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$251+ 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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ANC
feb. 6 — feb. 131
vie. 2/6
vie. 2/13
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 enero 7, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$495
(Delta)

One-way from

$251
(Delta)

Popular in

August

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
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One-way flight from Madison Truax Field to Alaska
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Highest demand for flights based on searches. 11% potential increase in price ($96 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($25 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 enero 7, 2026.

This Delta deal was found by Cheapflights users on 1/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/106:30 amMSN - ANC
2 stops18h 48mDelta
lun. 2/161:20 amANC - MSN
2 stops12h 45mDelta
Deal found 1/7$495
This Delta deal was found by Cheapflights users on 1/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/47:00 amMSN - ANC
2 stops18h 18mDelta
mié. 2/119:15 pmANC - MSN
1 stop13h 54mDelta
Deal found 1/7$497
This Delta deal was found by Cheapflights users on 1/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/196:20 amMSN - ANC
2 stops17h 24mDelta
lun. 2/239:15 pmANC - MSN
1 stop10h 04mDelta
Deal found 1/6$506
This Delta deal was found by Cheapflights users on 1/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 1/274:30 pmMSN - ANC
2 stops22h 58mDelta
lun. 2/23:00 pmANC - MSN
2 stops20h 10mDelta
Deal found 1/7$514
This Delta deal was found by Cheapflights users on 1/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 1/274:30 pmMSN - ANC
2 stops22h 58mDelta
vie. 2/63:00 pmANC - MSN
2 stops28h 50mDelta
Deal found 1/7$518
This Delta deal was found by Cheapflights users on 1/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 1/274:30 pmMSN - ANC
2 stops22h 58mDelta
mié. 2/49:15 pmANC - MSN
1 stop10h 04mDelta
Deal found 1/7$520
This Delta deal was found by Cheapflights users on 1/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 1/274:30 pmMSN - ANC
2 stops22h 58mDelta
dom. 2/13:00 pmANC - MSN
2 stops15h 09mDelta
Deal found 1/7$524
This Delta deal was found by Cheapflights users on 1/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 1/274:30 pmMSN - ANC
2 stops22h 58mDelta
jue. 2/55:55 amANC - MSN
2 stops24h 14mDelta
Deal found 1/7$526
This Alaska Airlines deal was found by Cheapflights users on 1/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/173:47 pmMSN - SIT
3 stops29h 42mAlaska Airlines
sáb. 2/2111:26 amSIT - MSN
3 stops18h 51mAlaska Airlines
Deal found 1/6$714
This Alaska Airlines deal was found by Cheapflights users on 1/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 1/281:16 pmMSN - JNU
2 stops12h 36mAlaska Airlines
lun. 2/97:20 amJNU - MSN
3 stops28h 06mAlaska Airlines
Deal found 1/6$719
This Alaska Airlines deal was found by Cheapflights users on 1/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 1/2711:29 amMSN - JNU
3 stops37h 05mAlaska Airlines
sáb. 1/316:58 pmJNU - MSN
2 stops36h 57mAlaska Airlines
Deal found 1/6$720
This Delta deal was found by Cheapflights users on 1/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/96:15 amMSN - JNU
2 stops14h 52mDelta
mar. 6/167:05 amJNU - MSN
2 stops11h 52mDelta
Deal found 1/6$721

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 enero 7, 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

mar. 2/10

6:30 am-10:18 pm

2 stops18h 48m

Anchorage

lun. 2/16

1:20 am-5:05 pm

2 stops12h 45m

$495

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

mié. 2/4

7:00 am-10:18 pm

2 stops18h 18m

Anchorage

mié. 2/11

9:15 pm-2:09 pm

1 stop13h 54m

$497

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

mié. 4/15

4:15 pm-10:45 pm

1 stop9h 30m

Anchorage

jue. 4/23

9:04 pm-10:11 am

1 stop10h 07m

$501

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

jue. 2/19

6:20 am-8:44 pm

2 stops17h 24m

Anchorage

lun. 2/23

9:15 pm-10:19 am

1 stop10h 04m

$506

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

mar. 1/27

4:30 pm-12:28 pm

2 stops22h 58m

Anchorage

mar. 2/3

9:15 pm-10:19 am

1 stop10h 04m

$520

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

sáb. 2/14

4:23 pm-11:08 pm

1 stop9h 45m

Anchorage

mié. 2/18

9:00 am-8:48 pm

1 stop8h 48m

$581

MadisonSitka

MSN - SIT

MSNSIT

Madison Truax Field

mar. 2/17

8:24 pm-6:29 pm

3 stops25h 05m

Sitka

sáb. 2/21

11:26 am-9:17 am

3 stops18h 51m

$714

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

mié. 1/28

1:16 pm-10:52 pm

2 stops12h 36m

Juneau Intl

lun. 2/9

7:20 am-2:26 pm

3 stops28h 06m

$719

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

mié. 2/4

5:22 pm-9:34 pm

3 stops31h 12m

Juneau Intl

mié. 2/11

6:58 pm-9:11 am

2 stops35h 13m

$720

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

mar. 1/27

1:16 pm-9:34 pm

3 stops35h 18m

Juneau Intl

sáb. 1/31

6:58 pm-12:46 pm

2 stops38h 48m

$720

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 20 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, 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 February is currently the most expensive (average of $572). 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 enero 7, 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
11,656 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

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
11,656 reviews
Alaska Airlines
8.0
Very good
11,656 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

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
8,022 reviews
Alaska Airlines
8.0
Very good
11,656 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

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
9,138 reviews
Alaska Airlines
8.0
Very good
11,656 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

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
11,088 reviews
Alaska Airlines
8.0
Very good
11,656 reviews

Food

7.1

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

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 9h 30m. Delta provides one of the quickest options available for as low as $501. 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 February is currently the most expensive (average of $572). 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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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 enero 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$513Average$563FlexibilityNo cancel feeOn-time71%
DeltaCheapest$530Average$756FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$574Average$697FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$624Average$997FlexibilityNo cancel feeOn-time75%

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