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MSN - PWM

Find cheap flights from Madison to Portland from $196

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Portland departing on 9/18. 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 5/19
Sun 5/26

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 44,212,662 times on KAYAK, and here is why:

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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
6:17 am - 1:26 pmMSN-PWM
6h 09m1 stop
5:13 pm - 9:24 pmPWM-MSN
5h 11m1 stop
$196American Airlines
Find Deal
Wed, Sep 18 - Wed, Sep 25
4:28 pm - 12:42 amMSN-PWM
7h 14m1 stop
6:07 am - 11:53 amPWM-MSN
6h 46m1 stop
$216American Airlines
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Fri, Sep 13 - Sat, Sep 21
4:28 pm - 12:42 amMSN-PWM
7h 14m1 stop
5:13 pm - 9:24 pmPWM-MSN
5h 11m1 stop
$235American Airlines
Find Deal
Wed, Sep 18 - Wed, Sep 25
5:55 am - 1:39 pmMSN-PWM
6h 44m1 stop
5:59 pm - 10:32 pmPWM-MSN
5h 33m1 stop
$248Delta
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Sat, Sep 7 - Tue, Sep 10
3:30 pm - 11:39 pmMSN-PWM
7h 09m1 stop
5:59 pm - 10:32 pmPWM-MSN
5h 33m1 stop
$251Delta
Find Deal
Sat, Sep 7 - Tue, Sep 10
11:11 am - 11:07 pmMSN-PWM
10h 56m2 stops
5:59 pm - 10:32 pmPWM-MSN
5h 33m1 stop
$292Delta
Find Deal
Wed, Sep 18 - Wed, Sep 25
4:28 pm - 12:32 amMSN-PWM
7h 04m1 stop
6:40 am - 1:02 pmPWM-MSN
7h 22m1 stop
$293American Airlines
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Thu, Aug 22 - Sun, Aug 25
6:00 am - 2:13 pmMSN-PWM
7h 13m1 stop
4:50 pm - 9:12 pmPWM-MSN
5h 22m1 stop
$422United Airlines
Find Deal
Wed, May 15 - Sat, May 25
6:20 am - 11:58 pmMSN-PWM
16h 38m2 stops
4:50 pm - 10:27 pmPWM-MSN
6h 37m1 stop
$540United Airlines
Find Deal
Wed, Jun 26 - Wed, Jul 3
6:00 am - 2:13 pmMSN-PWM
7h 13m1 stop
5:30 am - 4:38 pmPWM-MSN
12h 08m2 stops
$545United Airlines
Find Deal
Wed, May 15 - Wed, May 29

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 American Airlines ($196) and Delta ($248). American Airlines proposed the cheapest one-way flight at $209.

Good to know

Low season

March

High season

July

Cheapest flight

$196
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 $209 for a one-way ticket and $196 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, Star Alliance, and SkyTeam 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 $526 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 9109 reviews
8.2boarding
7.9comfort
7.3food
8.6crew
7.3entertainment
Airline reviews

The staff were great and the layover times were excellent no multiple hours. I just hate the Boxed Water. So you really have to purchase high price water in the airport.

8.0 ExcellentJoAnn, Apr 2024CMH - SEA
Read more about Alaska Airlines reviews

The staff were great and the layover times were excellent no multiple hours. I just hate the Boxed Water. So you really have to purchase high price water in the airport.

I like that we took off on time and arrived a bit early. I like that I could gate check my bag and board early. I don't like how crowded the flight was. I had ok leg room, but could feel every move of the person next to me. And the aisles are very narrow. The gate and flight crews were terrific.

I appreciated the ability to choose between multiple flights both into and out of Portland from Burbank on the same day, so we were able to attend an event and return without spending the night. I am unable to appreciate what Alaska Air calls "streamlining" the checkin/boarding process at Burbank Airport. If you have a smartphone and the Alaska Air app, it is probably fine, but removing the option of using onsite kiosks to print boarding passes does not meet my definition of "streamlined". I also found it challenging that both Portland and Burbank airports required the plane to sit on the runway for some time due to lack of an open gate at which to disembark. It would not be so bad if we could at least remove our seat belts and move a little bit while we waited, but that is not an option. I honestly don't know whether this is because of how Alaska Air operates, or just the circumstances of the particular day and airports we were using, but I normally do not experience these kinds of delays to reach a gate using Southwest Air.

It was not a great flight. There was a software update delay which had us on the ground for almost 2 hours. I was unable to make my shuttle to my final destination.

Both flights were delayed. We sat on the tarmac on Boise for 3 hours with little updates

This flight was significantly affected by poor wifi connections. I couldn’t get my work done because the wifi kept dropping. Even texts were not going through. There is no seat power in premium class either. I fly a lot. Today was my 10th flight in 4 weeks. This was by far the only flight that was sub par.

4 out of 4 flights cancelled or delayed. 5th trip with similar experience

the departure got delayed due to SJC situation, but it was a quite good waiting thanks to Alaska airline teams.

The flight attendant in the back of the plane was barely understood as she rushed through instructions to the point of being intelligible. She had a bored demeanor in her delivery.

On time, comfortable seats with plenty of leg room, nice staff. Pretty good!

Seat back monitors and outlets were dead and not working.

Everything was great except for the seat. The backrest would not stay in the upright position.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Flight delayed about 2 hrs so it made it a VERY late night

It was a crowded flight. They did the best they could.

Service was good for such a short flight. Small plane but smooth flight.

Worst flight in my life. Only was scheduled for a 45 min flight to get our connection flight. It was late by 40 minutes and we missed our connection. Delta was totally useless trying to help and unable to get my family on the next flight because they overbooked it Thus had to get a hotel at my expense and lost a day at Disney as a result. Cost me about a $1000 if you add 2 hotels meals shuttles etc to get thru the day Awful customer service by Delta in Detroit totally useless people

The experience was good and the flight departed on time and landed early

The flight was delayed but we got to our final destination.

Boarding was great. The flight landed early. It took the crew over an hour and a half to bring out drinks. I paid to upgrade my seat to Comfort+ only to be near a crying/screaming baby who was seldom quiet. Noise-cancelling earbuds didn’t even help. Waste of money to upgrade.

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

Crew was great and did their best to make us comfortable and captain came out at the beginning to announce why the flight was delayed, weather situation up ahead, and kept us updated throughout the flight.

they made me check my carryon. There was space in the overhead bins.

Nice flight, nice crew but no cookie or napkin with my seltzer.

Trip was smooth bumpy from the wind but no issues at all the crew attendant was very pleasant and had great customer service

This was a Lufthansa flight. Disappointing main meal. Very rough over Canada and arrival at FRA. IFE was almost unusable.

It got me where I needed it to; not much more. It had no competition so that was why I chose it.

I liked everything about the flight. The service was excellent!

i suspect i caught flu on this flight as i could hear someone coughing a few rows back and ended up with flu a few days later. also tiresome to have to watch movies on my device by holding up smartphone screen, would have liked to have in seat display.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

No problems with flight. Even though I had a short layover in DFW, I was still able to easily make my connection.

American Airlines continues to price it can provide the least comfortable passenger experience in the air. This legacy carrier rivals the budgets for both terrible seats and inadequate amenities. I am a 5’7” woman who is not wider than a coach seat (even on these narrow bodied aircraft). My 3.5 hour flight was terribly uncomfortable because the leg room is inadequate (my knees hit the seat on front of me even when it was not reclined); the seat barely reclines; and the foam padding is worn thin to the extent one can feel the metal supports of the seat. Add to this the fact that the aisle is super narrow, so that the drink cart literally scrapes the arm rest of the aisle seat. It’s basically torture.

Food options were limited which is absolutely embarrassing for a Flight of this size The staff did not come around as much and I am not accustomed to such poor service from American Airlines Drinks I believe were limited to soda and water

Plane took off without me, my stepdad and a dozen other passengers. It went from an hour delay to boarding in 15 montures without notifying anyone. Names were not called overhead. Now I’m missing a day of work and stuck in Charolette overnight paying for a hotel and Ubers out of pocket

I arrived to the airport 2 hours before my American Airlines flight was scheduled to take off. I have TSA pre-check. The airport was crazy packed when I arrived. After momentarily standing in the pre-check line, the TSA agent said that I am not pre-check. Of course I said that I am because I entered my KTN number on all my traveling sites and programs. I had to get out of line and go back to the AA counter to discover that American Airlines did not add my KTN to my boarding pass. I had to call TSA to find out my number, then have AA enter it onto my boarding pass. The emblem would not load onto my boarding pass. By this time, I decided to use my Clear in order to get through TSA but the line was ridiculous long. By the time I made through TSA, I missed my 11:08am flight and was re-booked for the 5:30pm. This is after the AA employee told me I should have gotten to the airport early. AA use to be a dependable airline not I use them only if I have too.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

Flight from SBP to DFW 1. They rerouted us through PHX 2. Delayed flight out of SBP for 3 hrs so we missed our connection Downgrade on rerouted flight. Back of the plane, center seats, didn't sit together 4. Return flight out of DFW same exact thing. Delayed, missed connection, Downgrade + they lost our luggage! A complete mess.

On the new 319 NEO? seatback entertainment system did not work even when the flight attendant rebooted it. At least I had my cell phone to connect with wifi.

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.
5/22Wed
1 stopAmerican Airlines
4h 38mMSN-PWM
$209
6/24Mon
1 stopAmerican Airlines
7h 34mMSN-PWM
$268
5/22Wed
2 stopsUnited Airlines
29h 23mMSN-PWM
$334
6/24Mon
2 stopsAmerican Airlines
12h 28mMSN-PWM
$463

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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.
4/22Mon
multi-stopDelta
4h 59mMSN-PWM
4/30Tue
multi-stopDelta
5h 43mPWM-MSN
$672
4/22Mon
multi-stopDelta
4h 59mMSN-PWM
4/30Tue
multi-stopDelta
9h 09mPWM-MSN
$693
4/22Mon
multi-stopAmerican Airlines
9h 43mMSN-PWM
4/30Tue
multi-stopAmerican Airlines
13h 51mPWM-MSN
$1,166

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Madison - Portland Flights

Departure:

Madison (MSN)United States

Destination:

Portland (PWM)United States

Return flight deals:

Portland - Madison

Cabin classes: