Alaska

$323+ 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 7/25. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ANC
May 12 — May 191
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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 April 12, 2026.

This Delta deal was found by Cheapflights users on 4/12. 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 6/39:29 am
MSN
-
ANC
2 stops15h 44m
Delta
Sun 6/712:35 pm
ANC
-
MSN
1 stop7h 27m
Delta
Deal found 4/12$550
This United Airlines deal was found by Cheapflights users on 4/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/22:25 pm
MSN
-
ANC
1 stop8h 41m
United Airlines
Tue 5/58:45 pm
ANC
-
MSN
1 stop10h 27m
United Airlines
Deal found 4/9$609
This American Airlines deal was found by Cheapflights users on 4/10. 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.
Sat 9/56:00 am
MSN
-
ANC
1 stop17h 50m
American Airlines
Wed 9/910:03 pm
ANC
-
MSN
1 stop11h 34m
American Airlines
Deal found 4/10$628
This American Airlines deal was found by Cheapflights users on 4/12. 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.
Tue 9/89:52 am
MSN
-
ANC
1 stop13h 58m
American Airlines
Mon 9/2110:03 pm
ANC
-
MSN
1 stop22h 01m
American Airlines
Deal found 4/12$633
This Delta deal was found by Cheapflights users on 4/10. 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 6/109:30 am
MSN
-
ANC
1 stop14h 46m
Delta
Sun 6/1410:02 pm
ANC
-
MSN
1 stop7h 20m
Delta
Deal found 4/10$645
This American Airlines deal was found by Cheapflights users on 4/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/89:52 am
MSN
-
ANC
1 stop13h 58m
American Airlines
Tue 9/1510:03 pm
ANC
-
MSN
1 stop11h 34m
American Airlines
Deal found 4/8$648
This Alaska Airlines deal was found by Cheapflights users on 4/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/262:59 pm
MSN
-
SIT
3 stops30h 37m
Alaska Airlines
Tue 9/2911:20 am
SIT
-
MSN
3 stops21h 41m
Alaska Airlines
Deal found 4/9$735
This Alaska Airlines deal was found by Cheapflights users on 4/11. 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 8/297:55 am
MSN
-
JNU
3 stops16h 33m
Alaska Airlines
Wed 9/27:14 am
JNU
-
MSN
3 stops25h 47m
Alaska Airlines
Deal found 4/11$738
This Expedia deal was found by Cheapflights users on 4/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/158:00 am
MSN
-
JNU
3 stops16h 25m
Alaska Airlines
Wed 7/225:03 am
JNU
-
MSN
2 stops13h 35m
Alaska Airlines
Deal found 4/9$740
This American Airlines deal was found by Cheapflights users on 4/12. 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 6/1311:23 am
MSN
-
JNU
2 stops14h 32m
American Airlines
Sat 6/205:03 am
JNU
-
MSN
2 stops15h 03m
American Airlines
Deal found 4/12$801
This Alaska Airlines deal was found by Cheapflights users on 4/12. 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 6/132:39 pm
MSN
-
JNU
2 stops21h 05m
Alaska Airlines
Sat 6/207:35 am
JNU
-
MSN
3 stops27h 24m
Alaska Airlines
Deal found 4/12$803
This American Airlines deal was found by Cheapflights users on 4/11. 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.
Sun 4/267:45 am
MSN
-
JNU
2 stops19h 03m
American Airlines
Thu 4/307:00 am
JNU
-
MSN
2 stops13h 38m
American Airlines
Deal found 4/11$833

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 April 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$560
(Delta)

One-way from

$323
(Delta)

Popular in

November

Cheapest in

January

Average price

$536
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. 16% potential increase in price ($145 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($29 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 April 12, 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

Wed 6/3

9:29 am-10:13 pm

2 stops15h 44m

Anchorage

Sun 6/7

12:35 pm-11:02 pm

1 stop7h 27m

$550

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Sat 5/2

8:10 am-5:01 pm

1 stop11h 51m

Anchorage

Tue 5/5

8:45 pm-8:56 am

1 stop9h 11m

$609

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Fri 8/14

11:53 am-8:59 pm

1 stop12h 06m

Anchorage

Fri 8/21

6:10 am-9:57 pm

1 stop12h 47m

$645

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Wed 6/10

9:30 am-9:16 pm

1 stop14h 46m

Anchorage

Sun 6/14

6:00 am-11:02 pm

1 stop14h 02m

$645
Quickest round-trip

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Wed 6/24

2:45 pm-1:23 am

1 stop13h 38m

Anchorage

Wed 7/1

10:02 pm-8:12 am

1 stop7h 10m

$645

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Thu 8/6

1:31 pm-1:55 am

2 stops15h 24m

Anchorage

Mon 8/10

10:00 pm-12:54 pm

1 stop11h 54m

$650

MadisonSitka

MSN - SIT

MSNSIT

Madison Truax Field

Sat 9/26

6:35 pm-6:36 pm

3 stops27h 01m

Sitka

Tue 9/29

11:20 am-12:01 pm

3 stops21h 41m

$735

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Sat 8/29

8:26 pm-9:28 pm

3 stops28h 02m

Juneau Intl

Wed 9/2

7:14 am-12:01 pm

3 stops25h 47m

$738

MadisonSitka

MSN - SIT

MSNSIT

Madison Truax Field

Tue 8/25

8:26 pm-12:50 pm

2 stops43h 24m

Sitka

Sat 8/29

1:46 pm-1:02 pm

2 stops20h 16m

$971

MadisonSitka

MSN - SIT

MSNSIT

Madison Truax Field

Wed 8/5

9:52 am-6:32 pm

3 stops11h 40m

Sitka

Wed 12/16

7:08 pm-10:20 pm

3 stops24h 12m

$1,137

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/9

Showing 1-10 of 21 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
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 $291). Flying from Madison to Alaska in June is currently the most expensive (average of $596). 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.

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

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 April 12, 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.

Entertainment

7.0

Comfort

7.8

Overall

7.9

Food

7.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

Entertainment

7.0

Comfort

7.8

Overall

7.9

Food

7.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

Entertainment

7.0

Comfort

7.8

Overall

7.9

Food

7.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

Entertainment

7.0

Comfort

7.8

Overall

7.9

Food

7.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

Entertainment

7.0

Comfort

7.8

Overall

7.9

Food

7.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

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 44m. Delta provides one of the quickest options available for as low as $550. 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.

  • 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 $291). Flying from Madison to Alaska in June is currently the most expensive (average of $596). 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

Browse thousands of different options on Cheapflights for your next trip

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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 April 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$292Average$702FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$478Average$635FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$500Average$790FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$639Average$1,216FlexibilityNo cancel feeOn-time75%

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