MSN - PDX

$136 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 4/16. 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
Travelers love KAYAK
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Everything you should know

Cheapest round-trip
$349
Overall average: $401
American Airlines
Fri 4/10Tue 4/14
MSN - PDX • 1 stop
Cheapest one-way
$136
Typical prices: $198-$312
Frontier
Thu 4/16
MSN - PDX • 1 stop
Top airlines
Cheapest • from $349 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $338 (round-trip)
Shortest trip • 6h 26m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 14% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 17% price drop
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

Fri, Apr 10 - Tue, Apr 14
American Airlines Logo
5:37 pm - 10:56 pm
MSN
-
PDX
7h 19m
1 stop
American Airlines Logo
1:23 pm - 10:10 pm
PDX
-
MSN
6h 47m
1 stop
$349American Airlines
Tue, Aug 18 - Sat, Aug 22
United Airlines Logo
10:49 am - 5:43 pm
MSN
-
PDX
8h 54m
2 stops
United Airlines Logo
2:15 pm - 10:42 pm
PDX
-
MSN
6h 27m
1 stop
$354United Airlines
Fri, Jun 5 - Tue, Jun 9
United Airlines Logo
5:00 am - 9:39 am
MSN
-
PDX
6h 39m
1 stop
United Airlines Logo
11:40 pm - 9:59 am
PDX
-
MSN
8h 19m
1 stop
$369United Airlines
Thu, Aug 27 - Wed, Sep 2
United Airlines Logo
5:00 am - 9:29 am
MSN
-
PDX
6h 29m
1 stop
United Airlines Logo
10:35 am - 9:05 pm
PDX
-
MSN
8h 30m
2 stops
$379United Airlines
Fri, Aug 28 - Thu, Sep 3
United Airlines Logo
5:40 pm - 11:09 pm
MSN
-
PDX
7h 29m
1 stop
United Airlines Logo
2:15 pm - 12:04 am
PDX
-
MSN
7h 49m
1 stop
$382United Airlines
Sat, Aug 1 - Sat, Aug 8
United Airlines Logo
5:00 am - 11:38 am
MSN
-
PDX
8h 38m
1 stop
United Airlines Logo
2:04 pm - 10:27 pm
PDX
-
MSN
6h 23m
1 stop
$389United Airlines
Sat, Apr 4 - Mon, Apr 6
Delta Logo
6:00 am - 12:48 pm
MSN
-
PDX
8h 48m
1 stop
Delta Logo
11:15 pm - 8:51 am
PDX
-
MSN
7h 36m
1 stop
$397Delta
Wed, Jul 1 - Fri, Jul 10
Delta Logo
6:15 am - 12:54 pm
MSN
-
PDX
8h 39m
1 stop
Delta Logo
12:40 am - 8:20 am
PDX
-
MSN
5h 40m
1 stop
$398Delta
Sat, Jun 13 - Sun, Jun 21
United Airlines Logo
5:00 am - 9:39 am
MSN
-
PDX
6h 39m
1 stop
United Airlines Logo
10:40 pm - 8:55 am
PDX
-
MSN
8h 15m
1 stop
$399United Airlines
Wed, Jun 17 - Tue, Jun 23
United Airlines Logo
5:00 am - 9:39 am
MSN
-
PDX
6h 39m
1 stop
United Airlines Logo
10:40 pm - 8:55 am
PDX
-
MSN
8h 15m
1 stop
$402United Airlines
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 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 February, where tickets cost $347 (return) on average. On the other hand, the most expensive months are March and November, where the average cost of round-trip tickets is $509 and $483 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 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$136
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 10% 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 $136 for a one-way ticket and $349 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 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 $426 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 $431 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 8293 reviews
7.2Food
7.9Comfort
8.5Crew
7.8Entertainment
8.1Boarding
Airline reviews

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

2.0 MediocreSusan, Mar 2026
JAX - ATL
Read more Delta reviews

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

Could not get my connecting flight boarding pass until four hrs before departure! Ver annoying especially since the staff could not explain why!

The flight was flying with 30% capacity. The flight my seat from preferred seating to back of the seat. Even though i can understand that this was to balance the flight weight. The flight attendance decided to do the serving near my seat and in the middle , their noices woke me up from sleep , when i realized that the service has ended and when they were going back asked for a coffee, for which they answered they have completed teh service in my location. That really upset me as they woke me up and also rejected the coffee i asked. I ended up landing with a headache, thanks to the crew that screwed up my travel

Everything was on time and service on the flight was great!

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

The flight was delayed so we were dead tired, and after that the turbulence was horrible. I was very scared.

It’s always a great time flying with united airlines.

Good flight. Efficient boarding and competent flight crew. No problems until we arrived at our destination gate. We were early so there was an aircraft at the gate that had to move before we could pull in. Then, due to the type of aircraft we flew, the cabin door could not be opened until some luggage from the cargo bay was offloaded to preserve center of gravity characteristics. So, that further delayed deplaning. Despite being 20 minutes early on landing, we ended up being 5 to 10 minutes late after all the delays.

Everything went well except the turbulence what no one have a control of but pilot and crew handled very good!

There was no WiFi available, there were mechanical problems with the plane and we landed at C 124, then the gate was switched to A 26, then all the way back to C126! For a 75 yo woman traveling alone, this was a difficult journey, indeed!

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

Flights were constantly delayed. CRW took 50 minutes to get bags

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

Where do I start!! I was delayed with my flight from Dallas to Tampa. On the way back from Tampa to Dallas the flight was delayed over 4 hours+. I was put on another flight that was also delayed but not as long. Traveling on American Airlines is becoming exhausing.

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

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

Information on your arrival and departure airports