$267 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 5/26. 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.
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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$534
Kahului
Kahului1 stop$448
Kailua-Kona
Kailua-Kona2 stops$436
Lihue
Lihue2 stops$542
Hilo
Hilo2 stops$780
Honolulu
Honolulu1 stop$534
Kahului
Kahului1 stop$448
Kailua-Kona
Kailua-Kona2 stops$436
Lihue
Lihue2 stops$542
Hilo
Hilo2 stops$780

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, Sep 16 - Wed, Sep 23
United Airlines Logo
10:44 am - 7:35 pm
MKE
-
KOA
13h 51m
2 stops
United Airlines Logo
8:00 pm - 1:26 pm
KOA
-
MKE
12h 26m
1 stop
$436United Airlines
Thu, Sep 24 - Mon, Sep 28
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
$448Delta
Sat, Aug 29 - Thu, Sep 3
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
$454Delta
Thu, Sep 24 - Mon, Sep 28
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
$460Delta
Wed, Sep 23 - Mon, Sep 28
Southwest Logo
6:50 am - 12:35 pm
MKE
-
OGG
10h 45m
1 stop
Southwest Logo
8:25 pm - 2:55 pm
OGG
-
MKE
13h 30m
1 stop
$494Southwest
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
$505American Airlines
Wed, Aug 26 - Wed, Sep 9
Southwest Logo
11:40 am - 9:20 pm
MKE
-
HNL
14h 40m
2 stops
Southwest Logo
10:20 pm - 5:00 pm
HNL
-
MKE
13h 40m
1 stop
$540Southwest
Tue, Sep 15 - Tue, Sep 22
American Airlines Logo
5:50 pm - 12:14 pm
MKE
-
LIH
23h 24m
2 stops
American Airlines Logo
10:49 pm - 1:55 pm
LIH
-
MKE
10h 06m
1 stop
$542American Airlines
Tue, Sep 15 - Tue, Sep 22
Multiple Airlines Logo
3:03 pm - 4:30 pm
MKE
-
LIH
30h 27m
2 stops
Multiple Airlines Logo
11:15 am - 2:07 pm
LIH
-
MKE
21h 52m
2 stops
$558Multiple Airlines
Tue, Sep 15 - Tue, Sep 22
Multiple Airlines Logo
3:03 pm - 6:45 am
MKE
-
KOA
20h 42m
2 stops
Multiple Airlines Logo
8:18 am - 2:07 pm
KOA
-
MKE
24h 49m
2 stops
$558Multiple 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 August.

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 $897 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$273
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 Honolulu

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 4330 reviews
7.5Entertainment
8.0Comfort
8.1Boarding
7.0Food
8.6Crew
Airline reviews

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

4.0 OkayDavid, Apr 2026
COS - DAL
Read more Southwest reviews

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

The seat was not comfortable. 1D. My back was sore all night and the next day.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Great flight from Seattle to Phoenix and to Chicago-Midway from Phoenix

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!

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.

Crew was nice, meal was good. Entertainment had to be rebooted 3 times and still did not work. Turns out there was residue on screen, it needed to be cleaned to prevent the touchscreen buttons from continuously activating. I had entertainment for the last 45 minutes of a 5 hour 45 minute flight. Really unacceptable for first class. Flight attendent indicated your cleaning solution creates this problem. Seems as if this is widely known, you should be using a different product or cleaning better. Really really disappointing which simply added to the wi fi on your planes with reliably never ever works.

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Everything went smoothly, although the usual gripes about airline travel were still present: the boarding process is inefficient, the snack selection is limited, and so on. Since there was extra space on the flight, the gate agent rearranged many people's seats to put people on the aisles and windows, leaving the middle seats empty, as much as possible, which was pretty great.

Landed without a gate ready. Plane is extremely old and dirty.

All the amenities was wonderful, if they could keep their prices that low. I'd fly with them all the time.

Very old plane with no inflight entertainment. I purchased the internet pass and it was nearly unusable.

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

Short trip, no food and therefore no expectation for much interaction with staff who were pleasant and professional. My critique is on comfort of the seats. Exit rows and comfort seats do not provide enough personal space for 3 side-by-side seats, especially when in the middle row. Some passengers are not considerate of the middle seat and there should be signs that state something to the effect of: "please consider giving middle seats use of the armrests."

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

The flight crew on this leg of my trip was very friendly and pleasant. Every one of them was humorous, as well as helpful and accommodating. This group was BY FAR the best crew I’ve flown with. They deserve kudos.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was delayed from take off because only one runway was operational in San Francisco.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Really hard landing... as in slammed into the runway then hit the brakes really hard ...

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

My bags were misplaced!!! Im in a foreign country with no bags

The entertainment options on the seat back video boards were nice.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

Overall a good experience, however Wifi was not working on the flight.

Airlines should be prohibited from using the seats they get away with.

My flight got delayed a total of five times. And the boarding gate changed four times. most of the time the platform was not up-to-date with the changes taking place. The most discouraging part of the entire trip by far.

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

American delayed the flight for a crew rest period. The delay occurred late in the evening - the earliest i can find is 10:20 pm. With a 6 am flight anyone on the flight would have already have been asleep (unless you are insane, a vampire or on drugs) and at least for me i was already on the way to the airport at 445 am the next morning when i discovered they delayed the flight until 9 am. Given the incoming flight was in the air at 6 pm the evening before this should have been figured out a lot more timely that was there only crew to use. Just frustrating given there is no consideration for customer experience anymore in flying.

Returned home with a blood clot from flight homes and the uncomfortable aircraft I was on.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

The crew was very kind, but no in-flight entertainment monitors and a 2 hour and 30 minute delay was extremely frustrating.

Everything was delayed and the staff sent me to the wrong gate, causing me to miss one of my flights. I arrived at my destination 6 hours later than I was supposed to.

Got home at 3am after deboarding the plane. No compensation offered by American

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

Information on your arrival and departure airports