$297 Find Cheap Flights from Milwaukee to Alaska - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milwaukee to Alaska departing on 9/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Milwaukee to Alaska

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Anchorage
Anchorage1 stop$431
Fairbanks
Fairbanks1 stop$442
Juneau
Juneau2 stops$833
Anchorage
Anchorage1 stop$431
Fairbanks
Fairbanks1 stop$442
Juneau
Juneau2 stops$833

Book Cheap Milwaukee to Alaska Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Milwaukee to Alaska that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Milwaukee to Alaska

Thu, Sep 24 - Fri, Oct 2
United Airlines Logo
12:05 pm - 7:57 pm
MKE
-
ANC
10h 52m
1 stop
United Airlines Logo
8:59 pm - 10:07 am
ANC
-
MKE
10h 08m
1 stop
$431United Airlines
Thu, Sep 3 - Thu, Sep 3
Delta Logo
5:34 am - 7:00 pm
MKE
-
ANC
16h 26m
1 stop
Delta Logo
12:39 am - 9:41 pm
ANC
-
MKE
18h 02m
1 stop
$435Delta
Mon, Aug 31 - Fri, Sep 4
Alaska Airlines Logo
7:02 am - 11:39 pm
MKE
-
ANC
19h 37m
1 stop
Alaska Airlines Logo
1:29 am - 2:05 pm
ANC
-
MKE
9h 36m
1 stop
$441Alaska Airlines
Sun, Aug 30 - Fri, Sep 4
Alaska Airlines Logo
7:02 am - 11:39 pm
MKE
-
ANC
19h 37m
1 stop
Alaska Airlines Logo
1:59 am - 2:05 pm
ANC
-
MKE
9h 06m
1 stop
$441Alaska Airlines
Mon, Aug 31 - Mon, Sep 7
American Airlines Logo
5:00 am - 8:51 pm
MKE
-
ANC
18h 51m
1 stop
American Airlines Logo
9:56 pm - 6:30 pm
ANC
-
MKE
17h 34m
1 stop
$441American Airlines
Thu, Aug 27 - Thu, Sep 3
American Airlines Logo
8:20 am - 8:51 pm
MKE
-
ANC
15h 31m
1 stop
American Airlines Logo
9:56 pm - 6:30 pm
ANC
-
MKE
17h 34m
1 stop
$441American Airlines
Wed, Sep 2 - Tue, Sep 8
Delta Logo
9:40 am - 9:20 pm
MKE
-
ANC
14h 40m
1 stop
Delta Logo
6:00 am - 7:34 pm
ANC
-
MKE
10h 34m
1 stop
$441Delta
Wed, Aug 19 - Wed, Aug 26
United Airlines Logo
1:19 pm - 7:59 pm
MKE
-
ANC
9h 40m
1 stop
United Airlines Logo
9:20 pm - 10:00 am
ANC
-
MKE
9h 40m
1 stop
$441United Airlines
Wed, Oct 14 - Mon, Oct 19
United Airlines Logo
2:39 pm - 10:43 pm
MKE
-
ANC
11h 04m
1 stop
United Airlines Logo
11:45 pm - 1:31 pm
ANC
-
MKE
10h 46m
1 stop
$441United Airlines
Tue, Sep 1 - Sun, Sep 6
Delta Logo
6:59 pm - 12:59 am
MKE
-
ANC
9h 00m
1 stop
Delta Logo
12:54 pm - 8:40 am
ANC
-
MKE
16h 46m
1 stop
$441Delta
Booking Insights

KAYAK's insights & trends for Milwaukee to Alaska flights

Get data-powered insights and trends into flights from Milwaukee to Alaska to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Milwaukee to Alaska?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Milwaukee to Alaska departing in September.

Flight prices are below average for this route right now.

Flights to Alaska from Milwaukee usually cost between $534 and $722 in September.
The lowest price found in the past 5 days was $431 on United Airlines (Sep 24-Oct 2).

What is the cheapest month to fly from Milwaukee to Alaska?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee to Alaska, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Milwaukee to Alaska is January, when tickets cost $0 (return) on average. On the other hand, the most expensive months are April and July, when the average cost of round-trip tickets is $998 and $712 respectively.

Good to know

Low season

September

Cheapest flight

$297
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Milwaukee to Juneau

FAQs - booking Alaska flights

  • How does KAYAK find such low prices on flights from Milwaukee to Alaska?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Milwaukee to Alaska.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Milwaukee to Alaska?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Milwaukee to Alaska is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Milwaukee to Alaska?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Milwaukee to Alaska with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Milwaukee to Alaska?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Milwaukee to Alaska up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Milwaukee to Alaska

 
See real verified KAYAK customer reviews for airlines flying from Milwaukee to Alaska. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Milwaukee to Alaska? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
Alaska AirlinesOverall score based on 12749 reviews
7.8Comfort
8.5Crew
7.0Entertainment
8.1Boarding
7.0Food
Airline reviews

Our gate agent was absolutely amazing. Personable, kind, and helpful. She alone makes me want to return to use Alaska Airlines.

10.0 ExcellentAnonymous, Jul 2026
MSP - ANC
Read more Alaska Airlines reviews

Our gate agent was absolutely amazing. Personable, kind, and helpful. She alone makes me want to return to use Alaska Airlines.

It was good. Too long for older people. Service and support was great! Friendly crew!

Check in went smooth, flight was on time and our checked bag was delivered in a timely fashion.

Don’t fly with Alaska if you have a layover in Seattle. Guaranteed to screw you over. We waited at terminal S3 &were >2 hours delayed(mechanical issues)and told to change terminals to a different plane that required riding 3 shuttles to get to new terminal N14. Then they delayed the flight even further and changed gates again. when I went to the customer service in terminal N, the manager turned me away without apologizing & refused to assist me but mandated I leave her alone as her shift is nearly finished and insisted I totake another 2 shuttles to terminal C so I can just talk to another service rep while dragging my family of 4/ kids in tow.

Full, attentive service from the fist class cabin flight attendant was superb. Really exceeded expectations.

Direct and non stop. We were late checking in but had paid for our luggage to be checked and they easily took the bags at the gate for us. We unfortunately had to take our bags through TSA and lost a few items...

Oh the days of yore when there was some space. Wedged in by an extremely overweight passenger and sitting cramped for 4 hours is no one’s dream trip. One shouldn’t have to pay more for 1st class just to survive the trip. Literally the 1 day is ruined with recovery. Hugely obese need more room and should pay more for the required space. Staff were very nice, no hitches with baggage. I really dread flying., related to comfort.

My TSA precheck did not appear on my boarding pass, even though I entered my TTN at time of purchase and verified it was on the Alaska Airlines website under my reservation.

Very friendly staff, very responsive to complaints about the cabin temperature. 😁

First class only upgrades seat width. The bottom cushion of the seat sloped forward so much that I was constantly sliding out of my seat. The meal was awful, granola and dried fruit? Seriously, for what I paid to upgrade? I can bring my own sawdust and rotten fruit for a whole lot less. Priority boarding is great except when you have a hundred economy passengers stranding in the aisle slamming you in the face with their enormous carry ons and smelly asses right under your nose. I want my money back for that leg of my trip. It wasn’t worth the money for such a minimal upgrade.

Comfortable seats. Nice service online. Short flight, so not a lot of time to enjoy.

Awful. There was an unexpected delay of nearly three hours because there were not enough flight attendants. I understand this is likely due to FAA regulations; but in that case, Delta should coordinate with smaller airports such as RDU to have extra flight attendants on the ground and "on call". In addition, this was the second 2-hour+ delay to Boston on this route in one week.

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Pretty standard flight. Delta has a good selection of movies.

The flight was so late that I had to change connecting flights, turning a five-hour trip into a fourteen-hour nightmare.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

Despite being delayed, we would still give a high score for this flight experience. For the first time in quite some time we had excellent customer service throughout our entire round trip. The flight attendants were the most polite we have experienced in our last ten flights at least (non of which were Delta and include business class). The food offered was a better selection than most—we just didn’t have any of it. Overall, almost as good as flying used to be. Thank you to Delta.

Unbelievably smooth boarding at IAH and the flight attendants were top notch.

Comfortable seating POS to IAH. Food options were satisfactory. Good seat from IAH to ANC. Food options could be better.

There could have been better food options in economy on the long 7hr trip from IAH to AM.

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.

It was literally one of the worst travel experiences ever. My flight got delayed by over an hour and there was no communication of this from the gate staff. I realized it by checking the screen periodically. Once on board the flight attendants continued to serve alcohol to a man who was clearly already drunk and that was making a bunch of commotion. Never again will I fly United!

Flying to anchorage would have been cool but the weather got in the way

At least the delays were short. Business class, even in the new planes is very crowded now with crappy tray tables

All good except paid for wifi that did not work

Everything you need to know for your flight from Milwaukee to Alaska

Information on your arrival and departure airports