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

Cheapflights users have booked flights from Portland, Maine to Madison round-trip from $259. Other airlines that can offer you cheap pricing are American Airlines, from $274, and United Airlines, from $303. Delta is priced at 40% lower than the current average price of a flight leaving 3 months from now.

What are the cheapest airlines to fly from Portland, Maine to Madison one-way?

The cheapest airlines for a one-way flight from Portland, Maine to Madison are American Airlines ($186), United Airlines ($234), and Delta ($254).

What is the cheapest day to fly from Portland, Maine to Madison?

Travelers seeking maximum savings on their Portland, Maine to Madison flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

What are the most popular airlines that fly from Portland, Maine to Madison?

Consider American Airlines, Delta or United Airlines when booking your flight. These represent the most popular airlines when flying from Portland, Maine to Madison.

What is the cheapest day to fly round-trip from Portland, Maine to Madison?

Flying to your destination on a Sunday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Madison. Check prices with Cheapflights to find a great deal for your trip.

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

Users have found that booking a flight from Portland, Maine to Madison at least 45 days early can save you up to 109% on average compared to booking a flight this week. If booking 45 days before your flight isn’t an option for you, users have found flights from Portland, Maine to Madison for as little as $368 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $456 for flights departing within the next 3 days.

What is the cheapest month to fly from Portland, Maine to Madison?

Due to multiple factors, expect to potentially pay more when booking in July. For low rates, January can be a great choice for travel to Madison. Flights to Madison from Portland, Maine in January are about $435 on average during January, but can be found for as low as $258.

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

When flying from Portland, Maine to Madison, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 19% versus a flight in the morning.

Most accurate provider : When it comes to deals on Portland, Maine-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Madison flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Portland, Maine-Madison flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-Madison flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

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

How can I find direct flights from Portland to Madison?

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

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

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

$186+ Flights from Portland, ME to Madison

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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Portland to Madison Truax Field are usually found in January or December, booked 44 days in advance, depart on a Friday or Tuesday and return on a Sunday

Cheap flight deals from Portland to Madison

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$259 (Delta)
One-way from	$186 (American Airlines)
Popular in	July
Cheapest in	January
Average price	$532

Provider with most accurate pricing for Portland-Madison Truax Field flight deals.

Search Deals

Provider most trusted by Cheapflights users for Portland-Madison Truax Field flights.

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From Portland to Madison Truax Field

Search Deals

One-way flight from Portland to Madison Truax Field

Search Deals

Highest demand for flights based on searches. 17% potential increase in price ($91 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 6% potential price decrease ($28 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in April 2025

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Find flight deals from Portland to Madison

Cheapest flights from Portland to Madison
Explore the most affordable flight options available from Portland to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 4, 2025.

Sat 4/267:00 amPWM - MSN

1 stop6h 47mDelta

Tue 5/65:10 pmMSN - PWM

1 stop5h 49mDelta

Deal found 4/4

$259

Thu 6/56:01 pmPWM - MSN

1 stop6h 58mAmerican Airlines

Tue 6/102:08 pmMSN - PWM

1 stop5h 47mAmerican Airlines

Deal found 4/4

$274

Tue 4/294:15 pmPWM - MSN

1 stop6h 13mUnited Airlines

Sat 5/32:27 pmMSN - PWM

1 stop5h 49mUnited Airlines

Deal found 4/4

$303

Best flights from Portland to Madison
Discover carefully curated flight deals from Portland to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 4, 2025.

Sat 4/267:00 amPWM - MSN

1 stop6h 47mDelta

Tue 5/65:10 pmMSN - PWM

1 stop5h 49mDelta

Deal found 4/4

$259

Thu 6/56:01 pmPWM - MSN

1 stop6h 58mAmerican Airlines

Tue 6/102:08 pmMSN - PWM

1 stop5h 47mAmerican Airlines

Deal found 4/4

$274

Tue 4/294:15 pmPWM - MSN

1 stop6h 13mUnited Airlines

Sat 5/32:27 pmMSN - PWM

1 stop5h 49mUnited Airlines

Deal found 4/4

$303

Last-minute flights from Portland to Madison
Discover last-minute flight deals from Portland to Madison. Data last updated April 4, 2025 and is based on user searches.

Sun 4/135:30 amPWM - MSN

1 stop6h 14mDelta

Fri 4/185:10 pmMSN - PWM

1 stop5h 49mDelta

Deal found 4/3

$483

Sat 4/267:00 amPWM - MSN

1 stop6h 47mDelta

Tue 5/65:10 pmMSN - PWM

1 stop5h 49mDelta

Deal found 4/4

$259

Tue 4/294:15 pmPWM - MSN

1 stop6h 13mUnited Airlines

Sat 5/32:27 pmMSN - PWM

1 stop5h 49mUnited Airlines

Deal found 4/4

$303

One-way flights from Portland to Madison
Search for one-way flight options from Portland to Madison. Find affordable one-way fares based on user searches. Data last updated April 4, 2025.

Wed 5/212:05 pmPWM - MSN

1 stop7h 56mAmerican Airlines

Deal found 4/3

$186

Thu 4/176:00 amPWM - MSN

1 stop5h 07mUnited Airlines

Deal found 4/3

$234

Wed 5/2111:33 amPWM - MSN

2 stops7h 04mDelta

Deal found 4/4

$254

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

PortlandMadison

PWM - MSN

PWMMSN

Portland

Sat 4/26

7:00 am-12:47 pm

1 stop6h 47m

Madison Truax Field

Tue 5/6

5:10 pm-11:59 pm

1 stop5h 49m

$259

PortlandMadison

PWM - MSN

PWMMSN

Portland

Thu 6/5

6:01 pm-11:59 pm

1 stop6h 58m

Madison Truax Field

Tue 6/10

2:08 pm-8:55 pm

1 stop5h 47m

$274

PortlandMadison

PWM - MSN

PWMMSN

Portland

Tue 4/29

4:15 pm-9:28 pm

1 stop6h 13m

Madison Truax Field

Sat 5/3

2:27 pm-9:16 pm

1 stop5h 49m

$303

PortlandMadison

PWM - MSN

PWMMSN

Portland

Wed 5/21

2:05 pm-9:01 pm

1 stop7h 56m

$186

PortlandMadison

PWM - MSN

PWMMSN

Portland

Thu 4/17

6:00 am-10:07 am

1 stop5h 07m

$234

PortlandMadison

PWM - MSN

PWMMSN

Portland

Wed 5/21

11:33 am-5:37 pm

2 stops7h 04m

$254

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/3

Compare providers for flights from Portland to Madison

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Madison in April.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Portland, Maine-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Madison flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Portland, Maine-Madison flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-Madison flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Portland 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 Portland to Madison

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

The price you pay for your flight from Portland, Maine to Madison may vary depending on when you book. For the best chance of a lower fare, look to book 44 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Madison (average of $338). Flying from Portland, Maine to Madison in June is currently the most expensive (average of $423). 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.

Rainfall in Madison by month

In terms of precipitation, rainfall in Madison ranges from 1.2 - 4.5 inches per month. June is typically the wettest month, when rainfall can reach 4.5 in. January is typically the driest time to visit Madison when rainfall is around 1.2 in.

Temperature in Madison by month

If weather is an important factor for your trip to Madison, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

Reviews of airlines servicing Madison

Delta

8.0

Very good

7,900 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta

8.0

Very good

7,900 reviews

Delta

8.0

Very good

7,900 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines

7.4

Good

8,618 reviews

Delta

8.0

Very good

7,900 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,900 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

What are the cheapest airlines flying from Portland, Maine to Madison round-trip?
Cheapflights users have booked flights from Portland, Maine to Madison round-trip from $259. Other airlines that can offer you cheap pricing are American Airlines, from $274, and United Airlines, from $303. Delta is priced at 40% lower than the current average price of a flight leaving 3 months from now.
What are the cheapest airlines to fly from Portland, Maine to Madison one-way?
The cheapest airlines for a one-way flight from Portland, Maine to Madison are American Airlines ($186), United Airlines ($234), and Delta ($254).
Can I find deals for flights from Portland to Madison that include hotel bookings?
Yes. In addition to deals on Portland to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Portland to Madison?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Madison.
Can I find deals for business class flights from Portland to Madison?
Yes. Cheapflights offers flight deals from Portland to Madison 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 Portland, Maine to Madison?
Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Madison (average of $338). Flying from Portland, Maine to Madison in June is currently the most expensive (average of $423). 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.

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Other flights to Madison

Top 3 airlines flying from Portland to Madison

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$218	Average$374	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$258	Average$429	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$281	Average$438	FlexibilityNo cancel fee	On-time69%

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$186+ Cheap flights from Portland, ME to Madison (PWM - MSN)

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 5/21. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Portland to Madison with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Portland to Madison Truax Field are usually found in January or December, booked 44 days in advance, depart on a Friday or Tuesday and return on a Sunday

Cheap flight deals from Portland to Madison

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Portland to Madison

Cheapest flights from Portland to MadisonExplore the most affordable flight options available from Portland to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 4, 2025.

Explore the most affordable flight options available from Portland to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 4, 2025.

Cheapflights Fare Finder

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

Compare providers for flights from Portland to Madison

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Madison in April.

Best time to book a flight from Portland to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Portland with our price prediction graph.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a round-trip flight from Portland to Madison. Price data was last updated on March 28, 2025.

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

Rainfall in Madison by month

Plan your trip to Madison by taking into account the average rainfall totals by month.

Temperature in Madison by month

Plan your trip to Madison by taking into account the average temperature totals by month.

Reviews of airlines servicing Madison

Related info for your journey

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

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

What are the cheapest airlines to fly from Portland, Maine to Madison one-way?

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

How can I find direct flights from Portland to Madison?

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

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

Traveling to a place near Portland?

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Alternative routes for Portland to Madison

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Top 3 airlines flying from Portland to Madison

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Cheapest flights from Portland to Madison
Explore the most affordable flight options available from Portland to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 4, 2025.