Maine

$299+ Cheap flights from Madison (MSN) to Maine

MSN — PWM
Dec 5 — Dec 121
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Cheap flight deals from Madison to Maine

Cheapest flights from Madison to Maine

Sat 12/55:51 am -
1 stop5h 11m
Sat 12/122:57 pm -
2 stops9h 22m
Deal found 11/3$346
Wed 11/185:30 am -
1 stop6h 31m
Fri 11/276:00 am -
1 stop7h 35m
Deal found 10/31$374
Wed 11/183:52 pm -
1 stop4h 59m
Wed 11/255:08 pm -
1 stop6h 59m
Deal found 11/4$384
Wed 11/1811:16 am -
2 stops10h 41m
Sat 11/213:01 pm -
2 stops10h 15m
Deal found 10/31$385
Wed 11/183:52 pm -
1 stop4h 59m
Sun 11/225:08 pm -
1 stop6h 59m
Deal found 11/2$399
Wed 11/185:00 am -
1 stop5h 58m
Sun 11/225:26 am -
2 stops10h 33m
Deal found 11/2$404
Wed 11/45:56 pm -
1 stop5h 12m
Wed 11/114:24 pm -
1 stop7h 03m
Deal found 10/31$417
Wed 11/118:15 am -
1 stop5h 01m
Sat 11/148:45 am -
1 stop7h 26m
Deal found 10/31$420
Wed 11/45:51 am -
2 stops9h 31m
Wed 11/115:13 am -
2 stops12h 12m
Deal found 10/31$428
Fri 11/135:56 pm -
1 stop5h 12m
Tue 11/174:24 pm -
1 stop7h 03m
Deal found 11/1$444
Wed 11/46:00 am -
1 stop4h 55m
Sun 11/87:02 am -
1 stop5h 51m
Deal found 11/1$453
Fri 11/135:30 am -
2 stops8h 35m
Tue 11/175:13 am -
2 stops12h 12m
Deal found 10/31$454

Find flight deals from Madison to Maine

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$341
(United Airlines)

One-way from

$299
(United Airlines)

Popular in

December

Cheapest in

May

Average price

$457
Provider with most accurate pricing for Madison Truax Field-Portland flight deals.
Provider most trusted by Cheapflights users for Madison Truax Field-Portland flights.
From Madison Truax Field to Maine
One-way flight from Madison Truax Field to Maine
Highest demand for flights based on searches. 17% potential increase in price ($93 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Wed 11/25

6:25 am-2:16 pm

1 stop6h 51m

Portland

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$299

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Wed 11/25

8:41 pm-11:57 am

1 stop14h 16m

Portland

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$324

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Sat 12/5

5:00 am-2:35 pm

2 stops8h 35m

Portland

Sat 12/12

6:00 am-2:42 pm

2 stops9h 42m

$351

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Wed 11/18

5:30 am-1:01 pm

1 stop6h 31m

Portland

Sat 11/21

2:00 pm-8:45 pm

1 stop7h 45m

$374

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Wed 11/18

5:00 am-2:27 pm

2 stops8h 27m

Portland

Sat 11/21

5:08 pm-9:05 pm

1 stop4h 57m

$379

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Wed 11/18

8:15 am-7:02 pm

2 stops9h 47m

Portland

Wed 11/25

5:08 pm-9:05 pm

1 stop4h 57m

$389

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Wed 11/18

3:52 pm-9:51 pm

1 stop4h 59m

Portland

Sun 11/22

5:08 pm-11:07 pm

1 stop6h 59m

$399

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Wed 11/18

5:00 am-11:58 am

1 stop5h 58m

Portland

Sun 11/22

5:26 am-2:59 pm

2 stops10h 33m

$404

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Wed 1/6

6:06 am-2:44 pm

1 stop7h 38m

Portland

Sat 1/9

4:25 pm-10:19 pm

1 stop6h 54m

$441

MadisonPortland

MSN Madison Truax Field - PWM Portland

MSNPWM

Madison Truax Field

Sat 1/30

6:06 am-2:51 pm

1 stop7h 45m

Portland

Tue 2/2

4:25 pm-8:56 pm

1 stop5h 31m

$441

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

Best time to book a flight from Madison to Maine

Have a flexible travel schedule? Discover the best time to fly to Maine from Madison with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Madison to Maine

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

Airfare is below average for this route at the moment.
Madison to Maine flights typically cost between $457 and $554 in February.
The cheapest round-trip price found within the last 5 days was $341 on United Airlines (Feb 13-Feb 20).

Reviews of airlines servicing Maine

Read through reviews of airlines operating flights from Madison to Maine, such as Delta,United Airlines, andAmerican Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Food

7.2

Overall

7.8

Crew

8.5

Comfort

7.8

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Boarding

8.1

Food

7.2

Overall

7.8

Crew

8.5

Comfort

7.8

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Boarding

8.1

Food

7.2

Overall

7.8

Crew

8.5

Comfort

7.8

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Boarding

8.1

Food

7.2

Overall

7.8

Crew

8.5

Comfort

7.8

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Related info for your journey

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

    Madison Truax Field (MSN) is the airport you will fly out of if you book a flight from Madison to Maine. It is only a 5.4 mi journey to Truax Field (MSN) from Madison’s city center.

  • How long is the flight from Madison to Maine?

    For as low as $374, American Airlines can have you in Maine from Madison in 6h 31m. The distance between Madison and Maine is about 953 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Madison to Maine by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Madison to Maine

Top 3 airlines flying from Madison to Maine

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$258Average$513FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$290Average$425FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$300Average$463FlexibilityNo cancel feeOn-time69%

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