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$68+ Cheap flights from Madison to Portland (MSN - PDX)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — PDX
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Portland are usually found in September or October, booked 33 days in advance, depart on a Friday or Tuesday and return on a Tuesday

Cheap flight deals from Madison to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$191
(Frontier)

One-way from

$68
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$372

Good round-trip deal

$359 or less

Good one-way deal

$220 or less
From Madison Truax Field to Portland
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One-way flight from Madison Truax Field to Portland
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Highest demand for flights based on searches. 4% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Madison Truax Field to Portland.
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Price to beat on a one-way flight from Madison Truax Field to Portland.
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Find flight deals from Madison to Portland

Cheapest flights from Madison to Portland
Explore the most affordable flight options available from Madison to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Frontier deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/267:59 pmMSN - PDX
1 stop6h 13mFrontier
Fri 10/36:05 amPDX - MSN
1 stop11h 09mFrontier
Deal found 9/10$191
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/277:59 pmMSN - PDX
1 stop17h 57mFrontier
Thu 10/3012:52 pmPDX - MSN
1 stop28h 23mFrontier
Deal found 9/11$201
This Frontier deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/267:59 pmMSN - PDX
1 stop6h 13mFrontier
Thu 10/26:05 amPDX - MSN
1 stop11h 09mFrontier
Deal found 9/10$214
This Frontier deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/257:59 pmMSN - PDX
1 stop6h 13mFrontier
Fri 10/36:05 amPDX - MSN
1 stop11h 09mFrontier
Deal found 9/10$218
This Frontier deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/197:59 pmMSN - PDX
1 stop6h 13mFrontier
Sun 9/216:05 amPDX - MSN
1 stop11h 09mFrontier
Deal found 9/9$234
This Frontier deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/257:59 pmMSN - PDX
1 stop6h 13mFrontier
Thu 10/26:05 amPDX - MSN
1 stop11h 09mFrontier
Deal found 9/10$241
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/247:59 pmMSN - PDX
1 stop17h 49mFrontier
Thu 10/3012:52 pmPDX - MSN
1 stop28h 23mFrontier
Deal found 9/11$247
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/277:59 pmMSN - PDX
1 stop17h 57mMultiple Airlines
Tue 11/412:52 pmPDX - MSN
2 stops26h 36mMultiple Airlines
Deal found 9/11$255
This Frontier deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/297:59 pmMSN - PDX
1 stop6h 13mFrontier
Mon 10/66:05 amPDX - MSN
1 stop11h 09mFrontier
Deal found 9/11$268
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/27:59 pmMSN - PDX
1 stop30h 13mMultiple Airlines
Thu 10/912:43 pmPDX - MSN
2 stops42h 25mMultiple Airlines
Deal found 9/11$270
This Frontier deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/267:59 pmMSN - PDX
1 stop6h 13mFrontier
Mon 10/66:05 amPDX - MSN
1 stop11h 09mFrontier
Deal found 9/10$273
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2411:40 amMSN - PDX
Nonstop4h 06mDelta
Sat 10/2512:40 amPDX - MSN
1 stop5h 57mDelta
Deal found 9/9$279

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Portland 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, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Madison to Portland that are best for you.

Fly from

Madison

Fly to

Portland

Route

Depart

Return

Price

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Fri 10/24

11:40 am-1:46 pm

Nonstop4h 06m

Portland

Thu 10/30

12:40 am-10:18 am

1 stop7h 38m

$279

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sat 10/25

6:00 am-11:01 am

1 stop7h 01m

Portland

Mon 11/3

12:40 am-10:18 am

1 stop7h 38m

$289

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sat 10/18

6:00 am-11:01 am

1 stop7h 01m

Portland

Sat 11/22

1:53 pm-8:48 pm

1 stop4h 55m

$289

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sat 10/18

6:00 am-11:01 am

1 stop7h 01m

Portland

Thu 10/23

12:40 am-8:37 am

1 stop5h 57m

$289

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sat 10/18

6:00 am-11:01 am

1 stop7h 01m

Portland

Tue 10/21

6:20 am-2:02 pm

1 stop5h 42m

$289

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Tue 10/28

2:42 pm-8:26 pm

1 stop7h 44m

Portland

Sat 11/1

11:39 am-8:21 pm

1 stop6h 42m

$289

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Fri 12/5

10:55 am-5:44 pm

1 stop8h 49m

Portland

Mon 12/8

11:15 pm-8:58 am

1 stop7h 43m

$289

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sat 10/11

5:30 am-1:00 pm

1 stop9h 30m

Portland

Fri 10/17

12:40 am-10:18 am

1 stop7h 38m

$289

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Fri 10/24

11:40 am-1:46 pm

Nonstop4h 06m

Portland

Sun 11/2

12:40 am-10:18 am

1 stop7h 38m

$306

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Fri 10/24

11:40 am-1:46 pm

Nonstop4h 06m

Portland

Mon 11/3

12:40 am-10:18 am

1 stop7h 38m

$306

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 24 results
1
2
3

Best time to book a flight from Madison to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Madison with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Madison to Portland

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

Use this chart to determine the optimal time to book a round-trip flight from Madison to Portland. Price data was last updated on August 29, 2025.

To ensure you get the cheapest price possible for a flight from Madison to Portland, you should look to book at least 33 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Madison to Portland?

Currently, November is the cheapest month in which you can book a flight from Madison to Portland (average of $277). Flying from Madison to Portland in March is currently the most expensive (average of $368). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MSN to PDX?

Find hourly flight availability from Madison to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

One of the essential ways to save on airfare from Madison to Portland is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 34% on airfare.

How much does it cost to fly round-trip from Madison to Portland?

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated September 11, 2025.
Read through reviews of airlines operating flights from Madison to Portland, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Frontier
5.8
Fair
3,177 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Madison to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Madison to Portland?

    There are many flights that can get you from Madison to Portland in 4h 06m. Fly via Delta to get the fastest option. Madison and Portland are separated by a distance of 1639 mi. Generally, flights for this route are nonstop.

  • What are the cheapest airlines flying from Madison to Portland round-trip?

    Currently priced at $127, Frontier will fly you from Madison to Portland and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and American Airlines - these airlines can fly you to your destination from $281 and $287, respectively. These flights start at 70% lower than the current average price 3 months from now.

  • What are the cheapest flights from Madison to Portland?

    Looking at all options, your cheapest flight can be booked for $208. While the most popular route (Madison Truax Field - Portland) can be booked for $289 on average, our data indicates $311 when flying from Madison to Portland.

  • Can I find deals for flights from Madison to Portland that include hotel bookings?

    Yes. In addition to deals on Madison to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Portland.

  • Can I find deals for business class flights from Madison to Portland?

    Yes. Cheapflights offers flight deals from Madison to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Madison to Portland?

    Currently, November is the cheapest month in which you can book a flight from Madison to Portland (average of $277). Flying from Madison to Portland in March is currently the most expensive (average of $368). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Beaverton
Clackamas
McMinnville
Lake Oswego
Hillsboro
Cannon Beach
Long Beach
Longview
Lincoln City
Tigard
Depoe Bay
Stevenson
Wilsonville
Pacific City
Troutdale
Tillamook
Gresham
Silverton

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Madison to Portland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Madison to Portland

Discover the top 4 airlines that operate flights from Madison to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$127Average$244FlexibilityNo cancel feeOn-time62%
DeltaCheapest$281Average$418FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$287Average$420FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$288Average$463FlexibilityNo cancel feeOn-time69%

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