Cheap flights from Madison to Portland

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Compare Madison to Portland flight deals

Find the cheapest month or even day of the year to fly to Portland

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Flight deals from Madison to Portland

Looking for a cheap last-minute deal or the best round-trip flight from Madison Airport to Portland Airport? If you want to travel next month, round-trip fares start from $373. Find the lowest prices on one-way and round-trip tickets right here.

Portland.$368 per passenger.Departing Sat, Dec 5, returning Sat, Dec 12.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Madison on Sat, Dec 5, arriving in Portland.Inbound indirect flight with Delta, departing from Portland on Sat, Dec 12, arriving in Madison.Price includes taxes and charges.From $368, select.

Portland.$369 per passenger.Departing Tue, Mar 23, returning Tue, Mar 30.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Madison on Tue, Mar 23, arriving in Portland.Inbound indirect flight with Delta, departing from Portland on Tue, Mar 30, arriving in Madison.Price includes taxes and charges.From $369, select.

Portland.$370 per passenger.Departing Tue, Jan 5, returning Wed, Jan 20.Round-trip flight with United.Outbound indirect flight with United, departing from Madison on Tue, Jan 5, arriving in Portland.Inbound indirect flight with United, departing from Portland on Wed, Jan 20, arriving in Madison.Price includes taxes and charges.From $370, select.

Portland.$372 per passenger.Departing Thu, Apr 8, returning Tue, Apr 13.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Madison on Thu, Apr 8, arriving in Portland.Inbound indirect flight with Delta, departing from Portland on Tue, Apr 13, arriving in Madison.Price includes taxes and charges.From $372, select.

Portland.$373 per passenger.Departing Thu, Nov 12, returning Sat, Nov 14.Round-trip flight with United.Outbound indirect flight with United, departing from Madison on Thu, Nov 12, arriving in Portland.Inbound indirect flight with United, departing from Portland on Sat, Nov 14, arriving in Madison.Price includes taxes and charges.From $373, select.

Portland.$418 per passenger.Departing Thu, May 20, returning Mon, May 24.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Madison on Thu, May 20, arriving in Portland.Inbound indirect flight with Delta, departing from Portland on Mon, May 24, arriving in Madison.Price includes taxes and charges.From $418, select.

Portland.$462 per passenger.Departing Wed, Oct 28, returning Tue, Nov 3.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Madison on Wed, Oct 28, arriving in Portland.Inbound indirect flight with Delta, departing from Portland on Tue, Nov 3, arriving in Madison.Price includes taxes and charges.From $462, select.

Portland.$495 per passenger.Departing Wed, Dec 30, returning Tue, Jan 12.Round-trip flight with United.Outbound indirect flight with United, departing from Madison on Wed, Dec 30, arriving in Portland.Inbound indirect flight with United, departing from Portland on Tue, Jan 12, arriving in Madison.Price includes taxes and charges.From $495, select.

Portland.$642 per passenger.Departing Sun, Jun 6, returning Thu, Jun 10.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Madison on Sun, Jun 6, arriving in Portland.Inbound indirect flight with Delta, departing from Portland on Thu, Jun 10, arriving in Madison.Price includes taxes and charges.From $642, select.

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 December.

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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.

Portland

10km from central Portland

ClosestCheapest

from $368

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Madison to Portland: Flight information

The things to know before you go.

Cheapest flight found	$368
Cheapest month to fly	December

Finding cheap flights from Madison to Portland: Frequently asked questions

How much are round-trip flights from Madison to Portland?

The best price we found for a round-trip flight from Madison to Portland is $368. 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.

Which airlines fly direct from Madison to Portland?

Currently, there are no airlines that fly direct from Madison to Portland. But we found flights with one or more stops from $368.

How many flights are there a week from Madison to Portland?

There are no flights flying from Madison to Portland, as of October 2026.

When is the cheapest time to fly from Madison to Portland?

The cheapest month to fly from Madison to Portland is usually December.

Which upcoming date is cheapest to fly from Madison Airport to Portland Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Madison Airport to Portland Airport on Saturday, December 5, 2026.

Can I get a direct flight from Madison Airport to Portland Airport?

No airlines currently offer direct flights between Madison Airport and Portland Airport. Most routes have one or more stops.

How can I find the best flight deal to Portland?

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.

When is the best time to book flights to Portland?

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.

Which is the cheapest airline to fly with from Madison Airport to Portland?

Currently, Delta offers the cheapest flight tickets to Portland.

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

Hop on a direct flight from Madison Airport to Portland Airport and you'll be in the air for an average of 4 hours 5 minutes.
The timezone in Portland is UTC-8, which is two hours behind Madison.
Leave plenty of time to catch your MSN to PDX flight. A good rule of thumb is to arrive at least two hours before international departures and an hour ahead for domestic flights.
Be prepared for longer queues in popular months like August. Arriving up to four hours in advance for an international flight and two hours for a domestic departure is a good idea.
Delta is your ticket to exploring Portland (and maybe even some other exciting corners of the United States!). Browse the direct flights from Madison Airport to Portland Airport offered by this popular airline.
The airline most travelers prefer to fly with on this route is Delta.
If you'd like to explore another city along the way, just deselect 'Direct flights only' when searching for your ticket from Madison Airport to Portland Airport. These are the top stopovers between MSN and PDX:
- Denver International Airport
- Minneapolis St Paul Airport
- Salt Lake City Airport

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

$225 is the lowest price for a one-way Madison Airport to Portland Airport flight. A return flight starts from $368. These prices may change depending on demand and availability.
It's often best to book ahead of time if you want to find cheap tickets from MSN to PDX. That's because airlines adjust prices based on demand, which tends to increase closer to the date of departure.
Plan your trip for May. That's the cheapest month for flights from Madison Airport to Portland Airport. If you have flexibility with your dates, use the 'Whole month' tool to find the lowest airfare across every month.
Never miss a deal on cheap flights from MSN to PDX by setting up a Price Alert. You'll get an email or notification through the app when fares go down.
Tailor your trip with filters. Pick your ideal arrival and departure times, total journey duration and airlines. You can also sort your results by 'Fastest,' 'Cheapest' or 'Best' flights from Madison Airport to Portland Airport.

Handy information about Madison Airport (MSN)

The address for MSN is 4000 International Lane.
Of the departures from Madison Airport, 75% land on schedule at their destination.
Madison Airport is around 13 kilometers from central Madison. If you're driving, catching a cab or ride-sharing from the center, it'll take you 20 minutes or so to arrive, depending on the traffic.
Expect a journey time of around 40 minutes when using public transport.
Get your trip off to a hassle-free start by staying near MSN. Whether you've booked an early flight from Madison Airport to Portland Airport or just don't want to be rushed, these hotels are perfect:

Arriving at Portland Airport (PDX)

The last thing you want is a lengthy journey to your hotel if you're getting in late on a Madison Airport to Portland Airport flight. Reserve one of these accommodation options near PDX instead:
Begin your adventure by picking up a Portland Airport rental car. Grab a set of wheels from Thrifty, Budget or Hertz to explore Portland and beyond.
To get the lowest price, reserve your vehicle from Portland Airport around one week before you travel.

Getting from Portland Airport (PDX) to central Portland

The address for PDX is 7000 NE Airport Way.
From Portland Airport, Portland is approximately 19 kilometers away. It takes around 20 minutes to reach the center driving.
Getting there by public transport will take you roughly 40 minutes.

When to fly to Portland Airport (PDX)

It's time to pick your travel dates for your flight from Madison Airport to Portland Airport. July is the busiest month to visit Portland. If you'd like a quieter vibe, go in March.
Lock in your flight from Madison Airport to Portland Airport for August if you want to explore Portland during its warmest month. Expect temperatures of between 12ºC (54ºF) and 31ºC (88ºF).
If you like traveling in cooler conditions, search for a cheap ticket from MSN to PDX in January. Temperatures average between -2ºC (28ºF) and 10ºC (50ºF) then.

Explore more of the United States

Seattle is just one of the many places in the United States waiting to be explored after you've seen Portland. Around 241 kilometers away to the north, popular attractions include Space Needle, Pike Place Market and Seattle Skyline.
Around 467 kilometers north-east of Portland, Spokane is another favorite stop in the United States. Start your sightseeing at Riverside State Park, Spokane Falls (Upper Falls) and Cathedral of Our Lady of Lourdes.