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Cheap flights from Portland to Madison from $89

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 11/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Portland to Madison

Cheap round-trip flights

Frontier Logo
6:05 am - 7:14 pmPDX-MSN
11h 09m1 stop
Frontier Logo
7:59 pm - 12:12 amMSN-PDX
6h 13m1 stop
$187Frontier
Find Deal
lun., sep. 29 - vie., oct. 3
Frontier Logo
6:05 am - 7:14 pmPDX-MSN
11h 09m1 stop
Frontier Logo
7:59 pm - 12:12 amMSN-PDX
6h 13m1 stop
$223Frontier
Find Deal
lun., sep. 29 - jue., oct. 2
Frontier Logo
12:43 pm - 7:14 pmPDX-MSN
28h 31m1 stop
Frontier Logo
7:59 pm - 11:56 amMSN-PDX
17h 57m1 stop
$263Frontier
Find Deal
jue., oct. 23 - lun., oct. 27
American Airlines Logo
11:59 pm - 10:30 amPDX-MSN
8h 31m1 stop
American Airlines Logo
3:10 pm - 9:23 pmMSN-PDX
8h 13m1 stop
$289American Airlines
Find Deal
vie., nov. 7 - mar., nov. 11
American Airlines Logo
2:06 pm - 11:27 pmPDX-MSN
7h 21m1 stop
American Airlines Logo
4:29 pm - 11:06 pmMSN-PDX
8h 37m1 stop
$314American Airlines
Find Deal
vie., oct. 3 - sáb., oct. 18
United Airlines Logo
7:00 am - 2:54 pmPDX-MSN
5h 54m1 stop
United Airlines Logo
2:48 pm - 10:15 pmMSN-PDX
9h 27m1 stop
$331United Airlines
Find Deal
jue., nov. 27 - mié., dic. 3
Delta Logo
11:42 am - 10:58 pmPDX-MSN
9h 16m1 stop
Delta Logo
2:44 pm - 8:56 pmMSN-PDX
8h 12m1 stop
$339Delta
Find Deal
mar., sep. 30 - sáb., oct. 4
United Airlines Logo
11:59 pm - 9:55 amPDX-MSN
7h 56m1 stop
United Airlines Logo
6:30 am - 11:41 amMSN-PDX
7h 11m1 stop
$350United Airlines
Find Deal
dom., oct. 12 - dom., oct. 19
Delta Logo
12:45 am - 8:31 amPDX-MSN
5h 46m1 stop
Delta Logo
2:42 pm - 8:26 pmMSN-PDX
7h 44m1 stop
$369Delta
Find Deal
jue., oct. 2 - sáb., oct. 18
Alaska Airlines Logo
7:00 am - 5:30 pmPDX-MSN
8h 30m1 stop
Alaska Airlines Logo
11:28 am - 4:39 pmMSN-PDX
7h 11m1 stop
$379Alaska Airlines
Find Deal
sáb., feb. 28 - mié., mar. 4

Delta flights from Portland to Madison

Our best Delta deals on Portland to Madison flight tickets
Delta
Sep 30
PDX11:42 amPortland
9h 16m
1 stop
MSN10:58 pmMadison Truax Field
Oct 4
MSN2:44 pmMadison Truax Field
8h 12m
1 stop
PDX8:56 pmPortland
$339
Find similar
Delta
Oct 2
PDX12:45 amPortland
5h 46m
1 stop
MSN8:31 amMadison Truax Field
Oct 18
MSN2:42 pmMadison Truax Field
7h 44m
1 stop
PDX8:26 pmPortland
$369
Find similar
Delta
Sep 25
PDX12:45 amPortland
5h 46m
1 stop
MSN8:31 amMadison Truax Field
Sep 30
MSN6:00 amMadison Truax Field
8h 35m
1 stop
PDX12:35 pmPortland
$379
Find similar

American Airlines flights from Portland to Madison

Our best American Airlines deals on Portland to Madison flight tickets
American Airlines
Nov 7
PDX11:59 pmPortland
8h 31m
1 stop
MSN10:30 amMadison Truax Field
Nov 11
MSN3:10 pmMadison Truax Field
8h 13m
1 stop
PDX9:23 pmPortland
$289
Find similar
American Airlines
Oct 3
PDX2:06 pmPortland
7h 21m
1 stop
MSN11:27 pmMadison Truax Field
Oct 18
MSN4:29 pmMadison Truax Field
8h 37m
1 stop
PDX11:06 pmPortland
$314
Find similar
American Airlines
Oct 7
PDX5:15 amPortland
6h 45m
1 stop
MSN2:00 pmMadison Truax Field
Oct 16
MSN5:27 pmMadison Truax Field
7h 41m
1 stop
PDX11:08 pmPortland
$344
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 septiembre 16, 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

lun. 9/29

6:05 am-7:14 pm

1 stop11h 09m

Madison Truax Field

vie. 10/3

7:59 pm-12:12 am

1 stop6h 13m

$187

PortlandMadison

PDX - MSN

PDXMSN

Portland

lun. 9/29

6:05 am-7:14 pm

1 stop11h 09m

Madison Truax Field

jue. 10/2

7:59 pm-12:12 am

1 stop6h 13m

$223

PortlandMadison

PDX - MSN

PDXMSN

Portland

jue. 10/23

12:43 pm-7:14 pm

1 stop28h 31m

Madison Truax Field

lun. 10/27

7:59 pm-11:56 am

1 stop17h 57m

$263

PortlandMadison

PDX - MSN

PDXMSN

Portland

vie. 11/7

11:59 pm-10:30 am

1 stop8h 31m

Madison Truax Field

mar. 11/11

3:10 pm-9:23 pm

1 stop8h 13m

$289

PortlandMadison

PDX - MSN

PDXMSN

Portland

vie. 10/3

2:06 pm-11:27 pm

1 stop7h 21m

Madison Truax Field

sáb. 10/18

4:29 pm-11:06 pm

1 stop8h 37m

$314

PortlandMadison

PDX - MSN

PDXMSN

Portland

jue. 11/27

7:00 am-2:54 pm

1 stop5h 54m

Madison Truax Field

mié. 12/3

2:48 pm-10:15 pm

1 stop9h 27m

$331

PortlandMadison

PDX - MSN

PDXMSN

Portland

mar. 9/30

11:42 am-10:58 pm

1 stop9h 16m

Madison Truax Field

sáb. 10/4

2:44 pm-8:56 pm

1 stop8h 12m

$339

PortlandMadison

PDX - MSN

PDXMSN

Portland

dom. 10/12

11:59 pm-9:55 am

1 stop7h 56m

Madison Truax Field

dom. 10/19

6:30 am-11:41 am

1 stop7h 11m

$350

PortlandMadison

PDX - MSN

PDXMSN

Portland

jue. 10/2

12:45 am-8:31 am

1 stop5h 46m

Madison Truax Field

sáb. 10/18

2:42 pm-8:26 pm

1 stop7h 44m

$369

PortlandMadison

PDX - MSN

PDXMSN

Portland

sáb. 2/28

7:00 am-5:30 pm

1 stop8h 30m

Madison Truax Field

mié. 3/4

11:28 am-4:39 pm

1 stop7h 11m

$379

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 February is your next best option. Flight prices from Portland to Madison during February average around $391.

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 $773.

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 $773.

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 $455 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 is only 1 cabin class 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 September 2025, prices for Portland to Madison flights are approximately 22% 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

Best Price Found

$793

Direct flights

None
The best flight deal from Portland to Madison found on momondo in the last 72 hours is $793
There are no direct flights from Portland to Madison. Popular non-direct route for this connection is Portland Airport - Madison Truax Field Airport.
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
5.8
3,174 reviews
Search Frontier flights
DeltaPriceFrom $278Free CancellationRating
7.9
7,957 reviews
Search Delta flights
American AirlinesPriceFrom $283Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $299Free CancellationRating
7.4
8,924 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
Windsor
Evansville

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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