HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Alaska

$229+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ANC
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madison to Alaska with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 September 17, 2025.

Round-trip from

$456
(American Airlines)

One-way from

$229
(American Airlines)

Popular in

June

Cheapest in

May

Average price

$758
From Madison Truax Field to Alaska
Search Deals
One-way flight from Madison Truax Field to Alaska
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 10/96:45 amMSN - ANC
1 stop14h 59mAmerican Airlines
Tue 10/147:52 pmANC - MSN
1 stop11h 43mAmerican Airlines
Deal found 9/16$456
This Delta deal was found by Cheapflights users on 9/16. 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.
Thu 10/91:19 pmMSN - ANC
2 stops12h 24mDelta
Tue 10/149:45 pmANC - MSN
1 stop7h 52mDelta
Deal found 9/16$461
This Delta deal was found by Cheapflights users on 9/17. 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 10/1110:58 amMSN - ANC
1 stop10h 33mDelta
Fri 10/1712:30 amANC - MSN
2 stops13h 00mDelta
Deal found 9/17$462
This Delta deal was found by Cheapflights users on 9/16. 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 11/1912:24 pmMSN - ANC
2 stops13h 25mDelta
Mon 11/245:37 pmANC - MSN
2 stops12h 21mDelta
Deal found 9/16$514
This Delta deal was found by Cheapflights users on 9/16. 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.
Fri 12/51:35 pmMSN - ANC
2 stops12h 07mDelta
Sun 12/75:55 amANC - MSN
2 stops11h 35mDelta
Deal found 9/16$520
This Delta deal was found by Cheapflights users on 9/14. 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 10/151:19 pmMSN - ANC
2 stops12h 24mDelta
Tue 10/2112:30 amANC - MSN
2 stops13h 19mDelta
Deal found 9/14$541
This Delta deal was found by Cheapflights users on 9/16. 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.
Sun 11/1612:24 pmMSN - ANC
2 stops13h 25mDelta
Wed 11/195:37 pmANC - MSN
2 stops13h 33mDelta
Deal found 9/16$542
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/198:25 amMSN - ANC
1 stop14h 34mUnited Airlines
Mon 11/249:07 pmANC - MSN
1 stop13h 56mUnited Airlines
Deal found 9/16$549
This Trip.com deal was found by Cheapflights users on 9/15. 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.
Fri 10/316:00 amMSN - JNU
3 stops18h 34mAlaska Airlines
Fri 11/72:23 pmJNU - MSN
2 stops15h 55mAlaska Airlines
Deal found 9/15$733
This Delta deal was found by Cheapflights users on 9/16. 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.
Thu 10/29:27 amMSN - JNU
2 stops11h 46mDelta
Mon 10/67:07 amJNU - MSN
2 stops12h 22mDelta
Deal found 9/16$736
This Trip.com deal was found by Cheapflights users on 9/15. 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.
Fri 10/316:00 amMSN - JNU
2 stops19h 41mMultiple Airlines
Fri 11/72:23 pmJNU - MSN
2 stops15h 55mMultiple Airlines
Deal found 9/15$752
This Delta deal was found by Cheapflights users on 9/14. 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 9/274:54 pmMSN - JNU
2 stops28h 19mDelta
Wed 10/17:05 amJNU - MSN
2 stops22h 26mDelta
Deal found 9/14$836

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 September 17, 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 10/11

12:26 pm-7:57 pm

1 stop10h 31m

Anchorage

Sat 10/18

9:04 pm-9:55 am

1 stop9h 51m

$456

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Fri 10/17

6:45 am-6:44 pm

1 stop14h 59m

Anchorage

Fri 10/24

7:52 pm-10:35 am

1 stop11h 43m

$456

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Thu 10/9

1:19 pm-10:43 pm

2 stops12h 24m

Anchorage

Tue 10/14

9:45 pm-8:37 am

1 stop7h 52m

$461

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Wed 10/15

10:51 am-10:42 pm

2 stops14h 51m

Anchorage

Wed 10/22

9:04 pm-9:55 am

1 stop9h 51m

$461

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Fri 10/17

12:05 pm-6:31 pm

1 stop9h 26m

Anchorage

Thu 10/23

12:30 am-4:49 pm

2 stops13h 19m

$462

MadisonAnchorage

MSN - ANC

MSNANC

Madison Truax Field

Sat 10/11

10:58 am-6:31 pm

1 stop10h 33m

Anchorage

Fri 10/17

12:30 am-4:30 pm

2 stops13h 00m

$462

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Fri 10/31

6:00 am-9:34 pm

3 stops18h 34m

Juneau Intl

Fri 11/7

2:23 pm-9:18 am

2 stops15h 55m

$733

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Fri 10/31

6:00 am-10:41 pm

2 stops19h 41m

Juneau Intl

Fri 11/7

2:23 pm-9:18 am

2 stops15h 55m

$736

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Thu 10/2

9:27 am-6:13 pm

2 stops11h 46m

Juneau Intl

Mon 10/6

7:07 am-10:29 pm

2 stops12h 22m

$736

MadisonJuneau

MSN - JNU

MSNJNU

Madison Truax Field

Sat 9/27

4:54 pm-6:13 pm

2 stops28h 19m

Juneau Intl

Wed 10/1

7:05 am-8:31 am

2 stops22h 26m

$836

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 15 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 $642). 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 September 17, 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

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
8.0
Very good
7,961 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,926 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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 10h 31m. United Airlines provides one of the quickest options available for as low as $456. 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 cheapest airlines to fly from Madison to Alaska one-way?

    $229 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 Delta and United Airlines, with prices starting from $307 and $343, 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 $642). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Madison to Alaska

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Newark flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Seattle flights
Minneapolis to John F Kennedy Intl flights
Minneapolis to Las Vegas flights
Minneapolis to Sky Harbor Intl flights
O'Hare Intl to Orlando flights
O'Hare Intl to San Francisco flights
O'Hare Intl to Atlanta flights
Minneapolis to Denver flights
O'Hare Intl to Denver flights
Minneapolis to LaGuardia flights
Minneapolis to Newark flights
O'Hare Intl to Miami flights
Minneapolis to Los Angeles flights
Minneapolis to Dallas/Fort Worth flights
O'Hare Intl to Fort Lauderdale flights
Minneapolis to Orlando flights
O'Hare Intl to Boston flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Philadelphia flights
Minneapolis to Miami flights
O'Hare Intl to Baltimore flights
O'Hare Intl to Ontario flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Tampa flights
O'Hare Intl to Honolulu flights
Minneapolis to O'Hare Intl flights
Minneapolis to Seattle flights
O'Hare Intl to Austin flights
O'Hare Intl to Fort Myers flights
Minneapolis to Fort Lauderdale flights
O'Hare Intl to San Diego flights
O'Hare Intl to Nashville flights
O'Hare Intl to Hobby flights
O'Hare Intl to Love Field flights
Minneapolis to Tampa flights
O'Hare Intl to New Orleans flights
Minneapolis to Honolulu flights
O'Hare Intl to Raleigh flights
O'Hare Intl to George Bush Intcntl flights
Minneapolis to Dulles Intl flights
Minneapolis to Boston flights
Milwaukee to LaGuardia flights

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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$461Average$561FlexibilityNo cancel feeOn-time71%
DeltaCheapest$574Average$863FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$624Average$995FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$635Average$786FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.