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$278 Cheap Flights from Portland (PDX) to Madison (MSN)

Popular airlines from Portland International Airport (PDX) to Dane County Regional Airport (MSN)

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Cheap Flights from Portland to Madison (PDX-MSN)

Prices were available within the past 7 days and start at $278 for one-way flights and $326 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
American Airlines
Delta
United
United
United
United
United
United
Alaska Airlines

Alternative airports near Madison

Prices were available within the past 7 days. Prices and availability are subject to change.

Find the cheapest month to fly from Portland (PDX) to Madison (MSN)

April is typically the cheapest month to fly

From $288 - $700 per traveler.

What you need to know for your flight from Portland Intl. to Dane County Regional

Portland (PDX) to Madison (MSN) at a glance

Explore a range of options for flights to Madison as you travel from Portland International Airport (PDX) to Dane County Regional Airport (MSN) on this domestic short-haul route. Whether you prefer full-service airlines or budget-friendly carriers, you can compare itineraries to find the best fit for your budget and schedule. Get ready to discover Madison's renowned attractions and neighborhoods while planning your next flight from Portland to Madison.

  • Fastest (typical) flight duration: around 5 hours in-flight, plus roughly 1h 30m layover with one stop
  • Route distance: roughly 1,600 miles (2,570 km)
  • Flights per week: around 12 departures on average
  • Typical fares (one-way): economy tickets often range from $130–$510, depending on seasonality and how far ahead you book

Flights from Portland International Airport (PDX) to Dane County Regional Airport (MSN)

According to the latest traveler bookings, here are the top airlines favored for flights from Portland to Madison, primarily offering one-stop services. Many routes feature popular layovers at O'Hare International Airport (ORD) with around a one-hour connection, Minneapolis-St. Paul International Airport (MSP) with approximately a one hour and 45 minute layover, and Denver International Airport (DEN) with about a two-hour stop. This variety allows you to compare prices, total travel times, and cabin classes to discover the ideal itinerary.

  • United: This full-service airline provides one-stop travel options, with one-way fares generally ranging from $145 to $700. United operates about 41% of departures on this route, featuring an in-flight duration of 5 hours and a total travel time of approximately 6 hours and 30 minutes, including layovers.
  • Delta: As another full-service airline, Delta offers one-stop flights with one-way prices typically between $130 and $620. It accounts for around 31% of departures along this route, boasting a flight time of 5 hours and a total journey time of about 6 hours and 30 minutes, factoring in layovers.
  • American Airlines: This full-service carrier presents one-stop services, with one-way fares typically falling between $130 and $430. American Airlines makes up roughly 24% of departures on this route, with an in-flight time of 5 hours and a total journey time nearing 6 hours and 30 minutes, including layovers.
  • Alaska Airlines: A full-service airline providing one-stop options, Alaska Airlines has one-way fares that usually range from $215 to $440. It represents approximately 2% of departures on this route, with a flying time of 5 hours and a total travel duration of around 6 hours and 30 minutes, including layovers.
  • Frontier Airlines: As a low-cost carrier, Frontier Airlines offers one-stop flights with one-way fares generally ranging from $130 to $220. This airline accounts for about 2% of departures on this route, with an in-flight time of 5 hours and a total journey time of roughly 6 hours and 30 minutes, inclusive of layovers.

Travelers flying from Portland to Madison have the option to upgrade their flight, with United offering first-class service, while Delta provides both first class and premium economy seating.

Best time to fly from Portland (PDX) to Madison (MSN)

The most popular months for travelers flying from Portland to Madison are April, May, and August, when peak temperatures in Madison reach up to 69.8°F in August. If you prefer quieter travel, consider February, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 20.7°F. For better deals, February and August usually offer the lowest average one-way fares around $247. Flight availability peaks in May, with approximately 16 flights per week, making it easier to find convenient departure times.

  • Cheapest time to fly: February and August usually offer good deals with average one-way fares around $247, roughly 17% cheaper than the yearly average.
  • Most flight options: May has the highest number of flights from Portland to Madison, with approximately 16 flights per week, giving you more flexibility in scheduling your trip.
calendar iconMonthtemperature iconTemperaturecrowd level iconDemandflights iconWeekly Flightsprice iconAverage one-way Fare
January18.7°F (-7.4°C)Average10$283
February20.7°F (-6.3°C)Slightly Low9$247
March34.7°F (1.5°C)Average10$363
April45.3°F (7.4°C)Slightly High11$291
May57.9°F (14.4°C)Slightly High16$292
June67.6°F (19.8°C)Average13$353
July71.6°F (22.0°C)Average14$295
August69.8°F (21.0°C)Slightly High15$247
September62.8°F (17.1°C)Average14$275
October50.0°F (10.0°C)Average14$285
November37.0°F (2.8°C)Slightly Low11$312
December26.6°F (-3.0°C)Slightly Low13$336

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

Alternative route from Portland (PDX) to Madison (MSN)

  • Portland to Appleton (PDX-ATW): Located approximately 88 miles from Dane County Regional Airport (MSN), Appleton International Airport (ATW) offers a range of one-way economy fares between $125 and $495, influenced by the season and advance booking. Flights on this route generally include one-stop options, with common layover points at O'Hare International Airport (ORD) and Minneapolis - St. Paul International Airport (MSP). Major airlines operating on this route are United and Delta, with first-class service also available.

How to find the best prices for flights from Portland (PDX) to Madison (MSN)

Getting some of the best deals on flights from Portland to Madison is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually available when booking 2-8 weeks in advance, which aligns with when most travelers make their reservations. Evening departures (6 PM-12 AM) tend to be less expensive, even though morning flights (5 AM-12 PM) are the most popular. Additionally, flying on Friday generally offers lower prices, while Thursday remains the busiest travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.*
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Dane County Regional Airport from Portland International Airport

Madison welcomes travelers from Portland with a range of transport options based on price, convenience, and proximity. Here's how to reach Madison efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Madison, with private rides that can be arranged in advance.
  • Car rental: Renting a car from Dane County Regional Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Dane County Regional Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From Dane County Regional Airport, Madison Station, a train station, is located about 7.2 miles away by car, while Madison Dutch Mill Park and Ride, a bus station, is situated approximately 9.2 miles away by car, providing convenient options for both rail and bus travel.

Frequently asked questions

How much does a flight from Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional) cost?
You can find cheap one-way flights from $278 and cheap return flights from $326 Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional) with Expedia. One-way flights typically cost between $228 and $982, and return flights often range between $414 and $1482. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional)?
The cheapest month to fly from PDX to MSN is December when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional)?
Enter PDX to MSN and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional)?
To find a cheap flight from Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
What is the earliest flight from Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional)?
The earliest flight from Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional) usually leaves at about 12:05 AM local time, operated by American Airlines. This seasonal service allows you to start your journey early, giving you more time to explore Madison upon arrival. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional)?
For flights from Portland (PDX) to Madison (MSN), the most popular departure times are in the early morning, from 6am to 9am. This accounts for around 28% of total traffic. Many major carriers, including United Airlines, American Airlines, and Delta Airlines, offer flights during this window. Many travelers prefer this time because it allows them to maximize their day upon arrival.
How long does it take to fly from Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional)?
Flying nonstop from PDX to MSN takes around 3 hours 30 minutes, with the route covering approximately 1,639 miles. Flights with a layover typically take 4 hours 20 minutes longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional)?
You can fly first class between PDX and MSN. First class cabins are available on:

  • American Airlines
  • United Airlines
  • Delta Air Lines

How do I earn miles on a Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional) flight with Expedia?
It's easy to earn miles on a Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Madison from Portland Intl. (PDX)?
If you're planning to travel to Madison from Portland Intl. (PDX), you can fly into Dane County Regional (MSN) Some flights may connect through major hubs like Denver Intl. (DEN), San Francisco Intl. (SFO), Seattle - Tacoma Intl. (SEA) before reaching Madison. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional) at the last minute?
Typically, booking a last minute flight from Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional) flight and hotel package?
Securing a Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional) Madison Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional)?
If you booked your Portland, OR (PDX-Portland Intl.) to Madison, WI (MSN-Dane County Regional) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Portland Intl.
Destination airport
Dane County Regional
Airlines serving
Alaska Airlines, American Airlines, Delta, United
Roundtrip price
$326
Distance
1638 mi

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*Flight schedules are subject to change.

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