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Alaska

$432+ Cheap flights from Madison (MSN) to Alaska

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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ANC
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap flight deals from Madison to Alaska

Best flights from Madison to Alaska
Discover carefully curated flight deals from Madison to Alaska that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2025.

This United Airlines deal was found by Cheapflights users on 12/22. 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 1/164:20 pmMSN - ANC
1 stop9h 55mUnited Airlines
Sun 1/189:00 amANC - MSN
1 stop9h 20mUnited Airlines
Deal found 12/22$500
This Delta deal was found by Cheapflights users on 12/21. 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 6/1711:53 amMSN - ANC
2 stops14h 38mDelta
Wed 6/246:10 amANC - MSN
1 stop12h 47mDelta
Deal found 12/21$661
This Alaska Airlines deal was found by Cheapflights users on 12/20. 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.
Sun 2/157:06 pmMSN - JNU
3 stops29h 28mAlaska Airlines
Thu 2/197:26 amJNU - MSN
3 stops22h 47mAlaska Airlines
Deal found 12/20$716
This United Airlines deal was found by Cheapflights users on 12/20. 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 1/234:20 pmMSN - ANC
1 stop9h 55mUnited Airlines
Mon 1/269:00 amANC - MSN
1 stop9h 20mUnited Airlines
Deal found 12/20$580
This Delta deal was found by Cheapflights users on 12/22. 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.
Fri 1/1611:00 amMSN - ANC
2 stops16h 09mDelta
Sun 1/189:15 pmANC - MSN
2 stops16h 02mDelta
Deal found 12/22$663
This Alaska Airlines deal was found by Cheapflights users on 12/22. 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.
Wed 1/77:20 amMSN - JNU
2 stops18h 32mAlaska Airlines
Sun 1/117:20 amJNU - MSN
3 stops24h 35mAlaska Airlines
Deal found 12/22$851
This Alaska Airlines deal was found by Cheapflights users on 12/22. 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 1/66:00 amMSN - JNU
2 stops22h 08mAlaska Airlines
Sat 1/107:20 amJNU - MSN
3 stops28h 06mAlaska Airlines
Deal found 12/22$940

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 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$500
(United Airlines)

One-way from

$432
(Alaska 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 Alaska
Search Deals
One-way flight 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).
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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 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 23, 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

Fri 1/16

4:20 pm-11:15 pm

1 stop9h 55m

Anchorage

Sun 1/18

9:00 am-9:20 pm

1 stop9h 20m

$500

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Fri 1/23

4:20 pm-11:15 pm

1 stop9h 55m

Anchorage

Mon 1/26

9:00 am-9:20 pm

1 stop9h 20m

$580

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Wed 6/17

11:53 am-11:31 pm

2 stops14h 38m

Anchorage

Wed 6/24

6:10 am-9:57 pm

1 stop12h 47m

$661

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Fri 1/16

11:00 am-12:09 am

2 stops16h 09m

Anchorage

Sun 1/18

9:15 pm-4:17 pm

2 stops16h 02m

$663

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Sun 2/15

7:06 pm-9:34 pm

3 stops29h 28m

Juneau Intl

Thu 2/19

7:26 am-9:13 am

3 stops22h 47m

$716

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Wed 1/7

7:20 am-10:52 pm

2 stops18h 32m

Juneau Intl

Sun 1/11

7:20 am-10:55 am

3 stops24h 35m

$851

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Tue 1/6

6:00 am-1:08 am

2 stops22h 08m

Juneau Intl

Sat 1/10

7:20 am-2:26 pm

3 stops28h 06m

$940

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Sun 5/24

8:04 am-12:47 am

1 stop19h 43m

$432

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Sun 5/24

6:45 am-9:22 pm

2 stops17h 37m

$437

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

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.

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

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 23, 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
11,513 reviews

Food

7.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Alaska Airlines
8.0
Very good
11,513 reviews
Alaska Airlines
8.0
Very good
11,513 reviews

Food

7.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Delta
7.9
Good
8,014 reviews
Alaska Airlines
8.0
Very good
11,513 reviews

Food

7.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
United Airlines
7.4
Good
9,106 reviews
Alaska Airlines
8.0
Very good
11,513 reviews

Food

7.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
American Airlines
7.2
Good
11,054 reviews
Alaska Airlines
8.0
Very good
11,513 reviews

Food

7.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.

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 $500. 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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Alternative routes for Madison to Alaska

See prices for flight routes from nearby airports that may be better suited for you.
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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 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$513Average$563FlexibilityNo cancel feeOn-time71%
DeltaCheapest$530Average$756FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$574Average$697FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$624Average$997FlexibilityNo cancel feeOn-time75%

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