MKE

$227 Find Cheap Flights from O'ahu to Milwaukee - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Milwaukee departing on 9/8. 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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Flight Deals

Cheap Flights from O'ahu to Milwaukee

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'ahu to Milwaukee 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 O'ahu to Milwaukee

Wed, Sep 16 - Wed, Sep 23
Delta Logo
2:50 pm - 8:48 am
HNL
-
MKE
12h 58m
1 stop
Delta Logo
5:30 am - 1:18 pm
MKE
-
HNL
12h 48m
1 stop
$454Delta
Wed, Sep 16 - Wed, Sep 23
Delta Logo
1:00 pm - 11:23 am
HNL
-
MKE
17h 23m
2 stops
Delta Logo
5:30 am - 1:18 pm
MKE
-
HNL
12h 48m
1 stop
$460Delta
Wed, Sep 16 - Wed, Sep 23
Delta Logo
2:50 pm - 8:48 am
HNL
-
MKE
12h 58m
1 stop
Delta Logo
7:14 am - 2:00 pm
MKE
-
HNL
11h 46m
1 stop
$474Delta
Wed, Sep 16 - Wed, Sep 23
American Airlines Logo
1:37 pm - 8:01 am
HNL
-
MKE
13h 24m
2 stops
American Airlines Logo
8:31 am - 8:16 pm
MKE
-
HNL
16h 45m
2 stops
$495American Airlines
Thu, Nov 12 - Tue, Nov 17
United Airlines Logo
4:55 pm - 8:36 am
HNL
-
MKE
11h 41m
1 stop
United Airlines Logo
8:30 am - 4:28 pm
MKE
-
HNL
11h 58m
1 stop
$514United Airlines
Fri, Nov 13 - Tue, Nov 17
American Airlines Logo
7:30 pm - 11:30 am
HNL
-
MKE
12h 00m
1 stop
American Airlines Logo
7:05 am - 3:33 pm
MKE
-
HNL
12h 28m
1 stop
$514American Airlines
Thu, Nov 12 - Tue, Nov 17
United Airlines Logo
4:55 pm - 8:36 am
HNL
-
MKE
11h 41m
1 stop
United Airlines Logo
6:47 am - 4:59 pm
MKE
-
HNL
14h 12m
2 stops
$520United Airlines
Tue, Oct 6 - Wed, Oct 14
American Airlines Logo
6:38 pm - 11:31 am
HNL
-
MKE
11h 53m
1 stop
American Airlines Logo
11:42 am - 8:22 pm
MKE
-
HNL
13h 40m
2 stops
$520American Airlines
Thu, Aug 13 - Mon, Aug 17
Southwest Logo
9:55 pm - 5:00 pm
HNL
-
MKE
14h 05m
1 stop
Southwest Logo
3:05 pm - 9:20 pm
MKE
-
HNL
11h 15m
1 stop
$792Southwest
Sat, Aug 15 - Wed, Aug 19
Southwest Logo
8:55 pm - 1:25 pm
HNL
-
MKE
11h 30m
1 stop
Southwest Logo
6:50 am - 1:20 pm
MKE
-
HNL
11h 30m
1 stop
$1,023Southwest
Useful Info

Good to know

Low season

January

Cheapest flight

$227
Most popular time to fly with an average 8% increase in price.
Flight from Honolulu to Milwaukee

FAQs for booking flights from O'ahu to Milwaukee

  • How does KAYAK find such low prices on flights from O'ahu to Milwaukee?

    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 O'ahu to Milwaukee.

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

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

    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 to Milwaukee with an airline and back to O'ahu with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from O'ahu to Milwaukee?

    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 to Milwaukee from O'ahu up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from O'ahu to Milwaukee

 
Need help choosing which airline to fly with from O'ahu to Milwaukee? 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 4229 reviews
7.5Entertainment
7.0Food
8.0Comfort
8.1Boarding
8.6Crew
Airline reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

10.0 ExcellentDenis, Aug 2026
MDW - ATL
Read more Southwest reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

Eveeyrime I fly they are begging for bags due to cabin overhead space. What they should so ia take the bags that are clearly too big to fit wheels first on their side. And those of us who give up the bag should really get their bags first. When boarding, nobody wants stupid jokes about how hot it is on board. Give us some cool air. Im usually sick from the heat by the time we take off.

Slow boarding, limited food and drink portions. Bad delays and turbulence

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!

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Much better than the.last. flight on SW on Thanksgiving day

Boarding was quick. The flight itself was good. However, no charging ports for cell phones. Also, the food provided was just a few snacks. For a 5-hr flight, I would expect at least a sandwich.

Boarding was well explained and smooth. The flight was short, so there was no time for snacks. They did offer water or juice, though.

The flight was very short, 45 mins, therefore no snacks/drinks were provided; there should be a NA option for food and entertainment survey questions. Also, there were no charging ports onboard for cell phones. My experience was overall positive.

I love the fact that Southwest airlines has a direct flight from Honolulu to Las Vegas and Las Vegas to Honolulu. The only downside was flying on Southwest is they do not provide meals even if they charged you they do not provide meals. They do provide a free snack that consists of chips pretzels cheese and a cookie. They do serve free drink and if you book the premium flight then you get your choice of an alcoholic beverage. The seats are small so if you are not traveling with three people plan on someone sitting next to you.

Not really a “Delta” problem but worth mentioning: Boarding was a difficult process. TSA seemed understaffed and Pre-Check took longer than regular TSA. The supervisor was frazzled and yelled at travelers. Once through TSA, we had to put our carry-ons through another x-ray machine. Then queue up to board with both boarding pass and ID. Then, when we got to the stairs on the tarmac, we had to show our boarding pass again. Maybe this is just normal for Kona since the terminal is outdoors (but still a “secured” area).

Staff at the check-in counter were friendly, happy and helpful. They tagged our bags and sent us to “bag drop off” but were not very clear about where that was. The airport was busy we headed off in what we thought was the right direction until a gentleman waved us down and actually came after us. He was the baggage handler for Delta and recognized our “deer in the headlights “ look-he brought us to the right area (which was marked as the Southwest Airlines Drop Off) and sent us on our way. Wonderful guy, low key and working with a big smile on his face. Loved it. Loved him.

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Wifi did not work and they only served water, coffee, or tea.

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Had assistance at airport getting from arrivals gate to departure gate; I couldn't have managed without that extra help. Thank you Delta.

Excellent flight. On time. Great staff. Clean and crisp cabin.

This was an overnight flight, and in the morning they did know coffee service. How you can throw passengers in a San Francisco airport at 5:40 a.m. in the morning and not giving them Coffee is a crime.

They told us yesterday APR21st that they were cleaning the plane and we got delayed. After that they said they didn't had any crew for the flight so they cancelled the flight till next day.

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

Horrible service no Wi-Fi connection on both leg of the flight and they are refusing to fix bad service

As great a red-eye flight as red-eye flights can be.

Deplaning was delayed because of Jetbridge equipment issues in MKE, causing an issue on an otherwise great flight.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

The wi-fi was awful. I paid $8 each way and got little , except frustration. .

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