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Anchorage

$351+ Cheap flights from Madison to Anchorage (MSN - ANC)

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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ANC
Jan 13 — Jan 201
Tue 1/13
Tue 1/20
1 adult, Economy
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Cheap flight deals from Madison to Anchorage

Cheapest flights from Madison to Anchorage
Explore the most affordable flight options available from Madison to Anchorage. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 14, 2025.

This United Airlines deal was found by Cheapflights users on 12/13. 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.
Sun 12/285:26 pmMSN - ANC
1 stop29h 19mUnited Airlines
Thu 1/111:59 pmANC - MSN
1 stop11h 05mUnited Airlines
Deal found 12/13$837
This Expedia deal was found by Cheapflights users on 12/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:09 amMSN - ANC
2 stops17h 35mAlaska Airlines
Thu 12/181:04 amANC - MSN
2 stops20h 43mAlaska Airlines
Deal found 12/13$1,270
This United Airlines deal was found by Cheapflights users on 12/13. 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 12/173:09 pmMSN - ANC
1 stop10h 47mUnited Airlines
Thu 12/181:30 amANC - MSN
1 stop9h 34mUnited Airlines
Deal found 12/13$1,569

Find flight deals from Madison to Anchorage

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Anchorage (ANC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 14, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$580
(United Airlines)

One-way from

$351
(United Airlines)

Popular in

December

Cheapest in

January

Average price

$1,211
Provider with most accurate pricing for Madison Truax Field-Anchorage flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Anchorage flights.
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From Madison Truax Field to Anchorage
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One-way flight from Madison Truax Field to Anchorage
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Highest demand for flights based on searches. 13% potential increase in price ($120 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($50 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Anchorage 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 December 14, 2025.
Use the filters below to find and compare flights from Madison to Anchorage that are best for you.

Fly from

Madison

Fly to

Anchorage

Route

Depart

Return

Price

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Thu 1/15

4:20 pm-11:15 pm

1 stop9h 55m

Anchorage

Sun 1/18

9:00 am-9:20 pm

1 stop9h 20m

$555

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Wed 1/14

4:20 pm-11:15 pm

1 stop9h 55m

Anchorage

Sun 1/18

9:00 am-9:20 pm

1 stop9h 20m

$555

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Wed 1/14

11:00 am-8:44 pm

2 stops12h 44m

Anchorage

Sun 1/18

3:00 pm-9:09 am

2 stops15h 09m

$562

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Wed 2/11

4:20 pm-11:15 pm

1 stop9h 55m

Anchorage

Sat 2/14

9:00 am-9:18 pm

1 stop9h 18m

$580

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Thu 1/15

2:50 pm-12:09 am

2 stops12h 19m

Anchorage

Sun 1/18

3:00 pm-9:09 am

2 stops15h 09m

$585

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Wed 12/31

3:06 pm-12:25 am

1 stop12h 19m

$351

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Thu 1/1

6:40 am-7:45 pm

1 stop16h 05m

$448

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Compare providers for flights from Madison to Anchorage

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to Anchorage in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Madison-Anchorage flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Madison-Anchorage flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Madison-Anchorage flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Anchorage flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Anchorage flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Madison to Anchorage

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

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

Currently, May is the cheapest month in which you can book a flight from Madison to Anchorage (average of $325). Flying from Madison to Anchorage in July is currently the most expensive (average of $563). 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 Madison to Anchorage?

Reviews of airlines servicing Anchorage

Get insights into the airlines that provide service to Anchorage. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Anchorage. Reviews last updated December 14, 2025.
Read through reviews of airlines operating flights from Madison to Anchorage, such as Alaska Airlines, Delta, and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,448 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,448 reviews
Alaska Airlines
8.0
Very good
11,448 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Delta
7.9
Good
8,007 reviews
Alaska Airlines
8.0
Very good
11,448 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
United Airlines
7.4
Good
9,094 reviews
Alaska Airlines
8.0
Very good
11,448 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
American Airlines
7.2
Good
11,054 reviews
Alaska Airlines
8.0
Very good
11,448 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Related info for your journey

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

  • How long is the flight from Madison to Anchorage?

    A quick flight from Madison to Anchorage can take about 9h 55m. United Airlines provides one of the quickest options available for as low as $555. Madison and Anchorage are separated by a distance of 2729 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 flying from Madison to Anchorage round-trip?

    According to our current data, Delta ($454), American Airlines ($461), and United Airlines ($574) offers the cheapest pricing from Madison to Anchorage. These flights start at 41% lower than the current average price 3 months from now.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Madison to Anchorage (average of $325). Flying from Madison to Anchorage in July is currently the most expensive (average of $563). 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 Anchorage?

Book flights to Anchorage if you plan to visit one of these locations
Seward
Girdwood

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Top 4 airlines flying from Madison to Anchorage

Discover the top 4 airlines that operate flights from Madison to Anchorage. 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 December 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$461Average$563FlexibilityNo cancel feeOn-time71%
DeltaCheapest$530Average$756FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$574Average$697FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$624Average$774FlexibilityNo cancel feeOn-time75%

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