MSN - PWM

$289 Find Cheap Flights from Madison to Portland - Compare and Save

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Everything you should know

Cheapest round-trip
$321
Typical prices: $318-$483
American Airlines
Wed 10/17Sat 10/20
MSN - PWM • 1 stop
Cheapest one-way
$289
Typical prices: $198-$385
American Airlines
Sun 10/14
MSN - PWM • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Madison and Portland. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
May
Cheapest • 19% price drop
September
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Charlotte Douglas (CLT)
Cheapest • Avg $303 (round-trip)
Detroit Metropolitan Wayne County (DTW)
Shortest trip • 4h 49m (one-way)
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Insights
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Flight Deals

Cheap Flights from Madison to Portland (MSN-PWM)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Madison to Portland

Tue, Oct 13 - Wed, Oct 21
American Airlines Logo
6:17 pm - 11:59 pmMSN  Madison Truax Field-PWM Portland
4h 42m1 stop Washington, D.C. Reagan-National
American Airlines Logo
5:37 pm - 11:25 pmPWM  Portland-MSN Madison Truax Field
6h 48m1 stop Washington, D.C. Reagan-National
$321American Airlines
Sat, Oct 17 - Sat, Oct 24
American Airlines Logo
5:31 pm - 11:36 pmMSN  Madison Truax Field-PWM Portland
5h 05m1 stop Philadelphia
American Airlines Logo
11:55 am - 4:07 pmPWM  Portland-MSN Madison Truax Field
5h 12m1 stop New York LaGuardia
$321American Airlines
Sat, Oct 17 - Tue, Oct 20
American Airlines Logo
5:31 pm - 11:36 pmMSN  Madison Truax Field-PWM Portland
5h 05m1 stop Philadelphia
American Airlines Logo
6:00 am - 11:28 amPWM  Portland-MSN Madison Truax Field
6h 28m1 stop Washington, D.C. Reagan-National
$321American Airlines
Tue, Nov 3 - Tue, Nov 10
United Airlines Logo
3:52 pm - 9:51 pmMSN  Madison Truax Field-PWM Portland
4h 59m1 stop Chicago O'Hare Intl
United Airlines Logo
8:49 am - 5:02 pmPWM  Portland-MSN Madison Truax Field
9h 13m2 stops Newark Chicago O'Hare Intl
$326United Airlines
Tue, Oct 20 - Tue, Nov 3
Delta Logo
5:51 am - 4:47 pmMSN  Madison Truax Field-PWM Portland
9h 56m2 stops Atlanta Hartsfield-Jackson New York LaGuardia
Delta Logo
1:52 pm - 11:03 pmPWM  Portland-MSN Madison Truax Field
10h 11m2 stops New York LaGuardia Atlanta Hartsfield-Jackson
$331Delta
Tue, Oct 13 - Wed, Oct 21
Delta Logo
11:14 am - 11:18 pmMSN  Madison Truax Field-PWM Portland
11h 04m2 stops Atlanta Hartsfield-Jackson New York LaGuardia
Delta Logo
6:28 am - 12:35 pmPWM  Portland-MSN Madison Truax Field
7h 07m2 stops New York LaGuardia Detroit Metropolitan Wayne County
$331Delta
Wed, Oct 14 - Wed, Oct 21
United Airlines Logo
2:49 pm - 9:54 pmMSN  Madison Truax Field-PWM Portland
6h 05m1 stop Chicago O'Hare Intl
United Airlines Logo
5:08 pm - 10:35 pmPWM  Portland-MSN Madison Truax Field
6h 27m1 stop Chicago O'Hare Intl
$335United Airlines
Sat, Oct 10 - Tue, Oct 13
United Airlines Logo
2:49 pm - 9:46 pmMSN  Madison Truax Field-PWM Portland
5h 57m1 stop Chicago O'Hare Intl
United Airlines Logo
6:00 am - 10:29 amPWM  Portland-MSN Madison Truax Field
5h 29m1 stop Newark
$349United Airlines
Wed, Dec 2 - Fri, Dec 4
Breeze Airways Logo
6:04 pm - 9:51 amMSN  Madison Truax Field-PWM Portland
14h 47m1 stop Fort Myers SW Florida Intl
Breeze Airways Logo
5:35 pm - 5:24 pmPWM  Portland-MSN Madison Truax Field
24h 49m2 stops Charleston Fort Myers SW Florida Intl
$401Breeze Airways
Sun, Oct 11 - Tue, Oct 13
Breeze Airways Logo
6:00 pm - 9:08 amMSN  Madison Truax Field-PWM Portland
14h 08m1 stop Orlando
Breeze Airways Logo
7:35 am - 9:58 amPWM  Portland-MSN Madison Truax Field
27h 23m2 stops Pittsburgh Tampa
$673Breeze Airways
Booking Insights

Price, demand and travel trends for Madison to Portland flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Madison to Portland with more confidence.

How much is a round-trip flight from Madison to Portland?

Round-trip flights from Madison to Portland start at $321. Prices are typical for this route right now, with typical round-trip fares ranging from $318 to $483. The lowest price found in the past 5 days was $321 on American Airlines.

What's the cheapest day of the week to fly from Madison to Portland?

Wednesday is the cheapest day of the week to fly from Madison to Portland, it is 26% cheaper than the average day. Thursday is the most expensive day with flight prices 13% higher than average. Based on deals found by KAYAK users in the last 12 months.

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Key details for Madison to Portland flights

Low season

February

Cheapest flight

$289
Best time to beat the crowds but there is an average 17% increase in price.
Most popular time to fly and prices are also 4% 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

Your Madison to Portland flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Madison to Portland?

    Flights from Madison to Portland usually depart from Madison Truax Field (MSN) and arrive at Portland (PWM).

  • What cabin classes can I book on flights from Madison to Portland?

    Two cabin classes are available on flights from Madison to Portland:

    • Economy Class
    • First Class

  • Which airports do connecting flights from Madison to Portland pass through?

    One-stop flights from Madison to Portland most commonly connect through:

    • Chicago O'Hare Intl (ORD) - 40% of one-stop connections
    • Philadelphia (PHL) - 21% of one-stop connections
    • New York LaGuardia (LGA) - 17% of one-stop connections
    • Washington, D.C. Reagan-National (DCA) - 12% of one-stop connections

    Chicago O'Hare Intl (ORD) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Madison to Portland?

    Yes. Being flexible with your travel dates can save you up to 35% on the Madison to Portland route. Wednesday is the cheapest departure day at $304 round-trip on average, while Thursday is the most expensive at $463, a difference of $159. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How long is a flight from Madison to Portland?

    A nonstop flight from Madison to Portland takes 0h 00m, covering 953 miles.

  • Do I need a passport to fly from Madison to Portland?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Madison to Portland changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $321 to $1,382. That means the highest observed fare was about 4x higher than the lowest one.

  • How are flight prices from Madison to Portland looking right now?

    One-way fares from Madison to Portland are currently higher than usual. Average one-way flight prices are about $306, which is 18% above the typical average for this route.

  • How much time can I save by choosing a different layover airport from Madison to Portland?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 49m, compared with 5h 17m via Washington, D.C. Reagan-National (DCA) and 5h 19m via Chicago O'Hare Intl (ORD).

  • What is the time difference between Madison and Portland?

    Portland is 1 hour ahead of Madison (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Portland Airport (PWM)?

    Portland Airport (PWM) hosts 5 major car rental companies, with daily rates starting from around $24 for economy cars. Top options include:
    • Dollar
    • Budget
    • Alamo
    • Hertz
    • Movly

  • How much should I expect to pay for a Madison to Portland flight?

    Round-trip flights from Madison to Portland range from $318 to $483, with an average of $408 over the past 12 months. Anything below $318 counts as a good deal.

Your guide to booking Madison to Portland flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Wednesday departure instead of Thursday. On this route, Wednesday flights average $304 - about $159 less than Thursday (34% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Madison to Portland trip for May. Fares historically average $332 round-trip in that month - typically $435 less than the most expensive month, which is December (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Portland Airport.
    - Clarion Hotel Portland Airport Me
    - La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
    - DoubleTree by Hilton Portland

More options for your flight from Madison to Portland

Complete your trip to Portland with a hotel stay or car rental

Car rentals in Portland
Hotels in Portland
Vacations in Portland