Cheap flights from Portland to Madison (PWM - MSN) from $160

This is the cheapest one-way flight price, found on 5/31. Prices may vary by date and flight preferences.
PWM — MSN
Jun 6 — Jun 131

The best prices from Portland to Madison Truax Field are usually found in May or September, booked 45 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

How to find the cheapest flight from Portland (PWM) to Madison (MSN)

All the information you need to plan the best PWM to MSN flight in 2023: compare Portland to Madison flight prices with the expected peak season, weather and rainfall in Madison.

Popular in

June

Cheapest in

May

Round-trip from

$397

One-way from

$308
High demand for flights, 25% potential price rise
Best time to find cheap flights, 48% potential price drop
From Portland to Madison Truax Field
One-way flight from Portland to Madison Truax Field

PWM - MSN

Price

$397 - $607

MSN

Temperature

19.4 - 71.6 °F

MSN

Rainfall

1.2 - 4.5 inches

Cheap flights from Portland to Madison in June, July 2023

The best prices found for PWM to MSN flights for June, July
Check out some of the best flight deals from Portland to Madison in 2023. Check back regularly for other flight deals.

Portland to Madison 2023 flight deals

Cheap flights to Madison from Portland found for this year
Check out some of the best flight deals from Portland to Madison in 2023. Check back regularly for other flight deals.

Cheap American Airlines flights from Portland to Madison

Find some of the cheapest American Airlines flights traveling from Portland to Madison. Make sure to check back often as deals are often changing.

Cheap United Airlines flights from Portland to Madison

Take a gander at the lowest prices we've found on United Airlines flights from Portland to Madison. Deals are refreshing constantly so come back soon for more options.

One-way flights to Madison from Portland

The cheapest one-way flights from Portland to Madison
Take a look at some of the best available options we've come across on one-way flights from Portland to Madison. Users needing a return flight from Portland to Madison should utilize the search form above.

Find flights from Portland to Madison within your budget

Use the slider to find flights from Portland to Madison that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$366 - $466

Route

Depart

Return

Price

PortlandMadison Truax Field

PWM - MSN

PWMMSN

Portland

Fri 7/7

1 stop17h 36m

Madison Truax Field

Mon 7/10

1 stop14h 07m

PortlandMadison Truax Field

PWM - MSN

PWMMSN

Portland

Sat 7/8

1 stop4h 53m

Madison Truax Field

Tue 7/11

2 stops9h 20m

PortlandMadison Truax Field

PWM - MSN

PWMMSN

Portland

Sat 7/8

1 stop4h 53m

Madison Truax Field

Tue 7/11

2 stops9h 20m

PortlandMadison Truax Field

PWM - MSN

PWMMSN

Portland

Sat 7/8

1 stop4h 53m

Madison Truax Field

Tue 7/11

1 stop4h 01m

PortlandMadison Truax Field

PWM - MSN

PWMMSN

Portland

Sat 7/8

1 stop4h 53m

Madison Truax Field

Tue 7/11

1 stop4h 01m

PortlandMadison Truax Field

PWM - MSN

PWMMSN

Portland

Sun 8/20

1 stop4h 55m

Madison Truax Field

Thu 8/24

1 stop7h 58m

PortlandMadison Truax Field

PWM - MSN

PWMMSN

Portland

Sat 8/5

1 stop16h 28m

Madison Truax Field

Sun 8/13

1 stop26h 55m

PortlandMadison Truax Field

PWM - MSN

PWMMSN

Portland

Fri 6/23

1 stop17h 31m

Madison Truax Field

Mon 6/26

1 stop26h 55m

PortlandMadison Truax Field

PWM - MSN

PWMMSN

Portland

Wed 7/12

1 stop5h 18m

Madison Truax Field

Thu 7/13

1 stop7h 38m

Flights are sorted by cheapest first

Deals found on 6/1

Reviews of Airlines Servicing Madison

Read through reviews of airlines operating flights from Portland to Madison, such as American Airlines, United Airlines and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
2,370 reviews

Food

7.2

Boarding

8.1

Crew

8.5

Entertainment

7.8

Comfort

7.9

Overall

8.0

Reviews

1 / 10

My middle seat did not recline. When I asked the flight attendant for help she said it would be a quick flight and we'd be there soon. Given that it was an evening flight that I had to reschedule after two flight cancellations from a different airport, that required a bus ride to a different city, I was really hoping for a quick nap.

Delta
8.0
Very good
2,370 reviews
Delta
8.0
Very good
2,370 reviews

Food

7.2

Boarding

8.1

Crew

8.5

Entertainment

7.8

Comfort

7.9

Overall

8.0

Reviews

1 / 10

My middle seat did not recline. When I asked the flight attendant for help she said it would be a quick flight and we'd be there soon. Given that it was an evening flight that I had to reschedule after two flight cancellations from a different airport, that required a bus ride to a different city, I was really hoping for a quick nap.

United Airlines
7.6
Good
1,535 reviews
Delta
8.0
Very good
2,370 reviews

Food

7.2

Boarding

8.1

Crew

8.5

Entertainment

7.8

Comfort

7.9

Overall

8.0

Reviews

1 / 10

My middle seat did not recline. When I asked the flight attendant for help she said it would be a quick flight and we'd be there soon. Given that it was an evening flight that I had to reschedule after two flight cancellations from a different airport, that required a bus ride to a different city, I was really hoping for a quick nap.

American Airlines
7.3
Good
2,149 reviews
Delta
8.0
Very good
2,370 reviews

Food

7.2

Boarding

8.1

Crew

8.5

Entertainment

7.8

Comfort

7.9

Overall

8.0

Reviews

1 / 10

My middle seat did not recline. When I asked the flight attendant for help she said it would be a quick flight and we'd be there soon. Given that it was an evening flight that I had to reschedule after two flight cancellations from a different airport, that required a bus ride to a different city, I was really hoping for a quick nap.

Related info for your journey

Useful info, stats and facts about Portland to Madison flights.

Top 3 airlines flying from Portland to Madison

The chart below displays the airlines Cheapflights users traveling from Portland to Madison choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
American AirlinesCheapest$305Average$485FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
DeltaCheapest$305Average$517FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
United AirlinesCheapest$330Average$539FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
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