PDX - MSN

$190 Find Cheap Flights from Portland to Madison - Compare and Save

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Everything you should know

Cheapest round-trip
$371
Typical prices: $387-$556
American Airlines
Fri 4/6Sat 4/14
PDX - MSN • 1 stop
Cheapest one-way
$190
Typical prices: $291-$433
American Airlines
Thu 1/18
PDX - MSN • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Portland and Madison. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to book
23 weeks
in advance
Our data shows that travelers who book at least 23 weeks in advance save around 33% compared to booking last minute.
Insights
Insights
When to travel
April
Cheapest • 16% price drop
August
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Phoenix Sky Harbor Intl (PHX)
Cheapest • Avg $470 (round-trip)
Denver Intl (DEN)
Shortest trip • 6h 36m (one-way)
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Insights
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Portland to Madison (PDX-MSN)

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

Recent round-trip flight deals from Portland to Madison

Tue, Apr 6 - Wed, Apr 14
American Airlines Logo
3:16 pm - 11:38 pmPDX  Portland-MSN Madison Truax Field
6h 22m1 stop Chicago O'Hare Intl
American Airlines Logo
9:18 am - 2:24 pmMSN  Madison Truax Field-PDX Portland
7h 06m1 stop Chicago O'Hare Intl
$371American Airlines
Tue, Dec 8 - Sun, Dec 13
American Airlines Logo
11:39 pm - 10:55 amPDX  Portland-MSN Madison Truax Field
9h 16m1 stop Dallas/Fort Worth
American Airlines Logo
5:40 pm - 11:49 pmMSN  Madison Truax Field-PDX Portland
8h 09m1 stop Dallas/Fort Worth
$375American Airlines
Wed, Dec 9 - Sun, Dec 13
United Airlines Logo
1:15 pm - 9:09 pmPDX  Portland-MSN Madison Truax Field
5h 54m1 stop Denver Intl
United Airlines Logo
5:00 am - 11:42 amMSN  Madison Truax Field-PDX Portland
8h 42m1 stop Chicago O'Hare Intl
$375United Airlines
Thu, Apr 22 - Tue, Apr 27
Delta Logo
12:30 am - 10:15 amPDX  Portland-MSN Madison Truax Field
7h 45m1 stop Minneapolis St Paul
Delta Logo
7:55 pm - 11:43 pmMSN  Madison Truax Field-PDX Portland
5h 48m1 stop Minneapolis St Paul
$375Delta
Wed, Dec 9 - Mon, Dec 14
Delta Logo
11:17 pm - 9:15 amPDX  Portland-MSN Madison Truax Field
7h 58m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:32 am - 10:48 amMSN  Madison Truax Field-PDX Portland
6h 16m1 stop Minneapolis St Paul
$375Delta
Wed, Dec 9 - Sun, Dec 13
American Airlines Logo
5:00 am - 5:00 pmPDX  Portland-MSN Madison Truax Field
10h 00m1 stop Dallas/Fort Worth
American Airlines Logo
2:54 pm - 11:25 pmMSN  Madison Truax Field-PDX Portland
10h 31m1 stop Phoenix Sky Harbor Intl
$375American Airlines
Sun, Nov 15 - Sun, Nov 22
Delta Logo
12:35 am - 10:19 amPDX  Portland-MSN Madison Truax Field
7h 44m1 stop Minneapolis St Paul
Delta Logo
7:49 pm - 11:46 pmMSN  Madison Truax Field-PDX Portland
5h 57m1 stop Minneapolis St Paul
$379Delta
Tue, Dec 8 - Sun, Dec 13
United Airlines Logo
8:50 am - 7:42 pmPDX  Portland-MSN Madison Truax Field
8h 52m2 stops Denver Intl Chicago O'Hare Intl
United Airlines Logo
6:30 am - 11:42 amMSN  Madison Truax Field-PDX Portland
7h 12m1 stop Chicago O'Hare Intl
$380United Airlines
Wed, Nov 11 - Wed, Nov 18
Alaska Airlines Logo
5:05 am - 8:07 pmPDX  Portland-MSN Madison Truax Field
13h 02m2 stops Seattle/Tacoma Intl Chicago O'Hare Intl
Alaska Airlines Logo
6:02 am - 4:50 pmMSN  Madison Truax Field-PDX Portland
12h 48m2 stops Chicago O'Hare Intl Seattle/Tacoma Intl
$641Alaska Airlines
Wed, Dec 9 - Sun, Dec 13
Alaska Airlines Logo
7:30 am - 8:15 pmPDX  Portland-MSN Madison Truax Field
10h 45m2 stops Seattle/Tacoma Intl Chicago O'Hare Intl
Alaska Airlines Logo
5:00 am - 3:21 pmMSN  Madison Truax Field-PDX Portland
12h 21m2 stops Chicago O'Hare Intl Seattle/Tacoma Intl
$709Alaska Airlines
Booking Insights

Price, demand and travel trends for Portland to Madison flights

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

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

Round-trip flights from Portland to Madison typically range from $387 to $556. The lowest price found in the past 5 days was $371, on American Airlines.

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

Based on deals KAYAK users found in the last 12 months, Saturday is the cheapest day of the week to fly from Portland to Madison. It’s 6% cheaper than the average day, while Sunday is the most expensive, with prices 56% higher.

What’s the cheapest month to fly from Portland to Madison?

•April is the cheapest month to fly from Portland to Madison at $393 round-trip.
•March ($581) and December ($569) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 47% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Portland to Madison the cheapest?

Flights from Portland to Madison are cheapest 23 weeks before departure. Booking in this window typically costs about 33% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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Key details for Portland to Madison flights

Low season

December

Cheapest flight

$190
Beat the crowds with an average 48% drop in travelers.
The most popular month to fly with an average 50% increase in travelers.
One-way 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

Your Portland to Madison flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

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

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

    • Economy Class
    • First Class

  • How long is a flight from Portland to Madison?

    A nonstop flight from Portland to Madison takes 00m, covering 1,639 miles.

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

    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.

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

    Round-trip flights from Portland to Madison range from $387 to $556, with an average of $467 over the past 12 months. Anything below $387 counts as a good deal.

  • How expensive are last-minute Portland to Madison flights?

    Last-minute fares on this route (booked within two weeks of departure) run 14% above the $467 route average. Book 23 weeks before departure for the lowest fares.

  • Have flight prices from Portland to Madison 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 $371 to $2,115. That means the highest observed fare was about 6x higher than the lowest one.

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

    One-way fares from Portland to Madison are currently lower than usual. Average one-way flight prices are about $301, which is 13% below the typical average for this route.

  • What car rental options are available at Madison Truax Field Airport (MSN)?

    Madison Truax Field Airport (MSN) hosts 5 major car rental companies, with daily rates averaging $86 for economy cars. Top options include:

    • Hertz
    • Alamo
    • Enterprise Rent-A-Car
    • Avis
    • Budget

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

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

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

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

    • Minneapolis St Paul (MSP) - 47% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 39% of one-stop connections
    • Denver Intl (DEN) - 10% of one-stop connections
    • Dallas/Fort Worth (DFW) - 3% of one-stop connections

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

    Yes. Flexible dates can save you up to 40% on flights from Portland to Madison. Saturday is the cheapest departure day at $441 round-trip on average, while Sunday is the most expensive at $730, a difference of $289.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

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

    Flying via Denver Intl (DEN) gives the shortest average 1-stop total travel time at 6h 36m, compared with 6h 52m via Minneapolis St Paul (MSP) and 6h 59m via Phoenix Sky Harbor Intl (PHX).

  • What is the time difference between Portland and Madison?

    Madison is 2 hours ahead of Portland (Central Time vs Pacific Time). Plan for the time shift when scheduling connections or first-day activities.

Your guide to booking Portland to Madison flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Saturday departure and avoid flying on Sunday. On this route, Saturday flights average $441, about $289 less than Sunday fares (40% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 23 weeks before you fly. On this route, that window historically saves about 33% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Portland to Madison trip for April. Fares historically average $393 round-trip in that month - typically $188 less than the most expensive month, which is March (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Madison Truax Field Airport.

    • Doubletree by Hilton East Madison East
    • Best Western East Towne Suites
    • Rodeway Inn and Suites Madison East

More options for your flight from Portland to Madison

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

Car rentals in Madison
Hotels in Madison
Vacations in Madison