Find flights
Deals
Insights
When to book
FAQs & Tips
Airlines

MSN - PWM

Find cheap flights from Madison to Portland from $208

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 10/17. 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
0 bags
Sun 5/26
Sun 6/2

Search 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
In the last 7 days travelers have searched 44,335,567 times on KAYAK, and here is why:

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

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

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

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

Cheap flight deals from Madison to Portland (MSN-PWM)

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 and deals for you by selecting your travel dates.
Choose your dates
3:30 pm - 11:39 pmMSN-PWM
7h 09m1 stop
2:40 pm - 10:33 pmPWM-MSN
8h 53m1 stop
$216Delta
Find Deal
Sat, Sep 7 - Wed, Sep 11
3:30 pm - 11:39 pmMSN-PWM
7h 09m1 stop
2:40 pm - 10:33 pmPWM-MSN
8h 53m1 stop
$240Delta
Find Deal
Sat, Sep 7 - Wed, Sep 11
4:28 pm - 12:32 amMSN-PWM
7h 04m1 stop
6:40 am - 1:02 pmPWM-MSN
7h 22m1 stop
$273American Airlines
Find Deal
Sat, Aug 17 - Sat, Aug 24
4:28 pm - 12:42 amMSN-PWM
7h 14m1 stop
7:30 am - 10:45 amPWM-MSN
4h 15m1 stop
$294American Airlines
Find Deal
Fri, Sep 6 - Sat, Sep 14
9:50 am - 3:28 pmMSN-PWM
4h 38m1 stop
5:30 am - 8:40 amPWM-MSN
4h 10m1 stop
$300Delta
Find Deal
Sat, Jun 29 - Fri, Jul 5
4:28 pm - 12:42 amMSN-PWM
7h 14m1 stop
6:14 am - 10:00 amPWM-MSN
4h 46m1 stop
$325American Airlines
Find Deal
Fri, Sep 13 - Sun, Sep 22
6:21 pm - 12:52 amMSN-PWM
5h 31m1 stop
6:00 am - 11:09 amPWM-MSN
6h 09m1 stop
$352American Airlines
Find Deal
Sat, Jun 29 - Fri, Jul 5
6:00 am - 2:13 pmMSN-PWM
7h 13m1 stop
4:50 pm - 9:12 pmPWM-MSN
5h 22m1 stop
$412United Airlines
Find Deal
Wed, May 15 - Sat, May 25
6:00 am - 2:13 pmMSN-PWM
7h 13m1 stop
6:02 am - 10:05 amPWM-MSN
5h 03m1 stop
$422United Airlines
Find Deal
Wed, May 15 - Sun, May 26
7:14 am - 2:23 pmMSN-PWM
6h 09m1 stop
4:49 pm - 9:20 pmPWM-MSN
5h 31m1 stop
$488United Airlines
Find Deal
Wed, Oct 9 - Wed, Oct 16

Flights from Madison to Portland - Travel Insights & Trends

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 flights from Madison to Portland, Maine clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Portland on a Wednesday and more expensive on a Sunday. On your return trip to Madison, you should consider flying back on a Friday, and avoid Wednesdays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Madison to Portland, Maine, 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, Maine is September, where tickets cost $392 on average. On the other hand, the most expensive months are April and November, where the average cost of tickets is $1,620 and $806 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Madison to Portland, Maine, 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 Madison to Portland, Maine, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 18 days before departure.

Which airlines provide the cheapest flights from Madison to Portland?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting Madison to Portland were found on Delta ($216) and American Airlines ($273). American Airlines proposed the cheapest one-way flight at $208.

Good to know

Low season

March

High season

July

Cheapest flight

$208
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 17% 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

  • What is the cheapest flight from Madison to Portland, Maine?

    In the last 3 days, the lowest price for a flight from Madison to Portland, Maine was $208 for a one-way ticket and $216 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 aircraft models fly most regularly from Madison to Portland?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Madison to Portland?

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

  • 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 $512 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 $528 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 PWM 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.

See more FAQs

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
Alaska AirlinesOverall score based on 9115 reviews
7.9comfort
8.6crew
7.3entertainment
7.3food
8.2boarding
Airline reviews

Pleasant flight, now wifi, but did get pushed to the exit row gracefully cause I am a tall man. Was a pleasant thank you.

8.0 ExcellentCountry, Apr 2024PAE - LAX
Read more about Alaska Airlines reviews

Pleasant flight, now wifi, but did get pushed to the exit row gracefully cause I am a tall man. Was a pleasant thank you.

Long flights are best when the seats have movies and shows to watch.

The WIFI didn't work well enough to get through even 5 minutes of a movie I had selected (it just kept pausing and spinning), and I just gave up and read a book. The selection of movies was a little sparse though, so reading wasn't that bad of an option. This was an older 737-800, with undersized overhead bins -- but it doesn't make sense to me that we are told to slide our bags in with the wheels facing us (most people ignore that and put the handles facing us). This makes it more difficult to remove the bags (no handle). The flight went well, and the fruit/cheese platter I pre-ordered was good -- although it is a little annoying to have to pre-order for this (but I suppose it saves time). When I pre-order it automatically gets charged to my personal credit card (Alaska VISA), when I'd prefer to use my corporate card for that on business trips.

Good - San Jose security is a breeze. Exact opposite of San Diego. Flight on time. Bad - FA's were not that cheery or polite. I thought we may blow out a tire as the pilot slammed down a hard landing in perfect conditions. He came in pretty hot like he had a date waiting.

I usually choose Alaska Airlines over any other airline. They try the hardest to make flying a great experience.

Staff being friendly would have help since the flight was delayed, again. Folks answered questions but no one seemed happy to be working today and if showed.

It was our baby’s first flight and everything went perfect. The flight attendant gave him his first set of wings and we were smooth flying from there.

Quick easy boarding. Airport was unprepared for early landing and we were waiting in the plane for 20 minutes before getting a gate.

It was a full flight without any issues or stress. Really surprised with how so many flights seem to have issues nowadays.

My flight went off without any hitch or issue. I anticipate issues every time I fly, luckily, I was wrong on this trip.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

So so. Terrible aircraft choice for that leg of the flight.

Due to one crew member not showing up to work, our flight was significantly delayed causing us to miss our connecting flight in Houston to Mississippi causing us to be delayed by more than 6 hours and missing our event all together. Very disappointing. All because ONE crew member called in sick. United did grant us a $15 meal voucher, which was a small but appreciated concession that I wasn’t able to use because I ordered my lunch and paid for it before applying the concession, and the staff said it was too late to use it. Ugh! We also had a TWO delay coming back from Mississippi, but that was on American Airlines and it was due to weather, so not their fault. Anyway, not at all impressed with United’s handling of our flight and the HUGE disappointment of missing our important family event for our 90 year old mother. All that money and all that stress and emotions for nothing. Having to wait the hour to bring an employee from LAX seemed like something that should not have happened. Why don’t you have a local back-up? Santa Ana is not a little airport in a rural area.

Flight delayed from Cape Town to Washington then got diverted to miami and in miami we had to fend for ourselves , im still trying to get to Shreveport now

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

I just wrote a text which was supposed to be for the flight from Denver to spokane not Frankfurt to Denver.

On time every leg of the journey and exceptional staff at counter, gate, and on board. I haven’t travelled in US for a long time and was genuinely surprised how pleasant this was.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

flight delays, staff only communicating when pushed, food service lasting a grand total of 7 minutes, stuck in seat from 45mins into flight until landing

Flight delayed over an over all day until it cancelled at 1:30am. Would not repeatedly delay that late. Offer hotel rooms and rebook early. Very difficult for families with small children

this is starting to seem like an american airlines standard. delayed flights and fake apologies… getting tired of it

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

The Flight attendant had an attitude and didn't allow anyone any time to prepare for landing despite being absent throughout the entire trip

Flight boarded without pilots. Sat on plane for 3 hrs. after over an hour late boarding. Plane never took off. Had to deplane near midnight. Line for rebooking was 3 hours + long. I had to leave.

The flight was great but board was a nightmare. The gate was changed 4 times during the layover period

The experience was great and much better than the flight going out. of course I was in first class but the service was excellent

Cold air blew constantly on my legs almost making me numb.

Book cheap flights from Madison to Portland

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Madison to Portland found on KAYAK in the last 72 hours.
10/17Thu
1 stopAmerican Airlines
9h 09mMSN-PWM
$208
10/17Thu
1 stopAmerican Airlines
9h 09mMSN-PWM
$243
10/17Thu
2 stopsDelta
10h 56mMSN-PWM
$314
5/9Thu
1 stopUnited Airlines
7h 13mMSN-PWM
$439
5/9Thu
2 stopsUnited Airlines
27h 14mMSN-PWM
$492

Search by stops

Search by airline

Search by price

Last minute flights from Madison to Portland

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 Madison to Portland that are departing in the next 10 days.
4/30Tue
multi-stopDelta
11h 23mMSN-PWM
5/6Mon
multi-stopDelta
5h 34mPWM-MSN
$1,083
4/30Tue
multi-stopDelta
10h 00mMSN-PWM
5/6Mon
multi-stopDelta
9h 09mPWM-MSN
$1,088
4/30Tue
multi-stopAmerican Airlines
4h 54mMSN-PWM
5/6Mon
multi-stopAmerican Airlines
4h 45mPWM-MSN
$2,088

Search by stops

Search by airline

Search by price

Madison - Portland Flights

Departure:

Madison (MSN)United States

Destination:

Portland (PWM)United States

Return flight deals:

Portland - Madison

Cabin classes: