PDX - MSN

$273 Find Cheap Flights from Portland to Madison - Compare and Save

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Everything you should know

Cheapest round-trip
$326
Typical prices: $383-$560
United Airlines
Sun 11/11Sat 11/17
PDX - MSN • 1 stop
Cheapest one-way
$273
Typical prices: $259-$430
Multiple Airlines
Sat 11/3
PDX - MSN • 2 stops
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 29% compared to booking last minute.
Insights
Insights
When to travel
April
Cheapest • 15% 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 50m (one-way)
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Insights
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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

Wed, Nov 11 - Tue, Nov 17
United Airlines Logo
1:15 pm - 8:43 pmPDX  Portland-MSN Madison Truax Field
5h 28m1 stop Denver Intl
United Airlines Logo
2:38 pm - 9:13 pmMSN  Madison Truax Field-PDX Portland
8h 35m1 stop Denver Intl
$326United Airlines
Wed, Nov 11 - Tue, Nov 17
United Airlines Logo
1:15 pm - 8:43 pmPDX  Portland-MSN Madison Truax Field
5h 28m1 stop Denver Intl
United Airlines Logo
6:25 am - 1:22 pmMSN  Madison Truax Field-PDX Portland
8h 57m2 stops Chicago O'Hare Intl Denver Intl
$332United Airlines
Fri, Dec 11 - Tue, Dec 15
Delta Logo
11:17 pm - 9:12 amPDX  Portland-MSN Madison Truax Field
7h 55m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:32 am - 12:48 pmMSN  Madison Truax Field-PDX Portland
8h 16m1 stop Minneapolis St Paul
$345Delta
Sun, Oct 11 - Tue, Oct 20
American Airlines Logo
11:49 pm - 10:54 amPDX  Portland-MSN Madison Truax Field
9h 05m1 stop Dallas/Fort Worth
American Airlines Logo
5:53 pm - 11:39 pmMSN  Madison Truax Field-PDX Portland
7h 46m1 stop Dallas/Fort Worth
$345American Airlines
Thu, Dec 10 - Wed, Dec 16
American Airlines Logo
11:49 pm - 10:52 amPDX  Portland-MSN Madison Truax Field
9h 03m1 stop Dallas/Fort Worth
American Airlines Logo
7:05 am - 1:44 pmMSN  Madison Truax Field-PDX Portland
8h 39m1 stop Dallas/Fort Worth
$345American Airlines
Fri, Dec 4 - Tue, Dec 8
American Airlines Logo
11:49 pm - 10:52 amPDX  Portland-MSN Madison Truax Field
9h 03m1 stop Dallas/Fort Worth
American Airlines Logo
5:00 am - 12:28 pmMSN  Madison Truax Field-PDX Portland
9h 28m1 stop Chicago O'Hare Intl
$345American Airlines
Fri, Dec 4 - Tue, Dec 8
United Airlines Logo
8:45 am - 9:10 pmPDX  Portland-MSN Madison Truax Field
10h 25m2 stops Denver Intl Chicago O'Hare Intl
United Airlines Logo
8:49 am - 1:16 pmMSN  Madison Truax Field-PDX Portland
6h 27m1 stop Denver Intl
$350United Airlines
Wed, Oct 14 - Sun, Oct 18
Delta Logo
3:22 pm - 10:57 pmPDX  Portland-MSN Madison Truax Field
5h 35m1 stop Minneapolis St Paul
Delta Logo
6:00 am - 10:34 amMSN  Madison Truax Field-PDX Portland
6h 34m1 stop Minneapolis St Paul
$365Delta
Sat, Sep 26 - Tue, Sep 29
Alaska Airlines Logo
7:55 am - 12:17 amPDX  Portland-MSN Madison Truax Field
14h 22m2 stops San Diego Chicago O'Hare Intl
Alaska Airlines Logo
3:25 pm - 11:55 pmMSN  Madison Truax Field-PDX Portland
10h 30m2 stops Chicago O'Hare Intl Seattle/Tacoma Intl
$581Alaska Airlines
Tue, Sep 29 - Tue, Oct 6
Alaska Airlines Logo
9:20 am - 10:10 pmPDX  Portland-MSN Madison Truax Field
10h 50m2 stops Seattle/Tacoma Intl Chicago O'Hare Intl
Alaska Airlines Logo
3:28 pm - 11:54 pmMSN  Madison Truax Field-PDX Portland
10h 26m2 stops Chicago O'Hare Intl Seattle/Tacoma Intl
$601Alaska 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 from Portland to Madison with more confidence.

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

Round-trip flights from Portland to Madison start at $326. Prices are below average for this route right now, with typical round-trip fares ranging from $383 to $560. The lowest price found in the past 5 days was $326 on United Airlines.

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

Wednesday is the cheapest day of the week to fly from Portland to Madison, it is 11% cheaper than the average day. Sunday is the most expensive day with flight prices 44% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is 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 prices from Portland to Madison the cheapest?

Flights from Portland to Madison are cheapest 23 weeks before departure. Booking in this window typically costs about 29% 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

$273
Best time to beat the crowds but there is an average 22% increase in price.
Most popular time to fly and prices are also 2% lower on average.
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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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).

  • 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

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

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

    • Chicago O'Hare Intl (ORD) - 47% of one-stop connections
    • Minneapolis St Paul (MSP) - 37% of one-stop connections
    • Denver Intl (DEN) - 11% of one-stop connections
    • Dallas/Fort Worth (DFW) - 5% 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 Portland to Madison?

    Yes. Being flexible with your travel dates can save you up to 38% on the Portland to Madison route. Wednesday is the cheapest departure day at $418 round-trip on average, while Sunday is the most expensive at $673, a difference of $255. 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 expensive are last-minute Portland to Madison flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 8% above the route average of $465. Book 23 weeks before departure for the lowest fares.

  • How long is a flight from Portland to Madison?

    A nonstop flight from Portland to Madison takes 0h 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.

  • 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 $326 to $2,781. That means the highest observed fare was about 9x 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 $306, which is 5% below the typical average for this route.

  • 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 50m, compared with 6h 57m 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.

  • 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 starting from around $31 for economy cars. Top options include:
    • Hertz
    • Alamo
    • Enterprise Rent-A-Car
    • Avis
    • Budget

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

    Round-trip flights from Portland to Madison range from $383 to $560, with an average of $465 over the past 12 months. Anything below $383 counts as a good deal.

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 can be flexible, aim for a Wednesday departure instead of Sunday. On this route, Wednesday flights average $418 - about $255 less than Sunday (38% 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 29% 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
    - Holiday Inn Madison At The American Center By IHG

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