$247 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

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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.
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
Honolulu1 stop$494
Kahului
Kahului1 stop$460
Kailua-Kona
Kailua-Kona2 stops$505
Lihue
Lihue1 stop$545
Hilo
Hilo2 stops$795
Kapalua
Kapalua2 stops$1,340
Hana
Hana2 stops$1,259
Honolulu
Honolulu1 stop$494
Kahului
Kahului1 stop$460
Kailua-Kona
Kailua-Kona2 stops$505
Lihue
Lihue1 stop$545
Hilo
Hilo2 stops$795
Kapalua
Kapalua2 stops$1,340
Hana
Hana2 stops$1,259

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

Thu, Sep 24 - Mon, Sep 28
Delta Logo
7:15 am - 2:28 pm
MKE
-
OGG
12h 13m
1 stop
Delta Logo
9:10 pm - 9:22 pm
OGG
-
MKE
19h 12m
2 stops
$460Delta
Wed, Sep 16 - Mon, Sep 21
Delta Logo
7:15 am - 2:28 pm
MKE
-
OGG
12h 13m
1 stop
Delta Logo
8:12 pm - 2:11 pm
OGG
-
MKE
12h 59m
2 stops
$480Delta
Wed, Sep 16 - Mon, Sep 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
$485United Airlines
Mon, May 4 - Tue, May 19
United Airlines Logo
5:55 am - 1:42 pm
MKE
-
HNL
12h 47m
1 stop
United Airlines Logo
1:00 pm - 7:49 am
HNL
-
MKE
13h 49m
2 stops
$500United Airlines
Mon, May 4 - Mon, May 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
$512American Airlines
Sun, May 3 - Thu, May 7
Southwest Logo
2:25 pm - 9:00 pm
MKE
-
HNL
11h 35m
1 stop
Southwest Logo
9:05 pm - 1:35 pm
HNL
-
MKE
11h 30m
1 stop
$514Southwest
Wed, Sep 16 - Mon, Sep 21
American Airlines Logo
6:41 pm - 11:44 am
MKE
-
OGG
22h 03m
2 stops
American Airlines Logo
9:32 pm - 1:55 pm
OGG
-
MKE
11h 23m
1 stop
$517American Airlines
Sun, May 3 - Thu, May 7
Southwest Logo
2:25 pm - 9:00 pm
MKE
-
HNL
11h 35m
1 stop
Southwest Logo
8:00 am - 1:05 am
HNL
-
MKE
12h 05m
2 stops
$520Southwest
Tue, Sep 1 - Fri, Sep 11
Alaska Airlines Logo
7:00 am - 9:03 pm
MKE
-
KOA
19h 03m
1 stop
Alaska Airlines Logo
12:35 pm - 2:07 pm
KOA
-
MKE
20h 32m
1 stop
$601Alaska Airlines
Fri, May 1 - Tue, May 5
Alaska Airlines Logo
7:00 am - 9:26 pm
MKE
-
LIH
19h 26m
1 stop
Alaska Airlines Logo
10:26 pm - 2:13 pm
LIH
-
MKE
10h 47m
1 stop
$645Alaska 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 18% 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 4328 reviews
8.1Boarding
8.6Crew
7.0Food
7.5Entertainment
8.0Comfort
Airline reviews

The new boarding process was easy and straightforward. Very pleasant.

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

The new boarding process was easy and straightforward. Very pleasant.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

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.

You can standby to get on earlier flight if the seat is open.

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.

The tray table was broken and the food was terrible.

The gentleman at the gate I think his name is RIE was exceptional

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

One of the flight attendants was a little cranky. I appreciated the free wifi and plug to charge my laptop

No entertainment. Plane was so small had to pink tag a carry on ive used for 20 years easily on board. The fact the flight got in at midnight, had to wait for crew in fort wayne to allow the plane to approach the gate, THEN had to wait for bag on jet bridge made experience irritating at best.

Crew was great. Near on time departure and early arrival. Snacks are always meh. Not a fan of the "pay for everything including miles " proposal unless base flight rate going to be 100 bucks.

Would have been better if there was a nonstop flight from Tampa to Norfolk or Tampa to New Port News.

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

The flight was smooth, the crew was great but the plane was quite old

Everything was great until I lost my water bottle and they can’t seem to locate it. I know I left it on the plane though.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

It was a red-eye, but the flight felt surprisingly quick. The seats were very comfortable, and that made resting much easier. I also want to thank the gentleman seated next to me, who graciously moved so my mom could sit beside me. We slept almost the entire way. The cabin crew was respectful in not disturbing us, while also being courteous and professional throughout. Thank you, United.

Packed in plane small uncomfortable seats elbow to elbow nobody wants to be in that situation for the money they paid

It was a more comfortable seat don't get stuck in middle, makes for uncomfortable situation

Overall flight was ok. Flight attendant was receptive to assisting passengers with tight connections.

Checking in united could not figure out my star alliance gold. Baggage did not get marked priority and didn't receive boarding passes. When got to SFO lounge personal fixed everything Immediately

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

I almost missed my flight and they helped me out enormously

Business class was very good, one of my best flights

The "on the ground" A/C was not working. It was so hot while waiting to get in the air, a passenger from the rear of the plan declared "I just can't!" and waited in the gangway until time to close the doors. It was miserable. But the crew were champs and had an amazing attitude. I know they were as miserable as we were but didn't let that affect their performance.

The captain announced to the cabin there would be a delay because they observed a "cut" on a tire during precheck that needed to be cleared by maintenance. We were delayed during this inspection and allowed to proceed after maintenance "measured the cut and decided it was acceptable". My complaint is not about the delay or due diligence. I wish the captain had been more generic when making his announcement. I was a nervous wreck all the way to Charlotte worried that we would have a blowout when landing!

The SFO Lounge crew were amazing. The bartender Faris was great. Thanks!

The flight was on time and the landing was very smooth. The crew and flight attendants were all very friendly and professional.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

American Airlines is a miserable experience. It is predictably miserable, in the sense that every time I fly American, I brace myself for the certainty that it will be unpleasant and uncomfortable. But it is unpredictable in the sense that I never know if the flight will be on time or delayed nine hours (both happened to me this week). I never know if I will be able to sit in the seat that I selected when I purchased the ticket or if I will be told by Customer Service (!!!) that I must relocate from first class to a seat in the back of the aircraft with no explanation (both happened to me this week). Will the food be frozen and half defrosted, or scalding hot? Will the drinks be warm? Will the flight attendants be surly and mean? Will the toilets be cramped and foul? Will the seats be narrow and uncomfortable? Will there be a real electric outlet at the seat, or just an unreliable USB-2 port? Will there be enough seats in the boarding lounge or just a few? Will the boarding process be smooth and efficient, or will the gate agents mess it up and delay it needlessly for 30 or 40 minutes? Will the catering and cleaning crew be prompt or will they take an extra 30 minutes? Will the brakes on the aircraft work properly, or will the pilot delay takeoff for four hours while the ground crew attends to what can only be described as routine maintenance that should have been done the night before? I've eexperienced every one of these unpleasant things this year, 2026. The only thing I can reliably count on is that American will find a new way to make the experience of flying as miserable as they possibly can.

Flight was fine, but not having WiFi was a major negative

When I booked my flight a month ago - I selected a seat. That seat was NOT the one I ended up with when I checked into my flight the day before. This is the second time this has occurred. So, I checked my next flight on Wednesday and Thursday and no seat was assigned. Poor, very poor customer service.

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

Information on your arrival and departure airports