Alaska

$247+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ANC
Mar 23 — Mar 301
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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 21, 2026.

This United Airlines deal was found by Cheapflights users on 2/19. 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.
Thu 4/912:13 pm
MSN
-
ANC
1 stop10h 35m
United Airlines
Thu 4/238:50 pm
ANC
-
MSN
1 stop9h 07m
United Airlines
Deal found 2/19$511
This Delta deal was found by Cheapflights users on 2/19. 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.
Thu 4/96:00 am
MSN
-
ANC
2 stops17h 35m
Delta
Thu 4/239:15 pm
ANC
-
MSN
1 stop9h 54m
Delta
Deal found 2/19$516
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:58 am
MSN
-
ANC
1 stop15h 31m
American Airlines
Mon 9/2810:03 pm
ANC
-
MSN
1 stop18h 40m
American Airlines
Deal found 2/20$539
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:00 am
MSN
-
ANC
1 stop17h 50m
American Airlines
Mon 9/1410:03 pm
ANC
-
MSN
1 stop13h 07m
American Airlines
Deal found 2/20$551
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:00 am
MSN
-
ANC
2 stops17h 46m
Delta
Sun 5/175:15 pm
ANC
-
MSN
2 stops12h 11m
Delta
Deal found 2/20$559
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:52 am
MSN
-
ANC
1 stop13h 58m
American Airlines
Wed 9/910:03 pm
ANC
-
MSN
1 stop16h 35m
American Airlines
Deal found 2/20$563
This American Airlines deal was found by Cheapflights users on 2/18. 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 8/246:00 am
MSN
-
ANC
1 stop17h 50m
American Airlines
Thu 9/39:55 pm
ANC
-
MSN
1 stop14h 16m
American Airlines
Deal found 2/18$581
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:00 am
MSN
-
ANC
1 stop17h 50m
American Airlines
Tue 8/259:55 pm
ANC
-
MSN
1 stop17h 20m
American Airlines
Deal found 2/20$591
This Delta deal was found by Cheapflights users on 2/17. 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 6/286:15 am
MSN
-
ANC
1 stop17h 44m
Delta
Fri 7/312:55 am
ANC
-
MSN
2 stops18h 02m
Delta
Deal found 2/17$609
This Delta deal was found by Cheapflights users on 2/17. 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 6/246:15 am
MSN
-
ANC
1 stop21h 18m
Delta
Mon 7/612:55 am
ANC
-
MSN
2 stops18h 02m
Delta
Deal found 2/17$611
This Alaska Airlines deal was found by Cheapflights users on 2/19. 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 10/274:49 pm
MSN
-
SIT
3 stops28h 32m
Alaska Airlines
Sat 10/3110:57 am
SIT
-
MSN
3 stops27h 08m
Alaska Airlines
Deal found 2/19$637
This Alaska Airlines deal was found by Cheapflights users on 2/17. 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 4/86:02 pm
MSN
-
JNU
3 stops30h 26m
Alaska Airlines
Tue 4/147:24 am
JNU
-
MSN
3 stops27h 54m
Alaska Airlines
Deal found 2/17$640

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 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$511
(United Airlines)

One-way from

$247
(United Airlines)
Provider with most accurate pricing for Madison Truax Field-Anchorage flight deals.
Provider most trusted by Cheapflights users for Madison Truax Field-Anchorage flights.
From Madison Truax Field to Alaska
One-way flight from Madison Truax Field to Alaska

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 21, 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

Thu 4/9

6:00 am-8:35 pm

2 stops17h 35m

Anchorage

Thu 4/23

9:15 pm-10:09 am

1 stop9h 54m

$516

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Mon 6/29

8:00 am-11:52 pm

1 stop18h 52m

Anchorage

Tue 7/21

11:42 pm-9:50 pm

1 stop19h 08m

$615

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Wed 6/10

11:53 am-8:59 pm

1 stop12h 06m

Anchorage

Fri 6/26

12:49 pm-8:20 am

1 stop16h 31m

$615

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Wed 6/24

8:00 am-11:52 pm

1 stop18h 52m

Anchorage

Wed 7/1

9:52 pm-9:23 am

1 stop8h 31m

$615

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Sun 6/28

6:15 am-8:59 pm

1 stop17h 44m

Anchorage

Sat 7/4

12:49 pm-8:20 am

1 stop16h 31m

$615

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Thu 6/11

9:00 am-12:33 am

1 stop18h 33m

Anchorage

Mon 6/22

12:49 pm-8:20 am

1 stop16h 31m

$615

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Tue 6/9

9:00 am-12:33 am

1 stop18h 33m

Anchorage

Fri 6/26

12:49 pm-8:20 am

1 stop16h 31m

$615

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Sun 6/28

6:15 am-8:59 pm

1 stop17h 44m

Anchorage

Mon 7/6

6:10 am-9:57 pm

1 stop12h 47m

$615

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Mon 6/29

6:15 am-12:33 am

1 stop21h 18m

Anchorage

Fri 7/3

6:10 am-9:57 pm

1 stop12h 47m

$617

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Thu 6/25

6:15 am-12:33 am

1 stop21h 18m

Anchorage

Mon 7/6

6:10 am-9:57 pm

1 stop12h 47m

$617

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/17

Showing 1-10 of 23 results
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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
No data available for this route at this time. Please check back soon.

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 21, 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.

Boarding

8.1

Crew

8.5

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Boarding

8.1

Crew

8.5

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Boarding

8.1

Crew

8.5

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Boarding

8.1

Crew

8.5

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Boarding

8.1

Crew

8.5

Overall

8.0

Comfort

7.8

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

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 10h 35m. United Airlines provides one of the quickest options available for as low as $511. 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?

  • 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.

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.

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 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$454Average$743FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$500Average$736FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$574Average$684FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$624Average$1,001FlexibilityNo cancel feeOn-time75%

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