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Madison

$115+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MSN
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
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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 March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$229
(American Airlines)

One-way from

$115
(American Airlines)

Popular in

July

Cheapest in

January

Average price

$501

Good round-trip deal

$793 or less
Provider with most accurate pricing for Portland-Madison Truax Field flight deals.
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Provider most trusted by Cheapflights users for Portland-Madison Truax Field flights.
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From Oregon to Madison Truax Field
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One-way flight from Oregon to Madison Truax Field
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Highest demand for flights based on searches. 7% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Oregon to Madison Truax Field.
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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 March 31, 2025.

This American Airlines deal was found by Cheapflights users on 3/31. 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 4/2911:59 pmPDX - MSN
1 stop8h 39mAmerican Airlines
Tue 5/65:09 amMSN - PDX
1 stop7h 15mAmerican Airlines
Deal found 3/31$229
This United Airlines deal was found by Cheapflights users on 3/30. 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 5/37:00 amPDX - MSN
1 stop6h 17mUnited Airlines
Tue 5/66:30 amMSN - PDX
2 stops8h 42mUnited Airlines
Deal found 3/30$234
This American Airlines deal was found by Cheapflights users on 3/30. 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 4/221:51 pmBOI - MSN
1 stop6h 49mAmerican Airlines
Tue 4/296:37 amMSN - BOI
1 stop6h 56mAmerican Airlines
Deal found 3/30$264
This Delta deal was found by Cheapflights users on 3/30. 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 5/2411:15 pmPDX - MSN
1 stop7h 30mDelta
Thu 5/295:30 amMSN - PDX
1 stop9h 30mDelta
Deal found 3/30$284
This Delta deal was found by Cheapflights users on 3/30. 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 8/127:30 pmBOI - MSN
2 stops12h 10mDelta
Sat 8/166:54 pmMSN - BOI
1 stop5h 35mDelta
Deal found 3/30$284
This Alaska Airlines deal was found by Cheapflights users on 3/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2212:22 pmBOI - MSN
1 stop8h 18mAlaska Airlines
Tue 4/293:22 pmMSN - BOI
2 stops23h 09mAlaska Airlines
Deal found 3/30$294
This United deal was found by Cheapflights users on 3/30. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/125:00 amBOI - MSN
2 stops9h 03mUnited Airlines
Sat 8/166:30 amMSN - BOI
2 stops7h 59mUnited Airlines
Deal found 3/30$354
This Frontier deal was found by Cheapflights users on 3/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/226:35 amPDX - MSN
1 stop10h 18mFrontier
Thu 5/297:48 pmMSN - PDX
1 stop6h 29mFrontier
Deal found 3/30$358
This United Airlines deal was found by Cheapflights users on 3/31. 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 5/65:00 amEUG - MSN
1 stop7h 20mUnited Airlines
Tue 5/138:27 amMSN - EUG
1 stop6h 35mUnited Airlines
Deal found 3/31$381
This Expedia deal was found by Cheapflights users on 3/31. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/57:35 amPDX - MSN
2 stops11h 55mMultiple Airlines
Thu 5/87:42 pmMSN - PDX
1 stop6h 56mMultiple Airlines
Deal found 3/31$453
This Alaska Airlines deal was found by Cheapflights users on 3/31. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/68:24 amEUG - MSN
2 stops23h 46mAlaska Airlines
Tue 5/133:28 pmMSN - EUG
2 stops10h 21mAlaska Airlines
Deal found 3/31$454
This Alaska Airlines deal was found by Cheapflights users on 3/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/217:15 amPDX - MSN
2 stops12h 15mAlaska Airlines
Tue 5/275:09 amMSN - PDX
1 stop6h 14mAlaska Airlines
Deal found 3/30$514

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 March 31, 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

PortlandMadison

PDX - MSN

PDXMSN

Portland

Tue 4/29

11:59 pm-10:38 am

1 stop8h 39m

Madison Truax Field

Tue 5/6

5:09 am-10:24 am

1 stop7h 15m

$229

PortlandMadison

PDX - MSN

PDXMSN

Portland

Sat 5/3

7:00 am-3:17 pm

1 stop6h 17m

Madison Truax Field

Tue 5/6

6:30 am-1:12 pm

2 stops8h 42m

$234

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Tue 4/22

1:51 pm-9:40 pm

1 stop6h 49m

Madison Truax Field

Tue 4/29

6:37 am-12:33 pm

1 stop6h 56m

$264

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Tue 4/15

2:38 pm-9:16 pm

1 stop5h 38m

Madison Truax Field

Sat 4/19

1:05 pm-11:03 pm

2 stops10h 58m

$269

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Tue 4/15

3:30 pm-11:02 pm

1 stop6h 32m

Madison Truax Field

Sat 4/19

9:43 am-2:35 pm

1 stop5h 52m

$274

PortlandMadison

PDX - MSN

PDXMSN

Portland

Sat 5/24

11:15 pm-8:45 am

1 stop7h 30m

Madison Truax Field

Thu 5/29

5:30 am-1:00 pm

1 stop9h 30m

$284

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

Tue 4/22

12:22 pm-9:40 pm

1 stop8h 18m

Madison Truax Field

Tue 4/29

3:22 pm-1:31 pm

2 stops23h 09m

$294

PortlandMadison

PDX - MSN

PDXMSN

Portland

Thu 5/22

6:35 am-6:53 pm

1 stop10h 18m

Madison Truax Field

Thu 5/29

7:48 pm-12:17 am

1 stop6h 29m

$358

EugeneMadison

EUG - MSN

EUGMSN

Eugene

Tue 5/6

5:00 am-2:20 pm

1 stop7h 20m

Madison Truax Field

Tue 5/13

8:27 am-1:02 pm

1 stop6h 35m

$381

PortlandMadison

PDX - MSN

PDXMSN

Portland

Mon 5/5

7:35 am-9:30 pm

2 stops11h 55m

Madison Truax Field

Thu 5/8

7:42 pm-12:38 am

1 stop6h 56m

$453

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Showing 1-10 of 24 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, January is the cheapest month in which you can book a flight from Oregon to Madison (average of $338). Flying from Oregon to Madison in June is currently the most expensive (average of $423). 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 March 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oregon to Madison as you normally would.

Rainfall in Madison by month

Plan your trip to Madison by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Madison ranges from 1.2 - 4.5 inches per month. June is typically the wettest month, when rainfall can reach 4.5 in. January is typically the driest time to visit Madison when rainfall is around 1.2 in.

Temperature in Madison by month

Plan your trip to Madison by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Madison, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madison. Reviews last updated March 31, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta and United Airlines from Oregon to Madison. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,614 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Frontier
6.0
Okay
3,276 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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.

  • 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 $115. However, be on the lookout for offers from Frontier and United 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.

  • 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 $229.

  • 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, January is the cheapest month in which you can book a flight from Oregon to Madison (average of $338). Flying from Oregon to Madison in June is currently the most expensive (average of $423). 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 Oregon?

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

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Alternative routes for Oregon to Madison

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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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$109Average$240FlexibilityNo cancel feeOn-time62%
DeltaCheapest$264Average$455FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$288Average$512FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$324Average$603FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$379Average$668FlexibilityNo cancel feeOn-time75%
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