Which layover airport offers the lowest fares from Portland to Madison?

Flights via Denver (DEN) offer the lowest average round-trip price of $338.

Which airport is the most popular layover for flights between Portland and Madison?

Denver (DEN) was the most common stop: 63% of momondo users choosing 1-stop flights on this route connected there.

What is the cheapest airline that flies from Portland to Madison Truax Field?

Frontier, American Airlines, and Delta are the most popular carriers operating from Portland to Madison Truax Field

Which layover airport has the shortest connection time from Portland to Madison?

Chicago (ORD) has the shortest average layover time for this route: 0h 57m.

What airlines fly to Madison?

Delta, United Airlines and American Airlines are the top three most popular airlines that fly to Madison from Portland according to our data. Delta is the first choice among our users, with 34% of people opting to fly with this airline when traveling to Madison. Keep in mind that there are 7 different airlines that fly to Madison on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest travel time from Portland to Madison?

Flights connecting via Chicago (ORD) have the shortest average one-way travel time: 6h 02m.

When did momondo last update prices for flights from Portland Airport to Madison Truax Field Airport?

Prices for flights from Portland Airport to Madison Truax Field Airport were last updated today.

How many operators does momondo search for flights from Portland Airport to Madison Truax Field Airport?

As of June 2026, there are 5 operators available to choose from for flights from Portland Airport to Madison Truax Field Airport.

How old do you have to be to fly from Portland Airport to Madison Truax Field Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Madison Truax Field Airport.

What documentation or ID do you need to fly to Madison Truax Field Airport?

The travel and health documents required for your trip to Madison Truax Field Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Madison Truax Field Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$163 Cheap Flights from Portland to Madison in 2026

Q: What is the typical price of a round-trip flight between Portland and Madison?

Prices are currently low for flights on this route. Typical prices usually range from $459 to $594. The lowest price recently found on this route was $287.

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland to Madison

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:20 pm - 7:10 pm

PDX

MSN

28h 50m

1 stop

7:55 pm - 4:36 pm

MSN

PDX

22h 41m

1 stop

$287Frontier

Mon, Jul 13 - Tue, Jul 21

3:10 pm - 10:55 pm

PDX

MSN

5h 45m

1 stop

7:55 pm - 11:47 pm

MSN

PDX

5h 52m

1 stop

$321Delta

Tue, Oct 13 - Tue, Oct 20

11:15 pm - 7:51 am

PDX

MSN

6h 36m

1 stop

6:43 pm - 12:50 am

MSN

PDX

8h 07m

1 stop

$335American Airlines

Sat, Jul 4 - Thu, Jul 9

11:40 pm - 8:39 am

PDX

MSN

6h 59m

1 stop

5:00 am - 9:34 am

MSN

PDX

6h 34m

1 stop

$349United Airlines

Fri, Jul 17 - Mon, Jul 20

1:45 pm - 9:30 pm

PDX

MSN

5h 45m

1 stop

6:15 am - 12:54 pm

MSN

PDX

8h 39m

1 stop

$360Delta

Wed, Sep 9 - Sun, Sep 13

1:34 pm - 10:53 pm

PDX

MSN

7h 19m

1 stop

5:11 pm - 12:55 am

MSN

PDX

9h 44m

1 stop

$367American Airlines

Fri, Jul 3 - Sat, Jul 11

3:31 pm - 12:13 am

PDX

MSN

6h 42m

1 stop

5:00 am - 10:36 am

MSN

PDX

7h 36m

1 stop

$370American Airlines

Fri, Jul 3 - Sun, Jul 5

3:00 pm - 11:00 pm

PDX

MSN

6h 00m

1 stop

6:05 am - 10:41 am

MSN

PDX

6h 36m

1 stop

$374Delta

Thu, Aug 27 - Sun, Aug 30

11:15 pm - 7:51 am

PDX

MSN

6h 36m

1 stop

5:11 pm - 12:55 am

MSN

PDX

9h 44m

1 stop

$376American Airlines

Wed, Jul 22 - Fri, Jul 31

11:05 am - 9:16 pm

PDX

MSN

8h 11m

1 stop

5:00 am - 9:34 am

MSN

PDX

6h 34m

1 stop

$380United Airlines

Wed, Jul 1 - Thu, Jul 9

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

United Airlines flights from Portland to Madison

Our best United Airlines deals on Portland to Madison flight tickets

United Airlines

Jun 30

PDX10:40 pmPortland

9h 19m

1 stop

MSN9:59 amMadison Truax Field

Jul 7

MSN5:00 amMadison Truax Field

6h 34m

1 stop

PDX9:34 amPortland

$381

United Airlines

Jul 15

PDX11:40 pmPortland

8h 12m

1 stop

MSN9:52 amMadison Truax Field

Jul 20

MSN5:00 amMadison Truax Field

6h 34m

1 stop

PDX9:34 amPortland

$400

United Airlines

Sep 10

PDX7:02 amPortland

5h 56m

1 stop

MSN2:58 pmMadison Truax Field

Sep 15

MSN5:00 amMadison Truax Field

9h 00m

2 stops

PDX12:00 pmPortland

$401

Delta flights from Portland to Madison

Our best Delta deals on Portland to Madison flight tickets

Delta

Oct 13

PDX3:10 pmPortland

5h 45m

1 stop

MSN10:55 pmMadison Truax Field

Oct 20

MSN7:55 pmMadison Truax Field

5h 52m

1 stop

PDX11:47 pmPortland

$321

Delta

Sep 9

PDX1:45 pmPortland

5h 45m

1 stop

MSN9:30 pmMadison Truax Field

Sep 13

MSN6:15 amMadison Truax Field

8h 39m

1 stop

PDX12:54 pmPortland

$360

Delta

Aug 27

PDX3:00 pmPortland

6h 00m

1 stop

MSN11:00 pmMadison Truax Field

Aug 30

MSN6:05 amMadison Truax Field

6h 36m

1 stop

PDX10:41 amPortland

$374

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMadison

PDX - MSN

PDXMSN

Portland

Mon 7/13

12:20 pm-7:10 pm

1 stop28h 50m

Madison Truax Field

Tue 7/21

7:55 pm-4:36 pm

1 stop22h 41m

$287

Quickest round-trip

PortlandMadison

PDX - MSN

PDXMSN

Portland

Tue 10/13

3:10 pm-10:55 pm

1 stop5h 45m

Madison Truax Field

Tue 10/20

7:55 pm-11:47 pm

1 stop5h 52m

$321

PortlandMadison

PDX - MSN

PDXMSN

Portland

Sat 7/4

11:15 pm-7:51 am

1 stop6h 36m

Madison Truax Field

Thu 7/9

6:43 pm-12:50 am

1 stop8h 07m

$335

PortlandMadison

PDX - MSN

PDXMSN

Portland

Fri 7/17

11:40 pm-8:39 am

1 stop6h 59m

Madison Truax Field

Mon 7/20

5:00 am-9:34 am

1 stop6h 34m

$349

PortlandMadison

PDX - MSN

PDXMSN

Portland

Wed 9/9

1:45 pm-9:30 pm

1 stop5h 45m

Madison Truax Field

Sun 9/13

6:15 am-12:54 pm

1 stop8h 39m

$360

PortlandMadison

PDX - MSN

PDXMSN

Portland

Fri 7/3

1:34 pm-10:53 pm

1 stop7h 19m

Madison Truax Field

Sat 7/11

5:11 pm-12:55 am

1 stop9h 44m

$367

PortlandMadison

PDX - MSN

PDXMSN

Portland

Fri 7/3

3:31 pm-12:13 am

1 stop6h 42m

Madison Truax Field

Sun 7/5

5:00 am-10:36 am

1 stop7h 36m

$370

PortlandMadison

PDX - MSN

PDXMSN

Portland

Thu 8/27

3:00 pm-11:00 pm

1 stop6h 00m

Madison Truax Field

Sun 8/30

6:05 am-10:41 am

1 stop6h 36m

$374

PortlandMadison

PDX - MSN

PDXMSN

Portland

Wed 7/22

11:15 pm-7:51 am

1 stop6h 36m

Madison Truax Field

Fri 7/31

5:11 pm-12:55 am

1 stop9h 44m

$376

PortlandMadison

PDX - MSN

PDXMSN

Portland

Wed 7/1

11:05 am-9:16 pm

1 stop8h 11m

Madison Truax Field

Thu 7/9

5:00 am-9:34 am

1 stop6h 34m

$380

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Portland to Madison

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

What is the typical price of a round-trip flight between Portland and Madison?

What is the cheapest month to fly to Madison?

The month of February is, on average, the cheapest month to fly to Madison from Portland, with most prices found around $398. If you’re not able to fly to Madison in February, then April is your next best option. Flight prices from Portland to Madison during April average around $426.

What is the cheapest Portland to Madison Truax Field flight route?

Fly from Portland to Madison Truax Field for the best Portland - Madison Truax Field flight prices

How far in advance should I book a flight from Portland to Madison?

You are more likely to see cheaper flights to Madison from Portland when booking weeks ahead of your departure date. In general, you can expect to find flights to Madison for around $491 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Madison from Portland for as low as $329 on momondo.

What cabin class options are available on Portland to Madison flights?

There is only 1 cabin class available to choose from on Portland to Madison flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Portland to Madison flights?

No. A direct flight is the cheapest option for a flight between Portland to Madison.

How have Portland to Madison flight prices changed over time?

As of June 2026, prices for Portland to Madison flights are approximately 54% more expensive when compared to flights at the same time last year.

When to book flights from Portland to Madison

Are you open to changing your travel dates? Check out the ideal times to fly from Portland to Madison according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Portland to Madison (PDX to MSN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Madison

Fastest flight time	5h 56m
Direct flights	None

The fastest flight from Portland to Madison takes 5h 56m

There are no direct flights from Portland to Madison. There are no popular flight routes from Portland to Madison.

Search flight deals

Frequently asked questions about flying from Portland to Madison

How far is Portland to Madison Truax Field by plane?
Portland and Madison Truax Field are 1641.2 mi apart from one another. Flights usually cover this in 5h 56m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Portland Airport to Madison Truax Field Airport?
Prices for flights from Portland Airport to Madison Truax Field Airport were last updated today.
How many operators does momondo search for flights from Portland Airport to Madison Truax Field Airport?
As of June 2026, there are 5 operators available to choose from for flights from Portland Airport to Madison Truax Field Airport.
How old do you have to be to fly from Portland Airport to Madison Truax Field Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Madison Truax Field Airport.
What documentation or ID do you need to fly to Madison Truax Field Airport?
The travel and health documents required for your trip to Madison Truax Field Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Madison Truax Field Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular airline from Portland to Madison?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Portland to Madison is United Airlines (40% of total bookings). The next most popular airlines are American Airlines (27%), Delta (27%), and Alaska Airlines (4%).

Best airlines flying from Portland to Madison

Compare and see reviews for airlines that fly from Portland to Madison with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $149	Free Cancellation	Rating 5.6 2,879 reviews	Search Frontier flights
American Airlines	PriceFrom $288	Free Cancellation	Rating 7.1 11,703 reviews	Search American Airlines flights
Delta	PriceFrom $288	Free Cancellation	Rating 7.8 8,418 reviews	Search Delta flights
United Airlines	PriceFrom $308	Free Cancellation	Rating 7.4 9,860 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $317	Free Cancellation	Rating 7.9 12,541 reviews	Search Alaska Airlines flights

Wisconsin Dells

Baraboo

Middleton

Fitchburg

Sun Prairie

Portage

Windsor

Evansville

Cambridge

Oxford

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Madison?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Madison from Portland.

Can I find flights from Portland to Madison with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Portland to Madison flights to just show those with flexible booking policies.

How can momondo help me find flights from Portland to Madison?

momondo helps you find the best flight between Portland and Madison by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Portland to Madison right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Portland to Madison flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Madison trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Sun 7/19

Sun 7/26

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Nearby airports

Airlines

Cabin classes

Other United States destinations

Other flights from Portland

Complete your trip

Feeling lucky

Airports servicing Wisconsin

Appleton Intl Airport

Wausau Central Wisconsin Airport

Eau Claire Airport

Green Bay Austin-Straubel Airport

La Crosse Airport

Milwaukee-Mitchell Airport

Rhinelander Oneida County Airport

Cheap flights from Portland to Madison from $163

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Madison departing on 7/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Portland to Madison

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

United Airlines flights from Portland to Madison

Our best United Airlines deals on Portland to Madison flight tickets

Delta flights from Portland to Madison

Our best Delta deals on Portland to Madison flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Portland to Madison that are best for you.

See travel insights to Madison from

How to get the cheapest flight ticket from Portland to Madison

What is the typical price of a round-trip flight between Portland and Madison?

What is the cheapest month to fly to Madison?

What is the cheapest Portland to Madison Truax Field flight route?

How far in advance should I book a flight from Portland to Madison?

What cabin class options are available on Portland to Madison flights?

Can stopping save me money on Portland to Madison flights?

How have Portland to Madison flight prices changed over time?

What is the cheapest airline that flies from Portland to Madison Truax Field?

What airlines fly to Madison?

Which airport is the most popular layover for flights between Portland and Madison?

Which layover airport offers the lowest fares from Portland to Madison?

Which layover airport has the shortest travel time from Portland to Madison?

Which layover airport has the shortest connection time from Portland to Madison?

When to book flights from Portland to Madison

Cheap Portland to Madison (PDX to MSN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Madison

Fastest flight time

Direct flights

Frequently asked questions about flying from Portland to Madison

Best airlines flying from Portland to Madison

Compare and see reviews for airlines that fly from Portland to Madison with momondo

Traveling to a place near Madison?

Why use momondo?

An easier way to manage your Madison trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Wisconsin

Fly your favorite airline to Madison

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Madison

List of cabin classes available on flights landing in Madison. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Portland

According to popular flight searches on momondo this year

Complete your trip to Madison

Explore popular destinations other users love

According to popular flight searches on momondo this year