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Alaska

$352+ 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 7/19. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ANC
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
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 February 3, 2026.

This American Airlines deal was found by Cheapflights users on 2/1. 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 9/127:58 am
MSN
-
ANC
1 stop15h 31m
American Airlines
Wed 9/2310:03 pm
ANC
-
MSN
1 stop13h 07m
American Airlines
Deal found 2/1$501
This Delta deal was found by Cheapflights users on 2/2. 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.
Sun 9/66:15 am
MSN
-
ANC
1 stop8h 19m
Delta
Thu 9/106:10 am
ANC
-
MSN
1 stop12h 47m
Delta
Deal found 2/2$615
This Delta deal was found by Cheapflights users on 2/1. 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.
Sat 9/129:00 am
MSN
-
ANC
1 stop13h 27m
Delta
Wed 9/232:20 pm
ANC
-
MSN
2 stops15h 00m
Delta
Deal found 2/1$617
This Delta deal was found by Cheapflights users on 2/2. 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 6/2411:53 am
MSN
-
ANC
2 stops14h 38m
Delta
Wed 7/16:10 am
ANC
-
MSN
1 stop12h 47m
Delta
Deal found 2/2$620
This Delta deal was found by Cheapflights users on 2/1. 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 9/81:45 pm
MSN
-
ANC
1 stop10h 13m
Delta
Sat 9/125:15 pm
ANC
-
MSN
2 stops12h 05m
Delta
Deal found 2/1$622
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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 8/297:55 am
MSN
-
JNU
3 stops16h 35m
Alaska Airlines
Tue 9/16:55 pm
JNU
-
MSN
2 stops17h 16m
Alaska Airlines
Deal found 2/2$643
This American Airlines deal was found by Cheapflights users on 2/2. 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 9/81:32 pm
MSN
-
ANC
1 stop10h 18m
American Airlines
Sat 9/1210:03 pm
ANC
-
MSN
1 stop7h 59m
American Airlines
Deal found 2/2$650
This American Airlines deal was found by Cheapflights users on 2/2. 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 6/2411:25 am
MSN
-
ANC
1 stop14h 12m
American Airlines
Wed 7/19:52 pm
ANC
-
MSN
1 stop8h 31m
American Airlines
Deal found 2/2$657
This Delta deal was found by Cheapflights users on 2/1. 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 11/102:40 pm
MSN
-
ANC
1 stop8h 06m
Delta
Sat 11/148:49 pm
ANC
-
MSN
1 stop16h 45m
Delta
Deal found 2/1$659
This Delta deal was found by Cheapflights users on 2/1. 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 9/92:40 pm
MSN
-
ANC
1 stop12h 53m
Delta
Sun 9/135:15 pm
ANC
-
MSN
2 stops14h 58m
Delta
Deal found 2/1$666
This Delta deal was found by Cheapflights users on 2/1. 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 2/177:00 am
MSN
-
ANC
2 stops18h 41m
Delta
Mon 2/239:15 pm
ANC
-
MSN
1 stop13h 54m
Delta
Deal found 2/1$667
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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 stops18h 51m
Alaska Airlines
Deal found 2/2$756

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 February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$615
(Delta)

One-way from

$352
(Delta)

Popular in

June

Cheapest in

January

Average price

$777
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
One-way flight from Madison Truax Field to Alaska
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 3, 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 7/8

2:38 pm-11:57 pm

1 stop12h 19m

Anchorage

Wed 7/29

11:42 pm-9:50 pm

1 stop19h 08m

$615

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Sat 6/27

9:26 am-8:58 pm

1 stop14h 32m

Anchorage

Wed 7/8

9:55 pm-11:13 am

1 stop10h 18m

$615

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Mon 6/29

2:38 pm-11:57 pm

1 stop12h 19m

Anchorage

Tue 7/21

11:42 pm-1:58 pm

1 stop11h 16m

$615

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Wed 6/24

11:53 am-11:31 pm

2 stops14h 38m

Anchorage

Wed 7/1

6:10 am-5:04 pm

1 stop7h 54m

$620

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Tue 2/17

7:00 am-10:41 pm

2 stops18h 41m

Anchorage

Mon 2/23

9:15 pm-2:09 pm

1 stop13h 54m

$667

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-9:17 am

3 stops18h 51m

$756

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Fri 6/5

5:00 am-12:55 pm

2 stops10h 55m

Juneau Intl

Fri 6/5

6:48 pm-9:50 pm

2 stops24h 02m

$1,219

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Sun 7/19

2:40 pm-12:33 am

1 stop12h 53m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

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 February 3, 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
11,833 reviews

Entertainment

7.0

Food

7.1

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

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
11,833 reviews
Alaska Airlines
8.0
Very good
11,833 reviews

Entertainment

7.0

Food

7.1

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

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
8,138 reviews
Alaska Airlines
8.0
Very good
11,833 reviews

Entertainment

7.0

Food

7.1

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

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
9,236 reviews
Alaska Airlines
8.0
Very good
11,833 reviews

Entertainment

7.0

Food

7.1

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

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
11,216 reviews
Alaska Airlines
8.0
Very good
11,833 reviews

Entertainment

7.0

Food

7.1

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

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 12h 19m. American Airlines provides one of the quickest options available for as low as $615. 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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$454Average$744FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$513Average$736FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$574Average$697FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$624Average$1,001FlexibilityNo cancel feeOn-time75%

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