$223 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 5/12. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Hawaii.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Hawaii.
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Milwaukee to Hawaii

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Honolulu
Honolulu1 stop$494
Kahului
Kahului1 stop$440
Kailua-Kona
Kailua-Kona1 stop$528
Lihue
Lihue2 stops$517
Hilo
Hilo2 stops$714
Kapalua
Kapalua2 stops$1,238
Hana
Hana2 stops$1,116
Honolulu
Honolulu1 stop$494
Kahului
Kahului1 stop$440
Kailua-Kona
Kailua-Kona1 stop$528
Lihue
Lihue2 stops$517
Hilo
Hilo2 stops$714
Kapalua
Kapalua2 stops$1,238
Hana
Hana2 stops$1,116

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

ke, syys 16 - ma, syys 21
Delta Logo
7:15 am - 2:28 pm
MKE
-
OGG
12h 13m
1 stop
Delta Logo
8:12 pm - 4:42 pm
OGG
-
MKE
15h 30m
2 stops
$440Delta
ke, syys 16 - ma, syys 21
United Airlines Logo
5:05 am - 3:05 pm
MKE
-
OGG
15h 00m
2 stops
United Airlines Logo
7:40 pm - 1:58 pm
OGG
-
MKE
13h 18m
2 stops
$445United Airlines
ke, syys 16 - ma, syys 21
Delta Logo
7:15 am - 2:28 pm
MKE
-
OGG
12h 13m
1 stop
Delta Logo
9:10 pm - 9:24 pm
OGG
-
MKE
19h 14m
2 stops
$460Delta
ma, Touko 4 - ma, Touko 11
American Airlines Logo
7:12 am - 2:28 pm
MKE
-
OGG
12h 16m
1 stop
American Airlines Logo
9:48 pm - 2:15 pm
OGG
-
MKE
11h 27m
1 stop
$464American Airlines
ma, Touko 4 - ma, Touko 11
American Airlines Logo
5:06 am - 2:28 pm
MKE
-
OGG
14h 22m
2 stops
American Airlines Logo
9:48 pm - 2:15 pm
OGG
-
MKE
11h 27m
1 stop
$470American Airlines
ke, huhti 29 - ti, Touko 5
Southwest Logo
5:30 am - 11:35 am
MKE
-
HNL
11h 05m
1 stop
Southwest Logo
9:05 pm - 2:05 pm
HNL
-
MKE
12h 00m
2 stops
$500Southwest
ma, Touko 4 - to, Touko 14
Alaska Airlines Logo
3:09 pm - 10:29 pm
MKE
-
HNL
12h 20m
1 stop
Alaska Airlines Logo
7:00 am - 11:59 pm
HNL
-
MKE
11h 59m
1 stop
$504Alaska Airlines
ke, huhti 29 - ti, Touko 5
Southwest Logo
11:10 am - 9:00 pm
MKE
-
HNL
14h 50m
2 stops
Southwest Logo
9:05 pm - 2:10 pm
HNL
-
MKE
12h 05m
2 stops
$505Southwest
to, syys 24 - ma, loka 5
Multiple Airlines Logo
3:03 pm - 6:45 am
MKE
-
KOA
20h 42m
2 stops
Multiple Airlines Logo
10:30 am - 1:52 pm
KOA
-
MKE
22h 22m
1 stop
$533Multiple Airlines
ti, huhti 28 - ke, huhti 29
Multiple Airlines Logo
7:00 am - 5:39 pm
MKE
-
ITO
15h 39m
2 stops
Multiple Airlines Logo
4:45 pm - 2:13 pm
ITO
-
MKE
16h 28m
2 stops
$714Multiple Airlines
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.

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

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 Hawaii departing in May.

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 $598 (return) on average. On the other hand, the most expensive months are July and June, when the average cost of round-trip tickets is $895 and $863 respectively.

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 1% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonJuly
Cheapest flight$247
Best time to beat the crowds but there is an average 19% increase in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Milwaukee to Lihue

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.

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
SouthwestOverall score based on 4334 reviews
8.6Crew
8.0Comfort
8.1Boarding
7.0Food
7.5Entertainment
Airline reviews

It was as expected and I was grateful for the wheel chair help and ease of use.

10.0 ExcellentAnonymous, Apr 2026
LAS - PDX
Read more Southwest reviews

It was as expected and I was grateful for the wheel chair help and ease of use.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

The new seat assignment thing is wierd. If you don’t pay for a seat they always assign you a middle seat regardless of how many people are on the flight. Idk… the new company that bought Southwest is trying to make it more profitable, but I’m just not seeing it. The flight attendants aren’t having as much fun anymore. It just feels like the airline is slowly dying. IMO. We shall see if Southwest is the next Toy’s R Us.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Plane was late. Zero service for 2+ hour flight and it was not that bumpy.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Had a great flight. Delayed takeoff, but comfortable. Snacks were good.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

Boarding was easy and quick. Staff was very friendly. Service of snacks and drinks by staff was outstanding.

Our flight when we finally got rerouted to a different destination than we were going was fine. But 2 days was taken out of our vacation because our flit was cancelled. We understand mechanical problems and of course don’t want to be on a plane that has mechanical problems.Wish there had been another solution.

Kayak wouldn’t refund me for a flight I was trying to cancel through Kayak. Alaska airlines said I had to cancel through Kayak. I called the customer service line and they couldn’t refund the flight that I booked through Kayak either. You stole my money. You will be hearing from my lawyer.

The bathroom trash container under the sink fell out and was like that long before my flight. The plane smelled of canned fish and floor was Deteriorating

I behave had better flights this one was old and poor

See previous. It was the flight from Honolulu to Kapalua that was cancelled.

Short trip from Honolulu to Kauai. Not a major issue. Only concern was the drop off of the luggage for departure. Only one person handling all of the passengers. She was busting her butt.

Good. Flight was good. Crew was good. Wish they offered coffee refills. Wish I didn’t have to pay for headphones. Otherwise good for a commercial flight.

Should have been forthcoming for reason for delay. Should have been able to check in for seat I'd like.

It was fine. It was a 30 minute flight so there was water or fruit juice and no food. Which was totally fine. The check in, gate and flight crew were all excellent.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Okay considering we had weather delays which the Pilot notified us of immediately!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

I am writing to express my dissatisfaction with the poor service and unprofessional staff we encountered when traveling with an infant. Our flight was delayed, and the gate staff failed to manage the boarding process appropriately. Due to incorrect, unavailable, or missing 'pink tag' stroller and car seat check-in procedures at the gate, we were forced to board last. Furthermore, the gate staff was rude and dismissive, causing significant distress to our infant. To make matters worse, one of our checked items—an infant sleeper/lounger—was returned to us broken. Given the unsafe handling of essential equipment and unprofessional treatment, I expect a prompt resolution regarding compensation for the damaged items.

We departed and landed early which was a nice surprise. The boarding process was slow.

N Everything was perfect from boarding to assistance to baggage in Tampa

Subpar. The seating on the plane is almost unbearable. We are literally touching and/or sitting on each other which is totally unacceptable and shameful. Pilots and crew was very accommodating and friendly.

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

This was the first flight in the morning. We boarded fine. The cabin door was closed and we were ready to go. We were notified by the Captain that ATC issued and ground stop for 40 minutes. So, without even pushing back from the gate, we were already 40 minutes late. We actually were released to push-back and taxi at 30 minutes. But, some passengers had tight connections and were not going to make their connections. Some passengers asked about the delay and the effect on the connections and were told by the cabin attendant that all flights will be delayed and so they should be OK. However, that was not true. My connecting flight was on time and I arrived at IAH with 21 minutes to make my connection. I did and I'm happy about that, but the flight crew should not have given assurances to the passengers who might have missed their connections.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

Flights were on time actually early service was good and crew cheerful

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

I had a terrible experience. My flight got delayed from Atlanta to Chicago on Monday April 6, 2026, and that led to me missing my next flight to Brussels. United Airlines didn’t provide me with any accommodation for shelter. I had to sleep at the airport in Chicago. The next flight I was put on didn’t leave until the evening hours of Tuesday 4/7/2026.

Boarding was again a "free for all". We were boarding group 4, and almost the entire plane was able to board before us. It's a shame that someone who follows the rules, gets the short end of the stick. Not fair.

Flight left on time, arrived early, pleasant staff provided water, coffee, etc. access to bathrooms was reasonable and were well maintained. blankets were available, lots of entertainment options. LUGGAGE SERVICE WAS GREAT. I got my one checked bag quickly and was able to make a bus connection for a 2 hour bus ride saving me from waiting another 1.5 hours.

THe flight was an hour late. You got us on the plan and we sat on the ground for 45 minutes with no information from the pilot whatsoever. Worst flight this year.

Boarding was quick and efficient. We arrived at our destination early.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

Message about flight cancelation was received late due to being in the air. No explanation, just canceled and booked on morning flight. We had to stay in the airport overnight because there was no transportation offered to get to the hotel that AA had available. Actual inflight was fine.

I didn't go from Reno to Phoenix I ended up going from Reno to Dallas to Tucson because my flight rebooked because my Amtrak was late I tried notifying you guys I also don't know what you ask me about my flight because you guys didn't book my flight

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

there are no options s for snack besides cookies would ve nice to have a salty option n

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

Information on your arrival and departure airports