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Madison

$163+ Cheap flights from Maine to Madison (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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MSN
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Maine to Madison

Cheapest flights from Maine to Madison
Explore the most affordable flight options available from Maine to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This United Airlines deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/199:45 am
BOS
-
MSN
1 stop5h 22m
United Airlines
Thu 2/266:30 am
MSN
-
BOS
1 stop5h 16m
United Airlines
Deal found 1/24$279
This Delta deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:30 am
BOS
-
MSN
1 stop4h 16m
Delta
Sat 8/84:45 pm
MSN
-
BOS
Nonstop2h 34m
Delta
Deal found 1/26$283
This American Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/36:00 am
PWM
-
MSN
1 stop5h 03m
American Airlines
Sun 4/59:44 am
MSN
-
PWM
1 stop6h 23m
American Airlines
Deal found 1/26$291
This American Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/253:55 pm
BOS
-
MSN
1 stop6h 01m
American Airlines
Wed 3/47:15 am
MSN
-
BOS
1 stop6h 42m
American Airlines
Deal found 1/26$296
This American Airlines deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/64:20 pm
BOS
-
MSN
1 stop7h 22m
American Airlines
Mon 3/98:00 am
MSN
-
BOS
1 stop5h 44m
American Airlines
Deal found 1/25$299
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/292:00 pm
BOS
-
MSN
Nonstop2h 53m
Delta
Tue 8/114:45 pm
MSN
-
BOS
Nonstop2h 34m
Delta
Deal found 1/27$306
This American Airlines deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/75:39 am
BOS
-
MSN
1 stop5h 29m
American Airlines
Mon 3/168:00 am
MSN
-
BOS
1 stop5h 44m
American Airlines
Deal found 1/25$308
This United Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/119:30 am
BOS
-
MSN
1 stop6h 22m
United Airlines
Sat 2/142:48 pm
MSN
-
BOS
1 stop6h 00m
United Airlines
Deal found 1/26$309
This United Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/117:27 pm
PWM
-
MSN
1 stop5h 17m
United Airlines
Sat 2/143:53 pm
MSN
-
PWM
1 stop4h 16m
United Airlines
Deal found 1/26$309
This American Airlines deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/125:30 am
BOS
-
MSN
1 stop5h 31m
American Airlines
Mon 2/166:14 am
MSN
-
BOS
1 stop7h 59m
American Airlines
Deal found 1/25$313
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1112:10 pm
PWM
-
MSN
1 stop4h 34m
Delta
Sat 2/141:20 pm
MSN
-
PWM
2 stops9h 58m
Delta
Deal found 1/27$314
This American Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/106:55 pm
BOS
-
MSN
1 stop5h 48m
American Airlines
Sat 6/136:00 am
MSN
-
BOS
1 stop7h 17m
American Airlines
Deal found 1/26$317

Find flight deals from Maine to Madison

Keep the following information in mind while searching for Maine to Madison flight deals. Data was last updated January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$279
(United Airlines)

One-way from

$163
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$380
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.
Search Deals
From Maine to Madison Truax Field
Search Deals
One-way flight from Maine to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maine to Madison that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 27, 2026.
Use the filters below to find and compare flights from Maine to Madison that are best for you.

Fly from

Maine

Fly to

Madison

Route

Depart

Return

Price

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 2/24

6:00 am-11:53 am

1 stop6h 53m

Madison Truax Field

Mon 3/2

6:05 am-12:53 pm

1 stop5h 48m

$279

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Thu 2/19

8:11 am-2:57 pm

2 stops7h 46m

Madison Truax Field

Thu 2/26

6:30 am-12:46 pm

1 stop5h 16m

$284

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 3/7

1:05 pm-5:15 pm

1 stop5h 10m

Madison Truax Field

Sat 3/14

8:00 am-3:24 pm

1 stop6h 24m

$293

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Fri 3/6

5:47 am-10:14 am

1 stop5h 27m

Madison Truax Field

Mon 3/9

8:00 am-2:44 pm

1 stop5h 44m

$299

PortlandMadison

PWM - MSN

PWMMSN

Portland

Wed 2/11

5:20 am-10:11 am

1 stop5h 51m

Madison Truax Field

Sat 2/14

5:23 pm-10:59 pm

1 stop4h 36m

$309

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Thu 2/26

5:35 am-11:53 am

2 stops7h 18m

Madison Truax Field

Sun 3/1

6:05 am-12:53 pm

1 stop5h 48m

$318

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Fri 3/13

5:47 am-10:14 am

1 stop5h 27m

Madison Truax Field

Mon 3/16

8:00 am-2:44 pm

1 stop5h 44m

$323

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Mon 3/2

5:31 pm-11:26 pm

1 stop6h 55m

Madison Truax Field

Thu 3/5

4:16 pm-11:59 pm

1 stop6h 43m

$327

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 2/17

4:20 pm-10:42 pm

1 stop7h 22m

Madison Truax Field

Fri 2/20

8:09 am-2:44 pm

1 stop5h 35m

$327

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Mon 2/9

7:28 pm-11:44 pm

1 stop5h 16m

Madison Truax Field

Thu 2/12

6:30 am-3:12 pm

2 stops7h 42m

$332

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 32 results
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Best time to book a flight from Maine to Madison

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

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

Currently, June is the cheapest month in which you can book a flight from Maine to Madison (average of $210). Flying from Maine to Madison in January is currently the most expensive (average of $288). 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.

How much does it cost to fly round-trip from Maine to Madison?

Related info for your journey

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

  • What airport do you fly into for flights to Madison from Maine?

    For a flight from Maine to Madison, you will be flying into Truax Field. Madison Truax Field (MSN) is just 5.4 mi from the center of the city.

  • How long is the flight from Maine to Madison?

    United Airlines, American Airlines, and Delta can get you from Maine to Madison in just under 5h 10m. Your travel time can differ by up to 6h 04m. The distance from Maine to Madison is about 929 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airlines for a one-way flight from Maine to Madison are United Airlines ($134), American Airlines ($164), and Delta ($198).

  • What are the most popular routes from Maine to Madison?

    When deciding which route to take from Maine to Madison consider Boston Logan Intl - Madison Truax Field, Portland - Madison Truax Field or Bangor - Madison Truax Field as they are the most popular.

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

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

  • How can I find direct flights from Maine to Madison?

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

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

    Yes. Cheapflights offers flight deals from Maine 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 Maine to Madison?

    Currently, June is the cheapest month in which you can book a flight from Maine to Madison (average of $210). Flying from Maine to Madison in January is currently the most expensive (average of $288). 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.

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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Alternative routes for Maine to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Maine to Madison

Discover the top 3 airlines that operate flights from Maine to Madison. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$258Average$441FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$383FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$273Average$375FlexibilityNo cancel feeOn-time69%

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