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

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

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

Only Economy Class is available on flights from Portland to Madison.

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) - 54% of one-stop connections • Washington, D.C. Reagan-National (DCA) - 26% of one-stop connections • Philadelphia (PHL) - 9% of one-stop connections • Detroit Metropolitan Wayne County (DTW) - 5% 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 36% on flights from Portland to Madison. Friday is the cheapest departure day at $378 round-trip on average, while Sunday is the most expensive at $582, a difference of $204. 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 Portland to Madison?

A nonstop flight from Portland to Madison takes 00m, covering 953 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 $341 to $1,535. That means the highest observed fare was about 5x 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 higher than usual. Average one-way flight prices are about $300, which is 15% above the typical average for this route.

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

Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 5h 16m, compared with 5h 28m via Washington, D.C. Reagan-National (DCA) and 5h 34m via Chicago O'Hare Intl (ORD).

What is the time difference between Portland and Madison?

Madison is 1 hour behind Portland (Central Time vs Eastern 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 averaging $86 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 $335 to $570, with an average of $423 over the past 12 months. Anything below $335 counts as a good deal.

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

Round-trip flights from Portland to Madison typically range from $335 to $570. The lowest price found in the past 5 days was $341, 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, Friday is the cheapest day of the week to fly from Portland to Madison. It’s 11% cheaper than the average day, while Sunday is the most expensive, with prices 37% higher.

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

•February is the cheapest month to fly from Portland to Madison at $278 round-trip. •December ($588) and July ($586) are the most expensive months. •The price difference between flying in the cheapest and most expensive months is 111% on average. This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Which airline is the cheapest to fly from Portland to Madison?

American Airlines ($341) and United Airlines ($345) are the cheapest airlines to fly round-trip from Portland to Madison according to KAYAK data over the last 5 days.

What’s the most popular layover airport when flying from Portland to Madison?

Chicago O'Hare Intl (ORD) is the most popular layover for the Portland to Madison route. 54% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via ORD.

What is the cheapest layover airport when flying from Portland to Madison?

Flights via Washington, D.C. Reagan-National (DCA) offer the most affordable fares, with an average round-trip price of $360. Based on KAYAK data over the past 3 months.

When flying from Portland to Madison which airport offers the shortest layover?

Chicago O'Hare Intl (ORD) had the shortest average connection time for Portland to Madison layovers at 3h 26m over the past 3 months.

$205 CHEAP FLIGHTS from Portland to Madison (PWM - MSN)

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Cheapest round-trip

$341

Typical prices: $335-$570

American Airlines

Sat 2/3Sat 2/10

PWM - MSN • 1 stop

Cheapest one-way

$205

Typical prices: $198-$298

Breeze Airways

Sat 11/10

PWM - 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

When to travel

February

Cheapest • 34% price drop

June

Most popular

Good to know

Top layover airports

Washington, D.C. Reagan-National (DCA)

Cheapest • Avg $360 (round-trip)

Detroit Metropolitan Wayne County (DTW)

Shortest trip • 5h 16m (one-way)

Insights

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We hope you love your trip to Madison!

Flight Deals

Cheap Flights from Portland to Madison (PWM-MSN)

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

Round-trip

One-way

Last minute

Recent round-trip flight deals from Portland to Madison

Wed, Feb 3 - Wed, Feb 10

5:00 am - 12:04 pmPWM Portland-MSN Madison Truax Field

8h 04m1 stop Washington, D.C. Reagan-National

5:33 am - 11:19 amMSN Madison Truax Field-PWM Portland

4h 46m1 stop Washington, D.C. Reagan-National

$341American Airlines

Fri, Jan 8 - Wed, Jan 13

4:25 pm - 8:56 pmPWM Portland-MSN Madison Truax Field

5h 31m1 stop Chicago O'Hare Intl

6:36 am - 2:44 pmMSN Madison Truax Field-PWM Portland

7h 08m1 stop Chicago O'Hare Intl

$345United Airlines

Wed, Feb 3 - Wed, Feb 10

5:00 am - 12:04 pmPWM Portland-MSN Madison Truax Field

8h 04m1 stop Washington, D.C. Reagan-National

9:44 am - 9:43 pmMSN Madison Truax Field-PWM Portland

10h 59m2 stops Chicago O'Hare Intl Washington, D.C. Reagan-National

$346American Airlines

Tue, Nov 17 - Sun, Nov 22

4:50 pm - 9:13 pmPWM Portland-MSN Madison Truax Field

5h 23m1 stop Detroit Metropolitan Wayne County

4:01 pm - 11:21 pmMSN Madison Truax Field-PWM Portland

6h 20m1 stop New York LaGuardia

$349Delta

Fri, Jan 8 - Wed, Jan 13

4:25 pm - 10:19 pmPWM Portland-MSN Madison Truax Field

6h 54m1 stop Chicago O'Hare Intl

6:05 am - 2:33 pmMSN Madison Truax Field-PWM Portland

7h 28m2 stops Newark Washington, D.C. Dulles Intl

$350United Airlines

Wed, Feb 3 - Wed, Feb 10

7:00 am - 3:31 pmPWM Portland-MSN Madison Truax Field

9h 31m2 stops Philadelphia Chicago O'Hare Intl

5:00 am - 5:14 pmMSN Madison Truax Field-PWM Portland

11h 14m2 stops Chicago O'Hare Intl Philadelphia

$351American Airlines

Tue, Nov 17 - Sun, Nov 22

6:27 am - 4:25 pmPWM Portland-MSN Madison Truax Field

10h 58m2 stops New York LaGuardia Atlanta Hartsfield-Jackson

4:01 pm - 11:21 pmMSN Madison Truax Field-PWM Portland

6h 20m1 stop New York LaGuardia

$354Delta

Fri, Nov 20 - Mon, Nov 23

5:08 pm - 11:07 pmPWM Portland-MSN Madison Truax Field

6h 59m1 stop Chicago O'Hare Intl

6:25 am - 2:16 pmMSN Madison Truax Field-PWM Portland

6h 51m1 stop Chicago O'Hare Intl

$374United Airlines

Mon, Nov 16 - Thu, Nov 19

9:48 am - 9:50 amPWM Portland-MSN Madison Truax Field

25h 02m1 stop Orlando

6:00 pm - 9:08 amMSN Madison Truax Field-PWM Portland

14h 08m1 stop Orlando

$529Breeze Airways

Mon, Nov 9 - Thu, Nov 12

9:48 am - 9:50 amPWM Portland-MSN Madison Truax Field

25h 02m1 stop Orlando

6:00 pm - 9:08 amMSN Madison Truax Field-PWM Portland

14h 08m1 stop Orlando

$628Breeze Airways

Recent last minute flight deals from Portland to Madison

Tue, Nov 3 - Sat, Nov 7

1:52 pm - 7:15 pmPWM Portland-MSN Madison Truax Field

6h 23m1 stop New York LaGuardia

5:51 am - 1:03 pmMSN Madison Truax Field-PWM Portland

6h 12m1 stop Atlanta Hartsfield-Jackson

$441Delta

Sat, Oct 31 - Tue, Nov 3

5:08 pm - 11:07 pmPWM Portland-MSN Madison Truax Field

6h 59m1 stop Chicago O'Hare Intl

3:00 pm - 9:51 pmMSN Madison Truax Field-PWM Portland

5h 51m1 stop Chicago O'Hare Intl

$441United Airlines

Sat, Oct 31 - Tue, Nov 3

5:08 pm - 11:07 pmPWM Portland-MSN Madison Truax Field

6h 59m1 stop Chicago O'Hare Intl

3:00 pm - 9:51 pmMSN Madison Truax Field-PWM Portland

5h 51m1 stop Chicago O'Hare Intl

$441United Airlines

Sat, Oct 31 - Tue, Nov 3

4:47 pm - 9:01 pmPWM Portland-MSN Madison Truax Field

5h 14m1 stop Detroit Metropolitan Wayne County

5:51 am - 3:35 pmMSN Madison Truax Field-PWM Portland

8h 44m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl

$446Delta

Tue, Nov 3 - Sat, Nov 7

6:01 am - 12:31 pmPWM Portland-MSN Madison Truax Field

7h 30m1 stop Atlanta Hartsfield-Jackson

10:53 am - 9:01 pmMSN Madison Truax Field-PWM Portland

9h 08m2 stops Minneapolis St Paul New York LaGuardia

$446Delta

Sat, Oct 31 - Tue, Nov 3

5:08 pm - 9:05 pmPWM Portland-MSN Madison Truax Field

4h 57m1 stop Chicago O'Hare Intl

3:00 pm - 11:21 pmMSN Madison Truax Field-PWM Portland

7h 21m2 stops Chicago O'Hare Intl Newark

$446United Airlines

Sat, Oct 31 - Tue, Nov 3

4:47 pm - 9:01 pmPWM Portland-MSN Madison Truax Field

5h 14m1 stop Detroit Metropolitan Wayne County

5:51 am - 3:35 pmMSN Madison Truax Field-PWM Portland

8h 44m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl

$446Delta

Sat, Oct 31 - Tue, Nov 3

6:00 am - 2:55 pmPWM Portland-MSN Madison Truax Field

9h 55m2 stops Washington, D.C. Reagan-National Chicago O'Hare Intl

11:31 am - 10:39 pmMSN Madison Truax Field-PWM Portland

10h 08m2 stops Chicago O'Hare Intl Washington, D.C. Reagan-National

$451American Airlines

Sat, Oct 31 - Tue, Nov 3

6:00 am - 2:55 pmPWM Portland-MSN Madison Truax Field

9h 55m2 stops Washington, D.C. Reagan-National Chicago O'Hare Intl

11:31 am - 10:39 pmMSN Madison Truax Field-PWM Portland

10h 08m2 stops Chicago O'Hare Intl Washington, D.C. Reagan-National

$451American Airlines

Thu, Nov 5 - Sat, Nov 7

5:45 am - 11:43 amPWM Portland-MSN Madison Truax Field

6h 58m1 stop Charlotte Douglas

5:18 pm - 10:57 pmMSN Madison Truax Field-PWM Portland

4h 39m1 stop Philadelphia

$559American 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.

Prices

Airlines

Layovers

How much is a round-trip flight from Portland to Madison? This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Portland to Madison departing in february.
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, Friday is the cheapest day of the week to fly from Portland to Madison. It’s 11% cheaper than the average day, while Sunday is the most expensive, with prices 37% higher.
What’s the cheapest month to fly from Portland to Madison? KAYAK internal proprietary data takes all prices for each month over the last 12 months for round-trip flights from Portland to Madison, removes the top 0.1% to account for outliers and then takes the median of all values for each month.: •February is the cheapest month to fly from Portland to Madison at $278 round-trip.
•December ($588) and July ($586) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 111% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

Low season	February
High season	June
Cheapest flight	$205

Beat the crowds with an average 52% drop in travelers.

The most popular month to fly with an average 38% 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

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.

What cabin classes can I book on flights from Portland to Madison?
Only Economy Class is available on flights from Portland to Madison.
How long is a flight from Portland to Madison?
A nonstop flight from Portland to Madison takes 00m, covering 953 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 $335 to $570, with an average of $423 over the past 12 months. Anything below $335 counts as a good deal.
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 $341 to $1,535. That means the highest observed fare was about 5x 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 higher than usual. Average one-way flight prices are about $300, which is 15% above 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 (PWM) 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:

• Chicago O'Hare Intl (ORD) - 54% of one-stop connections
• Washington, D.C. Reagan-National (DCA) - 26% of one-stop connections
• Philadelphia (PHL) - 9% of one-stop connections
• Detroit Metropolitan Wayne County (DTW) - 5% 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 36% on flights from Portland to Madison. Friday is the cheapest departure day at $378 round-trip on average, while Sunday is the most expensive at $582, a difference of $204.

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 much time can I save by choosing a different layover airport from Portland to Madison?
Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 5h 16m, compared with 5h 28m via Washington, D.C. Reagan-National (DCA) and 5h 34m via Chicago O'Hare Intl (ORD).
What is the time difference between Portland and Madison?
Madison is 1 hour behind Portland (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

If your dates are flexible, aim for a Friday departure and avoid flying on Sunday. On this route, Friday flights average $378, about $204 less than Sunday fares (35% savings) based on the last 12 months.
If you can choose when to travel, plan your Portland to Madison trip for February. Fares historically average $278 round-trip in that month - typically $310 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 Madison Truax Field Airport.

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

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PWM - MSN

$205 Find Cheap Flights from Portland to Madison - Compare and Save

Everything you should know

Cheap Flights from Portland to Madison (PWM-MSN)

Recent round-trip flight deals from Portland to Madison

Recent one-way flight deals from Portland to Madison

Recent last minute flight deals from Portland to Madison

Price, demand and travel trends for Portland to Madison flights

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

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

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

Which airline is the cheapest to fly from Portland to Madison?

What’s the most popular layover airport when flying from Portland to Madison?

What is the cheapest layover airport when flying from Portland to Madison?

When flying from Portland to Madison which airport offers the shortest layover?

Key details for Portland to Madison flights

Low season

High season

Cheapest flight

When to book flights from Portland to Madison

Your Portland to Madison flight questions, answered

Your guide to booking Portland to Madison flights

More options for your flight from Portland to Madison

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

Information on your arrival and departure airports

Cabin class types available on flights from Portland to Madison

Find direct flights to and from Portland and Madison

Flights from domestic origins to Madison

Flights to other popular destinations

Find deals for your return flight