Alaska

$406+ Cheap flights from Madison (MSN) to Alaska

MSN — ANC
Oct 10 — Oct 171
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Cheap flight deals from Madison to Alaska

Cheapest flights from Madison to Alaska

Wed 11/117:05 am -
1 stop15h 04m
Sun 11/158:14 pm -
1 stop11h 38m
Deal found 9/8$669
Wed 12/169:54 am -
2 stops16h 34m
Tue 12/225:12 pm -
2 stops14h 07m
Deal found 9/9$681
Wed 11/117:00 am -
2 stops16h 56m
Sun 11/1510:06 pm -
1 stop12h 44m
Deal found 9/8$694
Wed 9/2312:56 pm -
1 stop10h 53m
Tue 10/278:22 pm -
1 stop11h 33m
Deal found 9/8$740
Wed 9/2312:00 pm -
1 stop12h 00m
Tue 10/276:30 am -
2 stops11h 25m
Deal found 9/8$747
Wed 9/2312:00 pm -
1 stop8h 14m
Fri 10/26:00 am -
1 stop14h 01m
Deal found 9/9$767

Find flight deals from Madison to Alaska

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$639
(Delta)

One-way from

$406
(American Airlines)

Popular in

November

Cheapest in

April

Average price

$796
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
Highest demand for flights based on searches. 13% potential increase in price ($116 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
Average for round-trip flights in September 2026

Cheapflights Fare Finder

 
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 Madison Truax Field - ANC Anchorage

MSNANC

Madison Truax Field

Tue 9/15

12:56 pm-8:49 pm

1 stop10h 53m

Anchorage

Wed 12/31

12:00 am-4:00 am

Nonstop0h 00m

$406

MadisonAnchorage

MSN Madison Truax Field - ANC Anchorage

MSNANC

Madison Truax Field

Tue 9/15

5:50 am-5:14 pm

2 stops14h 24m

Anchorage

Wed 12/31

12:00 am-4:00 am

Nonstop0h 00m

$422

MadisonAnchorage

MSN Madison Truax Field - ANC Anchorage

MSNANC

Madison Truax Field

Sun 9/20

6:00 am-4:27 pm

2 stops13h 27m

Anchorage

Wed 12/31

12:00 am-4:00 am

Nonstop0h 00m

$453
Quickest round-trip

MadisonAnchorage

MSN Madison Truax Field - ANC Anchorage

MSNANC

Madison Truax Field

Tue 9/15

1:00 pm-7:59 pm

1 stop9h 59m

Anchorage

Wed 12/31

12:00 am-4:00 am

Nonstop0h 00m

$461

MadisonAnchorage

MSN Madison Truax Field - ANC Anchorage

MSNANC

Madison Truax Field

Sun 9/20

5:00 am-7:37 pm

3 stops17h 37m

Anchorage

Wed 12/31

12:00 am-4:00 am

Nonstop0h 00m

$462

MadisonAnchorage

MSN Madison Truax Field - ANC Anchorage

MSNANC

Madison Truax Field

Tue 9/15

5:00 am-7:37 pm

3 stops17h 37m

Anchorage

Wed 12/31

12:00 am-4:00 am

Nonstop0h 00m

$472

MadisonAnchorage

MSN Madison Truax Field - ANC Anchorage

MSNANC

Madison Truax Field

Fri 1/8

3:30 pm-1:45 am

2 stops13h 15m

Anchorage

Sun 1/17

6:00 am-10:55 pm

2 stops13h 55m

$639

MadisonAnchorage

MSN Madison Truax Field - ANC Anchorage

MSNANC

Madison Truax Field

Wed 11/11

7:05 am-7:09 pm

1 stop15h 04m

Anchorage

Sun 11/15

8:14 pm-10:52 am

1 stop11h 38m

$669

MadisonAnchorage

MSN Madison Truax Field - ANC Anchorage

MSNANC

Madison Truax Field

Wed 12/16

1:26 pm-11:28 pm

2 stops13h 02m

Anchorage

Tue 12/22

5:12 pm-8:59 am

2 stops12h 47m

$685

MadisonAnchorage

MSN Madison Truax Field - ANC Anchorage

MSNANC

Madison Truax Field

Wed 11/11

7:00 am-8:56 pm

2 stops16h 56m

Anchorage

Sun 11/15

10:06 pm-1:50 pm

1 stop12h 44m

$694

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/7

Showing 1-10 of 15 resultsSorted by cheapest first
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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

Cheapflights Insights

Everything you need to know about your flight from Madison to Alaska

How much does it cost to fly round-trip from Madison to Alaska?

Airfare is typical for this route at the moment.
Madison to Alaska flights typically cost between $614 and $812 in January.
The cheapest round-trip price found within the last 5 days was $639 on Delta (Jan 8-Jan 17).

Reviews of airlines servicing Alaska

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.

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.0

Crew

8.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.0

Crew

8.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.0

Crew

8.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.0

Crew

8.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Related info for your journey

  • 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 13h 15m. Delta provides one of the quickest options available for as low as $639. 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

Top 3 airlines flying from Madison to Alaska

AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$478Average$635FlexibilityNo cancel feeOn-time69%
DeltaCheapest$553Average$708FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$920Average$1,035FlexibilityNo cancel feeOn-time75%

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