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

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Flight deals from Portland Airport to Madison Airport

Looking for a cheap last-minute deal or the best return flight from Portland Airport to Madison Airport? If you want to travel next month, return fares start from £277. Find the lowest prices on one-way and return tickets right here.
Madison.£276 per passenger.Departing Fri, 5 Jun, returning Wed, 10 Jun.Return flight with United.Outbound indirect flight with United, departs from Portland on Fri, 5 Jun, arriving in Madison.Inbound indirect flight with United, departs from Madison on Wed, 10 Jun, arriving in Portland.Price includes taxes and charges.From £276, select.
Madison.£277 per passenger.Departing Thu, 6 Aug, returning Mon, 10 Aug.Return flight with United.Outbound indirect flight with United, departs from Portland on Thu, 6 Aug, arriving in Madison.Inbound indirect flight with United, departs from Madison on Mon, 10 Aug, arriving in Portland.Price includes taxes and charges.From £277, select.
Madison.£277 per passenger.Departing Fri, 17 Apr, returning Tue, 21 Apr.Return flight with United.Outbound indirect flight with United, departs from Portland on Fri, 17 Apr, arriving in Madison.Inbound indirect flight with United, departs from Madison on Tue, 21 Apr, arriving in Portland.Price includes taxes and charges.From £277, select.
Madison.£335 per passenger.Departing Thu, 21 May, returning Mon, 25 May.Return flight with United.Outbound indirect flight with United, departs from Portland on Thu, 21 May, arriving in Madison.Inbound indirect flight with United, departs from Madison on Mon, 25 May, arriving in Portland.Price includes taxes and charges.From £335, select.
Madison.£495 per passenger.Departing Mon, 30 Mar, returning Thu, 2 Apr.Return flight with Frontier Airlines and Sun Country Airlines.Outbound indirect flight with Frontier Airlines, departs from Portland on Mon, 30 Mar, arriving in Madison.Inbound indirect flight with Sun Country Airlines, departs from Madison on Thu, 2 Apr, arriving in Portland.Price includes taxes and charges.From £495, select.
Madison.£879 per passenger.Departing Tue, 24 Mar, returning Fri, 27 Mar.Return flight with Delta.Outbound indirect flight with Delta, departs from Portland on Tue, 24 Mar, arriving in Madison.Inbound indirect flight with Delta, departs from Madison on Fri, 27 Mar, arriving in Portland.Price includes taxes and charges.From £879, select.

Find the cheapest month to fly from Portland to Madison

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Portland to Madison flights are currently cheapest in June.
Mar
from £879
Apr
from £277
May
from £335
Jun
from £276
Jul
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Aug
from £277
Sep
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Oct
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Nov
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Dec
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Jan
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Feb
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Portland to Madison: Alternative routes

Compare routes from Portland to Madison below. You may find an airport to fly into that's cheaper, faster, or easier than Madison.

Madison

6 miles from central Madison
ClosestCheapest
from £276
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Portland to Madison: Flight information

The things to know before you go.
Cheapest flight found£276
Cheapest month to flyJune

Finding cheap flights from Portland to Madison: Frequently asked questions

The best price we found for a return flight from Portland to Madison is £276. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Portland to Madison. But we found flights with one or more stops from £276.
As of March 2026, there are no flights flying from Portland to Madison.
The cheapest month to fly from Portland to Madison is usually June.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Portland Airport to Madison Airport on Friday, 5 June 2026.
No airlines currently offer direct flights between Portland Airport and Madison Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Madison but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Madison is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, United offers the cheapest flight tickets to Madison.

Travelling from Portland International Airport (PDX) to Dane County Regional Airport (MSN): what you need to know

  • Your PDX to MSN flight won't wait if you're running late, so get to the airport on time. Arrive up to one hour in advance for domestic flights and two hours ahead when you're travelling internationally.

  • Travelling during a peak time like July? Major public holidays and other popular periods can result in longer queues at airport checkpoints. Be extra cautious and get there up to four hours ahead of an international flight and two hours before a domestic departure.

  • If you want to split up your journey, simply deselect 'Direct flights only' when searching for your ticket from Portland International Airport to Dane County Regional Airport. Here are the most popular stopovers between PDX and MSN:

    • Denver International Airport

    • O'Hare International Airport

    • Salt Lake City International Airport

How to find the cheapest flights from Portland International Airport (PDX) to Dane County Regional Airport (MSN)

  • Currently, £163 is the lowest price we've found for a one-way Portland International Airport to Dane County Regional Airport flight. The best price for a return ticket is £276. Bear in mind that fares may change due to demand at the time of booking.

  • Don't leave everything to the last minute. You're more likely to find cheap tickets from PDX to MSN if you book in advance. Airlines often offer some great early bird discounts.

  • Getting cheap flights from Portland International Airport to Dane County Regional Airport is more likely if you're flexible with your trip dates. Use the 'Whole month' search function to see the best prices throughout the month and snap up a great deal.

  • Finding cheap flights from PDX to MSN is easy with Price Alerts. Simply set up one of these automatic alerts and we'll notify you when there's a better deal.

  • Choose your ideal arrival and departure times, number of stops and airlines with the filters. Or sort your results by 'Cheapest' to see the best deals on flights from Portland International Airport to Dane County Regional Airport.

Handy information about Portland International Airport (PDX)

  • You'll find PDX at 7000 NE Airport Way.

  • 83.65% of flights departing from Portland International Airport reach their destination on schedule. Given its strong on-time stats, delays are unlikely when flying out of PDX.

  • To reach Portland International Airport from central Portland, it takes about 20 minutes by car. This depends on traffic though. It's approximately 12 miles from the airport to the city centre.

  • You can expect a trip time of around 45 minutes when using public transport.

  • Looking for a handy hotel near PDX? If you're boarding an early flight from Portland International Airport to Dane County Regional Airport, these accommodation options will have you moments from your check-in counter:

Arriving at Dane County Regional Airport (MSN)

  • If you're getting in on a late Portland International Airport to Dane County Regional Airport flight, nothing beats the convenience of staying close to the terminal. Grab your luggage from the carousel and then be showered and relaxing shortly after at one of these options near MSN:

  • Go wherever you want, whenever you want with a Dane County Regional Airport rental car. Book your wheels from Hertz, Alamo or Enterprise and find adventure across Madison and beyond.

  • Lock in the best possible rate by booking your vehicle from Dane County Regional Airport around two weeks in advance of your trip.

Getting from Dane County Regional Airport (MSN) to central Madison

  • The street address for MSN is 4000 International Lane.

  • Dane County Regional Airport is approximately 9 miles from central Madison. The drive time takes around 20 minutes.

  • It typically takes 1 hour 10 minutes if you're using public transport.

When to fly to Dane County Regional Airport (MSN)

  • It's time to plan your dates for your flight from Portland International Airport to Dane County Regional Airport. August is the most popular month to visit Madison. If you're after a quieter vibe, go in January.

  • Lock in your flight from Portland International Airport to Dane County Regional Airport for July if you'd like to go to Madison during its warmest month. You can expect temperatures of between 13ºC (55ºF) and 29ºC (84ºF).

  • January has average temperatures of between -18ºC (0ºF) and 0ºC (32ºF). Look for cheap tickets from PDX to MSN around that time if you want to travel in cooler conditions.

Explore more of United States

  • Madison has loads to offer, but there are so many other corners of United States waiting to be discovered. Around 120 miles south-east of Madison, a trip to Chicago will fill your itinerary to the brim. Start with leading sights like Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier.

  • Around 280 miles south-east of Madison, Indianapolis is another essential stop in United States. Start your sightseeing at The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Plan the rest of your trip from Portland to Madison

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.