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Alaska

$261+ 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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ANC
Feb 15 — Feb 221
Sun 2/15
Sun 2/22
1 adult, Economy
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Cheap flight deals from Madison to Alaska

Keep the following information in mind while searching for Madison to Alaska flight deals. Data was last updated January 16, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$521
(American Airlines)

One-way from

$261
(United Airlines)

Popular in

June

Cheapest in

January

Average price

$514
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
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One-way flight from Madison Truax Field to Alaska
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Highest demand for flights based on searches. 6% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find 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 January 16, 2026.

This American Airlines deal was found by Cheapflights users on 1/14. 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.
Wed 4/87:00 am
MSN
-
ANC
1 stop14h 50m
American Airlines
Fri 4/178:30 pm
ANC
-
MSN
1 stop11h 34m
American Airlines
Deal found 1/14$521
This Delta deal was found by Cheapflights users on 1/14. 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 4/86:00 am
MSN
-
ANC
2 stops17h 35m
Delta
Mon 4/139:15 pm
ANC
-
MSN
1 stop13h 44m
Delta
Deal found 1/14$526
This United Airlines deal was found by Cheapflights users on 1/13. 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.
Sat 3/74:05 pm
MSN
-
ANC
1 stop9h 45m
United Airlines
Tue 3/2411:52 pm
ANC
-
MSN
2 stops12h 06m
United Airlines
Deal found 1/13$544
This United Airlines deal was found by Cheapflights users on 1/15. 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.
Sat 2/144:23 pm
MSN
-
ANC
1 stop9h 45m
United Airlines
Wed 2/189:00 am
ANC
-
MSN
1 stop8h 48m
United Airlines
Deal found 1/15$581
This American Airlines deal was found by Cheapflights users on 1/15. 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.
Wed 8/129:52 am
MSN
-
ANC
1 stop13h 58m
American Airlines
Tue 8/189:55 pm
ANC
-
MSN
1 stop14h 16m
American Airlines
Deal found 1/15$598
This Alaska Airlines deal was found by Cheapflights users on 1/13. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/178:24 pm
MSN
-
SIT
3 stops25h 05m
Alaska Airlines
Sat 2/2111:26 am
SIT
-
MSN
3 stops30h 30m
Alaska Airlines
Deal found 1/13$714
This Alaska Airlines deal was found by Cheapflights users on 1/15. 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 2/311:29 am
MSN
-
JNU
2 stops24h 18m
Alaska Airlines
Sat 2/77:20 am
JNU
-
MSN
3 stops24h 35m
Alaska Airlines
Deal found 1/15$786
This Alaska Airlines deal was found by Cheapflights users on 1/13. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/277:03 am
MSN
-
JNU
3 stops17h 31m
Alaska Airlines
Sat 1/317:20 am
JNU
-
MSN
3 stops24h 35m
Alaska Airlines
Deal found 1/13$849
This Alaska Airlines deal was found by Cheapflights users on 1/15. 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 6/305:00 am
MSN
-
JNU
2 stops39h 32m
Alaska Airlines
Tue 7/76:28 pm
JNU
-
MSN
2 stops11h 55m
Alaska Airlines
Deal found 1/15$1,637

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 January 16, 2026.
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 4/8

7:00 am-6:50 pm

1 stop14h 50m

Anchorage

Mon 4/13

8:30 pm-5:20 pm

1 stop17h 50m

$521

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Wed 2/11

8:15 am-7:57 pm

2 stops14h 42m

Anchorage

Wed 2/18

9:00 am-8:48 pm

1 stop8h 48m

$526

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Wed 4/8

6:00 am-8:35 pm

2 stops17h 35m

Anchorage

Mon 4/13

9:15 pm-1:59 pm

1 stop13h 44m

$526

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Wed 4/8

2:45 pm-12:29 am

2 stops12h 44m

Anchorage

Fri 4/17

9:15 pm-5:39 pm

2 stops17h 24m

$533

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Sat 3/7

4:05 pm-10:50 pm

1 stop9h 45m

Anchorage

Tue 3/24

11:52 pm-2:58 pm

2 stops12h 06m

$544

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Sat 2/14

4:23 pm-11:08 pm

1 stop9h 45m

Anchorage

Wed 2/18

9:00 am-8:48 pm

1 stop8h 48m

$581

MadisonSitka

MSN - SIT

MSNSIT

Madison Truax Field

Tue 2/17

8:24 pm-6:29 pm

3 stops25h 05m

Sitka

Sat 2/21

11:26 am-8:56 pm

3 stops30h 30m

$714

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Tue 2/3

11:29 am-8:47 am

2 stops24h 18m

Juneau Intl

Sat 2/7

7:20 am-10:55 am

3 stops24h 35m

$786

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Tue 1/27

7:03 am-9:34 pm

3 stops17h 31m

Juneau Intl

Sat 1/31

7:20 am-10:55 am

3 stops24h 35m

$849

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Fri 1/30

7:03 am-9:34 pm

3 stops17h 31m

Juneau Intl

Tue 2/3

2:20 pm-2:26 pm

2 stops21h 06m

$852

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/15

Showing 1-10 of 14 results
1
2

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 $317). 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 January 16, 2026.
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
11,726 reviews

Overall

8.0

Comfort

7.8

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Alaska Airlines
8.0
Very good
11,726 reviews
Alaska Airlines
8.0
Very good
11,726 reviews

Overall

8.0

Comfort

7.8

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Delta
7.9
Good
8,061 reviews
Alaska Airlines
8.0
Very good
11,726 reviews

Overall

8.0

Comfort

7.8

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
United Airlines
7.4
Good
9,165 reviews
Alaska Airlines
8.0
Very good
11,726 reviews

Overall

8.0

Comfort

7.8

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
American Airlines
7.2
Good
11,145 reviews
Alaska Airlines
8.0
Very good
11,726 reviews

Overall

8.0

Comfort

7.8

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

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 14h 42m. American Airlines provides one of the quickest options available for as low as $526. 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 $317). 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 January 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$454Average$753FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$513Average$563FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$574Average$777FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$624Average$997FlexibilityNo cancel feeOn-time75%

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