-
MSN
1 stop7h 39m
American Airlines
Thu 7/96:45 pm
MSN
-
PDX
1 stop7h 12m
American Airlines
Deal found 4/25$366
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/411:12 pm
PDX
-
MSN
1 stop7h 37m
Delta
Sun 6/76:00 am
MSN
-
PDX
1 stop6h 39m
Delta
Deal found 4/28$369
This United Airlines deal was found by Cheapflights users on 4/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2010:40 pm
PDX
-
MSN
1 stop8h 15m
United Airlines
Wed 6/245:00 am
MSN
-
PDX
1 stop6h 39m
United Airlines
Deal found 4/27$373
This Delta deal was found by Cheapflights users on 4/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/245:10 am
EUG
-
MSN
2 stops10h 16m
Delta
Tue 6/21:29 pm
MSN
-
EUG
2 stops12h 19m
Delta
Deal found 4/25$379
This Delta deal was found by Cheapflights users on 4/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2411:12 pm
PDX
-
MSN
1 stop7h 37m
Delta
Mon 6/16:30 am
MSN
-
PDX
1 stop6h 23m
Delta
Deal found 4/25$380
This Delta deal was found by Cheapflights users on 4/24. 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 5/138:56 am
BOI
-
MSN
2 stops11h 31m
Delta
Sat 5/166:30 am
MSN
-
BOI
2 stops6h 41m
Delta
Deal found 4/24$384
This United Airlines deal was found by Cheapflights users on 4/24. 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 5/91:07 pm
EUG
-
MSN
1 stop6h 13m
United Airlines
Fri 5/155:00 am
MSN
-
EUG
1 stop9h 00m
United Airlines
Deal found 4/24$394
This Delta deal was found by Cheapflights users on 4/24. 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 5/95:20 am
BOI
-
MSN
1 stop7h 33m
Delta
Wed 5/136:30 am
MSN
-
BOI
1 stop7h 48m
Delta
Deal found 4/24$399

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 April 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$320
(Delta)

One-way from

$135
(Trip.com)

Popular in

March

Cheapest in

February

Average price

$453
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
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 28, 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

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Sat 5/16

5:20 am-1:53 pm

1 stop7h 33m

Madison Truax Field

Sat 5/23

6:29 pm-11:46 pm

1 stop6h 17m

$320

PortlandMadison

PDX - MSN

PDXMSN

Portland

Wed 6/10

11:40 pm-8:55 am

1 stop7h 15m

Madison Truax Field

Sat 6/13

7:17 pm-11:53 pm

1 stop6h 36m

$321

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Tue 5/19

9:16 pm-8:26 am

2 stops10h 10m

Madison Truax Field

Wed 5/27

2:33 pm-9:44 pm

2 stops8h 11m

$330

PortlandMadison

PDX - MSN

PDXMSN

Portland

Thu 6/11

3:00 pm-11:02 pm

1 stop6h 02m

Madison Truax Field

Tue 6/16

6:19 pm-11:21 pm

1 stop7h 02m

$345

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Sun 6/7

2:50 pm-11:02 pm

1 stop7h 12m

Madison Truax Field

Mon 6/15

6:00 am-11:03 am

1 stop6h 03m

$349

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Sun 6/21

2:50 pm-11:02 pm

1 stop7h 12m

Madison Truax Field

Tue 6/30

1:31 pm-10:05 pm

2 stops9h 34m

$354

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Wed 5/20

8:45 am-8:49 pm

2 stops11h 04m

Madison Truax Field

Sat 5/23

6:29 pm-11:46 pm

1 stop6h 17m

$354

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Wed 5/27

9:16 pm-8:26 am

2 stops10h 10m

Madison Truax Field

Tue 6/2

1:29 pm-9:44 pm

2 stops9h 15m

$359

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Wed 5/13

5:20 am-11:08 am

1 stop4h 48m

Madison Truax Field

Sat 5/16

6:30 am-12:11 pm

2 stops6h 41m

$379
Quickest round-trip

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Tue 5/12

5:20 am-11:08 am

1 stop4h 48m

Madison Truax Field

Sat 5/16

6:29 pm-11:46 pm

1 stop6h 17m

$399

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 45 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

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

Booking 8 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.

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

Currently, June is the cheapest month in which you can book a flight from Oregon to Madison (average of $130). Flying from Oregon to Madison in March is currently the most expensive (average of $309). 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 6h 04m. 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 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, June is the cheapest month in which you can book a flight from Oregon to Madison (average of $130). Flying from Oregon to Madison in March is currently the most expensive (average of $309). 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 April 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$149Average$258FlexibilityNo cancel feeOn-time62%
DeltaCheapest$288Average$489FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$288Average$536FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$308Average$508FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$379Average$630FlexibilityNo cancel feeOn-time75%

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