MSN - PDX

$109 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 8/12. 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

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Booking Insights
Flights 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, Sep 4 - Mon, Sep 8
Frontier Logo
7:59 pm - 12:12 amMSN-PDX
6h 13m1 stop
Frontier Logo
6:05 am - 7:14 pmPDX-MSN
11h 09m1 stop
$258Frontier
Find Deal
Fri, Oct 24 - Sun, Oct 26
Frontier Logo
7:56 pm - 12:16 amMSN-PDX
6h 20m1 stop
Frontier Logo
6:05 am - 6:56 pmPDX-MSN
10h 51m1 stop
$259Frontier
Find Deal
Fri, Oct 24 - Sun, Oct 26
Delta Logo
11:40 am - 1:46 pmMSN-PDX
4h 06mnonstop
Delta Logo
1:10 pm - 6:44 pmPDX-MSN
3h 34mnonstop
$269Delta
Find Deal
Fri, Oct 24 - Tue, Oct 28
Delta Logo
11:40 am - 1:46 pmMSN-PDX
4h 06mnonstop
Delta Logo
10:10 pm - 10:34 amPDX-MSN
10h 24m1 stop
$279Delta
Find Deal
Thu, Sep 18 - Mon, Sep 22
Frontier Logo
7:59 pm - 12:12 amMSN-PDX
6h 13m1 stop
Frontier Logo
6:05 am - 7:14 pmPDX-MSN
11h 09m1 stop
$288Frontier
Find Deal
Tue, Oct 21 - Fri, Oct 24
Delta Logo
6:00 am - 12:41 pmMSN-PDX
8h 41m1 stop
Delta Logo
12:50 am - 10:18 amPDX-MSN
7h 28m1 stop
$289Delta
Find Deal
Thu, Sep 4 - Sat, Sep 13
United Airlines Logo
5:43 pm - 10:25 pmMSN-PDX
6h 42m1 stop
United Airlines Logo
10:55 am - 10:23 pmPDX-MSN
9h 28m2 stops
$294United Airlines
Find Deal
Sat, Oct 25 - Tue, Oct 28
United Airlines Logo
6:30 am - 1:03 pmMSN-PDX
8h 33m2 stops
United Airlines Logo
5:00 am - 2:54 pmPDX-MSN
7h 54m2 stops
$319United Airlines
Find Deal
Sat, Oct 18 - Sat, Nov 22
American Airlines Logo
5:46 pm - 11:29 pmMSN-PDX
7h 43m1 stop
American Airlines Logo
11:40 am - 9:10 pmPDX-MSN
7h 30m1 stop
$339American Airlines
Find Deal
Thu, Oct 23 - Wed, Oct 29
American Airlines Logo
5:27 pm - 11:08 pmMSN-PDX
7h 41m1 stop
American Airlines Logo
2:05 pm - 11:29 pmPDX-MSN
7h 24m1 stop
$379American 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 Tuesdays 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 December and June, where the average cost of round-trip tickets is $540 and $498 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$109
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 14% 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 $109 for a one-way ticket and $258 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 Boeing 737-800 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 oneworld 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 $420 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $465 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.
8.0
DeltaOverall score based on 7981 reviews
7.9Entertainment
8.2Boarding
7.9Comfort
7.3Food
8.5Crew
Airline reviews

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

2.0 MediocreGim, Jul 2025BGM - DTW
Read more Delta reviews

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Terrible. Delayed 7 hours, and cancelled the flight, leaving me stranded and out of pocket $500 for an alternative last minute flight

Was on time until within 1 hour of flight-how does that happen? Staff very friendly.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Our flight was understandably diverted to a small regional airport in Laramie, Wyoming due to weather conditions, which I fully recognize and appreciate. However, the low rating stems from the experience that followed: passengers remained on board for over an hour without the option to deplane and stretch, despite the aircraft being stationary. Although the pilot opened the cabin door, only he was permitted to exit. Meanwhile, passengers grew increasingly uncomfortable as warm summer air entered the cabin through the open door, and being in the second row meant we were impacted immediately. While the flight attendants made efforts to keep everyone at ease, I believe allowing passengers to deplane briefly, given the extended delay, would have significantly improved the overall experience.

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.

United sent me a mileage plus number last year but that number is invalid so I can’t use it to check into flights or collect mileage. There is human to speak about the problem, only computers who keep asking me if I am using the correct email. It’s so frustrating and I cannot resolve it.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

Not a great experience. We paid for the upgrade for premium economy seats and seated ourselves in very comfortable seats. Someone came along with the same seat on their boarding pass. The aircraft had been changed and as a result we were booted out and sent further back to small uncomfortable seats. After complaining we were moved to emergency row seats, which gave us more leg room but the seats don’t recline. For people in our 70’s we found having to sit upright from California to NJ very uncomfortable. Not sure why they chose to move senior citizens instead of the two people that were allowed to take the more comfortable seats. Not happy.

I liked the choice of lemon ginger tea. I think stewardesses can be more considerate of older people needs.

We had to turn around and head back to Manchester. Problem with a plane engine.

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

Very poor delay in dfw was really bad n long

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

Severe turbulence. Captain never came on to reassure passengers after things settled down.

My first flight was delayed 5 hours. The 2nd flight was canceled til the next day and the never even tried to compensate for it. Worse I was delayed again on the flight the rebooked me on.

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

Decent clean onboard experience. Okay discount airline experience. Unfortunately, any customer service interactions are difficult and unhelpful. There is no service. Also, a premium seat only gets you premium boarding if you line up first. Once they start general boarding you must go to the back of the line. Not very premium

baggage clamed had to wait over a hour and half for all people on my flight it was terrible

The ticketing agents were rude but then we had a great gate agent very nice we had to ride a buss out to where the plane was parked but it was in some back corner of the airport when we got to the plane the captain who was great btw was cleaning the plane because the same rude ticketing agent told them they we not contracted to vacuum the plane. The ride to las Vegas was fine We had a connecting flight to Dallas. The flight was fine but when we arrived in Dallas everyone who flew on any frontier airlines the picked up bags from baggage claim D15 had to wait over a hour for their bags to start we arrived at 11:30pm ish to the gate we didn't leave the baggage clamed till 12:50 am very not happy and i used to fly frontier 4 times a week for work in Denver i will not be using them again

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

Frontier Airlines was AWFUL. I was an hour early for my flight and the lady refused to check me in. I had to purchase a whole new ticket with a different airline.

My flight was canceled I was promised a reginf still not received.

Late, terrible communication, horrible planning of passenger seating until the literal last minute. One of the worst flying experiences of my life. Y'all suck

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.