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Alaska

$375+ 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 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ANC
Jul 5 — Jul 121
Sat 7/5
Sat 7/12
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 June 30, 2025.

Round-trip from

$568
(Delta)

One-way from

$375
(American Airlines)

Popular in

June

Cheapest in

May

Average price

$840
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. 2% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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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 June 30, 2025.

This Delta deal was found by Cheapflights users on 6/30. 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 8/232:44 pmMSN - ANC
2 stops13h 48mDelta
Sat 8/305:19 pmANC - MSN
2 stops14h 00mDelta
Deal found 6/30$568
This American Airlines deal was found by Cheapflights users on 6/29. 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 8/305:30 amMSN - ANC
1 stop18h 19mAmerican Airlines
Fri 9/59:53 pmANC - MSN
1 stop12h 37mAmerican Airlines
Deal found 6/29$586
This Delta deal was found by Cheapflights users on 6/28. 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 9/272:44 pmMSN - JNU
2 stops30h 29mDelta
Wed 10/17:05 amJNU - MSN
2 stops10h 18mDelta
Deal found 6/28$610
This Trip.com deal was found by Cheapflights users on 6/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/143:55 pmMSN - ANC
1 stop15h 42mAlaska Airlines
Thu 8/2111:25 pmANC - MSN
1 stop12h 59mAlaska Airlines
Deal found 6/30$622
This United Airlines deal was found by Cheapflights users on 6/30. 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 7/3012:20 pmMSN - ANC
1 stop10h 15mUnited Airlines
Wed 8/611:59 pmANC - MSN
1 stop8h 44mUnited Airlines
Deal found 6/30$636
This Alaska Airlines deal was found by Cheapflights users on 6/29. 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 9/277:15 amMSN - JNU
3 stops17h 14mAlaska Airlines
Wed 10/17:13 amJNU - MSN
3 stops11h 47mAlaska Airlines
Deal found 6/29$850
This Alaska Airlines deal was found by Cheapflights users on 6/29. 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 8/236:44 pmMSN - SIT
2 stops45h 09mAlaska Airlines
Tue 8/261:49 pmSIT - MSN
2 stops22h 35mAlaska Airlines
Deal found 6/29$855

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 June 30, 2025.
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

Sat 8/23

2:44 pm-1:32 am

2 stops13h 48m

Anchorage

Sat 8/30

5:19 pm-10:19 am

2 stops14h 00m

$568

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Sat 8/30

5:30 am-8:49 pm

1 stop18h 19m

Anchorage

Fri 9/5

9:53 pm-1:30 pm

1 stop12h 37m

$586

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Sat 9/27

2:44 pm-6:13 pm

2 stops30h 29m

Juneau Intl

Wed 10/1

7:05 am-8:23 pm

2 stops10h 18m

$610

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Thu 8/14

3:55 pm-4:37 am

1 stop15h 42m

Anchorage

Thu 8/21

11:25 pm-3:24 pm

1 stop12h 59m

$622

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Wed 7/30

12:20 pm-7:35 pm

1 stop10h 15m

Anchorage

Wed 8/6

11:59 pm-11:43 am

1 stop8h 44m

$636

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Sat 9/27

7:15 am-9:29 pm

3 stops17h 14m

Juneau Intl

Wed 10/1

7:13 am-10:00 pm

3 stops11h 47m

$850

MadisonSitka

MSN - SIT

MSNSIT

Madison Truax Field

Sat 8/23

6:44 pm-12:53 pm

2 stops45h 09m

Sitka

Tue 8/26

1:49 pm-3:24 pm

2 stops22h 35m

$855

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Thu 8/21

6:46 am-11:06 pm

1 stop19h 20m

$375

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Thu 8/21

8:00 am-8:18 pm

2 stops15h 18m

$380

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Mon 7/28

8:27 pm-8:28 am

2 stops15h 01m

$428

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 11 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, January is the cheapest month in which you can book a flight from Madison to Alaska (average of $456). Flying from Madison to Alaska in July is currently the most expensive (average of $648). 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 June 30, 2025.
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
10,000 reviews

Overall

8.0

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,969 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,852 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Comfort

7.8

Entertainment

7.1

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

  • What are the cheapest airlines to fly from Madison to Alaska one-way?

    $375 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Alaska Airlines and United Airlines, with prices starting from $380 and $466, respectively.

  • 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, January is the cheapest month in which you can book a flight from Madison to Alaska (average of $456). Flying from Madison to Alaska in July is currently the most expensive (average of $648). 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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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 June 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$461Average$524FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$562Average$697FlexibilityNo cancel feeOn-time69%
DeltaCheapest$574Average$834FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$624Average$995FlexibilityNo cancel feeOn-time75%

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