PDX - MSN

$115 Find Cheap Flights from Portland to Madison

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Madison departing on 4/8. 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.
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Madison, 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 Portland to Madison, as well as popular online travel agencies
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Cheap Flight Deals from Portland to Truax Field (PDX-MSN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Truax Field 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.

Recent round-trip flight deals from Portland to Madison

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Portland to Madison.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
5:00 am - 1:17 pmPDX-MSN
6h 17m1 stop
6:30 am - 11:53 amMSN-PDX
7h 23m1 stop
$229United Airlines
Find Deal
Tue, Feb 4 - Sat, Feb 8
12:55 pm - 9:27 pmPDX-MSN
6h 32m1 stop
3:53 pm - 12:56 amMSN-PDX
11h 03m2 stops
$234United Airlines
Find Deal
Tue, Feb 4 - Sat, Feb 8
11:59 pm - 10:24 amPDX-MSN
8h 25m1 stop
4:15 pm - 11:00 pmMSN-PDX
8h 45m1 stop
$314American Airlines
Find Deal
Fri, Mar 7 - Fri, Mar 14
7:00 am - 3:41 pmPDX-MSN
6h 41m1 stop
4:12 pm - 9:58 amMSN-PDX
19h 46m2 stops
$324Alaska Airlines
Find Deal
Sat, Feb 15 - Tue, Feb 18
12:59 am - 10:18 amPDX-MSN
7h 19m1 stop
6:35 am - 12:52 pmMSN-PDX
8h 17m1 stop
$374Delta
Find Deal
Fri, Feb 14 - Tue, Feb 18
12:59 am - 10:20 amPDX-MSN
7h 21m1 stop
6:10 am - 12:54 pmMSN-PDX
8h 44m1 stop
$427Delta
Find Deal
Mon, Mar 24 - Tue, Apr 1
11:39 pm - 8:08 amPDX-MSN
6h 29m1 stop
5:34 pm - 10:36 pmMSN-PDX
7h 02m1 stop
$489American Airlines
Find Deal
Fri, May 9 - Mon, May 12
10:40 am - 9:48 amPDX-MSN
21h 08m2 stops
9:34 am - 4:39 pmMSN-PDX
9h 05m1 stop
$586Alaska Airlines
Find Deal
Wed, Jun 18 - Sat, Jun 21
5:30 pm - 5:36 pmPDX-MSN
22h 06m2 stops
9:48 am - 9:21 amMSN-PDX
25h 33m3 stops
Fri, Feb 7 - Sat, Feb 15
5:30 pm - 5:36 pmPDX-MSN
22h 06m3 stops
9:48 am - 9:21 amMSN-PDX
25h 33m3 stops
Fri, Feb 7 - Sat, Feb 15

Flights from Portland to Madison - Travel Insights & Trends

Get data-powered insights and trends into flights from Portland to Madison 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 Portland to Madison?

The average price of all round-trip flights from Portland to Madison clicked on KAYAK for each day over the last 12 months.
When flying from Portland to Madison, you should consider leaving on a Tuesday and avoid Sundays if you are looking for the best rates. For your return to Portland, you’ll find the best rates on Tuesdays and the most expensive ones on Sundays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to Madison, 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 Portland to Madison is January, where tickets cost $338 (return) on average. On the other hand, the most expensive months are March and July, where the average cost of round-trip tickets is $627 and $583 respectively.

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

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.
Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $793 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Portland to Madison, 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 Portland to Madison, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low season

February

High season

November

Cheapest flight

$115
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Portland to Madison

When to book flights from Portland to Madison

Are your dates flexible? Find out the best times to travel from Portland to Madison 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 Portland to Madison

  • What is the cheapest flight from Portland to Madison?

    In the last 3 days, the lowest price for a flight from Portland to Madison was $115 for a one-way ticket and $229 for a round-trip.

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

    No

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

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

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

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

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

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

  • Which airline alliances offer flights from Portland to Madison?

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

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

    The two airlines most popular with KAYAK users for flights from Portland to Madison are Delta and United Airlines. With an average price for the route of $481 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 $552 and an overall rating of 7.4.

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

    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 Portland to Madison.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Madison from Portland 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 Portland to Madison?

    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 Madison with an airline and back to Portland with another airline. Booking your flights between Portland and MSN 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 Portland to Madison?

    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 Madison from Portland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

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

  • Looking for a cheap flight? 25% of our users found flights on this route for $793 or less round-trip.

Top 4 airlines serving from Portland to Madison

 
See real verified KAYAK customer reviews for airlines flying from Portland to Madison. 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 Portland to Madison? 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 8521 reviews
8.0Comfort
8.2Boarding
8.6Crew
7.9Entertainment
7.3Food
Airline reviews

Great service. Great staff. Boarding was a little slow, but I think there was a service dog slowing things down.

10.0 ExcellentD, Jan 2025ABE - ATL
Read more Delta reviews

Great service. Great staff. Boarding was a little slow, but I think there was a service dog slowing things down.

Flight left early and arrived early. the whole trip was excellent.

Seats were really tight and the seat belts did not give enough slack.

I like in St George and prefer to fly out of CDC than SGU. Hopefully, they will continue the flights out of Cedar

Broken jer bridge. Poor communication about it. Lost 2 of 4 luggage pieces

Overall, it was okay. Seat was a little cramped. Would’ve liked more substantial snacks or opportunity to buy some.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Other then mechanical/ computer problem and 3.5 hours flight delay the flight was great. I guess that what happened when you fly an old airplane now a day.

I was with one of the last zones to board. It was kind of annoying to finally get called to board and my whole section was already on the plane. Clearly they boarded with previous zones. So by the time I got on board, there were no spaces for my luggage above my head. I had to put my luggage 4+ rows behind me, which meant that I had to wait even longer to get off the plane, since I had to wait for those rows to clear the aisle before I could retrieve my luggage and exit the plane. This also held up the plane cleaners, as they couldn't service my row until I cleared it, so they were all standing there waiting for me, while I'm standing there waiting for the other passengers to clear the aisle. Anyways, I wasn't in a rush this time, so I just waited, but I could see that being a problem in the future. Now, I could have checked my luggage, of course, but coincidentally, a friend of mine on the same flight got their luggage damaged (wheel completely knocked off) and was told by the Baggage Attendant in the airport that Delta doesn't "cover wheel damage" on luggage. This was disappointing to hear. I'm glad I didn't check mine through. If it were my luggage, I'd be highly frustrated to hear that. It makes me not want to check my luggage in the future.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Maybe add a seat trade app for flyers that didn’t get seats together

It’s been awhile since I have traveled on United. I, along with my family who were on the flight noted how smoothly everything went . Boarding, flight crew and service was excellent.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

I liked all the informational texts. I always knew where to go and when .

Liked the hospitality . The ight took us 6 hrs to get from fort myers to ewr.

Oh my gosh, I loved my experience with United! they made me want to travel more often.

I paid for what I got which was cheap, I brought my own entertainment. I knew what to expect, so I could be prepared. If you’re flying economy, check in early like me. I have no problems with my flight, was on time, staff were friendly, and overall good experience.

Boarded over an hour late, no communication, the sign just changed, no attendant to answer questions - she disappeared forever (hiding). Small plane and couldn’t hear the overhead nor understand.

Service in first class no longer exists on American Airlines .

Customer service in first class does not exist on American Airlines

I never have a good experience with American and this was no different. The airplane was INCREDIBLY hot. Like unbearably so. Everyone was fanning themselves with pamphlets and sweating. When someone asked the flight attendant to turn down the temperature they were told there was nothing the crew could do. Once we pushed back from the gate we then had to wait an hour to take off and the communication from the crew was not good. People were getting up this whole time and a man was even in the bathroom when we took off. Once we landed at our destination we waited another 30 minutes at the gate to deplane with, again, no communication from the crew as to what was going on.

Flight was delayed due to a steering issue with plane. The delay caused me to miss the connecting flight. The delay caused me to spend an extra 21 hours in airports and flights to get to my destination. The plane issue obviously should have been found and fixed before we even boarded. Ridiculous.

First, to be fair, the flight was on time and the trip through the air was relatively smooth. But the flight was full, and they were checking carryons. As this process went on, the crew got increasingly rude and overbearing. During the drink service, a young girl (maybe 9) who had gotten up to use the lavatory got stuck behind the cart. At some point, she started feeling fearful and overwhelmed. Passengers noticed this and asked the crew to let her return to her seat. They refused. Then she started crying, and they still refused to move the cart forward to let her sit. The poor girl was trying to be brave and compose herself. The crew handled the situation terribly and with zero grace or decency. That episode, to me, encapsulates AA’s attitude toward its passengers. Disgraceful. The plane itself was cramped and miserable, as usual. There was zero inflight media or entertainment, other than the lane and borderline inappropriate jokes the steward made during the safety briefing. Then, of course, it took the better part of an hour for the checked bags to show up at the carousel. AA is no better than the el cheapo airlines these days and a far, far cry from its former self.

First class flight attendant was rude and lacked any customer service skills.

Customer service for American Airlines first class is at an all time low.

Paid for a window and was assigned to a middle seat with 2 very large people on each side of me. Flight was sold out and I feel I need to be refunded foe paying for a window seat and being put in a middle one..

Very easy with the app to board and staff skills

After waiting several minutes to be acknowledged by 3 employees on their phones, was told we had missed our flight because the doors were closed at that literal moment. Had they given any actual service or help while we were standing there we would have been on with time to spare. More than 10 people were turned away in this fashion claiming there was no way they could let us on the plane, even though it was still sitting connected to the terminal. After the desk agents let us know they didn't care about the situation we were forced to pay more than twice the price of our original tickets as no credits were given for the price of the "missed" flight. And the icing on the cake was after being treated poorly, fleeced for another few hundred dollars for new tickets? We waited on the next plane for 25 minutes passed the "doors closed" time, letting almost an extra dozen passengers on board. You're company has lazy, disinterested employees and your lack of any real help will ensure this was the first and last time we fly Frontier. Awful.

My experience with the phoenix airport was terrible, the personnel lay the ticket counter charged me for a carry on that fit in the carry on size box, and the two women I spoke with were terribly rude and not willing to help.,,, there was one lady “candy” on the flight crew that was amazing and is the only reason I stayed on the flight at all, because the other stewards helping people to get seated on the plane were terrible

I loked walking out on the tarmac to board and no first class. I didn't like that they have no snacks or onboard wifi to bide your time.

The plane was clean, the crew was friendly and helpful. It’s a low cost airline so there was no food, drinks or in flight entertainment but we didn’t expect any of these things. In the room for improvement department, they should install USB ports in seats to charge mobile devices.

The seats were extremely hard and uncomfortable, even for a budget airline.

The seats were extremely hard and uncomfortable. It was disappointing even for a budget airline.

Charging $74 for one checked bag is outrageous. I will never fly Frontier again.

Boarding was very well executed. Got my bag right away.

I was surprised that all baggage, including carry on, were charged. Each additional bag went up in cost. Really disappointed in the additional costs.

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

Information on your arrival and departure airports

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