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$630+ Cheap flights from Madison to Anchorage (MSN - ANC)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ANC
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap 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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$630
(Delta)

Popular in

December

Cheapest in

May

Average price

$735
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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Highest demand for flights based on searches. 15% potential increase in price ($151 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($41 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 29, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/116:00 amMSN - ANC
1 stop16h 15mAmerican Airlines
Sat 11/158:21 pmANC - MSN
1 stop11h 10mAmerican Airlines
Deal found 10/27$768
This Delta deal was found by Cheapflights users on 10/27. 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.
Tue 11/111:24 pmMSN - ANC
2 stops15h 33mDelta
Sat 11/156:05 amANC - MSN
1 stop12h 15mDelta
Deal found 10/27$773
This United Airlines deal was found by Cheapflights users on 10/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/114:30 pmMSN - ANC
1 stop9h 26mUnited Airlines
Sat 11/159:07 pmANC - MSN
1 stop9h 53mUnited Airlines
Deal found 10/27$848
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/117:00 amMSN - ANC
2 stops12h 35mAlaska Airlines
Fri 11/142:23 amANC - MSN
2 stops18h 03mAlaska Airlines
Deal found 10/27$898

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 October 29, 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

Tue 4/14

10:55 am-12:54 am

1 stop16h 59m

Anchorage

Wed 4/15

6:10 am-5:04 pm

1 stop7h 54m

$630

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

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 October.
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.

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 October 29, 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
11,211 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Entertainment

7.0

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,211 reviews
Alaska Airlines
8.0
Very good
11,211 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Entertainment

7.0

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
7,992 reviews
Alaska Airlines
8.0
Very good
11,211 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Entertainment

7.0

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,999 reviews
Alaska Airlines
8.0
Very good
11,211 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Entertainment

7.0

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
American Airlines
7.2
Good
11,032 reviews
Alaska Airlines
8.0
Very good
11,211 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Entertainment

7.0

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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 16h 59m. Delta provides one of the quickest options available for as low as $630. Madison and Anchorage are separated by a distance of 2729 mi.

  • What are the cheapest airlines flying from Madison to Anchorage round-trip?

    According to our current data, American Airlines ($461), Delta ($530), and United Airlines ($574) offers the cheapest pricing from Madison to Anchorage. These flights start at 42% 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$461Average$563FlexibilityNo cancel feeOn-time71%
DeltaCheapest$530Average$792FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$574Average$697FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$624Average$774FlexibilityNo cancel feeOn-time75%

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