Alaska

$230+ 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 4/24. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ANC
Apr 10 — Apr 171
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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 March 11, 2026.

This United Airlines deal was found by Cheapflights users on 3/6. 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.
Wed 4/14:15 pm
MSN
-
ANC
1 stop9h 30m
United Airlines
Sun 4/58:50 pm
ANC
-
MSN
1 stop9h 07m
United Airlines
Deal found 3/6$459
This Delta deal was found by Cheapflights users on 3/9. 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 4/15:30 am
MSN
-
ANC
2 stops16h 21m
Delta
Tue 4/79:15 pm
ANC
-
MSN
1 stop13h 49m
Delta
Deal found 3/9$464
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Wed 5/68:10 am
MSN
-
ANC
1 stop11h 51m
United Airlines
Tue 5/1211:49 pm
ANC
-
MSN
2 stops12h 11m
United Airlines
Deal found 3/6$466
This American Airlines deal was found by Cheapflights users on 3/10. 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 4/111:24 am
MSN
-
ANC
1 stop10h 42m
American Airlines
Tue 4/78:30 pm
ANC
-
MSN
1 stop11h 35m
American Airlines
Deal found 3/10$479
This United Airlines deal was found by Cheapflights users on 3/7. 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 5/18:10 am
MSN
-
ANC
1 stop11h 51m
United Airlines
Fri 5/88:45 pm
ANC
-
MSN
1 stop9h 11m
United Airlines
Deal found 3/7$536
This United Airlines deal was found by Cheapflights users on 3/6. 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 4/210:05 am
MSN
-
ANC
2 stops15h 40m
United Airlines
Mon 4/611:47 pm
ANC
-
MSN
2 stops11h 04m
United Airlines
Deal found 3/6$537
This United Airlines deal was found by Cheapflights users on 3/8. 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 4/312:13 pm
MSN
-
ANC
1 stop10h 35m
United Airlines
Tue 4/78:50 pm
ANC
-
MSN
1 stop9h 06m
United Airlines
Deal found 3/8$539
This Alaska Airlines deal was found by Cheapflights users on 3/8. 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 11/79:51 am
MSN
-
SIT
3 stops35h 30m
Alaska Airlines
Wed 11/1110:57 am
SIT
-
MSN
3 stops19h 59m
Alaska Airlines
Deal found 3/8$659
This Alaska Airlines deal was found by Cheapflights users on 3/8. 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 8/257:55 am
MSN
-
JNU
3 stops16h 35m
Alaska Airlines
Thu 8/277:14 am
JNU
-
MSN
3 stops23h 08m
Alaska Airlines
Deal found 3/8$662
This Alaska Airlines deal was found by Cheapflights users on 3/7. 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 4/55:45 pm
MSN
-
JNU
3 stops30h 43m
Alaska Airlines
Sun 4/127:24 am
JNU
-
MSN
3 stops23h 24m
Alaska Airlines
Deal found 3/7$667
This Delta deal was found by Cheapflights users on 3/10. 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 7/89:26 am
MSN
-
JNU
2 stops11h 41m
Delta
Tue 7/217:05 am
JNU
-
MSN
2 stops11h 52m
Delta
Deal found 3/10$689
This Alaska Airlines deal was found by Cheapflights users on 3/10. 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 7/812:00 pm
MSN
-
JNU
2 stops23h 44m
Alaska Airlines
Tue 7/217:32 am
JNU
-
MSN
3 stops25h 34m
Alaska Airlines
Deal found 3/10$744

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 March 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$459
(United Airlines)

One-way from

$230
(American 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 March 11, 2026.
Use the filters below to find and compare flights from Madison to Alaska that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Fri 4/3

12:13 pm-7:48 pm

1 stop10h 35m

Anchorage

Tue 4/7

8:50 pm-10:11 am

1 stop10h 21m

$539
Quickest round-trip

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Fri 4/17

4:15 pm-10:45 pm

1 stop9h 30m

Anchorage

Tue 4/21

8:50 pm-8:56 am

1 stop9h 06m

$539

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Fri 4/17

8:24 pm-12:43 pm

2 stops19h 19m

Anchorage

Tue 4/21

6:00 am-12:35 pm

2 stops27h 35m

$551

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Thu 5/7

6:02 pm-1:32 pm

2 stops22h 30m

Anchorage

Thu 5/14

11:18 pm-2:17 pm

1 stop11h 59m

$636

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Sat 7/25

2:40 pm-12:33 am

1 stop12h 53m

Anchorage

Sun 8/2

5:15 pm-8:20 am

2 stops12h 05m

$642

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Tue 8/25

7:55 am-9:30 pm

3 stops16h 35m

Juneau Intl

Thu 8/27

7:14 am-9:22 am

3 stops23h 08m

$662

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Sun 4/5

5:45 pm-9:28 pm

3 stops30h 43m

Juneau Intl

Sun 4/12

2:20 pm-8:45 am

2 stops15h 25m

$665

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Wed 7/8

9:26 am-6:07 pm

2 stops11h 41m

Juneau Intl

Tue 7/21

7:05 am-9:57 pm

2 stops11h 52m

$689

MadisonSitka

MSN - SIT

MSNSIT

Madison Truax Field

Wed 3/25

8:24 pm-6:18 pm

3 stops24h 54m

Sitka

Sun 3/29

11:22 am-9:08 am

3 stops18h 46m

$1,124

MadisonSitka

MSN - SIT

MSNSIT

Madison Truax Field

Sat 3/21

8:22 pm-6:18 pm

3 stops48h 56m

Sitka

Wed 3/25

11:22 am-9:11 am

3 stops18h 49m

$1,335

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/8

Showing 1-10 of 20 resultsSorted by cheapest first
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
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 March 11, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines,Delta, andUnited 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.

Crew

8.5

Comfort

7.8

Food

7.1

Boarding

8.1

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Crew

8.5

Comfort

7.8

Food

7.1

Boarding

8.1

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Crew

8.5

Comfort

7.8

Food

7.1

Boarding

8.1

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Crew

8.5

Comfort

7.8

Food

7.1

Boarding

8.1

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Crew

8.5

Comfort

7.8

Food

7.1

Boarding

8.1

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

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 15h 40m. United Airlines provides one of the quickest options available for as low as $464. 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 March 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$454Average$702FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$500Average$736FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$574Average$697FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$639Average$1,216FlexibilityNo cancel feeOn-time75%

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