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Cheap flights from Portland to Madison from $129

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 10/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Portland to Madison

Cheap round-trip flights

Frontier Logo
6:35 am - 6:33 pmPDX-MSN
9h 58m1 stop
Frontier Logo
7:59 pm - 12:15 amMSN-PDX
6h 16m1 stop
$238Frontier
Find Deal
Tue, Aug 12 - Fri, Aug 22
Frontier Logo
6:05 am - 7:14 pmPDX-MSN
11h 09m1 stop
Frontier Logo
7:59 pm - 12:12 amMSN-PDX
6h 13m1 stop
$258Frontier
Find Deal
Fri, Sep 5 - Mon, Sep 8
Frontier Logo
6:05 am - 7:14 pmPDX-MSN
11h 09m1 stop
Frontier Logo
7:59 pm - 12:12 amMSN-PDX
6h 13m1 stop
$288Frontier
Find Deal
Sun, Sep 28 - Mon, Sep 29
Delta Logo
10:57 pm - 8:48 amPDX-MSN
7h 51m1 stop
Delta Logo
6:00 am - 10:39 amMSN-PDX
6h 39m1 stop
$289Delta
Find Deal
Sat, Sep 6 - Sat, Sep 13
Delta Logo
12:45 am - 8:31 amPDX-MSN
5h 46m1 stop
Delta Logo
6:00 am - 11:01 amMSN-PDX
7h 01m1 stop
$324Delta
Find Deal
Thu, Oct 2 - Sat, Oct 18
Alaska Airlines Logo
7:00 am - 5:54 pmPDX-MSN
8h 54m1 stop
Alaska Airlines Logo
5:00 am - 9:32 amMSN-PDX
6h 32m1 stop
$379Alaska Airlines
Find Deal
Sat, Sep 27 - Sat, Oct 4
United Airlines Logo
10:55 am - 8:48 pmPDX-MSN
7h 53m1 stop
United Airlines Logo
10:51 am - 9:01 pmMSN-PDX
12h 10m2 stops
$384United Airlines
Find Deal
Sat, Sep 6 - Sat, Sep 13
United Airlines Logo
10:55 am - 10:23 pmPDX-MSN
9h 28m2 stops
United Airlines Logo
10:51 am - 9:01 pmMSN-PDX
12h 10m2 stops
$389United Airlines
Find Deal
Sat, Sep 6 - Sat, Sep 13
American Airlines Logo
11:35 am - 11:02 pmPDX-MSN
9h 27m1 stop
American Airlines Logo
5:30 am - 9:46 amMSN-PDX
6h 16m1 stop
$433American Airlines
Find Deal
Thu, Aug 14 - Wed, Aug 20
American Airlines Logo
11:59 pm - 10:33 amPDX-MSN
8h 34m1 stop
American Airlines Logo
5:30 am - 9:46 amMSN-PDX
6h 16m1 stop
$461American Airlines
Find Deal
Fri, Aug 15 - Tue, Aug 19

Delta flights from Portland to Madison

Our best Delta deals on Portland to Madison flight tickets
Delta
Sep 6
PDX10:57 pmPortland
7h 51m
1 stop
MSN8:48 amMadison Truax Field
Sep 13
MSN6:00 amMadison Truax Field
6h 39m
1 stop
PDX10:39 amPortland
$289
Find similar
Delta
Oct 2
PDX12:45 amPortland
5h 46m
1 stop
MSN8:31 amMadison Truax Field
Oct 18
MSN6:00 amMadison Truax Field
7h 01m
1 stop
PDX11:01 amPortland
$324
Find similar
Delta
Oct 2
PDX12:45 amPortland
5h 46m
1 stop
MSN8:31 amMadison Truax Field
Oct 18
MSN6:00 amMadison Truax Field
7h 01m
1 stop
PDX11:01 amPortland
$354
Find similar

United Airlines flights from Portland to Madison

Our best United Airlines deals on Portland to Madison flight tickets
United Airlines
Sep 6
PDX10:55 amPortland
7h 53m
1 stop
MSN8:48 pmMadison Truax Field
Sep 13
MSN10:51 amMadison Truax Field
12h 10m
2 stops
PDX9:01 pmPortland
$384
Find similar
United Airlines
Sep 6
PDX10:55 amPortland
9h 28m
2 stops
MSN10:23 pmMadison Truax Field
Sep 13
MSN10:51 amMadison Truax Field
12h 10m
2 stops
PDX9:01 pmPortland
$389
Find similar
United Airlines
Sep 29
PDX11:59 pmPortland
7h 56m
1 stop
MSN9:55 amMadison Truax Field
Oct 4
MSN6:30 amMadison Truax Field
7h 11m
1 stop
PDX11:41 amPortland
$404
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Portland to Madison that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated July 30, 2025.
Use the filters below to find and compare flights from Portland to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandMadison

PDX - MSN

PDXMSN

Portland

Tue 8/12

6:35 am-6:33 pm

1 stop9h 58m

Madison Truax Field

Fri 8/22

7:59 pm-12:15 am

1 stop6h 16m

$238

PortlandMadison

PDX - MSN

PDXMSN

Portland

Fri 9/5

6:05 am-7:14 pm

1 stop11h 09m

Madison Truax Field

Mon 9/8

7:59 pm-12:12 am

1 stop6h 13m

$258

PortlandMadison

PDX - MSN

PDXMSN

Portland

Sun 9/28

6:05 am-7:14 pm

1 stop11h 09m

Madison Truax Field

Mon 9/29

7:59 pm-12:12 am

1 stop6h 13m

$288

PortlandMadison

PDX - MSN

PDXMSN

Portland

Sat 9/6

10:57 pm-8:48 am

1 stop7h 51m

Madison Truax Field

Sat 9/13

6:00 am-10:39 am

1 stop6h 39m

$289

PortlandMadison

PDX - MSN

PDXMSN

Portland

Thu 10/2

12:45 am-8:31 am

1 stop5h 46m

Madison Truax Field

Sat 10/18

6:00 am-11:01 am

1 stop7h 01m

$324

PortlandMadison

PDX - MSN

PDXMSN

Portland

Sat 9/27

7:00 am-5:54 pm

1 stop8h 54m

Madison Truax Field

Sat 10/4

5:00 am-9:32 am

1 stop6h 32m

$379

PortlandMadison

PDX - MSN

PDXMSN

Portland

Sat 9/6

10:55 am-8:48 pm

1 stop7h 53m

Madison Truax Field

Sat 9/13

10:51 am-9:01 pm

2 stops12h 10m

$384

PortlandMadison

PDX - MSN

PDXMSN

Portland

Sat 9/6

10:55 am-10:23 pm

2 stops9h 28m

Madison Truax Field

Sat 9/13

10:51 am-9:01 pm

2 stops12h 10m

$389

PortlandMadison

PDX - MSN

PDXMSN

Portland

Thu 8/14

11:35 am-11:02 pm

1 stop9h 27m

Madison Truax Field

Wed 8/20

5:30 am-9:46 am

1 stop6h 16m

$433

PortlandMadison

PDX - MSN

PDXMSN

Portland

Fri 8/15

11:59 pm-10:33 am

1 stop8h 34m

Madison Truax Field

Tue 8/19

5:30 am-9:46 am

1 stop6h 16m

$461

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Madison from

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

What is the cheapest month to fly to Madison?

The month of January is, on average, the cheapest month to fly to Madison from Portland, with most prices found around $310. If you’re not able to fly to Madison in January, then August is your next best option. Flight prices from Portland to Madison during August average around $365.

What is the cheapest day to depart on your flight to Madison?

The cheapest day to depart from Portland to Madison is on a Tuesday when prices can be found for as low as $424. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Madison on Friday is $772.

What is the cheapest time of day to depart on your flight to Madison?

According to our data, the cheapest time of day to fly to Madison is in the evening. momondo users have found flights departing from Portland to Madison in the evening for as low as $397. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Madison is at noon when prices are around $772.

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 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 $439 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 $308 on momondo.

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

There are 1 cabin classes available to choose from on Portland to Madison Truax Field 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 July 2025, prices for Portland to Madison flights are approximately 43% cheaper 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

Best Price Found

$129

Fastest flight time

3h 34m

Direct flights

Mon

Airports in Madison

1 airport
The best one-way flight to Madison from Portland in the past 72 hours is $129. The best round-trip flight deal from Portland to Madison found on momondo in the last 72 hours is $238.
The fastest flight from Portland to Madison takes 3h 34m
Direct flights go from Portland to Madison on Monday. The only airline offering direct flights is Delta.
There is 1 airport near Madison: Madison Truax Field (MSN)
Search flight deals

  • 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 46m, 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?

  • 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 plane model from Portland to Madison?

  • What is the most popular airline 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
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $109Free CancellationRating
5.9
3,237 reviews
Search Frontier flights
DeltaPriceFrom $278Free CancellationRating
8.0
7,980 reviews
Search Delta flights
American AirlinesPriceFrom $283Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $301Free CancellationRating
7.4
8,896 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $379Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Wisconsin Dells
Baraboo
Middleton
Portage
Fitchburg
Sun Prairie
Cambridge
Oxford
Evansville
Windsor

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.

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