$231 Find Cheap Flights from Milwaukee to Hawaii

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 Hawaii departing on 11/7. 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

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Hawaii.
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Cheap Flights from Milwaukee to Hawaii

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Honolulu
Honolulu2 stops$492
Kahului
Kahului2 stops$452
Kailua-Kona
Kailua-Kona1 stop$449
Lihue
Lihue1 stop$472
Hilo
Hilo2 stops$874
Kapalua
Kapalua3 stops$2,530
Honolulu
Honolulu2 stops$492
Kahului
Kahului2 stops$452
Kailua-Kona
Kailua-Kona1 stop$449
Lihue
Lihue1 stop$472
Hilo
Hilo2 stops$874
Kapalua
Kapalua3 stops$2,530

Book Cheap Milwaukee to Hawaii 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 Hawaii 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 Hawaii

Wed, Dec 3 - Wed, Dec 10
United Airlines Logo
8:00 am - 4:18 pmMKE-KOA
12h 18m1 stop
United Airlines Logo
8:55 pm - 1:44 pmKOA-MKE
12h 49m2 stops
$449United Airlines
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Tue, Jan 6 - Tue, Jan 13
Delta Logo
7:15 am - 6:08 pmMKE-OGG
14h 53m2 stops
Delta Logo
10:10 pm - 9:27 pmOGG-MKE
19h 17m2 stops
$452Delta
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Wed, Dec 3 - Wed, Dec 10
Delta Logo
9:40 am - 7:30 pmMKE-KOA
13h 50m2 stops
Delta Logo
8:43 pm - 2:27 pmKOA-MKE
13h 44m2 stops
$453Delta
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Tue, Jan 13 - Tue, Jan 20
American Airlines Logo
6:40 am - 3:14 pmMKE-OGG
12h 34m1 stop
American Airlines Logo
8:07 pm - 11:17 amOGG-MKE
11h 10m1 stop
$461American Airlines
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Wed, Dec 3 - Wed, Dec 10
Alaska Airlines Logo
3:51 pm - 4:00 pmMKE-KOA
28h 09m2 stops
Alaska Airlines Logo
9:00 am - 2:55 pmKOA-MKE
25h 55m1 stop
$468Alaska Airlines
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Wed, Dec 10 - Sun, Dec 14
Alaska Airlines Logo
3:51 pm - 10:25 pmMKE-LIH
34h 34m1 stop
Alaska Airlines Logo
11:25 pm - 2:55 pmLIH-MKE
11h 30m1 stop
$472Alaska Airlines
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Thu, Jan 1 - Thu, Jan 8
American Airlines Logo
7:35 am - 4:38 pmMKE-KOA
13h 03m1 stop
American Airlines Logo
11:00 pm - 5:05 pmKOA-MKE
14h 05m2 stops
$496American Airlines
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Sun, Oct 26 - Fri, Oct 31
Southwest Logo
5:50 am - 4:35 pmMKE-OGG
15h 45m2 stops
Southwest Logo
8:30 pm - 4:30 pmOGG-MKE
15h 00m1 stop
$546Southwest
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Sun, Dec 7 - Sat, Dec 13
Hawaiian Airlines Logo
3:51 pm - 7:05 pmMKE-HNL
31h 14m1 stop
Hawaiian Airlines Logo
11:59 pm - 2:55 pmHNL-MKE
10h 56m1 stop
$561Hawaiian Airlines
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Tue, Jan 6 - Thu, Jan 15
Southwest Logo
5:00 am - 12:55 pmMKE-HNL
11h 55m1 stop
Southwest Logo
9:55 pm - 2:15 pmHNL-MKE
12h 20m2 stops
$585Southwest
Find Deal
Booking Insights

KAYAK's insights & trends for Milwaukee to Hawaii flights

Get data-powered insights and trends into flights from Milwaukee to Hawaii 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 Hawaii?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee to Hawaii, 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 Hawaii is November, when tickets cost $554 (return) on average. On the other hand, the most expensive months are July and June, when the average cost of round-trip tickets is $916 and $853 respectively.

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

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

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

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

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 Hawaii, 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 Hawaii, you should book around 2 weeks before departure, which saves you about 38% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

Good to know

Low seasonMay
Cheapest flight$231
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Milwaukee to Kahului

FAQs - booking Hawaii flights

  • What are some of the agricultural restrictions I should know about when flying to Hawaii?

    Passengers heading to Hawaii must adhere to stringent agricultural restrictions imposed by the Hawaii Department of Agriculture to safeguard the state's distinctive ecosystem from invasive species. Bringing certain items like fresh fruits, vegetables, plants, and soil is prohibited to prevent the introduction of pests and diseases. Upon arrival, travelers are required to declare all agricultural items, with thorough inspections conducted at airports. Non-compliance with these regulations may lead to fines or the confiscation of restricted items.

  • Are there any other airports I can use in this area for a flight to Hawaii?

    If you are a good distance south of the center of Milwaukee, a better option for your flight might be the Chicago O'Hare International Airport (ORD). From this airport, you will find a direct flight to Daniel K. Inouye International Airport (HNL) aboard United Airlines, and you'll also find this same airline offers a direct flight to Kahului Airport (OGG).

  • Why would I want to consider upgrading to business class on United Airlines for my flight to Hawaii?

    Upgrading to business class on United Airlines for your flight to Hawaii can provide several benefits, such as more comfortable seating, additional legroom, premium meals and drinks, priority boarding and check-in, access to airport lounges, and increased baggage allowance. Business-class passengers also receive amenities like noise-canceling headphones, blankets, pillows, and amenity kits. With these perks, upgrading to business class can make your long flight to Hawaii more enjoyable and relaxing.

  • Are there any airlines on this route that offer special meals if I have dietary restrictions?

    Delta Air Lines offers special meals for passengers with dietary restrictions, such as vegetarian, vegan, gluten-free, and kosher options, as well as meals that cater to other cultural and religious preferences. These meals must be requested at least 24 hours in advance and are available on most Delta-operated flights. Passengers with severe allergies can also request special allergy-friendly meals that are free from peanuts, tree nuts, and other allergens.

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

    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 Hawaii.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Milwaukee to Hawaii 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 Hawaii?

    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 Hawaii 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 Hawaii?

    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 Hawaii 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 Hawaii?

    The cheapest time of day to fly to Hawaii is generally in the evening, when round-trip flights cost $371 on average. Morning departures are around 90% more expensive than evening flights, on average. The most expensive time of day to fly to Hawaii is generally in the morning, which is peak travel time and where the average cost of a ticket is $686.

Top tips for finding cheap flights to Hawaii

  • The most direct route you can use for a trip from Milwaukee to Hawaii is to take the one-stop flight offered by United Airlines that departs from General Mitchell International Airport (MKE) and arrives at Daniel K. Inouye International Airport (HNL) with a stop at Denver International Airport (DEN).
  • If your final destination in Hawaii is Kona, United Airlines offers a one-stop flight from General Mitchell International Airport to Kona International Airport (KOA) with a stop in Denver (DEN), and Alaska Airlines also offers flights with one stop in Seattle (SEA).
  • If you want to make your way from Milwaukee to Kahului, you can travel on a one-stop flight with United Airlines, American Airlines, Southwest, or Alaska Airlines from General Mitchell International Airport to Kahului Airport (OGG).
  • Passengers traveling aboard Delta Air Lines from General Mitchell International Airport should know that this airline offers one of their Delta SkyClub locations in the Main Terminal, which makes a wonderful place to wait for a flight to Hawaii.
  • If you want an easier way to get from downtown Milwaukee to the General Mitchell International Airport, consider taking the Milwaukee County Transit buses that depart from the station at Water and Wisconsin and can have you at the airport in about 25 minutes, with the buses running every 20 minutes or so.

Reviews of the top 5 airlines serving from Milwaukee to Hawaii

 
See real verified KAYAK customer reviews for airlines flying from Milwaukee to Hawaii. 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 Hawaii? 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 11095 reviews
8.5Crew
7.8Comfort
7.1Food
8.1Boarding
7.0Entertainment
Airline reviews

The boarding was confusing because the PA system at PDX was so quiet you couldn’t hear anything being said . The seats were uncomfortable. The food was pretty bad and I normally don’t mind airplane food. The flight attendants were not friendly. I learned upon check in that Hawaiian airlines had reassigned our seats of the second leg of the trip. I had confirmed and paid for special seats but they put me and my companion on standard seats in different rows. Hawaiian also did the same on my return flight after the flight times had changed. I happened to go online to check my reservation and saw the flight had changed. I gad received no notice. I saw that my confirmed seats that I had paid extra were gone. After much back and forth with the airlines they refused to correct their error. I showed them confirmation documents of my seat reservation and receipt of payment but they refused to correct the seat change or reimburse me. I had to pay $200 again to reserve the original seats. Shameful and manipulative. They basically held me hostage. If I wanted to be in that flight I had to pay up.

2.0 MediocreAnonymous, Oct 2025PDX - HNL
Read more Alaska Airlines reviews

The boarding was confusing because the PA system at PDX was so quiet you couldn’t hear anything being said . The seats were uncomfortable. The food was pretty bad and I normally don’t mind airplane food. The flight attendants were not friendly. I learned upon check in that Hawaiian airlines had reassigned our seats of the second leg of the trip. I had confirmed and paid for special seats but they put me and my companion on standard seats in different rows. Hawaiian also did the same on my return flight after the flight times had changed. I happened to go online to check my reservation and saw the flight had changed. I gad received no notice. I saw that my confirmed seats that I had paid extra were gone. After much back and forth with the airlines they refused to correct their error. I showed them confirmation documents of my seat reservation and receipt of payment but they refused to correct the seat change or reimburse me. I had to pay $200 again to reserve the original seats. Shameful and manipulative. They basically held me hostage. If I wanted to be in that flight I had to pay up.

I liked that internet connection while in flight was available.👍

My experience from Lihue Airport was the “Flight Experience from Hell!” First, I was pulled aside by the Lihue TSA and searched thoroughly! Not once, but twice I was molested by 5 different TSA agents using some sort of smear cloth testing to see if I had been exposed to something dangerous! I can’t tell you what because they never gave me an explanation by the end of a near delaying incident of boarding my plane. More importantly, I was generously provided an airport wheel chair and personal porter because of my health condition. TSA even took your wheelchair apart! What’s up with that? I’m near 75, caucasian, never been arrested for anything, don’t do drugs or alcohol, and patiently and politely abided to their instructions for a full damn 20 minutes! Awful and humiliating experience especially when two different agents literally groped my testicles and crack of my butt! Then they lost the cap to my inhaler. When I got to my destination, a whole bottle of prescribed pills were emptied because of them not tightening the cap back on! Total BS and unprofessional by the lot of them! The short flight to my connecting flight to the mainland on Maui fortunately was uneventful. However the Hawaiian aircraft to San Jose was one of the worst flights I’ve ever experienced without crashing. I believe it was a 330 Neo. May I ask, why did you put three more rows of seats in the damn plane since I last flew on a Hawaiian aircraft? I had absolutely NO legroom compared to the last time I flew with you. And I’ve done a few Hawaii/mainland trips, even a RT to New Zealand before. Then, the icing on the cake was a couple with a one year old baby that literally cried and screamed for all but 15 minutes of the 5 hour flight to San Jose! Further, I couldn’t move my seat back even a millimeter because a car seat was placed from their window seat to the back of my seat! My Hawaiian flight was a freaking nightmare and fortunately will be flying back to Lihue direct with Alaska!

The pilot performed the smoothest landing I’ve ever experienced. What a light touch. And I’m an avid traveler!

Terrible. Would never fly again. Took them several hours to prepare the plane and and reached my destination 4 hours late.

Our boarding was delayed due to two flat tires, but I appreciate the focus on safety. I also appreciated the additional offerings for drinks which never happened before except on Hawaiian Airlines. The hospitality is fantastic! Glad I upgraded to premium seats for the extra leg room as I was getting frustrated when the person in front of me was very restless and kept shifting. Otherwise, it was a fantastic experience.

Had to sit and wait to get off the plane for closeto a hour. My son also flying to a different destination that day also had like a 2.5 hr delay

Tickets we booked together in January became two different connecting flights. VERY PISSED a about this and a terrible start to our bucket list vacation

Could not check in online - had to get boarding passes at the ticket counter and our daughter got bumped off our connecting flight. NOT OK!

I needed more space to sleep on an overnight flight.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

mandatory demand customer to check their carry on because not enough people check bags.

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

The boarding process needs to be refined. Sometimes the gate crew calls out the zones and then flip to showing the.zones boarding on the gate monitor display. So, unless you are huddled around the gate lanes watching the monitor, you could miss your boarding zone. Suggest the zones be announced each time a new zone is allowed to board.

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

On time flight. Seat comfort could be better in the Comfort section.

My issue was with TSA agents for delta airlines. My luggage got flagged. The agent was going thru another persons first. He took 20 min to go thru hers. I asked them to bring mine closer so I could sit down . They said you can go sit it will be fine. I said I am supposed to keep my eyes on my bags at all times. The agent was meticulously unwrapping 2 gifts that the lady had and then tried to re warp it. He was trying to be kind i get it but 20 min for me to stand watching him do that was ridiculous. It was 6 am and there were a ton of travelers. Mine was flagged for some air packed tea that I bought in Turkey. My previous delta flight and 2 others before didn’t flag it. Consistency would be nice. Also on the flight the window shades were down for take off and landing - I thought that was very odd I thought they had to remain open for take off and landing.

The flight was an hour and a half late departing which was inconvenient

Delay in SLC jammed us up in Chicago. Got caught up in rush hour traffic

The crew took good care of us. The flight from ATL to SFO is a longer one, and there were multiple beverage offerings. I like the 757's that Delta uses. Good airplane that is comfortable. I do wish Delta would separate Priority boarding from the better seats. I would gladly take a smaller seat in an open row than be jammed into Comfort just to get priority boarding, just to make sure I don't have to check a bag.

The flight was great. The gate location was way to far away!!!

Flight was timely, relatively comfortable, with decent entertainment and food served. Only problem encountered was with the free messaging which I highly appreciate, but it did not work from iphone to non-iphones.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

The entertainment available didn’t work for anyone on the flight. Long 6 hr flight with no entertainment option and the staff didn’t know until an hour into the flight when we made sure they knew about it. They had no way to fix it.

Crew seemed a bit cranky. No seatback screens. But boarding was efficient and on time and we arrived early.

The worst landing I have ever had on a domestic flight. Thought we would lose the landing gear on landing in Newark. Then we spent 40 minutes trying to position the plane in the right place to be able to get the jet way to the plane. The plane arrived stopped. The announcer was that we were there. Everybody got up, then we were told to sit back down because they had to have us towed to a different position. We got towed and then everyone stood up and they told us we were in the wrong position to sit back down again, and then we got towed to a different position This did not happen immediately. It was 30 minutes while we wandered around a small section of the tarmac in Newark close to the gate, but apparently not close enough. Horrifying experience The CAB should be investigating that flight

Boarding was organized. Plane seats comfortable and service was attentive. Food options were good.

This was a very average flight. The seat was out of alignment so more uncomfortable than usual. The cabin felt not well maintained. But I safely got where I needed to go.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

The internet service I paid for didn’t work at all and the flight crew was not very friendly.

Flight was delayed because of a bird strike. They had another plane available within 45 minutes.

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

Flight attendants on this flight were very attentive and friendly

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

the trip to madrid was uncomfortable with my legs touching the seat in front of me

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

We were delayed for a “couple of maintenance issues.” They were resolved rather quickly but a computer glitch caused someone in the airport to have to bring a physical copy of the paperwork so we could leave. I don’t know where they had to drive from to get to our plane but it took forever & we were 1 1/2 hrs late in leaving. The flight itself was fine.

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