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Cheap flights from Madison to Portland from $189

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to Portland departing on 5/19. 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 Madison to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
3:29 pm - 11:54 pm
MSN
-
PDX
10h 25m
1 stop
American Airlines Logo
11:47 pm - 8:48 am
PDX
-
MSN
7h 01m
1 stop
$309American Airlines
Fri, Apr 17 - Tue, Apr 21
Delta Logo
6:00 am - 12:48 pm
MSN
-
PDX
8h 48m
1 stop
Delta Logo
12:30 am - 10:05 am
PDX
-
MSN
7h 35m
1 stop
$319Delta
Sun, Mar 22 - Sat, Mar 28
United Airlines Logo
4:15 pm - 10:54 pm
MSN
-
PDX
8h 39m
1 stop
United Airlines Logo
11:59 pm - 10:11 am
PDX
-
MSN
8h 12m
1 stop
$329United Airlines
Fri, Apr 17 - Mon, Apr 20
United Airlines Logo
9:55 am - 5:44 pm
MSN
-
PDX
9h 49m
2 stops
United Airlines Logo
10:45 am - 7:07 pm
PDX
-
MSN
6h 22m
1 stop
$334United Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
6:02 pm - 11:03 pm
MSN
-
PDX
7h 01m
1 stop
American Airlines Logo
11:47 pm - 8:45 am
PDX
-
MSN
6h 58m
1 stop
$342American Airlines
Fri, May 15 - Mon, May 18
United Airlines Logo
5:34 pm - 11:55 pm
MSN
-
PDX
8h 21m
1 stop
United Airlines Logo
11:55 pm - 8:56 am
PDX
-
MSN
7h 01m
1 stop
$345United Airlines
Wed, May 13 - Sat, May 16
Delta Logo
6:00 am - 12:48 pm
MSN
-
PDX
8h 48m
1 stop
Delta Logo
11:15 pm - 8:51 am
PDX
-
MSN
7h 36m
1 stop
$354Delta
Sun, Mar 22 - Tue, Mar 31
Delta Logo
6:00 am - 12:48 pm
MSN
-
PDX
8h 48m
1 stop
Delta Logo
12:30 am - 10:05 am
PDX
-
MSN
7h 35m
1 stop
$359Delta
Sat, Mar 21 - Fri, Mar 27
Delta Logo
6:00 am - 12:48 pm
MSN
-
PDX
8h 48m
1 stop
Delta Logo
12:30 am - 10:05 am
PDX
-
MSN
7h 35m
1 stop
$369Delta
Sat, Mar 21 - Sat, Mar 28
American Airlines Logo
5:11 pm - 12:50 am
MSN
-
PDX
9h 39m
1 stop
American Airlines Logo
1:34 pm - 11:06 pm
PDX
-
MSN
7h 32m
1 stop
$374American Airlines
Fri, May 22 - Fri, May 29

American Airlines flights from Madison to Portland

Our best American Airlines deals on Madison to Portland flight tickets
American Airlines
Apr 17
MSN3:29 pmMadison Truax Field
10h 25m
1 stop
PDX11:54 pmPortland
Apr 21
PDX11:47 pmPortland
7h 01m
1 stop
MSN8:48 amMadison Truax Field
$309
American Airlines
May 15
MSN6:02 pmMadison Truax Field
7h 01m
1 stop
PDX11:03 pmPortland
May 18
PDX11:47 pmPortland
6h 58m
1 stop
MSN8:45 amMadison Truax Field
$342
American Airlines
May 22
MSN5:11 pmMadison Truax Field
9h 39m
1 stop
PDX12:50 amPortland
May 29
PDX1:34 pmPortland
7h 32m
1 stop
MSN11:06 pmMadison Truax Field
$374

United Airlines flights from Madison to Portland

Our best United Airlines deals on Madison to Portland flight tickets
United Airlines
Apr 17
MSN4:15 pmMadison Truax Field
8h 39m
1 stop
PDX10:54 pmPortland
Apr 20
PDX11:59 pmPortland
8h 12m
1 stop
MSN10:11 amMadison Truax Field
$329
United Airlines
May 2
MSN9:55 amMadison Truax Field
9h 49m
2 stops
PDX5:44 pmPortland
May 9
PDX10:45 amPortland
6h 22m
1 stop
MSN7:07 pmMadison Truax Field
$334
United Airlines
May 13
MSN5:34 pmMadison Truax Field
8h 21m
1 stop
PDX11:55 pmPortland
May 16
PDX11:55 pmPortland
7h 01m
1 stop
MSN8:56 amMadison Truax Field
$345

momondo 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, momondo users made 832,500 searches. Data last updated March 9, 2026.
Use the filters below to find and compare flights from Madison to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Fri 4/17

3:29 pm-11:54 pm

1 stop10h 25m

Portland

Tue 4/21

11:47 pm-8:48 am

1 stop7h 01m

$309

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sun 3/22

6:00 am-12:48 pm

1 stop8h 48m

Portland

Sat 3/28

12:30 am-10:05 am

1 stop7h 35m

$319

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Fri 4/17

4:15 pm-10:54 pm

1 stop8h 39m

Portland

Mon 4/20

11:59 pm-10:11 am

1 stop8h 12m

$329

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sat 5/2

9:55 am-5:44 pm

2 stops9h 49m

Portland

Sat 5/9

10:45 am-7:07 pm

1 stop6h 22m

$334
Quickest round-trip

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Fri 5/15

6:02 pm-11:03 pm

1 stop7h 01m

Portland

Mon 5/18

11:47 pm-8:45 am

1 stop6h 58m

$342

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Wed 5/13

5:34 pm-11:55 pm

1 stop8h 21m

Portland

Sat 5/16

11:55 pm-8:56 am

1 stop7h 01m

$345

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sun 3/22

6:00 am-12:48 pm

1 stop8h 48m

Portland

Tue 3/31

11:15 pm-8:51 am

1 stop7h 36m

$354

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sat 3/21

6:00 am-12:48 pm

1 stop8h 48m

Portland

Fri 3/27

12:30 am-10:05 am

1 stop7h 35m

$359

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Sat 3/21

6:00 am-12:48 pm

1 stop8h 48m

Portland

Sat 3/28

12:30 am-10:05 am

1 stop7h 35m

$369

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Fri 5/22

5:11 pm-12:50 am

1 stop9h 39m

Portland

Fri 5/29

1:34 pm-11:06 pm

1 stop7h 32m

$374

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 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 $347, 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 September to fly from Madison, when ticket prices are also cheap, with an average price of $378.

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

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

How far in advance should I book a flight 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 $413 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 $324 on momondo.

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

There is only 1 cabin class available to choose from on Madison Truax Field to Portland 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 Madison to Portland flights?

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

How have Madison to Portland flight prices changed over time?

As of March 2026, prices for Madison to Portland flights are approximately 56% 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

Fastest flight time

6h 29m

Direct flights

None
The fastest flight from Madison to Portland takes 6h 29m
There are no direct flights from Madison to Portland. There are no popular flight routes from Madison to Portland.
Search flight deals

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

    There are 1641.2 mi between Madison Truax Field and Portland. 6h 29m 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
FrontierPriceFrom $214Free CancellationRating
5.7
3,033 reviews
Search Frontier flights
DeltaPriceFrom $283Free CancellationRating
7.9
8,276 reviews
Search Delta flights
American AirlinesPriceFrom $288Free CancellationRating
7.1
11,414 reviews
Search American Airlines flights
United AirlinesPriceFrom $288Free CancellationRating
7.4
9,409 reviews
Search United Airlines 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
Long Beach
Rockaway Beach
Depoe Bay
Beaverton
Hillsboro
Tigard
Hood River
Longview
McMinnville
The Dalles
Pacific City
Newberg
Gresham
Manzanita

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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