MSN - PDX

$75 Find Cheap Flights from Madison to Portland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Portland departing on 11/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Portland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Portland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Portland, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$257
Overall average: $460
Frontier
Thu 11/13Sun 11/16
MSN - PDX • 1 stop
Cheapest one-way
$75
Typical prices: $243-$312
Frontier
Mon 11/17
MSN - PDX • 1 stop
Top airlines
Frontier
Cheapest • from $257 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 15% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 13% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Portland!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Madison to Portland (MSN-PDX)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to Portland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Madison to Portland

Thu, Nov 13 - Sun, Nov 16
Frontier Logo
8:00 pm - 11:56 amMSN-PDX
17h 56m1 stop
Frontier Logo
3:26 pm - 7:15 pmPDX-MSN
25h 49m1 stop
$257Frontier
Find Deal
Fri, Nov 14 - Sun, Nov 16
Frontier Logo
8:00 pm - 11:56 amMSN-PDX
17h 56m1 stop
Frontier Logo
3:26 pm - 7:15 pmPDX-MSN
25h 49m1 stop
$263Frontier
Find Deal
Wed, Feb 18 - Sat, Feb 21
Delta Logo
10:55 am - 4:51 pmMSN-PDX
7h 56m1 stop
Delta Logo
6:15 am - 1:55 pmPDX-MSN
5h 40m1 stop
$289Delta
Find Deal
Fri, Mar 13 - Tue, Mar 17
United Airlines Logo
2:40 pm - 10:38 pmMSN-PDX
9h 58m2 stops
United Airlines Logo
5:15 am - 2:30 pmPDX-MSN
7h 15m1 stop
$294United Airlines
Find Deal
Mon, Nov 17 - Sun, Nov 23
Delta Logo
6:00 am - 12:48 pmMSN-PDX
8h 48m1 stop
Delta Logo
12:35 am - 10:11 amPDX-MSN
7h 36m1 stop
$324Delta
Find Deal
Thu, Nov 13 - Mon, Nov 17
American Airlines Logo
6:00 am - 12:57 pmMSN-PDX
8h 57m1 stop
American Airlines Logo
11:59 pm - 10:30 amPDX-MSN
8h 31m1 stop
$339American Airlines
Find Deal
Tue, Dec 2 - Thu, Dec 11
United Airlines Logo
3:59 pm - 10:17 pmMSN-PDX
8h 18m1 stop
United Airlines Logo
7:00 am - 2:54 pmPDX-MSN
5h 54m1 stop
$346United Airlines
Find Deal
Fri, Nov 14 - Sat, Nov 15
American Airlines Logo
3:10 pm - 11:26 pmMSN-PDX
10h 16m1 stop
American Airlines Logo
7:40 am - 4:58 pmPDX-MSN
7h 18m1 stop
$359American Airlines
Find Deal
Thu, Nov 13 - Sun, Nov 16
Multiple Airlines Logo
2:40 pm - 9:18 amMSN-PDX
20h 38m1 stop
Multiple Airlines Logo
7:57 pm - 7:15 pmPDX-MSN
21h 18m2 stops
$370Multiple Airlines
Find Deal
Thu, Nov 13 - Mon, Nov 17
Multiple Airlines Logo
2:40 pm - 9:18 amMSN-PDX
20h 38m1 stop
Multiple Airlines Logo
3:26 pm - 9:08 amPDX-MSN
39h 42m2 stops
$376Multiple Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Madison to Portland flights

Get data-powered insights and trends into flights from Madison to Portland to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Madison to Portland?

The average price of all round-trip flights from Madison to Portland clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Madison to Portland, look for departures on Fridays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Portland, Tuesday is the cheapest day to fly and Friday is the most expensive.

What is the cheapest month to fly from Madison to Portland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Madison to Portland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Madison to Portland is September, where tickets cost $378 (return) on average. On the other hand, the most expensive months are June and December, where the average cost of round-trip tickets is $488 and $465 respectively.

Can I save money by flying with a layover from Madison to Portland?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $388, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Madison to Portland?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Madison to Portland, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Madison to Portland, you should book around 3 weeks before departure, which saves you about 15% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$75
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Madison to Portland

When to book flights from Madison to Portland

Are your dates flexible? Find out the best times to travel from Madison to Portland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Madison to Portland

  • Which facilities for business travelers are available at Dane County Regional Airport?

    Business passengers who would like to finish any last-minute tasks before heading to Portland can do so at the Airport Administration Office opposite Gate 8. The facility features fax and copy machines as well as charging stations. Two training rooms and a conference facility for rent are available on the airport’s ground floor.

  • Are there hotels at or near Portland Airport that offer shuttle services?

    If you caught a red-eye flight from Madison to Portland, consider booking a stay at the Sheraton Portland Airport hotel, conveniently nestled at the heart of Portland International Airport. In addition to shuttle services to various destinations, this standard hotel brings home comforts to your doorstep. Alternatively, the County Inn and Suites by Radisson hotel is close to PDX and features complimentary airports.

  • What facilities for families traveling with children are offered at Portland International Airport (PDX)?

    PDX understands that air travel could be a nightmare if you are traveling with young children. Therefore, the airport provides kid-friendly diversions like the play area at the D/E security checkpoint. The play area is stocked with toys like two slides, three Lego tables, a creative space, and climbing stairs. Alternatively, another aviation-themed play area is housed in Concourse C.

  • Where can I park my car at Dane County Regional Airport (MSN)?

    You are in luck if you are heading to Dane County Regional Airport with your car. The airline hub has wealthy parking options, from long-term to short-term and free parking. The airport's Economy Lot is roughly 10min on foot from the passenger terminal and is the cheapest. You can also park your car at the Surface Lot or Parking Ramp. All MSN parking garages accept card or credit payments.

  • What is the cheapest flight from Madison to Portland?

    In the last 3 days, the lowest price for a flight from Madison to Portland was $75 for a one-way ticket and $257 for a round-trip.

  • Do I need a passport to fly between Madison and Portland?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Madison to Portland?

    When flying out of Madison you will be using Madison Truax Field. You will be landing at Portland, also known as Portland.

  • Which airlines offer Wi-Fi service onboard planes from Madison to Portland?

    Only Delta offers inflight Wi-Fi service on the Madison to Portland flight route.

  • Which aircraft models fly most regularly from Madison to Portland?

    The Airbus A320-100/200 is the aircraft model that flies most regularly on the Madison to Portland flight route.

  • Which airline alliances offer flights from Madison to Portland?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Madison and Portland, with SkyTeam being the most commonly used for this route.

  • What is the most popular layover when flying to Portland from Madison?

    Chicago is the most popular layover city among KAYAK users traveling from Madison to Portland.

  • Which is the best airline for flights from Madison to Portland, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Madison to Portland are Delta and United Airlines. With an average price for the route of $418 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $456 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Madison to Portland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Madison to Portland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Madison to Portland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Madison is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Madison to Portland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Portland with an airline and back to Madison with another airline. Booking your flights between Madison and PDX can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Madison to Portland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Portland from Madison up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Madison to Portland

  • If you need some alone time away from airport chaos, consider retreating to the lounges at Portland International Airport (PDX). The airport boasts three airline lounges on Concourses C, D, and E. Admission to two of these is readily available on paid entry, while the third is only available to eligible passengers.
  • Passengers alighting at PDX from their Madison to Portland flight can unwork their neck kinks at the Dragontree Spa in PDX. In addition to budget-friendly foot treatments, body massages, and chair massages, the facility offers customers locally made organic skincare hampers.
  • Portland International Airport takes care of all special needs passengers arriving at the airport with its accessible services. In addition to all-user lavatories situated close to gates D5, E8, C5, and B6, the airport features lift-enabled shuttles, TTY telephones, and visual paging services. Furthermore, those with invisible disabilities are catered to with the Hidden Disabilities Sunflower Lanyard program.
  • Are you an art fanatic? Art lovers utilizing the Dane County Regional Airport (MSN) will meet up with various exhibitions by Robert Cottingham at the Art Court nestled between Doors 3 and 4, close to the airline ticket counters.
  • One-stop flights from Madison to Portland are eco-friendlier and cost-friendlier than direct flights. Approximately 1,575 kg of carbon is released per person on this route. Passengers who want to fly more sustainably may book flights with United Airlines and Delta Airlines. They emit 35% and 34% less carbon, respectively.

Reviews of the top 4 airlines serving from Madison to Portland

 
See real verified KAYAK customer reviews for airlines flying from Madison to Portland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Madison to Portland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 7992 reviews
8.2Boarding
7.9Comfort
8.5Crew
7.3Food
7.9Entertainment
Airline reviews

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

8.0 ExcellentJulie, Oct 2025LAX - SFO
Read more Delta reviews

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

The person I bought the ticket for didn’t make the flight.

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

The flight attendants were great, I joked with one I can’t remember her name, a blond, really sweet. I thought it was run well very professional. This was great i survived Spirit, I know for which I speak.

During booking, I kept trying submitting my payment from the Mexican website and it didn't work. After I had the idea to change it to the Canadian website, it worked but I had to be charged the equivalent of 50 CAD more. I received the clear instruction that I would only be able to check-in at the airport and that it was impossible to select a seat 24 hours before departure, that I had to pay 144 CAD to do so, although not only was I able to check-in 24 hours before departure, but I could have selected my seats for free then. All in all, I almost threw $200 out the window due to misleading information. Besides, the app kept crashing, the information to get to the gate on the app was inaccurate, my gate was switched and I was only informed once in the air (luckily I had noticed the departure pannel), I was not addressed in my language beforehand and even if I tried I was immediately answered in English (which meant the crew understood but didn't want to answer accordingly), there was only one snack & beverage service on my medium haul flight and no beverage service on my short haul flight. To be fair, the planes were comfortable, the crew apart from the language issue was helpful, dynamic and engaging, the plane was clean and the directions were clear and direct. United has a lot of potential to be one of my favourite airlines, but the devil is in the details and a lot of them missed the target.

Flight was timely, relatively comfortable, with decent entertainment and food served. Only problem encountered was with the free messaging which I highly appreciate, but it did not work from iphone to non-iphones.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The only thing to like was that we eventually got to our destination

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

Boarding was on time and plane departed as scheduled. There are obviously no amenities (food, drink, entertainment) on Frontier, but there also didn't seem to be any issues with luggage space either.

Inbound plane was on time and flight departed on time with no issues while boarding.

I knew going into this that Frontier, being a low cost carrier, would be pretty bare bones and charge for most extras but this was made up for by the fact that the airplane was a reasonably new Airbus, every employee was great and best of all, Everett Washington is an amazing airport - thanks Frontier for flying there!!!

i was unable to check in the flight. refund requested

It was well done. It was my first time flying with them and I was nervous b/c I have heard of many cancelled and/or delray flights. Everything went smoothly.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

Everything you need to know for your flight from Madison to Portland

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