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Alaska

$501+ 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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ANC
Feb 13 — Feb 201
Fri 2/13
Fri 2/20
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 14, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$501
(American 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
Search Deals
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 14, 2026.

This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/911:24 am
MSN
-
ANC
1 stop10h 42m
American Airlines
Tue 3/248:13 pm
ANC
-
MSN
1 stop11h 26m
American Airlines
Deal found 1/13$501
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
Mon 4/138:30 pm
ANC
-
MSN
1 stop17h 50m
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 4/82:45 pm
MSN
-
ANC
2 stops12h 44m
Delta
Mon 4/139:15 pm
ANC
-
MSN
1 stop9h 58m
Delta
Deal found 1/14$526
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 4/82:45 pm
MSN
-
ANC
2 stops12h 44m
Delta
Fri 4/179:15 pm
ANC
-
MSN
2 stops17h 24m
Delta
Deal found 1/14$533
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 3/249:10 pm
ANC
-
MSN
1 stop10h 02m
United Airlines
Deal found 1/13$537
This United Airlines deal was found by Cheapflights users on 1/12. 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 1/12$581
This Alaska Airlines deal was found by Cheapflights users on 1/12. 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 2/173:47 pm
MSN
-
SIT
3 stops29h 42m
Alaska Airlines
Sat 2/2111:26 am
SIT
-
MSN
3 stops30h 30m
Alaska Airlines
Deal found 1/12$714
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

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 14, 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

2:45 pm-12:29 am

2 stops12h 44m

Anchorage

Mon 4/13

9:15 pm-10:13 am

1 stop9h 58m

$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 3/28

12:13 pm-8:01 pm

1 stop10h 48m

Anchorage

Sat 4/4

9:04 pm-10:11 am

1 stop10h 07m

$533

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Mon 3/9

2:45 pm-12:28 am

2 stops12h 43m

Anchorage

Tue 3/24

3:40 pm-8:51 am

2 stops14h 11m

$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

3:47 pm-6:29 pm

3 stops29h 42m

Sitka

Sat 2/21

11:26 am-8:56 pm

3 stops30h 30m

$714

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

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

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 14, 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
11,713 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.0

Food

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Alaska Airlines
8.0
Very good
11,713 reviews
Alaska Airlines
8.0
Very good
11,713 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.0

Food

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Delta
7.9
Good
8,048 reviews
Alaska Airlines
8.0
Very good
11,713 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.0

Food

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
United Airlines
7.4
Good
9,163 reviews
Alaska Airlines
8.0
Very good
11,713 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.0

Food

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
American Airlines
7.2
Good
11,129 reviews
Alaska Airlines
8.0
Very good
11,713 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.0

Food

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.

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 44m. 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.

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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 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$513Average$563FlexibilityNo cancel feeOn-time71%
DeltaCheapest$530Average$756FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$574Average$777FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$624Average$997FlexibilityNo cancel feeOn-time75%

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