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

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 38% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 6 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.

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 August 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.

$165 Cheap Flights from Madison to Portland, Maine (MSN-PWM) in 2025

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Find the cheapest flights from Madison to Portland (MSN-PWM)

Round-trip

One-way

Last minute

Cheap round-trip flights

6:40 am - 5:45 pmMSN-PWM

10h 05m1 stop

5:10 pm - 11:10 pmPWM-MSN

7h 00m1 stop

$259American Airlines

Find Deal

Sat, Sep 13 - Sat, Sep 20

4:00 pm - 11:25 pmMSN-PWM

6h 25m1 stop

11:48 am - 10:14 pmPWM-MSN

11h 26m2 stops

$264Delta

Find Deal

Wed, Sep 3 - Sat, Sep 6

6:20 am - 12:29 pmMSN-PWM

5h 09m1 stop

6:00 am - 10:08 amPWM-MSN

5h 08m1 stop

$271American Airlines

Find Deal

Wed, Oct 1 - Tue, Oct 7

7:30 am - 4:17 pmMSN-PWM

7h 47m1 stop

6:01 am - 9:59 amPWM-MSN

4h 58m1 stop

$274American Airlines

Find Deal

Mon, Sep 8 - Mon, Sep 15

2:14 pm - 10:45 pmMSN-PWM

7h 31m1 stop

5:59 pm - 11:51 pmPWM-MSN

6h 52m1 stop

$304American Airlines

Find Deal

Sat, Oct 11 - Thu, Oct 16

5:40 am - 4:10 pmMSN-PWM

9h 30m2 stops

11:48 am - 10:14 pmPWM-MSN

11h 26m2 stops

$314Delta

Find Deal

Wed, Sep 3 - Sat, Sep 6

3:58 pm - 9:59 pmMSN-PWM

5h 01m1 stop

6:14 am - 11:44 amPWM-MSN

6h 30m1 stop

$329United Airlines

Find Deal

Thu, Sep 4 - Tue, Sep 9

10:51 am - 7:29 pmMSN-PWM

7h 38m2 stops

6:14 am - 9:45 amPWM-MSN

4h 31m1 stop

$334United Airlines

Find Deal

Sat, Sep 13 - Sat, Sep 20

1:00 pm - 8:58 pmMSN-PWM

6h 58m1 stop

5:59 pm - 11:51 pmPWM-MSN

6h 52m1 stop

$337American Airlines

Find Deal

Sat, Oct 11 - Thu, Oct 16

6:17 am - 1:53 pmMSN-PWM

6h 36m1 stop

6:14 am - 11:45 amPWM-MSN

6h 31m1 stop

$378United Airlines

Find Deal

Thu, Oct 2 - Tue, Oct 7

American Airlines flights from Madison to Portland, Maine

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

American Airlines

Sep 13

MSN6:40 amMadison Truax Field

10h 05m

1 stop

PWM5:45 pmPortland

Sep 20

PWM5:10 pmPortland

7h 00m

1 stop

MSN11:10 pmMadison Truax Field

$259

Find similar

American Airlines

Oct 1

MSN6:20 amMadison Truax Field

5h 09m

1 stop

PWM12:29 pmPortland

Oct 7

PWM6:00 amPortland

5h 08m

1 stop

MSN10:08 amMadison Truax Field

$271

Find similar

American Airlines

Sep 8

MSN7:30 amMadison Truax Field

7h 47m

1 stop

PWM4:17 pmPortland

Sep 15

PWM6:01 amPortland

4h 58m

1 stop

MSN9:59 amMadison Truax Field

$274

Find similar

Delta flights from Madison to Portland, Maine

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

Delta

Sep 3

MSN4:00 pmMadison Truax Field

6h 25m

1 stop

PWM11:25 pmPortland

Sep 6

PWM11:48 amPortland

11h 26m

2 stops

MSN10:14 pmMadison Truax Field

$264

Find similar

Delta

Sep 3

MSN5:40 amMadison Truax Field

9h 30m

2 stops

PWM4:10 pmPortland

Sep 6

PWM11:48 amPortland

11h 26m

2 stops

MSN10:14 pmMadison Truax Field

$314

Find similar

Delta

Aug 15

MSN5:12 pmMadison Truax Field

5h 51m

1 stop

PWM12:03 amPortland

Aug 20

PWM1:39 pmPortland

10h 09m

2 stops

MSN10:48 pmMadison Truax Field

$334

Find similar

Fly from

Fly to

Route

Depart

Return

Price

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Sat 9/13

6:40 am-5:45 pm

1 stop10h 05m

Portland

Sat 9/20

5:10 pm-11:10 pm

1 stop7h 00m

$259

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Wed 9/3

4:00 pm-11:25 pm

1 stop6h 25m

Portland

Sat 9/6

11:48 am-10:14 pm

2 stops11h 26m

$264

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Wed 10/1

6:20 am-12:29 pm

1 stop5h 09m

Portland

Tue 10/7

6:00 am-10:08 am

1 stop5h 08m

$271

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Mon 9/8

7:30 am-4:17 pm

1 stop7h 47m

Portland

Mon 9/15

6:01 am-9:59 am

1 stop4h 58m

$274

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Sat 10/11

2:14 pm-10:45 pm

1 stop7h 31m

Portland

Thu 10/16

5:59 pm-11:51 pm

1 stop6h 52m

$304

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Wed 9/3

5:40 am-4:10 pm

2 stops9h 30m

Portland

Sat 9/6

11:48 am-10:14 pm

2 stops11h 26m

$314

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Thu 9/4

3:58 pm-9:59 pm

1 stop5h 01m

Portland

Tue 9/9

6:14 am-11:44 am

1 stop6h 30m

$329

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Sat 9/13

10:51 am-7:29 pm

2 stops7h 38m

Portland

Sat 9/20

6:14 am-9:45 am

1 stop4h 31m

$334

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Sat 10/11

1:00 pm-8:58 pm

1 stop6h 58m

Portland

Thu 10/16

5:59 pm-11:51 pm

1 stop6h 52m

$337

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Thu 10/2

6:17 am-1:53 pm

1 stop6h 36m

Portland

Tue 10/7

6:14 am-11:45 am

1 stop6h 31m

$378

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 February. Flight prices, which tend to average around $258, 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 $401 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 $321 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

Best Price Found	$165
Fastest flight time	3h 51m
Direct flights	None
Airports in Portland, Maine	1 airport

The best one-way flight to Portland, Maine from Madison in the past 72 hours is $165. The best round-trip flight deal from Madison to Portland, Maine found on momondo in the last 72 hours is $259.

The fastest flight from Madison to Portland, Maine takes 3h 51m

There are no direct flights from Madison to Portland, Maine. Popular non-direct route for this connection is Madison Truax Field Airport - Portland Airport.

There is 1 airport near Portland, Maine: Portland (PWM)

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 3h 51m, 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 August 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 68% of all bookings. The subsequent popular airlines are United Airlines at 17% and Delta at 15%.

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 10,000 reviews	Search American Airlines flights
Delta	PriceFrom $258	Free Cancellation	Rating 8.0 7,987 reviews	Search Delta flights
United Airlines	PriceFrom $273	Free Cancellation	Rating 7.4 8,912 reviews	Search United Airlines flights

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Intervale

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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.