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249 € Cheap Flights from Portland to Madison

Compare Portland to Madison flight deals

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Flight deals from Portland to Madison

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 279 €. Find the lowest prices on one-way and return tickets right here.
Madison.249 € per passenger.Departing Mon, 10 Aug, returning Thu, 13 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Portland on Mon, 10 Aug, arriving in Madison.Inbound indirect flight with Frontier Airlines, departs from Madison on Thu, 13 Aug, arriving in Portland.Price includes taxes and charges.From 249 €, select.
Madison.271 € per passenger.Departing Wed, 29 Jul, returning Tue, 4 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Portland on Wed, 29 Jul, arriving in Madison.Inbound indirect flight with Frontier Airlines, departs from Madison on Tue, 4 Aug, arriving in Portland.Price includes taxes and charges.From 271 €, select.
Madison.276 € per passenger.Departing Tue, 8 Sep, returning Sat, 19 Sep.Return flight with Delta.Outbound indirect flight with Delta, departs from Portland on Tue, 8 Sep, arriving in Madison.Inbound indirect flight with Delta, departs from Madison on Sat, 19 Sep, arriving in Portland.Price includes taxes and charges.From 276 €, select.
Madison.279 € per passenger.Departing Wed, 22 Jul, returning Wed, 29 Jul.Return flight with United.Outbound indirect flight with United, departs from Portland on Wed, 22 Jul, arriving in Madison.Inbound indirect flight with United, departs from Madison on Wed, 29 Jul, arriving in Portland.Price includes taxes and charges.From 279 €, select.
Madison.279 € per passenger.Departing Sat, 9 Jan, returning Sat, 23 Jan.Return flight with United.Outbound indirect flight with United, departs from Portland on Sat, 9 Jan, arriving in Madison.Inbound indirect flight with United, departs from Madison on Sat, 23 Jan, arriving in Portland.Price includes taxes and charges.From 279 €, select.
Madison.280 € per passenger.Departing Sat, 3 Oct, returning Sat, 10 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from Portland on Sat, 3 Oct, arriving in Madison.Inbound indirect flight with Delta, departs from Madison on Sat, 10 Oct, arriving in Portland.Price includes taxes and charges.From 280 €, select.
Madison.289 € per passenger.Departing Wed, 30 Sep, returning Thu, 8 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from Portland on Wed, 30 Sep, arriving in Madison.Inbound indirect flight with Delta, departs from Madison on Thu, 8 Oct, arriving in Portland.Price includes taxes and charges.From 289 €, select.
Madison.291 € per passenger.Departing Tue, 30 Jun, returning Wed, 15 Jul.Return flight with United.Outbound indirect flight with United, departs from Portland on Tue, 30 Jun, arriving in Madison.Inbound indirect flight with United, departs from Madison on Wed, 15 Jul, arriving in Portland.Price includes taxes and charges.From 291 €, select.
Madison.306 € per passenger.Departing Thu, 29 Oct, returning Thu, 5 Nov.Return flight with Delta.Outbound indirect flight with Delta, departs from Portland on Thu, 29 Oct, arriving in Madison.Inbound indirect flight with Delta, departs from Madison on Thu, 5 Nov, arriving in Portland.Price includes taxes and charges.From 306 €, 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 August.
Jun
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Jul
from 279 €
Aug
from 249 €
Sep
from 276 €
Oct
from 280 €
Nov
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Dec
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Jan
from 279 €
Feb
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Mar
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Apr
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May
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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

9km from central Madison
ClosestCheapest
from 249 €
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Portland to Madison: Flight information

The things to know before you go.
Cheapest flight found249 €
Cheapest month to flyAugust

Finding cheap flights from Portland to Madison: Frequently asked questions

The best price we found for a return flight from Portland to Madison is 249 €. 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 249 €.
As of June 2026, there are no flights flying from Portland to Madison.
The cheapest month to fly from Portland to Madison is usually August.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Portland Airport to Madison Airport on Monday, 10 August 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, Frontier Airlines offers the cheapest flight tickets to Madison.

Travelling from Portland Airport (PDX) to Madison Airport (MSN): what you need to know

  • The average duration of a direct flight from Portland Airport to Madison Airport is 3 hours 35 minutes.

  • Arrive at the airport on time so you don't miss your PDX to MSN flight. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid the stress of rushing.

  • During popular months like July, it's a good idea to get to the airport earlier than normal. Arrive two hours before domestic departures and four hours ahead for international flights whenever you're flying during a peak period in general.

  • Delta is your ticket to exploring Madison (and maybe even some other exciting corners of the United States!). Check out the direct flights from Portland Airport to Madison Airport offered by this airline.

  • The airline that passengers book most often on this route is Delta.

  • If you'd like to include a stop along the way, just deselect 'Direct flights only' when searching for your ticket from Portland Airport to Madison Airport. These are the most popular stopovers between PDX and MSN:

    • Chicago O'Hare International Airport

    • Denver International Airport

    • Detroit Wayne County Airport

How to find the cheapest flights from Portland Airport (PDX) to Madison Airport (MSN)

  • 125 € is currently the lowest price for a one-way Portland Airport to Madison Airport flight. A return flight starts at 249 €. These prices can change depending on availability and demand.

  • To pick up cheap tickets from PDX to MSN, book your journey two months before your departure.

  • The cheapest month for flights from Portland Airport to Madison Airport is July. Use the 'Whole month' tool to see the lowest prices if you have a flexible schedule.

  • Cut down on the time spent looking for cheap flights from PDX to MSN by setting up a Price Alert. You'll get an email or notification through the app when a new discounted fare appears.

  • Tailor your flights using filters. Pick your preferred arrival and departure times, total journey duration and airlines. You can also sort the results by 'Fastest,' 'Cheapest' or 'Best' flights from Portland Airport to Madison Airport.

Handy information about Portland Airport (PDX)

  • PDX is located at 7000 NE Airport Way.

  • Portland Airport earns top marks for on-time performance. 83% of flights that depart PDX land on time.

  • Portland Airport is around 19 kilometres from central Portland. If you're catching a taxi, ride-sharing or driving from the centre, it'll take 20 minutes or so to arrive, depending on the traffic.

  • The journey on public transport takes roughly 40 minutes.

  • Get your travels off to a leisurely start by staying near PDX. Whether you have an early flight from Portland Airport to Madison Airport or just don't want to be rushed, these hotels are perfect:

Arriving at Madison Airport (MSN)

When to fly to Madison Airport (MSN)

  • It's time to pick your dates for your flight from Portland Airport to Madison Airport. August is the most popular month to head to Madison. If you like a more laid-back vibe, go in March.

  • The warmest month in Madison is July, with the temperature ranging between 13ºC (55ºF) and 29ºC (84ºF). Book your flights from Portland Airport to Madison Airport in this month if this is the kind of weather you like.

  • Search for cheap tickets from PDX to MSN in January if you like travelling in cooler conditions. Temperatures are at their lowest then, ranging between -18ºC (0ºF) and 0ºC (32ºF) on average.

Explore more of the United States

  • You've visited Madison, now it's time to explore other corners of the United States. Journey about 193 kilometres south-east to Chicago to check off its top sights. From Millennium Park to Art Institute of Chicago and Willis Tower, there's plenty to keep you on the go.

  • If there's time to check out another side of the United States, head for Indianapolis, roughly 451 kilometres south-east of Madison. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are the start of reasons to visit.

Plan the rest of your trip from Portland to Madison

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.