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, American Airlines, and United Airlines 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?

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

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Cheap round-trip flights

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2:44 pm - 8:15 pm

MSN

PWM

4h 31m1 stop

7:26 pm - 11:34 pm

PWM

MSN

5h 08m1 stop

$279American Airlines

Wed, May 27 - Sat, May 30

1:24 pm - 11:59 pm

MSN

PWM

9h 35m2 stops

5:18 am - 10:41 am

PWM

MSN

6h 23m1 stop

$284Delta

Tue, Mar 31 - Tue, Apr 7

6:30 am - 2:31 pm

MSN

PWM

7h 01m2 stops

11:12 am - 9:05 pm

PWM

MSN

10h 53m2 stops

$289United Airlines

Thu, Jan 15 - Wed, Jan 21

6:38 am - 12:00 pm

MSN

PWM

4h 22m1 stop

12:09 pm - 7:02 pm

PWM

MSN

7h 53m1 stop

$309American Airlines

Thu, Apr 9 - Mon, Apr 13

9:31 am - 4:06 pm

MSN

PWM

5h 35m1 stop

5:18 am - 10:41 am

PWM

MSN

6h 23m1 stop

$329Delta

Sun, Mar 29 - Tue, Apr 7

7:00 am - 1:21 pm

MSN

PWM

5h 21m1 stop

11:25 am - 8:40 pm

PWM

MSN

10h 15m2 stops

$334Delta

Wed, May 27 - Sat, May 30

6:15 am - 4:15 pm

MSN

PWM

9h 00m2 stops

11:25 am - 8:40 pm

PWM

MSN

10h 15m2 stops

$339Delta

Wed, May 27 - Sat, May 30

6:30 am - 2:39 pm

MSN

PWM

7h 09m1 stop

4:10 pm - 9:05 pm

PWM

MSN

5h 55m1 stop

$349United Airlines

Sat, Jan 24 - Wed, Jan 28

6:30 am - 2:29 pm

MSN

PWM

6h 59m2 stops

4:10 pm - 9:05 pm

PWM

MSN

5h 55m1 stop

$354United Airlines

Sat, Jan 24 - Wed, Jan 28

8:15 am - 6:54 pm

MSN

PWM

9h 39m2 stops

11:12 am - 5:47 pm

PWM

MSN

7h 35m2 stops

$359United Airlines

Sat, Jan 24 - Wed, Jan 28

American Airlines flights from Madison to Portland, Maine

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

American Airlines

May 27

MSN2:44 pmMadison Truax Field

4h 31m

1 stop

PWM8:15 pmPortland

May 30

PWM7:26 pmPortland

5h 08m

1 stop

MSN11:34 pmMadison Truax Field

$279

Find similar

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 12

MSN4:05 pmMadison Truax Field

6h 46m

1 stop

PWM11:51 pmPortland

Feb 16

PWM5:31 amPortland

5h 44m

1 stop

MSN10:15 amMadison Truax Field

$401

Find similar

Delta flights from Madison to Portland, Maine

Our best Delta deals on Madison to Portland, Maine flight tickets

Delta

Mar 31

MSN1:24 pmMadison Truax Field

8h 48m

2 stops

PWM11:12 pmPortland

Apr 8

PWM5:18 amPortland

6h 23m

1 stop

MSN10:41 amMadison Truax Field

$284

Find similar

Delta

Mar 29

MSN9:31 amMadison Truax Field

5h 35m

1 stop

PWM4:06 pmPortland

Apr 7

PWM5:18 amPortland

6h 23m

1 stop

MSN10:41 amMadison Truax Field

$329

Find similar

Delta

May 27

MSN7:00 amMadison Truax Field

5h 21m

1 stop

PWM1:21 pmPortland

May 30

PWM11:25 amPortland

10h 15m

2 stops

MSN8:40 pmMadison Truax Field

$334

Find similar

Fly from

Fly to

Route

Depart

Return

Price

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Wed 5/27

2:44 pm-8:15 pm

1 stop4h 31m

Portland

Sat 5/30

7:26 pm-11:34 pm

1 stop5h 08m

$279

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Tue 3/31

1:24 pm-11:59 pm

2 stops9h 35m

Portland

Tue 4/7

5:18 am-10:41 am

1 stop6h 23m

$284

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Thu 1/15

6:30 am-2:31 pm

2 stops7h 01m

Portland

Wed 1/21

11:12 am-9:05 pm

2 stops10h 53m

$289

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

Sun 3/29

9:31 am-4:06 pm

1 stop5h 35m

Portland

Tue 4/7

5:18 am-10:41 am

1 stop6h 23m

$329

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Wed 5/27

7:00 am-1:21 pm

1 stop5h 21m

Portland

Sat 5/30

11:25 am-8:40 pm

2 stops10h 15m

$334

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Wed 5/27

6:15 am-4:15 pm

2 stops9h 00m

Portland

Sat 5/30

11:25 am-8:40 pm

2 stops10h 15m

$339

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Sat 1/24

6:30 am-2:39 pm

1 stop7h 09m

Portland

Wed 1/28

4:10 pm-9:05 pm

1 stop5h 55m

$349

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Sat 1/24

6:30 am-2:29 pm

2 stops6h 59m

Portland

Wed 1/28

4:10 pm-9:05 pm

1 stop5h 55m

$354

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Sat 1/24

8:15 am-6:54 pm

2 stops9h 39m

Portland

Wed 1/28

11:12 am-5:47 pm

2 stops7h 35m

$359

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, 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 cheapest month to fly to Portland, Maine?

The cheapest month to fly to Portland, Maine from Madison is in March. Flight prices, which tend to average around $318, 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 March, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $323.

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 $414 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 $310 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

Fastest flight time	4h 09m
Direct flights	None

The fastest flight from Madison to Portland, Maine takes 4h 09m

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 09m, 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 December 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 63% 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 11,050 reviews	Search American Airlines flights
Delta	PriceFrom $258	Free Cancellation	Rating 7.9 8,021 reviews	Search Delta flights
United Airlines	PriceFrom $273	Free Cancellation	Rating 7.4 9,099 reviews	Search United Airlines flights

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Oxford

Bath

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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.