What airlines fly to Portland, Maine?

American Airlines, Delta and JetBlue are the top three most popular airlines that fly to Portland, Maine from Madison according to our data. American Airlines is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 5 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.

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

Delta is the most popular carrier 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?

The number of operators available for flights from Madison Truax Field Airport to Portland Airport is 3 as of November 2025.

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.

$199 Cheap Flights from Madison to Portland in 2025/26

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

Prices are currently typical for flights on this route. Typical prices usually range from $287 to $369. The lowest price recently found on this route was $309.

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6:38 am - 12:00 pmMSN-PWM

4h 22m1 stop

12:09 pm - 7:02 pmPWM-MSN

7h 53m1 stop

$309American Airlines

Find Deal

Thu, Apr 9 - Mon, Apr 13

4:23 pm - 11:49 pmMSN-PWM

6h 26m1 stop

10:52 am - 3:34 pmPWM-MSN

5h 42m1 stop

$329American Airlines

Find Deal

Wed, Feb 18 - Sat, Feb 21

3:58 pm - 9:14 pmMSN-PWM

4h 16m1 stop

6:00 am - 3:02 pmPWM-MSN

10h 02m2 stops

$334United Airlines

Find Deal

Wed, Feb 18 - Sat, Feb 21

12:57 pm - 11:20 pmMSN-PWM

9h 23m2 stops

6:00 am - 2:07 pmPWM-MSN

9h 07m2 stops

$339United Airlines

Find Deal

Wed, Feb 18 - Sat, Feb 21

6:00 am - 11:46 amMSN-PWM

4h 46m1 stop

5:37 pm - 10:40 pmPWM-MSN

6h 03m1 stop

$448American Airlines

Find Deal

Sun, Nov 16 - Fri, Nov 21

1:04 pm - 9:27 pmMSN-PWM

7h 23m1 stop

7:22 pm - 9:53 amPWM-MSN

15h 31m2 stops

$492United Airlines

Find Deal

Thu, Apr 9 - Mon, Apr 13

5:40 am - 12:30 pmMSN-PWM

5h 50m1 stop

4:53 pm - 12:45 pmPWM-MSN

20h 52m1 stop

$807Delta

Find Deal

Thu, Nov 27 - Sun, Nov 30

10:50 am - 10:43 pmMSN-PWM

10h 53m2 stops

4:48 pm - 8:45 pmPWM-MSN

4h 57m1 stop

$944Delta

Find Deal

Sat, Dec 20 - Fri, Dec 26

6:08 pm - 2:30 pmMSN-PWM

19h 22m2 stops

5:40 pm - 3:01 pmPWM-MSN

22h 21m1 stop

$1,059Multiple Airlines

Find Deal

Wed, Nov 26 - Sun, Nov 30

3:26 pm - 11:18 amMSN-PWM

18h 52m1 stop

11:21 am - 5:28 pmPWM-MSN

31h 07m2 stops

$1,142Multiple Airlines

Find Deal

Mon, Dec 22 - Fri, Dec 26

American Airlines flights from Madison to Portland, Maine

Our best American Airlines deals on Madison to Portland, Maine flight tickets

American Airlines

Apr 9

MSN6:38 amMadison Truax Field

4h 22m

1 stop

PWM12:00 pmPortland

Apr 13

PWM12:09 pmPortland

7h 53m

1 stop

MSN7:02 pmMadison Truax Field

$309

Find similar

American Airlines

Feb 18

MSN4:23 pmMadison Truax Field

6h 26m

1 stop

PWM11:49 pmPortland

Feb 21

PWM10:52 amPortland

5h 42m

1 stop

MSN3:34 pmMadison Truax Field

$329

Find similar

American Airlines

Nov 16

MSN6:00 amMadison Truax Field

4h 46m

1 stop

PWM11:46 amPortland

Nov 21

PWM5:37 pmPortland

6h 03m

1 stop

MSN10:40 pmMadison Truax Field

$448

Find similar

United Airlines flights from Madison to Portland, Maine

Our best United Airlines deals on Madison to Portland, Maine flight tickets

United Airlines

Feb 18

MSN3:58 pmMadison Truax Field

4h 16m

1 stop

PWM9:14 pmPortland

Feb 21

PWM6:00 amPortland

10h 02m

2 stops

MSN3:02 pmMadison Truax Field

$334

Find similar

United Airlines

Feb 18

MSN12:57 pmMadison Truax Field

9h 23m

2 stops

PWM11:20 pmPortland

Feb 21

PWM6:00 amPortland

9h 07m

2 stops

MSN2:07 pmMadison Truax Field

$339

Find similar

United Airlines

Nov 14

MSN2:48 pmMadison Truax Field

7h 17m

2 stops

PWM11:05 pmPortland

Nov 16

PWM5:30 amPortland

7h 13m

2 stops

MSN11:43 amMadison Truax Field

$367

Find similar

Fly from

Fly to

Route

Depart

Return

Price

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Thu 4/9

6:38 am-12:00 pm

1 stop4h 22m

Portland

Mon 4/13

12:09 pm-7:02 pm

1 stop7h 53m

$309

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Wed 2/18

4:23 pm-11:49 pm

1 stop6h 26m

Portland

Sat 2/21

10:52 am-3:34 pm

1 stop5h 42m

$329

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Wed 2/18

3:58 pm-9:14 pm

1 stop4h 16m

Portland

Sat 2/21

6:00 am-3:02 pm

2 stops10h 02m

$334

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Wed 2/18

12:57 pm-11:20 pm

2 stops9h 23m

Portland

Sat 2/21

6:00 am-2:07 pm

2 stops9h 07m

$339

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Sun 11/16

6:00 am-11:46 am

1 stop4h 46m

Portland

Fri 11/21

5:37 pm-10:40 pm

1 stop6h 03m

$448

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Thu 4/9

1:04 pm-9:27 pm

1 stop7h 23m

Portland

Mon 4/13

7:22 pm-9:53 am

2 stops15h 31m

$492

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Thu 11/27

5:40 am-12:30 pm

1 stop5h 50m

Portland

Sun 11/30

4:53 pm-12:45 pm

1 stop20h 52m

$807

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Sat 12/20

10:50 am-10:43 pm

2 stops10h 53m

Portland

Fri 12/26

4:48 pm-8:45 pm

1 stop4h 57m

$944

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Wed 11/26

6:08 pm-2:30 pm

2 stops19h 22m

Portland

Sun 11/30

5:40 pm-3:01 pm

1 stop22h 21m

$1,059

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Mon 12/22

3:26 pm-11:18 am

1 stop18h 52m

Portland

Fri 12/26

11:21 am-5:28 pm

2 stops31h 07m

$1,142

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Showing 1-10 of 13 resultsSorted by cheapest first

How to get the cheapest flight ticket from Madison to Portland, Maine

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

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

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

The cheapest month to fly to Portland, Maine from Madison is in February. Flight prices, which tend to average around $311, are often lower during this time because this is during the off-season. If you aren’t able to travel to Portland, Maine during the month of February, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $318.

What is the cheapest day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Madison is on a Sunday. momondo users have found tickets for Sunday departures for as low as $368. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Thursday is the most expensive day to depart from Madison because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $503.

What is the cheapest time of day to depart on your flight to Portland, Maine?

At noon is the cheapest time of day to fly from Madison to Portland, Maine when you can find flight prices for as low as $364. Flying to Portland, Maine at noon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the afternoon because they tend to be around $467. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You are more likely to see cheaper flights to Portland, Maine from Madison when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland, Maine for around $395 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland, Maine from Madison for as low as $327 on momondo.

When to book flights from Madison to Portland, Maine

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

Estimated round-trip price

Cheap Madison to Portland, Maine (MSN to PWM) flight deals and tips

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

Direct flights	None

There are no direct flights from Madison to Portland, Maine. There are no popular flight routes from Madison to Portland, Maine.

Search flight deals

How far is Madison Truax Field to Portland by plane?
A flight from Madison Truax Field to Portland will travel around 959.7 mi. Flights usually cover this in 4h 16m, depending on flying conditions and air traffic around both airports.
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?
The number of operators available for flights from Madison Truax Field Airport to Portland Airport is 3 as of November 2025.
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 airline from Madison to Portland, Maine?
momondo data reveals that the most frequently booked airline on the route from Madison to Portland, Maine is American Airlines, representing 64% of all bookings. The subsequent popular airlines are United Airlines at 20% and Delta at 17%.

Best airlines flying from Madison to Portland, Maine

Compare and see reviews for airlines that fly from Madison to Portland, Maine with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $258	Free Cancellation	Rating 7.2 11,040 reviews	Search American Airlines flights
Delta	PriceFrom $258	Free Cancellation	Rating 7.9 8,001 reviews	Search Delta flights
United Airlines	PriceFrom $273	Free Cancellation	Rating 7.4 9,007 reviews	Search United Airlines flights

North Conway

Boothbay Harbor

Jackson

Conway

Lewiston

Freeport

Brunswick

Bartlett

Auburn

Gorham

Windham

Intervale

Oxford

Bath

Georgetown

Falmouth

Tamworth

Why use momondo?

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

Finding the right flight to Portland from Madison is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Portland quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for Madison to Portland flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Madison and Portland by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are not ready to book a flight from Madison to Portland now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Portland and let you know when they change.

An easier way to manage your Portland, Maine 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.

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Cheap flights from Madison to Portland from $199

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 11/12. 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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Big names and deals

Filter for what you want

Filter for what you want

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American Airlines flights from Madison to Portland, Maine

Our best American Airlines deals on Madison to Portland, Maine flight tickets

United Airlines flights from Madison to Portland, Maine

Our best United Airlines deals on Madison to Portland, Maine flight tickets

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How to get the cheapest flight ticket from Madison to Portland, Maine

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, Maine?

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

What is the cheapest day to depart on your flight to Portland, Maine?

What is the cheapest time of day to depart on your flight to Portland, Maine?

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

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

Delta is the most popular carrier operating from Madison Truax Field to Portland

What airlines fly to Portland, Maine?

When to book flights from Madison to Portland, Maine

Cheap Madison to Portland, Maine (MSN to PWM) flight deals and tips

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

Direct flights

How far is Madison Truax Field to Portland by plane?

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

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?

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

What is the most popular airline from Madison to Portland, Maine?

Best airlines flying from Madison to Portland, Maine

Compare and see reviews for airlines that fly from Madison to Portland, Maine with momondo

Traveling to a place near Portland?

Why use momondo?

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

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

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

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

An easier way to manage your Portland, Maine 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 Maine