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Cheap flights from Madison to Portland from $262

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Madison to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
3:30 pm - 8:23 pmMSN  Madison Truax Field-PDX Portland
6h 53m1 stop Minneapolis St Paul
Delta Logo
12:30 am - 10:15 amPDX  Portland-MSN Madison Truax Field
7h 45m1 stop Minneapolis St Paul
$371Delta
Sat, Apr 24 - Fri, Apr 30
Delta Logo
3:30 pm - 8:23 pmMSN  Madison Truax Field-PDX Portland
6h 53m1 stop Minneapolis St Paul
Delta Logo
10:55 pm - 8:50 amPDX  Portland-MSN Madison Truax Field
7h 55m1 stop Detroit Metropolitan Wayne County
$371Delta
Tue, Apr 20 - Tue, Apr 27
United Airlines Logo
5:00 am - 11:31 amMSN  Madison Truax Field-PDX Portland
8h 31m1 stop Chicago O'Hare Intl
United Airlines Logo
5:00 am - 1:28 pmPDX  Portland-MSN Madison Truax Field
6h 28m1 stop Denver Intl
$371United Airlines
Tue, Jan 12 - Tue, Jan 19
Delta Logo
6:32 am - 10:48 amMSN  Madison Truax Field-PDX Portland
6h 16m1 stop Minneapolis St Paul
Delta Logo
11:59 am - 9:29 pmPDX  Portland-MSN Madison Truax Field
7h 30m1 stop Minneapolis St Paul
$371Delta
Wed, Dec 2 - Wed, Dec 9
American Airlines Logo
5:00 am - 12:37 pmMSN  Madison Truax Field-PDX Portland
9h 37m1 stop Chicago O'Hare Intl
American Airlines Logo
6:50 am - 5:00 pmPDX  Portland-MSN Madison Truax Field
8h 10m1 stop Dallas/Fort Worth
$375American Airlines
Thu, Dec 3 - Sat, Dec 5
American Airlines Logo
5:51 am - 12:37 pmMSN  Madison Truax Field-PDX Portland
8h 46m1 stop Chicago O'Hare Intl
American Airlines Logo
2:06 pm - 12:14 amPDX  Portland-MSN Madison Truax Field
8h 08m1 stop Chicago O'Hare Intl
$375American Airlines
Tue, Dec 15 - Sun, Jan 17
United Airlines Logo
5:00 am - 1:27 pmMSN  Madison Truax Field-PDX Portland
10h 27m2 stops Chicago O'Hare Intl Denver Intl
United Airlines Logo
5:00 am - 1:28 pmPDX  Portland-MSN Madison Truax Field
6h 28m1 stop Denver Intl
$376United Airlines
Tue, Jan 12 - Tue, Jan 19
United Airlines Logo
5:00 am - 1:16 pmMSN  Madison Truax Field-PDX Portland
10h 16m2 stops Chicago O'Hare Intl Denver Intl
United Airlines Logo
7:00 am - 2:50 pmPDX  Portland-MSN Madison Truax Field
5h 50m1 stop Chicago O'Hare Intl
$380United Airlines
Wed, Dec 9 - Sun, Dec 13
Alaska Airlines Logo
11:30 am - 8:53 pmMSN  Madison Truax Field-PDX Portland
11h 23m2 stops Chicago O'Hare Intl Seattle/Tacoma Intl
Alaska Airlines Logo
10:36 am - 12:14 amPDX  Portland-MSN Madison Truax Field
11h 38m2 stops San Diego Chicago O'Hare Intl
$641Alaska Airlines
Sat, Feb 6 - Tue, Feb 9
Alaska Airlines Logo
9:10 am - 8:30 pmMSN  Madison Truax Field-PDX Portland
13h 20m2 stops Chicago O'Hare Intl San Diego
Alaska Airlines Logo
5:25 am - 6:15 pmPDX  Portland-MSN Madison Truax Field
10h 50m2 stops Seattle/Tacoma Intl Chicago O'Hare Intl
$641Alaska Airlines
Sat, Feb 6 - Tue, Feb 9

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Delta flights from Madison to Portland

Our best Delta deals on Madison to Portland flight tickets
Delta
Apr 20
MSN3:30 pmMadison Truax Field
6h 53m
1 stop
PDX8:23 pmPortland
Apr 27
PDX10:55 pmPortland
7h 55m
1 stop
MSN8:50 amMadison Truax Field
$371
Delta
Dec 18
MSN2:15 pmMadison Truax Field
9h 52m
1 stop
PDX10:07 pmPortland
Jan 1
PDX12:00 pmPortland
6h 45m
1 stop
MSN8:45 pmMadison Truax Field
$379
Delta
Nov 18
MSN7:49 pmMadison Truax Field
5h 57m
1 stop
PDX11:46 pmPortland
Nov 24
PDX12:35 amPortland
7h 44m
1 stop
MSN10:19 amMadison Truax Field
$414

American Airlines flights from Madison to Portland

Our best American Airlines deals on Madison to Portland flight tickets
American Airlines
Dec 3
MSN5:00 amMadison Truax Field
9h 37m
1 stop
PDX12:37 pmPortland
Dec 5
PDX6:50 amPortland
8h 10m
1 stop
MSN5:00 pmMadison Truax Field
$375
American Airlines
Feb 11
MSN7:03 pmMadison Truax Field
6h 56m
1 stop
PDX11:59 pmPortland
Feb 14
PDX1:51 pmPortland
8h 25m
1 stop
MSN12:16 amMadison Truax Field
$399
American Airlines
Dec 1
MSN2:57 pmMadison Truax Field
10h 19m
1 stop
PDX11:16 pmPortland
Jan 16
PDX1:09 pmPortland
6h 52m
1 stop
MSN10:01 pmMadison Truax Field
$480

momondo Fare Finder

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

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Route

Depart

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Price

Cheapest round-trip

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Sat 4/24

3:30 pm-8:23 pm

1 stop6h 53m

Portland

Fri 4/30

12:30 am-10:15 am

1 stop7h 45m

$371

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Tue 4/20

3:30 pm-8:23 pm

1 stop6h 53m

Portland

Tue 4/27

10:55 pm-8:50 am

1 stop7h 55m

$371

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Tue 1/12

5:00 am-11:31 am

1 stop8h 31m

Portland

Tue 1/19

5:00 am-1:28 pm

1 stop6h 28m

$371
Quickest round-trip

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Wed 12/2

6:32 am-10:48 am

1 stop6h 16m

Portland

Wed 12/9

11:59 am-9:29 pm

1 stop7h 30m

$371

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Thu 12/3

5:00 am-12:37 pm

1 stop9h 37m

Portland

Sat 12/5

6:50 am-5:00 pm

1 stop8h 10m

$375

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Tue 12/15

5:51 am-12:37 pm

1 stop8h 46m

Portland

Sun 1/17

2:06 pm-12:14 am

1 stop8h 08m

$375

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Tue 1/12

5:00 am-1:27 pm

2 stops10h 27m

Portland

Tue 1/19

5:00 am-1:28 pm

1 stop6h 28m

$376

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Wed 12/9

5:00 am-1:16 pm

2 stops10h 16m

Portland

Sun 12/13

7:00 am-2:50 pm

1 stop5h 50m

$380

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Sat 2/6

11:30 am-8:53 pm

2 stops11h 23m

Portland

Tue 2/9

10:36 am-12:14 am

2 stops11h 38m

$641

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Sat 2/6

9:10 am-8:30 pm

2 stops13h 20m

Portland

Tue 2/9

5:25 am-6:15 pm

2 stops10h 50m

$641

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 Portland from

How to get the cheapest flight ticket from Madison to Portland

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

Prices are currently low for flights on this route.

Typical prices usually range from $413 to $578.
The lowest price recently found on this route was $371.

What is the cheapest month to fly to Portland?

The cheapest month to fly to Portland from Madison is in February. Flight prices, which tend to average around $371, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in February, then you should wait until January to fly from Madison, when ticket prices are also cheap, with an average price of $407.

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

You are more likely to see cheaper flights to Portland from Madison when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland for around $453 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland from Madison for as low as $329 on momondo.

Can stopping save me money on Madison to Portland flights?

You could potentially save up to 33% on your flight if you consider stops on a Madison to Portland flight.

How have Madison to Portland flight prices changed over time?

As of November 2026, prices for Madison to Portland flights are approximately 135% more expensive when compared to flights at the same time last year.

When to book flights from Madison to Portland

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

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

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

Best Price Found

$262

Fastest flight time

5h 57m

Direct flights

None
The best one-way flight to Portland from Madison in the past 72 hours is $262. The best round-trip flight deal from Madison to Portland found on momondo in the last 72 hours is $371.
The fastest flight from Madison to Portland takes 5h 57m
There are no direct flights from Madison to Portland. There are no popular flight routes from Madison to Portland.
Search flight deals

Frequently asked questions about flying from Madison to Portland

  • How far is Madison Truax Field to Portland by plane?

    There are 1641.2 mi between Madison Truax Field and Portland. 5h 57m is a normal flight duration for this route.

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

    Prices for flights from Madison Truax Field Airport to Portland Airport refresh daily.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Madison Truax Field Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The travel and health documents required for your trip to Portland 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 Portland 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 Madison to Portland?

  • What is the most popular airline from Madison to Portland?

Best airlines flying from Madison to Portland

Compare and see reviews for airlines that fly from Madison to Portland with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $304Free CancellationRating
7.3
10,459 reviews
Search United Airlines flights
American AirlinesPriceFrom $324Free CancellationRating
7.0
12,229 reviews
Search American Airlines flights
DeltaPriceFrom $330Free CancellationRating
7.8
8,696 reviews
Search Delta flights

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Lincoln City
Seaside
Cannon Beach
Vancouver
Salem
Astoria
Beaverton
Long Beach
Rockaway Beach
Hillsboro
Tigard
Longview
Hood River
Newberg
Clackamas
Gresham
Troutdale
Wilsonville
Depoe Bay
McMinnville

Why use momondo?

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

It is quick and easy to find Madison to Portland flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Portland that suits you.

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

Yes. momondo enables you to select and highlight flights to Portland from Madison with this policy.

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

momondo provides multiple filters to help you find the best flight to Portland from Madison. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes. momondo can track prices for Madison to Portland 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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