PDX - MSN

$119 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 1/21. 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
0 bags

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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
In the last 7 days travelers have searched 46,646,933 times on KAYAK, and here is why:

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Cheap Flight Deals from Portland to Madison (PDX-MSN)

 
These are the cheapest deals for flights from Portland to Madison currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. 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
6:05 am - 2:17 pmPDX-MSN
6h 12m1 stop
6:35 am - 12:55 pmMSN-PDX
8h 20m1 stop
$238Delta
Find Deal
Wed, Jan 8 - Tue, Jan 14
12:40 am - 8:42 amPDX-MSN
6h 02m1 stop
2:45 pm - 6:08 pmMSN-PDX
5h 23m1 stop
$288Delta
Find Deal
Tue, Apr 22 - Sat, Apr 26
7:00 am - 4:48 pmPDX-MSN
7h 48m1 stop
8:12 am - 6:05 pmMSN-PDX
11h 53m2 stops
$333United Airlines
Find Deal
Wed, Jan 8 - Tue, Jan 14
9:10 am - 8:54 pmPDX-MSN
9h 44m2 stops
5:54 pm - 10:38 pmMSN-PDX
6h 44m1 stop
$335United Airlines
Find Deal
Tue, Apr 22 - Mon, Apr 28
11:35 am - 9:35 pmPDX-MSN
8h 00m1 stop
5:45 pm - 11:21 pmMSN-PDX
7h 36m1 stop
$338American Airlines
Find Deal
Thu, Dec 5 - Mon, Dec 9
11:59 pm - 10:02 amPDX-MSN
8h 03m1 stop
10:45 am - 6:04 pmMSN-PDX
9h 19m2 stops
$343United Airlines
Find Deal
Fri, Dec 6 - Tue, Dec 10
5:00 am - 2:11 pmPDX-MSN
7h 11m1 stop
5:45 pm - 11:21 pmMSN-PDX
7h 36m1 stop
$353American Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
7:00 am - 3:52 pmPDX-MSN
6h 52m1 stop
11:42 am - 5:55 pmMSN-PDX
8h 13m1 stop
$508Alaska Airlines
Find Deal
Thu, Apr 24 - Thu, May 1
7:00 am - 9:17 pmPDX-MSN
12h 17m2 stops
11:42 am - 5:55 pmMSN-PDX
8h 13m1 stop
$619Alaska Airlines
Find Deal
Thu, Apr 24 - Thu, May 1
12:48 am - 3:30 pmPDX-MSN
12h 42m1 stop
4:20 pm - 11:40 pmMSN-PDX
9h 20m1 stop
$728Frontier
Find Deal
Sun, Apr 6 - Mon, Apr 14

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 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 Saturday 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 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 February, where tickets cost $374 on average. On the other hand, the most expensive months are March and December, where the average cost of tickets is $713 and $599 respectively.

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

The average 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 $542, prices are generally cheapest when you fly direct.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for 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 month.
To get a below average price on the flight from Portland to Madison, you should book around 5 days before departure. For the absolute cheapest price, our data suggests you should book 47 days before departure.

Good to know

Low season

February

High season

November

Cheapest flight

$119
Best time to beat the crowds with an average 25% 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 $119 for a one-way ticket and $238 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 $482 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 $561 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 $773 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 8755 reviews
8.2Boarding
8.5Crew
7.9Entertainment
7.9Comfort
7.3Food
Airline reviews

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

8.0 ExcellentAndrew, Nov 2024MCO - LGA
Read more Delta reviews

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Crew was nice. Flight was timely. Seats could be better as well as the food considering it’s first class.

Left on time and arrived early this extending our 31 minute transfer. Bags made it also!

Good and consistent Printer in lounge did not work for me :(

Most of my discomfort was going through TSA. However, the Delta seats had inadequate leg room and I tried my very best to connect to the wi-fi and it was a cumbersome process that finally gave me the info that I needed to sign in AFTER I had completed the flight...Why make it so difficult to use? That said I really really appreciate the pilot taking a little extra time to avoid a bad storm area and both landings in Atlanta and Orlando were flawless to my delight!!!

Delayed in taking off because no flight crew. The in seat entertainment was working properly.

I upgraded to first class only to find out that I still had no access to the sky lounge without a sky miles card or AmEx (something that should be emphasized outside of the fine print!) Also, no food or drink service provided during the flight, so I basically paid 4x more just for “free” checked baggage and a bigger seat. Not worth it.

Delta was really good about being transparent with why we were delayed it’s just that’s the plane was really old and outdated and a lot of the comfort and amenities we know Delta to have did not shine through

Bottom seat cushion is almost non existent. Very uncomfortable seat.

Delta was great the entertainment was outdated. Screen was very small and didn’t work.

There was no USB plug in my section of the plane. So I could not charge my phone. Also, there was no screen to watch movie or anything like that. Wish I had known that in advance, I would’ve brought my iPad.

The flight attendants were unhelpful. It was a packed flight, and usually a flight attendant would help find a spot in the bin for your carry on or shift things around. Neither made any effort to do so. Also, I had to then check my bag. I was told it would be on the carousel in YYZ, but it came up on the jetway. So lucky I saw others standing around for their bags. I would have walked straight past this and on to the carousel. They could have at least told me that they had given me wrong information. Very unsatisfactory.

Made all groups except 2 check despite ample bin space. Inflight WiFi and entertainment didn’t work most of the time.

The check-in process is not the best They should have agents in site to help with any problem especially a rebook. Why does one have to get on the phone when there were at least 8 agents around that could have help?! Flying is stressful as it is and having someone willing to do their customer service will ease some of the stress.

It was a good flight. Nothing comes to mind about how it could have been better. It was a newer plane, seemed like a great upgrade from your older ones. Staff was very good as well.

boarding was uneventful. Snack was pathetic. A tiny fruit bar. Entertainment was limited to just select movies on your own tablet or phone. No live TV. I recently flew Jetblue and they had unlimited snacks and live satellite TV the entire flight. My seat was an exit seat, 20A. It was super uncomfortable. It felt cramped and the middle seat was taken up by a large woman who pushed into my shoulder and arm. Horrible flight.

They canceled our flight and left us stranded to figure it out

Cabin was pitch black, even during meal service. The reading lights for seat 2E/F did not work, and seat 2E did not recline.

Long wait before take off without an update for 20 minutes. Flight was good otherwise.

Plane still had screens for watching movies. Good selection too.

It was as expected for such a short flight. No complaints

The departing flight from Newark to Charlotte was fine. It was the returning flight from Charlotte to Newark that was awful. We had scheduled an 8:35pm return flight time. We got delayed TEN times all the way to 5am in the morning! We were told over 4 different excuses as to why the flight kept getting delayed. First it was the flight crew needed to rest, then it was something technical with the plane, then it was something with air traffic control, and finally it was because they couldn’t find a captain and had to wait until the morning so the captain could get some rest. It was terrible sleeping overnight in the airport. They offered a $12 meal voucher. That was it! And the only place open in the middle of the night was Dunkin’ Donuts who didn’t even accept the voucher. They should have cancelled the flight much earlier on in the evening instead of just stringing us along hour by hour with more delays. Not professional and unacceptable. There was no refund for inconvenience. I probably will not be flying American Airlines again.

This leg they tried and did well with what they had to work from.

It was nice being on a flight that had working wifi. The boarding was quick - why don’t all airlines have small boarding groups window to aisle? Makes so much sense!!! I was disappointed to be the first person stopped to have to gate check my carryon. Especially when there was plenty of overhead space at the back! But I get it…keeps it moving. Crew was nice.

The flight was as good as it gets when flying. On time departure and arrival plus no lost luggage.

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

Packed commercial flight was as comfortable as can be expected

My seat was very worn. Otherwise I had an excellent flight

I'm not a valued flyer so I'm always in the last group to board...that sucks, always

My flight back my reservations were list because they said I didn't pay my pet fee when I had a receipt

My first flight was moved 6 hours causing me to miss my meeting. The second was delayed about an hour and a half. Most of the crews apparently dont like their jobs or just working for Frontier. Only one flight attendant wasn"t snappy or rude.

Booked direct in July '24. Turned into a 14 hr layover (both ways) in Denver. My 5 day vaca turned into a 1 day . Not good, BUT,... Thank you for the people @ Frontier who were professionally friendly & approachable.

Stop changing gates at sfo. When you are elderly going back for it’s not fun.

We understand and comply with Frontier’s bag sizes. We’ve had some problems in past while having to await other passengers who do not understand the baggage restrictions or have not prepaid and that is usually our biggest concern (others delaying us) with flying Frontier. Flying OUT of ONT, however, has always been a great experience. I’ve also noted even on delayed Frontier flights very knowledgeable pilots who manage expectations well.

There was no easy way to check in. I don't want to install an app to checkin. I will use alaska from now on because they have a web check in method that is easy.

The crew was ghetto lol I felt like I was on an inner city field trip

Horrible! The short distance flight ended up taking 5 hrs! There was a 3 hr delay for the flight to take off and there was a 70 min wait on the tarmac for some bogus reason that the pilot said the gate he was supposed to board was taken up. After a 30 min wait he said the plane that was supposed to push out of the gate called a medical emergency and 40 min later he ended up boarding another gate. For the initial 3 hr delay there was no information/alert about the gate or delay in the app or the boards up until the boarding time and even beyond! Had to walk all the way to the end of the terminal to find the frontier staff to ask what was going on. Avoid this airline at all costs! If you have carryon bags or checked bags , their prices come equivalent to the prices of more reliable airlines. They are the worst in timeliness at 60% (reported as delayed) this year (check the data) by a high margin even compared to the second worst airline. If you are ok with having a miserable flight experience with the odds close to flip of a coin, feel free to try them. If you value your time , money and flying experience, stay away.

There was nothing to like, flight delayed had to move to different departure areas, disorganized to say the leasr

Delayed for two hours due to trivial issues. No reimbursment. Also on arrival further delay due to terminal malfunction.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

Book cheap flights from Portland to Madison

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Portland to Madison found on KAYAK in the last 72 hours.
1/21Tue
1 stopDelta
7h 34mPDX-MSN
$119
1/11Sat
2 stopsUnited Airlines
10h 25mPDX-MSN
$124
1/20Mon
1 stopDelta
7h 34mPDX-MSN
$149
1/22Wed
2 stopsDelta
13h 29mPDX-MSN
$153
1/21Tue
2 stopsUnited Airlines
12h 39mPDX-MSN
$169
5/20Tue
1 stopAmerican Airlines
16h 02mPDX-MSN
$203
11/30Sat
1 stopFrontier
6h 15mPDX-MSN
$258
5/20Tue
2 stopsAlaska Airlines
12h 59mPDX-MSN
$295
12/20Fri
1 stopAmerican Airlines
8h 06mPDX-MSN
$317
12/21Sat
1 stopFrontier
20h 09mPDX-MSN
$340

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Last minute flights from Portland to Madison

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Portland to Madison that are departing in the next 10 days.
11/26Tue
multi-stopDelta
7h 12mPDX-MSN
11/29Fri
multi-stopDelta
8h 24mMSN-PDX
$948

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

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