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?

Breeze Airways 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 September 2026.

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.

$185 Cheap Flights from Madison to Portland, Maine in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Madison to Portland

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

1:37 pm - 9:00 pmMSN Madison Truax Field-PWM Portland

6h 23m1 stop Atlanta Hartsfield-Jackson

6:01 am - 12:31 pmPWM Portland-MSN Madison Truax Field

7h 30m1 stop Atlanta Hartsfield-Jackson

$301Delta

Sat, Oct 17 - Sat, Oct 24

6:17 pm - 11:59 pmMSN Madison Truax Field-PWM Portland

4h 42m1 stop Washington, D.C. Reagan-National

5:45 pm - 12:12 amPWM Portland-MSN Madison Truax Field

7h 27m1 stop Chicago O'Hare Intl

$301American Airlines

Tue, Oct 13 - Wed, Oct 21

6:17 pm - 11:59 pmMSN Madison Truax Field-PWM Portland

4h 42m1 stop Washington, D.C. Reagan-National

6:00 am - 11:28 amPWM Portland-MSN Madison Truax Field

6h 28m1 stop Washington, D.C. Reagan-National

$301American Airlines

Tue, Oct 13 - Tue, Oct 20

6:17 pm - 11:59 pmMSN Madison Truax Field-PWM Portland

4h 42m1 stop Washington, D.C. Reagan-National

5:37 pm - 11:25 pmPWM Portland-MSN Madison Truax Field

6h 48m1 stop Washington, D.C. Reagan-National

$301American Airlines

Tue, Oct 13 - Wed, Oct 21

4:10 pm - 9:54 pmMSN Madison Truax Field-PWM Portland

4h 44m1 stop Chicago O'Hare Intl

6:00 am - 1:37 pmPWM Portland-MSN Madison Truax Field

8h 37m2 stops Newark Chicago O'Hare Intl

$306United Airlines

Tue, Oct 13 - Tue, Oct 20

1:37 pm - 12:10 amMSN Madison Truax Field-PWM Portland

9h 33m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl

12:43 pm - 4:48 pmPWM Portland-MSN Madison Truax Field

5h 05m1 stop New York LaGuardia

$306Delta

Sat, Oct 17 - Sat, Oct 24

1:29 pm - 11:18 pmMSN Madison Truax Field-PWM Portland

8h 49m2 stops Detroit Metropolitan Wayne County New York LaGuardia

1:52 pm - 11:03 pmPWM Portland-MSN Madison Truax Field

10h 11m2 stops New York LaGuardia Atlanta Hartsfield-Jackson

$311Delta

Tue, Oct 13 - Wed, Oct 21

5:00 am - 10:40 amMSN Madison Truax Field-PWM Portland

4h 40m1 stop Chicago O'Hare Intl

6:00 am - 10:29 amPWM Portland-MSN Madison Truax Field

5h 29m1 stop Newark

$315United Airlines

Tue, Sep 29 - Tue, Oct 6

4:58 pm - 9:21 amMSN Madison Truax Field-PWM Portland

15h 23m1 stop Fort Myers SW Florida Intl

9:48 am - 9:50 amPWM Portland-MSN Madison Truax Field

25h 02m1 stop Orlando

$639Breeze Airways

Tue, Nov 24 - Mon, Nov 30

6:00 pm - 9:08 amMSN Madison Truax Field-PWM Portland

14h 08m1 stop Orlando

7:00 am - 9:50 amPWM Portland-MSN Madison Truax Field

27h 50m2 stops Cincinnati Cinci./N. Kentucky Orlando

$656Multiple Airlines

Thu, Oct 8 - Mon, Oct 12

Cheap last minute flights

Enter your travel dates to find the best prices.

5:00 am - 1:05 pmMSN Madison Truax Field-PWM Portland

7h 05m1 stop Chicago O'Hare Intl

5:06 pm - 9:15 pmPWM Portland-MSN Madison Truax Field

5h 09m1 stop Washington, D.C. Reagan-National

$301American Airlines

Wed, Sep 9 - Sat, Sep 12

5:00 am - 1:05 pmMSN Madison Truax Field-PWM Portland

7h 05m1 stop Chicago O'Hare Intl

6:00 am - 12:26 pmPWM Portland-MSN Madison Truax Field

7h 26m2 stops Washington, D.C. Reagan-National Chicago O'Hare Intl

$306American Airlines

Wed, Sep 9 - Sat, Sep 12

3:25 pm - 11:45 pmMSN Madison Truax Field-PWM Portland

7h 20m2 stops Chicago O'Hare Intl Washington, D.C. Reagan-National

7:32 am - 2:55 pmPWM Portland-MSN Madison Truax Field

8h 23m2 stops Philadelphia Chicago O'Hare Intl

$311American Airlines

Wed, Sep 9 - Sat, Sep 12

8:05 am - 6:29 pmMSN Madison Truax Field-PWM Portland

9h 24m2 stops Chicago O'Hare Intl Newark

6:00 am - 9:40 amPWM Portland-MSN Madison Truax Field

4h 40m1 stop Chicago O'Hare Intl

$395United Airlines

Tue, Sep 8 - Thu, Sep 17

6:30 am - 7:24 pmMSN Madison Truax Field-PWM Portland

11h 54m2 stops Chicago O'Hare Intl Washington, D.C. Reagan-National

5:15 am - 12:03 pmPWM Portland-MSN Madison Truax Field

7h 48m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl

$480United Airlines

Tue, Sep 8 - Thu, Sep 17

4:14 pm - 9:44 pmMSN Madison Truax Field-PWM Portland

4h 30m1 stop Chicago O'Hare Intl

6:00 am - 9:40 amPWM Portland-MSN Madison Truax Field

4h 40m1 stop Chicago O'Hare Intl

$481United Airlines

Wed, Sep 9 - Tue, Sep 15

12:10 pm - 9:33 pmMSN Madison Truax Field-PWM Portland

8h 23m2 stops Minneapolis St Paul New York LaGuardia

4:45 pm - 9:19 pmPWM Portland-MSN Madison Truax Field

5h 34m1 stop Detroit Metropolitan Wayne County

$515Delta

Sat, Sep 5 - Tue, Sep 8

1:45 pm - 12:59 amMSN Madison Truax Field-PWM Portland

10h 14m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl

2:10 pm - 9:19 pmPWM Portland-MSN Madison Truax Field

8h 09m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

$520Delta

Sat, Sep 5 - Tue, Sep 8

10:27 am - 10:39 pmMSN Madison Truax Field-PWM Portland

35h 12m3 stops Tampa Fort Lauderdale Akron/Canton

8:00 am - 9:53 amPWM Portland-MSN Madison Truax Field

26h 53m3 stops Charleston Fort Lauderdale Tampa

$1,196Breeze Airways

Sat, Sep 5 - Tue, Sep 8

10:27 am - 10:39 pmMSN Madison Truax Field-PWM Portland

35h 12m3 stops Tampa Fort Lauderdale Akron/Canton

8:00 am - 9:53 amPWM Portland-MSN Madison Truax Field

26h 53m3 stops Charleston Fort Lauderdale Tampa

$1,236Breeze Airways

Sat, Sep 5 - Tue, Sep 8

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American Airlines flights from Madison to Portland, Maine

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

American Airlines

Sep 9

MSN5:00 amMadison Truax Field

7h 05m

1 stop

PWM1:05 pmPortland

Sep 12

PWM5:06 pmPortland

5h 09m

1 stop

MSN9:15 pmMadison Truax Field

$301

American Airlines

Sep 9

MSN5:00 amMadison Truax Field

7h 05m

1 stop

PWM1:05 pmPortland

Sep 12

PWM6:00 amPortland

7h 26m

2 stops

MSN12:26 pmMadison Truax Field

$306

American Airlines

Sep 9

MSN3:25 pmMadison Truax Field

7h 20m

2 stops

PWM11:45 pmPortland

Sep 12

PWM7:32 amPortland

8h 23m

2 stops

MSN2:55 pmMadison Truax Field

$311

United Airlines flights from Madison to Portland, Maine

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

United Airlines

Oct 13

MSN4:10 pmMadison Truax Field

4h 44m

1 stop

PWM9:54 pmPortland

Oct 20

PWM6:00 amPortland

8h 37m

2 stops

MSN1:37 pmMadison Truax Field

$306

United Airlines

Sep 24

MSN5:00 amMadison Truax Field

4h 40m

1 stop

PWM10:40 amPortland

Sep 29

PWM5:15 amPortland

7h 38m

2 stops

MSN11:53 amMadison Truax Field

$334

United Airlines

Sep 10

MSN2:44 pmMadison Truax Field

5h 39m

1 stop

PWM9:23 pmPortland

Sep 15

PWM7:57 amPortland

8h 02m

1 stop

MSN2:59 pmMadison Truax Field

$340

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Sat 10/17

1:37 pm-9:00 pm

1 stop6h 23m

Portland

Sat 10/24

6:01 am-12:31 pm

1 stop7h 30m

$301

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Tue 10/13

6:17 pm-11:59 pm

1 stop4h 42m

Portland

Wed 10/21

5:45 pm-12:12 am

1 stop7h 27m

$301

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Tue 10/13

6:17 pm-11:59 pm

1 stop4h 42m

Portland

Tue 10/20

6:00 am-11:28 am

1 stop6h 28m

$301

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Tue 10/13

6:17 pm-11:59 pm

1 stop4h 42m

Portland

Wed 10/21

5:37 pm-11:25 pm

1 stop6h 48m

$301

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Tue 10/13

4:10 pm-9:54 pm

1 stop4h 44m

Portland

Tue 10/20

6:00 am-1:37 pm

2 stops8h 37m

$306

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Sat 10/17

1:37 pm-12:10 am

2 stops9h 33m

Portland

Sat 10/24

12:43 pm-4:48 pm

1 stop5h 05m

$306

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Tue 10/13

1:29 pm-11:18 pm

2 stops8h 49m

Portland

Wed 10/21

1:52 pm-11:03 pm

2 stops10h 11m

$311

Quickest round-trip

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Tue 9/29

5:00 am-10:40 am

1 stop4h 40m

Portland

Tue 10/6

6:00 am-10:29 am

1 stop5h 29m

$315

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Tue 11/24

4:58 pm-9:21 am

1 stop15h 23m

Portland

Mon 11/30

9:48 am-9:50 am

1 stop25h 02m

$639

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Thu 10/8

6:00 pm-9:08 am

1 stop14h 08m

Portland

Mon 10/12

7:00 am-9:50 am

2 stops27h 50m

$656

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

Prices are currently low for flights on this route.

Typical prices usually range from $314 to $600.
The lowest price recently found on this route was $301.

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 $0, 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 January is also cheap. Prices for this month can be found on momondo for an average of $0.

How have Madison to Portland, Maine flight prices changed over time?

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	$185
Fastest flight time	4h 30m
Direct flights	None

The best one-way flight to Portland, Maine from Madison in the past 72 hours is $185. The best round-trip flight deal from Madison to Portland, Maine found on momondo in the last 72 hours is $301.

The fastest flight from Madison to Portland, Maine takes 4h 30m

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

Search flight deals

Frequently asked questions about flying from Madison to Portland, Maine

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 30m, 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 September 2026.
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 57% of all bookings. The subsequent popular airlines are United Airlines at 27% and Delta at 16%.

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
Delta	PriceFrom $258	Free Cancellation	Rating 7.8 8,551 reviews	Search Delta flights
American Airlines	PriceFrom $290	Free Cancellation	Rating 7.1 12,030 reviews	Search American Airlines flights
United Airlines	PriceFrom $300	Free Cancellation	Rating 7.4 10,160 reviews	Search United Airlines flights

North Conway

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Jackson

Lewiston

Brunswick

Freeport

Conway

Auburn

Gorham

Bartlett

Windham

Bath

Intervale

Oxford

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

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Rockland Knox County Regional Airport

Cheap flights from Madison to Portland from $185

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 10/13. 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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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

momondo Fare Finder

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

See travel insights to Portland from

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

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?

How have Madison to Portland, Maine flight prices changed over time?

What is the cheapest airline that flies 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

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying 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?

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

Fly your favorite airline to Portland

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Portland

List of cabin classes available on flights landing in Portland. Availability may vary depending on flight origin and airline.

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Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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