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Alaska

$580+ Cheap flights from Madison (MSN) to Alaska

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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ANC
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Madison to Alaska

Cheapest flights from Madison to Alaska
Explore the most affordable flight options available from Madison to Alaska. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/11. 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.
Fri 12/263:06 pmMSN - ANC
1 stop12h 19mUnited Airlines
Tue 12/3011:59 pmANC - MSN
1 stop11h 05mUnited Airlines
Deal found 12/11$780
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/276:14 pmMSN - JNU
2 stops17h 26mAmerican Airlines
Wed 12/316:50 amJNU - MSN
2 stops9h 52mAmerican Airlines
Deal found 12/11$1,510
This Alaska Airlines deal was found by Cheapflights users on 12/11. 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.
Sat 12/276:14 pmMSN - JNU
2 stops30h 21mAlaska Airlines
Wed 12/317:18 amJNU - MSN
3 stops23h 03mAlaska Airlines
Deal found 12/11$1,732

Find flight deals from Madison to Alaska

Keep the following information in mind while searching for Madison to Alaska flight deals. Data was last updated December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$580
(United Airlines)

Popular in

December

Cheapest in

January

Average price

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

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Alaska 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 12, 2025.
Use the filters below to find and compare flights from Madison to Alaska that are best for you.

Fly from

Madison

Fly to

Alaska

Route

Depart

Return

Price

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

MadisonSitka

MSN - SIT

MSNSIT

Madison Truax Field

Sat 2/7

11:29 am-6:31 pm

3 stops34h 02m

Sitka

Tue 2/10

11:30 am-2:26 pm

3 stops23h 56m

$664

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Fri 2/6

5:51 pm-9:34 pm

3 stops30h 43m

Juneau Intl

Tue 2/10

6:58 pm-4:52 pm

2 stops18h 54m

$670

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Fri 12/26

3:06 pm-12:25 am

1 stop12h 19m

Anchorage

Tue 12/30

11:59 pm-2:04 pm

1 stop11h 05m

$780

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Sat 12/27

6:14 pm-8:40 am

2 stops17h 26m

Juneau Intl

Wed 12/31

6:50 am-7:42 pm

2 stops9h 52m

$1,510

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Sat 12/27

8:10 pm-9:32 pm

3 stops28h 22m

Juneau Intl

Wed 12/31

7:18 am-9:21 am

3 stops23h 03m

$1,736

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Best time to book a flight from Madison to Alaska

Have a flexible travel schedule? Discover the best time to fly to Alaska 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 Alaska

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

Currently, May is the cheapest month in which you can book a flight from Madison to Alaska (average of $325). Flying from Madison to Alaska 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 Alaska

Get insights into the airlines that provide service to Alaska. 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 Alaska. Reviews last updated December 12, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta, and United Airlines from Madison to Alaska to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,432 reviews

Food

7.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Overall

8.0

Boarding

8.1

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
11,432 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Food

7.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Overall

8.0

Boarding

8.1

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
11,432 reviews

Food

7.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Overall

8.0

Boarding

8.1

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
9,095 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Food

7.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Overall

8.0

Boarding

8.1

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
11,050 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Food

7.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Overall

8.0

Boarding

8.1

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 Alaska. 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 from for flights from Madison to Alaska?

    Located just 5.4 mi from the city center, Madison Truax Field (MSN) is the airport most travelers will use when flying to Alaska from Madison.

  • How long is the flight from Madison to Alaska?

    A quick flight from Madison to Alaska can take about 9h 55m. United Airlines provides one of the quickest options available for as low as $580. The distance from Madison to Alaska is about 2729 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The most popular route from Madison to Alaska is Madison Truax Field - Anchorage. You may also consider Madison Truax Field - Juneau Intl or Madison Truax Field - Sitka.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Madison to Alaska (average of $325). Flying from Madison to Alaska 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

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Top 4 airlines flying from Madison to Alaska

Discover the top 4 airlines that operate flights from Madison to Alaska. 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 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$461Average$563FlexibilityNo cancel feeOn-time71%
DeltaCheapest$530Average$773FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$574Average$697FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$624Average$995FlexibilityNo cancel feeOn-time75%

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