Cheap Flights from Madison to Portland

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Flight deals from Madison to Portland

Looking for a cheap last-minute deal or the best return flight from Madison to Portland? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Madison to Portland

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Madison to Portland flights are currently cheapest in September.

Madison to Portland: Alternative routes

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

Madison to Portland: Flight information

The things to know before you go.
Cheapest flight foundر.ق.‏ 514
Cheapest month to flySeptember

Finding cheap flights from Madison to Portland: Frequently asked questions

The best price we found for a return flight from Madison to Portland is ر.ق.‏ 940. 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 Madison to Portland. But we found flights with one or more stops from ر.ق.‏ 940.
As of August 2025, there are no flights flying from Madison to Portland.
The cheapest month to fly from Madison to Portland is usually September.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Madison Airport to Portland Airport on Thursday, 4 September 2025.
No airlines currently offer direct flights between Madison Airport and Portland 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 Portland 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 Portland is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, United offers the cheapest flight tickets to Portland.

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

  • To ensure you get on your MSN to PWM flight, leave enough time for things like baggage drop and finding your gate. Turning up two hours before international departures and an hour before domestic flights is the general travel rule.

  • You can expect longer lines in popular months such as August. Arriving up to four hours ahead of an international flight and two hours for domestic departures will give you ample time for security and boarding.

  • If you'd like to include a stop along the way, simply deselect 'Direct flights only' when searching for your ticket from Dane County Regional Airport to Portland International Jetport Airport. Here are the top stopovers between MSN and PWM:

    • O'Hare International Airport

    • Ronald Reagan National Airport

    • Detroit Metropolitan Wayne County Airport

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

  • The cheapest price we've found for a one-way Dane County Regional Airport to Portland International Jetport Airport flight is ر.ق.‏ 514. A round-trip fare right now is ر.ق.‏ 940. Depending on the availability and when you book, these fares could change.

  • Don't wait until the last moment. You're more likely to find cheap tickets from MSN to PWM if you book early. Airlines often have some excellent early bird discounts.

  • Finding cheap flights from Dane County Regional Airport to Portland International Jetport Airport is more likely if you're flexible with your trip dates. Use the 'Whole month' tool to see the best prices across the month and score a great deal.

  • Save time searching for cheap flights from MSN to PWM by setting up a Price Alert. You'll get an email or push notification on the app when a special offer becomes available.

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

Handy information about Dane County Regional Airport (MSN)

  • You'll find MSN at 4000 International Lane.

  • Of the flights that depart from Dane County Regional Airport, 77.89% land on schedule at their destination.

  • To get to Dane County Regional Airport from central Madison, it'll take around 20 minutes if you're going by car. Of course, this depends on traffic. It's approximately 14 kilometres from the airport to the city centre.

  • The journey when using public transport usually takes 1 hour 10 minutes.

  • Catching an early flight from Dane County Regional Airport to Portland International Jetport Airport? Avoid rushing to the terminal (and enjoy a little extra shut-eye) by picking one of these stays near MSN:

Arriving at Portland International Jetport Airport (PWM)

Getting from Portland International Jetport Airport (PWM) to central Portland

  • PWM is located at 1001 Westbrook Street.

  • Portland International Jetport Airport to central Portland has a drive time of around 15 minutes. It's approximately 8 kilometres away.

  • It typically takes 40 minutes when travelling by public transport.

When to fly to Portland International Jetport Airport (PWM)

  • August is the most popular month for flights from Dane County Regional Airport to Portland International Jetport Airport. To steer clear of the crowds, head to Portland in March.

  • Book your flight from Dane County Regional Airport to Portland International Jetport Airport for July if you want to visit Portland during its warmest month. You can expect temperatures of between 14ºC and 25ºC.

  • If you like travelling in cooler conditions, search for a cheap ticket from MSN to PWM in January. Temperatures average between -10ºC and 3ºC then.

Explore more of United States

  • You've seen Portland, now it's time to explore more of United States. Journey about 451 kilometres south-west to New York to tick off its top sights. From Statue of Liberty to Central Park and Empire State Building, you'll have a full itinerary ahead.

  • If you want to check out another great destination in United States, head for Boston, about 161 kilometres south-west of Portland. Freedom Trail, Museum of Fine Arts Boston and Boston Tea Party Ships & Museum are key highlights.

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