HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Portland

$120+ Cheap flights from Madison to Portland (MSN - PDX)

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 8/14. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — PDX
may. 17 — may. 241
sáb. 5/17
sáb. 5/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madison to Portland 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.

Cheapflights Tip: The best prices from Madison Truax Field to Portland are usually found in September or November, booked 42 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

Cheap flight deals from Madison to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated mayo 12, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$289
(Delta)

One-way from

$120
(Frontier)

Popular in

July

Cheapest in

September

Average price

$403
Provider with most accurate pricing for Madison Truax Field-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Portland flights.
Search Deals
From Madison Truax Field to Portland
Search Deals
One-way flight from Madison Truax Field to Portland
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2025
Search Deals

Find flight deals from Madison to Portland

Cheapest flights from Madison to Portland
Explore the most affordable flight options available from Madison to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on mayo 12, 2025.

This Delta deal was found by Cheapflights users on 5/12. 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.
mar. 6/36:17 pmMSN - PDX
1 stop7h 08mDelta
sáb. 6/711:17 pmPDX - MSN
1 stop8h 48mDelta
Deal found 5/12$289
This Frontier deal was found by Cheapflights users on 5/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/127:11 pmMSN - PDX
1 stop6h 13mFrontier
dom. 10/56:05 amPDX - MSN
1 stop11h 24mFrontier
Deal found 5/12$300
This American Airlines deal was found by Cheapflights users on 5/12. 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.
sáb. 10/185:27 pmMSN - PDX
1 stop7h 25mAmerican Airlines
sáb. 11/2212:17 pmPDX - MSN
1 stop7h 31mAmerican Airlines
Deal found 5/12$334
This United Airlines deal was found by Cheapflights users on 5/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/35:48 pmMSN - PDX
1 stop6h 47mUnited Airlines
lun. 6/910:55 amPDX - MSN
2 stops9h 23mUnited Airlines
Deal found 5/12$341
This Alaska Airlines deal was found by Cheapflights users on 5/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/25:09 amMSN - PDX
1 stop6h 14mAlaska Airlines
sáb. 6/710:30 amPDX - MSN
1 stop8h 02mAlaska Airlines
Deal found 5/12$379
This Sun Country Air deal was found by Cheapflights users on 5/12. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/232:25 pmMSN - PDX
2 stops28h 57mSun Country Air
dom. 10/266:34 pmPDX - MSN
2 stops16h 54mSun Country Air
Deal found 5/12$503

Cheapflights Fare Finder

Customize your flight search to find flights from Madison to Portland 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 mayo 12, 2025.
Use the filters below to find and compare flights from Madison to Portland that are best for you.

Fly from

Madison

Fly to

Portland

Route

Depart

Return

Price

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

mar. 6/3

6:17 pm-11:25 pm

1 stop7h 08m

Portland

sáb. 6/7

11:17 pm-10:05 am

1 stop8h 48m

$289

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

mar. 8/12

7:11 pm-11:24 pm

1 stop6h 13m

Portland

dom. 10/5

6:05 am-7:29 pm

1 stop11h 24m

$300

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

sáb. 10/18

5:27 pm-10:52 pm

1 stop7h 25m

Portland

sáb. 11/22

12:17 pm-9:48 pm

1 stop7h 31m

$334

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

mar. 6/3

5:48 pm-10:35 pm

1 stop6h 47m

Portland

lun. 6/9

10:55 am-10:18 pm

2 stops9h 23m

$341

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

lun. 6/2

5:09 am-9:23 am

1 stop6h 14m

Portland

sáb. 6/7

10:30 am-8:32 pm

1 stop8h 02m

$379

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

jue. 10/23

2:25 pm-5:22 pm

2 stops28h 57m

Portland

dom. 10/26

6:34 pm-1:28 pm

2 stops16h 54m

$503

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

jue. 6/12

7:10 pm-12:19 am

1 stop7h 09m

Portland

dom. 6/15

7:00 am-11:09 pm

2 stops14h 09m

$727

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

jue. 8/14

7:11 pm-12:16 am

1 stop7h 05m

$120

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

vie. 7/4

6:45 am-10:48 am

1 stop6h 03m

$204

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

vie. 7/4

2:54 pm-12:30 am

2 stops11h 36m

$241

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

Showing 1-10 of 11 results
1
2

Compare providers for flights from Madison to Portland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to Portland in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Madison-Portland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Portland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Portland flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Portland flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Portland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Madison to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Madison 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 Madison to Portland

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

Use this chart to determine the optimal time to book a round-trip flight from Madison to Portland. Price data was last updated on May 9, 2025.

To ensure you get the cheapest price possible for a flight from Madison to Portland, you should look to book at least 42 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, November is the cheapest month in which you can book a flight from Madison to Portland (average of $277). Flying from Madison to Portland in March is currently the most expensive (average of $369). 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 MSN to PDX?

Find hourly flight availability from Madison to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated mayo 12, 2025.

One of the essential ways to save on airfare from Madison to Portland is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 56% on airfare.

Rainfall in Portland by month

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

In terms of precipitation, rainfall in Portland ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Portland when rainfall is around 0.7 in.

Temperature in Portland by month

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

If weather is an important factor for your trip to Portland, 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 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated mayo 12, 2025.
See what other customers who have flown with Alaska Airlines, Delta and United Airlines from Madison to Portland have to say. 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
10,000 reviews

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

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
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

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
8,724 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

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
10,000 reviews

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Sun Country Air
6.9
Okay
346 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

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 Madison to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Madison to Portland round-trip?

    Currently priced at $289, Delta will fly you from Madison to Portland and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Frontier and American Airlines - these airlines can fly you to your destination from $300 and $334, respectively. These flights start at 35% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Madison to Portland one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $120. Delta flights start at $204 while deals on United Airlines start at $241 one-way.

  • Can I find deals for flights from Madison to Portland that include hotel bookings?

    Yes. In addition to deals on Madison to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Portland.

  • Can I find deals for business class flights from Madison to Portland?

    Yes. Cheapflights offers flight deals from Madison to Portland 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 Madison to Portland?

    Currently, November is the cheapest month in which you can book a flight from Madison to Portland (average of $277). Flying from Madison to Portland in March is currently the most expensive (average of $369). 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
Seaside
Lincoln City
Beaverton
Clackamas
Vancouver
McMinnville
Lake Oswego
Hillsboro
Gresham
Astoria
Long Beach
Cannon Beach
Tigard
Hood River
Woodburn
Depoe Bay
Pacific City
Stevenson
Troutdale
Wilsonville

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 Madison to Portland

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Portland flights
Minneapolis to Portland flights
O'Hare Intl to Boise flights
Minneapolis to Boise flights
Appleton to Portland flights
Milwaukee to Portland flights
Duluth to Portland flights
Minneapolis to Eugene flights
O'Hare Intl to Eugene flights
Minneapolis to Medford flights
Minneapolis to Redmond flights
O'Hare Intl to Medford flights
O'Hare Intl to Redmond flights
Milwaukee to Eugene flights
Milwaukee to Redmond flights
Milwaukee to Medford flights
O'Hare Intl to North Bend flights
Milwaukee to Boise flights
Madison to Boise flights
Appleton to Boise flights
Madison to Eugene flights
Madison to Redmond flights
Green Bay to Portland flights
Madison to Medford flights
Appleton to Eugene flights
Minneapolis to North Bend flights
Wausau to Portland flights
Rhinelander to Boise flights
O'Hare Intl to Yakima flights
Green Bay to Boise flights
Minneapolis to Yakima flights
Eau Claire to Portland flights
Appleton to Medford flights
Dubuque to Portland flights
Madison to Yakima flights
Minneapolis to Pendleton flights
La Crosse to Portland flights
La Crosse to Redmond flights
Milwaukee to Yakima flights

Top 4 airlines flying from Madison to Portland

Discover the top 4 airlines that operate flights from Madison to Portland. 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 mayo 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$128Average$238FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$258Average$426FlexibilityNo cancel feeOn-time71%
DeltaCheapest$283Average$428FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$296Average$492FlexibilityNo cancel feeOn-time69%

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.