What airlines fly to Portland?

Delta, Allegiant Air and United Airlines are the top three most popular airlines that fly to Portland from Madison according to our data. Delta is the first choice among our users, with 28% of people opting to fly with this airline when traveling to Portland. Keep in mind that there are 6 different airlines that fly to Portland on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest connection time from Madison to Portland?

Chicago (ORD) has the shortest average layover time for this route: 1h 49m.

Which layover airport offers the lowest fares from Madison to Portland?

Flights via Minneapolis (MSP) offer the lowest average round-trip price of $360.

Which airport is the most popular layover for flights between Madison and Portland?

Chicago (ORD) was the most common stop: 71% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport has the shortest travel time from Madison to Portland?

Flights connecting via Chicago (ORD) have the shortest average one-way travel time: 7h 51m.

What is the cheapest airline that flies from Madison Truax Field to Portland?

United Airlines and Delta are the most popular carriers operating from Madison Truax Field to Portland

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?

There are 3 operators available for flights from Madison Truax Field Airport to Portland Airport as of September 2026.

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.

$246 Cheap Flights from Madison to Portland in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Madison to Portland

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5:00 am - 11:52 amMSN Madison Truax Field-PDX Portland

8h 52m1 stop Chicago O'Hare Intl

1:15 pm - 8:43 pmPDX Portland-MSN Madison Truax Field

5h 28m1 stop Denver Intl

$346United Airlines

Sat, Oct 31 - Tue, Nov 3

5:10 am - 9:28 amMSN Madison Truax Field-PDX Portland

6h 18m1 stop Denver Intl

1:15 pm - 8:43 pmPDX Portland-MSN Madison Truax Field

5h 28m1 stop Denver Intl

$346United Airlines

Wed, Oct 21 - Tue, Oct 27

6:00 am - 10:34 amMSN Madison Truax Field-PDX Portland

6h 34m1 stop Minneapolis St Paul

6:00 am - 2:11 pmPDX Portland-MSN Madison Truax Field

6h 11m1 stop Minneapolis St Paul

$351Delta

Tue, Oct 20 - Sat, Oct 24

7:49 pm - 11:46 pmMSN Madison Truax Field-PDX Portland

5h 57m1 stop Minneapolis St Paul

12:35 am - 10:09 amPDX Portland-MSN Madison Truax Field

7h 34m1 stop Minneapolis St Paul

$351Delta

Tue, Nov 10 - Fri, Nov 20

8:00 am - 4:26 pmMSN Madison Truax Field-PDX Portland

10h 26m1 stop Phoenix Sky Harbor Intl

1:22 pm - 12:13 amPDX Portland-MSN Madison Truax Field

8h 51m1 stop Chicago O'Hare Intl

$351American Airlines

Wed, Oct 28 - Tue, Nov 3

3:08 pm - 9:28 pmMSN Madison Truax Field-PDX Portland

8h 20m1 stop Denver Intl

2:37 pm - 11:07 pmPDX Portland-MSN Madison Truax Field

6h 30m1 stop Chicago O'Hare Intl

$351United Airlines

Sat, Nov 14 - Sat, Nov 21

7:00 am - 2:15 pmMSN Madison Truax Field-PDX Portland

9h 15m1 stop Dallas/Fort Worth

1:05 pm - 10:05 pmPDX Portland-MSN Madison Truax Field

7h 00m1 stop Dallas/Fort Worth

$365American Airlines

Wed, Jan 6 - Sun, Jan 10

6:00 am - 12:26 pmMSN Madison Truax Field-PDX Portland

8h 26m1 stop Chicago O'Hare Intl

5:14 am - 1:59 pmPDX Portland-MSN Madison Truax Field

6h 45m1 stop Phoenix Sky Harbor Intl

$365American Airlines

Tue, Dec 1 - Sat, Dec 5

9:40 am - 6:38 pmMSN Madison Truax Field-PDX Portland

10h 58m2 stops Chicago O'Hare Intl Seattle/Tacoma Intl

9:03 am - 10:10 pmPDX Portland-MSN Madison Truax Field

11h 07m2 stops San Diego Chicago O'Hare Intl

$601Alaska Airlines

Tue, Sep 29 - Sat, Oct 3

6:02 am - 4:50 pmMSN Madison Truax Field-PDX Portland

12h 48m2 stops Chicago O'Hare Intl Seattle/Tacoma Intl

5:05 am - 6:29 pmPDX Portland-MSN Madison Truax Field

11h 24m2 stops Seattle/Tacoma Intl Chicago O'Hare Intl

$601Alaska Airlines

Wed, Nov 11 - Sat, Nov 14

Cheap last minute flights

Enter your travel dates to find the best prices.

6:00 am - 12:37 pmMSN Madison Truax Field-PDX Portland

8h 37m1 stop Minneapolis St Paul

1:42 pm - 11:01 pmPDX Portland-MSN Madison Truax Field

7h 19m1 stop Minneapolis St Paul

$443Delta

Tue, Sep 22 - Tue, Sep 29

6:00 am - 12:37 pmMSN Madison Truax Field-PDX Portland

8h 37m1 stop Minneapolis St Paul

1:42 pm - 11:01 pmPDX Portland-MSN Madison Truax Field

7h 19m1 stop Minneapolis St Paul

$443Delta

Tue, Sep 22 - Tue, Sep 29

10:46 am - 3:56 pmMSN Madison Truax Field-PDX Portland

7h 10m1 stop Chicago O'Hare Intl

5:00 am - 1:18 pmPDX Portland-MSN Madison Truax Field

6h 18m1 stop Denver Intl

$443United Airlines

Tue, Sep 22 - Sat, Sep 26

5:00 am - 12:00 pmMSN Madison Truax Field-PDX Portland

9h 00m2 stops Denver Intl San Francisco

5:00 am - 1:18 pmPDX Portland-MSN Madison Truax Field

6h 18m1 stop Denver Intl

$448United Airlines

Tue, Sep 22 - Sat, Sep 26

5:00 am - 12:00 pmMSN Madison Truax Field-PDX Portland

9h 00m2 stops Denver Intl San Francisco

2:27 pm - 10:35 pmPDX Portland-MSN Madison Truax Field

6h 08m1 stop Chicago O'Hare Intl

$448United Airlines

Tue, Sep 22 - Tue, Sep 29

11:37 am - 7:20 pmMSN Madison Truax Field-PDX Portland

9h 43m1 stop Dallas/Fort Worth

11:08 pm - 8:14 amPDX Portland-MSN Madison Truax Field

7h 06m1 stop Chicago O'Hare Intl

$491American Airlines

Thu, Sep 24 - Wed, Sep 30

11:37 am - 4:54 pmMSN Madison Truax Field-PDX Portland

7h 17m1 stop Dallas/Fort Worth

7:00 am - 6:29 pmPDX Portland-MSN Madison Truax Field

9h 29m1 stop Dallas/Fort Worth

$491American Airlines

Fri, Sep 25 - Sat, Oct 3

2:47 pm - 8:16 pmMSN Madison Truax Field-PDX Portland

7h 29m1 stop Minneapolis St Paul

1:42 pm - 10:34 pmPDX Portland-MSN Madison Truax Field

6h 52m1 stop Minneapolis St Paul

$491Delta

Fri, Sep 25 - Sat, Oct 3

12:56 pm - 8:47 pmMSN Madison Truax Field-PDX Portland

9h 51m2 stops Chicago O'Hare Intl Seattle/Tacoma Intl

7:55 am - 10:10 pmPDX Portland-MSN Madison Truax Field

12h 15m2 stops San Diego Chicago O'Hare Intl

$601Alaska Airlines

Tue, Sep 22 - Tue, Sep 29

12:56 pm - 8:47 pmMSN Madison Truax Field-PDX Portland

9h 51m2 stops Chicago O'Hare Intl Seattle/Tacoma Intl

7:55 am - 10:10 pmPDX Portland-MSN Madison Truax Field

12h 15m2 stops San Diego Chicago O'Hare Intl

$621Alaska Airlines

Tue, Sep 22 - Tue, Sep 29

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American Airlines flights from Madison to Portland

Our best American Airlines deals on Madison to Portland flight tickets

American Airlines

Nov 14

MSN11:37 amMadison Truax Field

9h 55m

1 stop

PDX7:32 pmPortland

Nov 21

PDX1:19 pmPortland

7h 56m

1 stop

MSN11:15 pmMadison Truax Field

$385

American Airlines

Dec 10

MSN7:00 amMadison Truax Field

8h 33m

1 stop

PDX1:33 pmPortland

Dec 29

PDX11:31 pmPortland

6h 57m

1 stop

MSN8:28 amMadison Truax Field

$399

American Airlines

Dec 10

MSN7:00 amMadison Truax Field

8h 33m

1 stop

PDX1:33 pmPortland

Dec 29

PDX11:31 pmPortland

6h 57m

1 stop

MSN8:28 amMadison Truax Field

$409

Delta flights from Madison to Portland

Our best Delta deals on Madison to Portland flight tickets

Delta

Nov 14

MSN2:40 pmMadison Truax Field

7h 24m

1 stop

PDX8:04 pmPortland

Nov 19

PDX12:35 amPortland

7h 44m

1 stop

MSN10:19 amMadison Truax Field

$365

Delta

Nov 13

MSN7:49 pmMadison Truax Field

5h 57m

1 stop

PDX11:46 pmPortland

Nov 16

PDX11:20 pmPortland

7h 58m

1 stop

MSN9:18 amMadison Truax Field

$379

Delta

Oct 2

MSN6:00 amMadison Truax Field

8h 37m

1 stop

PDX12:37 pmPortland

Oct 4

PDX12:25 amPortland

5h 57m

1 stop

MSN8:22 amMadison Truax Field

$414

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Sat 10/31

5:00 am-11:52 am

1 stop8h 52m

Portland

Tue 11/3

1:15 pm-8:43 pm

1 stop5h 28m

$346

Quickest round-trip

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Wed 10/21

5:10 am-9:28 am

1 stop6h 18m

Portland

Tue 10/27

1:15 pm-8:43 pm

1 stop5h 28m

$346

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Tue 10/20

6:00 am-10:34 am

1 stop6h 34m

Portland

Sat 10/24

6:00 am-2:11 pm

1 stop6h 11m

$351

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Tue 11/10

7:49 pm-11:46 pm

1 stop5h 57m

Portland

Fri 11/20

12:35 am-10:09 am

1 stop7h 34m

$351

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Wed 10/28

8:00 am-4:26 pm

1 stop10h 26m

Portland

Tue 11/3

1:22 pm-12:13 am

1 stop8h 51m

$351

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Sat 11/14

3:08 pm-9:28 pm

1 stop8h 20m

Portland

Sat 11/21

2:37 pm-11:07 pm

1 stop6h 30m

$351

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Wed 1/6

7:00 am-2:15 pm

1 stop9h 15m

Portland

Sun 1/10

1:05 pm-10:05 pm

1 stop7h 00m

$365

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Tue 12/1

6:00 am-12:26 pm

1 stop8h 26m

Portland

Sat 12/5

5:14 am-1:59 pm

1 stop6h 45m

$365

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Tue 9/29

9:40 am-6:38 pm

2 stops10h 58m

Portland

Sat 10/3

9:03 am-10:10 pm

2 stops11h 07m

$601

MadisonPortland

MSN Madison Truax Field - PDX Portland

MSNPDX

Madison Truax Field

Wed 11/11

6:02 am-4:50 pm

2 stops12h 48m

Portland

Sat 11/14

5:05 am-6:29 pm

2 stops11h 24m

$601

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Layovers

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

Prices are currently typical for flights on this route.

Typical prices usually range from $342 to $523.
The lowest price recently found on this route was $346.

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 $360, 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 $403.

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 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 $447 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.

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

There are 2 cabin classes available to choose from on Madison 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?

You could potentially save up to 59% 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 September 2026, prices for Madison to Portland flights are approximately 161% 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	$246
Fastest flight time	6h 16m
Direct flights	None

The best one-way flight to Portland from Madison in the past 72 hours is $246. The best round-trip flight deal from Madison to Portland found on momondo in the last 72 hours is $346.

The fastest flight from Madison to Portland takes 6h 16m

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. 6h 16m 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?
There are 3 operators available for flights from Madison Truax Field Airport to Portland Airport as of September 2026.
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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Madison to Portland is Boeing 737-800 (50.00% of total bookings). The next most popular plane model is Airbus A320-100/200 (50.00%).
What is the most popular airline from Madison to Portland?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Madison to Portland is United Airlines (39% of total bookings). The next most popular airlines are Delta (32%) and American Airlines (28%).

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 Airlines	PriceFrom $288	Free Cancellation	Rating 7.4 10,232 reviews	Search United Airlines flights
American Airlines	PriceFrom $309	Free Cancellation	Rating 7.0 12,087 reviews	Search American Airlines flights
Delta	PriceFrom $320	Free Cancellation	Rating 7.8 8,589 reviews	Search Delta flights

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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.

An easier way to manage your Portland trip

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Eugene Airport

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Cheap flights from Madison to Portland from $246

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 10/1. 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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American Airlines flights from Madison to Portland

Our best American Airlines deals on Madison to Portland flight tickets

Delta flights from Madison to Portland

Our best Delta deals on Madison to Portland flight tickets

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How to get the cheapest flight ticket from Madison to Portland

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

What is the cheapest month to fly to Portland?

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

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

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

Can stopping save me money on Madison to Portland flights?

How have Madison to Portland flight prices changed over time?

What is the cheapest airline that flies from Madison Truax Field to Portland?

What airlines fly to Portland?

Which airport is the most popular layover for flights between Madison and Portland?

Which layover airport offers the lowest fares from Madison to Portland?

Which layover airport has the shortest travel time from Madison to Portland?

Which layover airport has the shortest connection time from Madison to Portland?

When to book flights from Madison to Portland

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

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying 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

Traveling to a place near Portland?

Why use momondo?

An easier way to manage your Portland trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Oregon

Fly your favorite airline to Portland

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Portland

List of cabin classes available on flights landing in Portland. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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