$239 Find Cheap Flights from Milwaukee to Alaska

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 9/15. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Alaska

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Alaska, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Alaska, as well as popular online travel agencies
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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
Anchorage2 stops$455
Fairbanks
Fairbanks2 stops$860
Juneau
Juneau2 stops$906
Anchorage
Anchorage2 stops$455
Fairbanks
Fairbanks2 stops$860
Juneau
Juneau2 stops$906

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, Oct 16 - Sun, Oct 19
Delta Logo
9:14 am - 4:22 pmMKE-ANC
10h 08m2 stops
Delta Logo
5:20 pm - 8:44 amANC-MKE
12h 24m2 stops
$455Delta
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Thu, Oct 9 - Wed, Oct 15
Delta Logo
6:00 am - 4:22 pmMKE-ANC
13h 22m2 stops
Delta Logo
12:30 am - 2:15 pmANC-MKE
10h 45m2 stops
$456Delta
Find Deal
Thu, Oct 16 - Sun, Oct 19
Delta Logo
12:09 pm - 6:31 pmMKE-ANC
9h 22m1 stop
Delta Logo
2:10 pm - 8:19 amANC-MKE
15h 09m2 stops
$466Delta
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Wed, Sep 24 - Thu, Sep 25
Alaska Airlines Logo
3:20 pm - 11:44 pmMKE-ANC
11h 24m1 stop
Alaska Airlines Logo
7:45 am - 12:02 amANC-MKE
13h 17m1 stop
$470Alaska Airlines
Find Deal
Wed, Sep 24 - Thu, Sep 25
Alaska Airlines Logo
6:27 am - 8:45 pmMKE-ANC
17h 18m2 stops
Alaska Airlines Logo
6:35 am - 12:02 amANC-MKE
14h 27m1 stop
$475Alaska Airlines
Find Deal
Tue, Sep 2 - Sat, Sep 6
Hawaiian Airlines Logo
6:27 am - 2:10 pmMKE-ANC
10h 43m1 stop
Hawaiian Airlines Logo
1:59 am - 2:24 pmANC-MKE
9h 25m1 stop
$547Hawaiian Airlines
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Fri, Aug 29 - Sun, Aug 31
United Airlines Logo
2:47 pm - 10:41 pmMKE-ANC
10h 54m1 stop
United Airlines Logo
11:45 pm - 1:27 pmANC-MKE
10h 42m1 stop
$556United Airlines
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Fri, Aug 29 - Sun, Aug 31
United Airlines Logo
10:50 am - 9:26 pmMKE-ANC
13h 36m2 stops
United Airlines Logo
11:45 pm - 1:27 pmANC-MKE
10h 42m1 stop
$561United Airlines
Find Deal
Fri, Aug 29 - Sat, Aug 30
Hawaiian Airlines Logo
6:30 am - 2:10 pmMKE-ANC
10h 40m1 stop
Hawaiian Airlines Logo
2:45 am - 2:24 pmANC-MKE
8h 39m1 stop
$617Hawaiian Airlines
Find Deal
Thu, Aug 21 - Mon, Aug 25
American Airlines Logo
1:06 pm - 10:31 pmMKE-JNU
12h 25m2 stops
American Airlines Logo
5:00 am - 11:59 pmJNU-MKE
15h 59m1 stop
$906American Airlines
Find Deal
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.

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 October, when tickets cost $595 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $839 and $812 respectively.

What’s the cheapest day of the week to fly from Milwaukee to Alaska?

The average price of all round-trip flights from Milwaukee to Alaska clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Milwaukee to Alaska, look for departures on Saturdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Alaska, Sunday is the cheapest day to fly and Saturday is the most expensive.

How far in advance should I book a flight from Milwaukee to Alaska?

To calculate weekly average prices, KAYAK takes all prices for each week before departure 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 average of all the values for each week.

To get a below average price on the flight from Milwaukee to Alaska, you should book around 5 weeks before departure, which saves you about 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$239
Best time to beat the crowds but there is an average 19% increase in price.
Most popular time to fly with an average 2% increase in price.
Flight from Milwaukee to Anchorage

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.

  • What is the cheapest time of day to fly to Alaska?

    The cheapest time of day to fly to Alaska is generally at night, when round-trip flights cost $543 on average. Morning departures are around 9% cheaper than evening flights, on average. The most expensive time of day to fly to Alaska is generally in the evening, which is peak travel time and where the average cost of a ticket is $744.

Reviews of the top 4 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.
8.0
Alaska AirlinesOverall score based on 10000 reviews
7.8Comfort
8.5Crew
7.1Food
7.1Entertainment
8.1Boarding
Airline reviews

I don’t like it stuff not friendly and no one help for my mom she 82 years old lady I requested wheel chair but no one provided and no one help.

4.0 OkayAnonymous, Aug 2025BOS - SFO
Read more Alaska Airlines reviews

I don’t like it stuff not friendly and no one help for my mom she 82 years old lady I requested wheel chair but no one provided and no one help.

Arrived in Seattle to find our non stop flight was canceled and that we were rebooked to depart 16 hrs later. We stood in customer relation line for well over an hour and a half to find out what to do with our frozen fish that was checked bags and to get to our destination in a more timely fashion. There were only 2 Alaska reps working trying to help at least 2 cancelled flights that we know about. At one point a 3 rd rep showed up and shortly after one rep left stating she was going on break. There were atleast 50 people still in line. Finally We were rerouted through a different airport adding another stop the next day and given flight confirmation but no seat assignment stating ticket vouchers needed to be attached. We were then told to go to Alaska air luggage to request our fish be put in the freezer. The supervisor at baggage told us the freezer was full and that there was nothing he could do about it. Luckily he walked off and the ladies at the counter made sure our fish was put in the freezer. The following morning we had to be back to baggage to make sure our fish was tagged appropriately to get to our destination on a separate flight. . Both of our return flights we had to take we had to stand in line for the ticket people to try to find our ticket vouchers to attach to the boarding passes we were given. Al together our return took 31 hrs instead of the 12 hrs scheduled.

Reserved seats and yet did not get my original seat because someone else was seating in them and the crew member did not try to find out what was going on with the issue. My wife and I did get similar seats. This created concern and unnecessary issues.

When I booked with Kayak, I paid extra for a window seat for the long flight, so I could sleep more easily. But when I checked in, they changed my seat to a middle seat. This happened on both long flights to and from Chicago to Anchorage. For one flight, upon request they changed my seat back to a window seat. For the other, they would not and said the Alaska Airlines does not allow seat requests.....just disappointing.

Crew was not happy to be there and neither was I 😭 well at least the lady that helped me.. I was stuck in the middle seat between two men. Totally my fault since I didn’t pay a fee to select my seat though. I recommend paying the fee even if you’re in a budget. It’s better than being placed aaaaallllllll the way in the back next to the smelly bathrooms. The seats didn’t recline either!! It was a red eye flight so I got no sleep whatsoever. Ordered a coffee and it tasted like…. Let’s just say it was horrible. I had to to return it to the same crew lady and she looked at me like this girl…. Sorry but I was not going to drink that- please take it back!! Oh and lastly, my luggage was completely broken and damaged. All wheels were missing by the time my luggage came around in the luggage cart. Lmao. Overall poor experience to say the least. Tickets were cheap though😂😂😂

All airlines seem to be a scam with having to pay force assignment, baggage fees, and completely garbage food. Our flight attendants now seem to have a power trip complex. It’s clear they know we have no other choice if we want to travel so they don’t care and let you know it.

I recently flew with Alaska Airlines on a trip to Oregon and had a very frustrating experience that I hope the airline can learn from. I purchased upgraded seats with extra legroom for my flight, paying the additional fees for the comfort and space. During my trip planning, I called customer service to inquire about their pet travel policies and conditions, as I was considering bringing my dogs. However, I ultimately decided NOT to bring my pets and never authorized or confirmed any pet travel arrangements. Despite this, Alaska Airlines took it upon themselves to change my seat assignment without any notification or contact. When I arrived for my flight, I discovered that my paid upgrade had been downgraded to a regular seat - presumably because they assumed I would be traveling with pets based on my inquiry call. I hope Alaska Airlines will improve their communication processes and ensure that customer inquiries don’t automatically trigger booking changes without explicit customer authorization. Better staff training on distinguishing between inquiries and actual bookings would prevent this type of situation in the future. While I appreciate that the airline tries to accommodate pet travelers, making assumptions and changes without customer consent is poor service that needs to be addressed.

Overall it was good. There was a delay in departure, which is why I did not rate it as excellent.

Seats hurt and can't recline far enough no screens in the back of the seats food or snacks not good

Better could be service of your checking staff on the gait N15 at Seattle Tacoma airport... Flight AS 378 , 08/02/2025. Time 9.45 AM. I was very disappointed of their job.

Having to up charge for a seat assignment is not good. Delta can do better

I liked the friendliness of the staff. The cleanliness of all 3 planes.

Was charged for my luggage despite having been on one ticket from an international flight. Too tired to argue after 15 hours on flight. Was charged for rechecking it at JFK airport. Not sure why those off Kenya Airways were required to do that.

De planning was an absolute mess. We were never told that we weren’t at the gate and that we had to go down unstable stairs and then hop on a bus. People were falling, we couldn’t tell who was in charge. Overall terrible communication that ended up leaving a bad impression at the very end of the experience.

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

This flight was perfect. No complaints and only the highest regard for the crew and ground staff and how they executed perfectly. I fly a lot with United and would request predictability and transparency in their operations instead of last minute changes.

This is for UA2274 from Houston to Sacramento. The flight was delayed arriving due to mechanical issues so we left about 3 hours later than scheduled. When boarding the plane the temperature inside was excessive - likely close to 100. Pilot apologized and said it was going to improve at altitude, which it did. But before that I honestly thought there might have been more delays removing passengers made ill from the heat. We were delayed leaving due to another mechanical issue. There was not water on the plane due to a panel that was not secured. They did that quickly, but the combination of mechanical issues was rather disturbing and did not reflect well on United.

1. when we went to check in, our 2 first class seats had been CANCELED and the flight was sold out. This was done without our prior knowledge. It was all we could do to restore one first class seat for my wife and I flew economy. 2, Our flight home was scheduled to leave at 10:30 pm. Due to tsunami warnings, the roads were closed and our flight status was uncertain as to whether it would leave as scheduled. It was announced that it would now leave at 11:20 pm and the roads were now open since the tsunami had come and gone. We made a mad dash to the airport and checked in. Delays were announced at 12:30 pm, 1:30 am, 2:30 am and at 3:30 am it was canceled. Since this was a flight due to natural (tsunami) causes, there was no compensation. We were told to return at 1:00 pm the next day and our baggage would be kept on the plane since the same plane was going to leave at 1:00 pm. We had to return to our hotel for the rest of the night. The same plane did not leave at 1:00 pm and our baggage was gone! All in all, it was a miserable performance by UA. Information was hard to obtain and no one knew what was going on and what was going to happen. Hundreds of passengers slept on the floor, chairs, etc. No food and no water was made available to the passengers. It was a situation where UA could care less what was going on. As a one million mile flyer, I had not experienced anything like this before and it was hugely disappointing!

Terrible. Delayed 7 hours, and cancelled the flight, leaving me stranded and out of pocket $500 for an alternative last minute flight

Was on time until within 1 hour of flight-how does that happen? Staff very friendly.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Our flight was understandably diverted to a small regional airport in Laramie, Wyoming due to weather conditions, which I fully recognize and appreciate. However, the low rating stems from the experience that followed: passengers remained on board for over an hour without the option to deplane and stretch, despite the aircraft being stationary. Although the pilot opened the cabin door, only he was permitted to exit. Meanwhile, passengers grew increasingly uncomfortable as warm summer air entered the cabin through the open door, and being in the second row meant we were impacted immediately. While the flight attendants made efforts to keep everyone at ease, I believe allowing passengers to deplane briefly, given the extended delay, would have significantly improved the overall experience.

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.

As smooth as you can expect. Some issues with boarding because the previous plane took forever to deplane but overall, a good experience.

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

There is no room, no gluten free options, or any free internet/entertainment. You have to bring your own tablet or smartphone because there are no screens.

Plane was delayed for 6 hours, at first by weather, which is understandable, but was further delayed with NO given reason for 2 1/2 hours more. We had no clue when we were going to depart actually until they opened the ramp. VERY POOR to ZERO COMMUNICATION!!!

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

We had to turn around and head back to Manchester. Problem with a plane engine.

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

Very poor delay in dfw was really bad n long

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

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

Information on your arrival and departure airports

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