HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Madison

$165+ 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MSN
may. 5 — may. 121
lun. 5/5
lun. 5/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Oregon to Madison with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 abril 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$258
(Frontier)

One-way from

$165
(United Airlines)

Popular in

July

Cheapest in

January

Average price

$453

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
One-way flight from Oregon to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($36 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 April 2025
Search Deals
Price to beat on a round-trip flight from Oregon to Madison Truax Field.
Search Deals

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 abril 30, 2025.

This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/296:35 amPDX - MSN
1 stop10h 18mFrontier
dom. 6/17:48 pmMSN - PDX
1 stop6h 31mFrontier
Deal found 4/28$258
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/3011:59 pmPDX - MSN
1 stop8h 34mAmerican Airlines
vie. 6/65:33 pmMSN - PDX
1 stop7h 25mAmerican Airlines
Deal found 4/28$289
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/251:17 pmBOI - MSN
1 stop5h 39mAmerican Airlines
lun. 9/296:52 amMSN - BOI
1 stop6h 42mAmerican Airlines
Deal found 4/28$294
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.
vie. 5/3011:11 pmPDX - MSN
1 stop7h 34mDelta
mar. 6/36:00 amMSN - PDX
1 stop6h 45mDelta
Deal found 4/28$304
This United Airlines deal was found by Cheapflights users on 4/29. 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.
mar. 8/122:32 pmBOI - MSN
1 stop6h 12mUnited Airlines
sáb. 8/164:00 pmMSN - BOI
1 stop7h 52mUnited Airlines
Deal found 4/29$331
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 6/410:59 pmPDX - MSN
1 stop9h 12mUnited Airlines
lun. 6/95:48 pmMSN - PDX
1 stop6h 47mUnited Airlines
Deal found 4/28$334
This Delta deal was found by Cheapflights users on 4/29. 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.
mar. 5/63:30 pmBOI - MSN
1 stop6h 32mDelta
mar. 5/136:17 pmMSN - BOI
1 stop7h 05mDelta
Deal found 4/29$349
This American Airlines deal was found by Cheapflights users on 4/29. 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.
vie. 5/301:15 pmEUG - MSN
1 stop7h 39mAmerican Airlines
lun. 6/26:45 amMSN - EUG
1 stop7h 42mAmerican Airlines
Deal found 4/29$359
This Alaska Airlines deal was found by Cheapflights users on 4/29. 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.
sáb. 5/317:25 pmEUG - MSN
2 stops10h 36mAlaska Airlines
mar. 6/35:09 amMSN - EUG
2 stops8h 19mAlaska Airlines
Deal found 4/29$370
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/287:00 amPDX - MSN
1 stop8h 57mAlaska Airlines
lun. 6/25:09 amMSN - PDX
1 stop6h 14mAlaska Airlines
Deal found 4/28$379
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/196:31 pmEUG - MSN
2 stops13h 17mUnited Airlines
dom. 9/218:40 amMSN - EUG
1 stop6h 15mUnited Airlines
Deal found 4/28$379
This United Airlines deal was found by Cheapflights users on 4/29. 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.
sáb. 9/65:00 amMFR - MSN
1 stop6h 11mUnited Airlines
sáb. 9/139:00 amMSN - MFR
1 stop6h 08mUnited Airlines
Deal found 4/29$379

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 abril 30, 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

jue. 5/29

6:35 am-6:53 pm

1 stop10h 18m

Madison Truax Field

dom. 6/1

7:48 pm-12:19 am

1 stop6h 31m

$258

PortlandMadison

PDX - MSN

PDXMSN

Portland

vie. 5/30

11:59 pm-10:33 am

1 stop8h 34m

Madison Truax Field

vie. 6/6

5:33 pm-10:58 pm

1 stop7h 25m

$289

PortlandMadison

PDX - MSN

PDXMSN

Portland

vie. 5/30

11:11 pm-8:45 am

1 stop7h 34m

Madison Truax Field

mar. 6/3

6:00 am-10:45 am

1 stop6h 45m

$304

PortlandMadison

PDX - MSN

PDXMSN

Portland

mié. 6/4

10:59 pm-10:11 am

1 stop9h 12m

Madison Truax Field

lun. 6/9

5:48 pm-10:35 pm

1 stop6h 47m

$334

BoiseMadison

BOI - MSN

BOIMSN

Boise Air Term. Gowen Fld

mar. 5/6

3:30 pm-11:02 pm

1 stop6h 32m

Madison Truax Field

mar. 5/13

6:17 pm-12:22 am

1 stop7h 05m

$349

EugeneMadison

EUG - MSN

EUGMSN

Eugene

vie. 5/30

1:15 pm-10:54 pm

1 stop7h 39m

Madison Truax Field

lun. 6/2

6:45 am-12:27 pm

1 stop7h 42m

$359

EugeneMadison

EUG - MSN

EUGMSN

Eugene

sáb. 5/31

7:25 pm-8:01 am

2 stops10h 36m

Madison Truax Field

mar. 6/3

5:09 am-11:28 am

2 stops8h 19m

$370

PortlandMadison

PDX - MSN

PDXMSN

Portland

mié. 5/28

7:00 am-5:57 pm

1 stop8h 57m

Madison Truax Field

lun. 6/2

5:09 am-9:23 am

1 stop6h 14m

$379

EugeneMadison

EUG - MSN

EUGMSN

Eugene

vie. 9/19

6:31 pm-9:48 am

2 stops13h 17m

Madison Truax Field

dom. 9/21

8:40 am-12:55 pm

1 stop6h 15m

$379

MedfordMadison

MFR - MSN

MFRMSN

Medford

sáb. 9/6

5:00 am-1:11 pm

1 stop6h 11m

Madison Truax Field

sáb. 9/13

9:00 am-1:08 pm

1 stop6h 08m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 20 results
1
2

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 abril 30, 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 abril 30, 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
9,961 reviews

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,936 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Frontier
6.0
Okay
3,287 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 United Airlines, with whom users have recently found tickets for as low as $165. However, be on the lookout for offers from American Airlines and Delta, 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 Medford - 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 $259.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Oregon to Madison

See prices for flight routes from nearby airports that may be better suited for you.
LaGuardia to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
Newark to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Boston to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Seattle to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Denver to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Dallas/Fort Worth to Minneapolis flights
Hobby to O'Hare Intl flights
Tampa to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Orlando to O'Hare Intl flights
San Diego to O'Hare Intl flights
Ontario to O'Hare Intl flights
Portland to O'Hare Intl flights
LaGuardia to Minneapolis flights
Santa Ana to O'Hare Intl flights
Austin to O'Hare Intl flights
Charlotte to O'Hare Intl flights
John F Kennedy Intl to Minneapolis flights
Newark to Minneapolis flights
Hartford to O'Hare Intl flights
Burbank to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Seattle to Minneapolis flights
Miami to O'Hare Intl flights
LaGuardia to Milwaukee flights
Oakland to O'Hare Intl flights
John F Kennedy Intl to Milwaukee flights
Reagan-National to Minneapolis flights
Boston to Minneapolis flights
Newark to Milwaukee flights
Seattle to Milwaukee flights
Minneapolis to O'Hare Intl flights
Dulles Intl to Minneapolis flights
San Jose to O'Hare Intl flights
Sky Harbor Intl to Minneapolis flights
Pittsburgh to O'Hare Intl flights
Los Angeles to Minneapolis flights
Denver to Minneapolis flights
San Francisco to Minneapolis flights

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 abril 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$109Average$236FlexibilityNo cancel feeOn-time62%
DeltaCheapest$263Average$446FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$281Average$514FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$288Average$591FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$379Average$668FlexibilityNo cancel feeOn-time75%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.