$74 Find Cheap Flights from North America to Milwaukee

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 6/30. 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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Cheap Flights from North America to Milwaukee

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

Tue, Jul 14 - Tue, Jul 21
Frontier Logo
6:00 am - 7:58 am
MCO
-
MKE
2h 58mnonstop
Frontier Logo
8:43 am - 12:36 pm
MKE
-
MCO
2h 53mnonstop
$186Frontier
Tue, Aug 25 - Sun, Aug 30
Frontier Logo
9:15 am - 11:13 am
MCO
-
MKE
2h 58mnonstop
Frontier Logo
8:43 am - 12:34 pm
MKE
-
MCO
2h 51mnonstop
$192Frontier
Wed, Jul 22 - Wed, Jul 29
American Airlines Logo
10:49 am - 5:17 pm
BOS
-
MKE
7h 28m
1 stop
American Airlines Logo
12:52 pm - 9:10 pm
MKE
-
BOS
7h 18m
1 stop
$196American Airlines
Wed, Jul 8 - Wed, Jul 15
United Airlines Logo
7:19 am - 12:48 pm
BOS
-
MKE
6h 29m
1 stop
United Airlines Logo
7:23 pm - 1:14 am
MKE
-
BOS
4h 51m
1 stop
$197United Airlines
Thu, Jul 16 - Sat, Jul 18
United Airlines Logo
7:19 am - 12:48 pm
BOS
-
MKE
6h 29m
1 stop
United Airlines Logo
5:29 pm - 11:21 pm
MKE
-
BOS
4h 52m
1 stop
$204United Airlines
Tue, Aug 4 - Tue, Aug 11
American Airlines Logo
8:54 am - 11:17 am
DFW
-
MKE
2h 23mnonstop
American Airlines Logo
7:00 am - 9:37 am
MKE
-
DFW
2h 37mnonstop
$234American Airlines
Tue, Jul 14 - Tue, Jul 28
Southwest Logo
7:00 pm - 9:55 pm
ATL
-
MKE
3h 55m
1 stop
Southwest Logo
9:35 am - 5:15 pm
MKE
-
ATL
6h 40m
1 stop
$243Southwest
Tue, Jul 14 - Tue, Jul 28
Southwest Logo
7:15 am - 11:50 am
ATL
-
MKE
5h 35m
1 stop
Southwest Logo
8:15 am - 3:10 pm
MKE
-
ATL
5h 55m
2 stops
$248Southwest
Wed, Jul 8 - Fri, Jul 17
Delta Logo
6:00 am - 11:53 am
JFK
-
MKE
6h 53m
1 stop
Delta Logo
6:45 am - 10:12 am
MKE
-
JFK
2h 27mnonstop
$299Delta
Sat, Jul 18 - Sat, Jul 25
Delta Logo
5:28 pm - 11:43 pm
IAD
-
MKE
7h 15m
1 stop
Delta Logo
4:57 pm - 11:13 pm
MKE
-
IAD
5h 16m
1 stop
$303Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$74
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Orlando to Milwaukee

Flights from North America to Milwaukee: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from North America to Milwaukee 
BrianFlew with Southwest
TPA
-
MKE
Mar 2026
1) Stay in Tampa if you can, October - March :-) Cold in Milwaukee 2) Get the Southwest Credit Card for earlier boarding and “free” checked bags.
Verified travelerFlew with Southwest
BWI
-
MKE
Apr 2026
Get everything in writing from the airline stating their plans for transporting your bags after delays/rebookings!
Verified travelerFlew with Alaska Airlines
SEA
-
MKE
Jun 2025
Order ahead or bring own meal on plane
DanaFlew with Alaska Airlines
SEA
-
MKE
Sep 2024
That was my first time flying Milwaukee to Seattle & vice versa. I think we choose a good airline. Seattle’s traffic & airport is busier than Milwaukee so get there at least 2 hours early. Download & keep an eye on the Alaska airline app for flight info updates.
HeatherFlew with Lufthansa
ORD
-
MKE
Aug 2024
Make sure there's enough time between connections to go through customs and recheck your luggage. They will not let you proceed so you can't even try to run and catch the flight if you want to.

FAQs for booking flights from North America to Milwaukee

  • How does KAYAK find such low prices on flights from North America 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 North America to Milwaukee.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Milwaukee from North America 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 North America 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 North America with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from North America 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 North America up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from North America to Milwaukee

 
Need help choosing which airline to fly with from North America 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.
7.9
SouthwestOverall score based on 4242 reviews
7.0Food
8.0Comfort
8.6Crew
8.1Boarding
7.5Entertainment
Airline reviews

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

6.0 GoodSteven, Jun 2026
LAS - ONT
Read more Southwest reviews

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

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

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

Flight got canceled 4 times, missed my connecting flight due to delays, have to wait to go home tomorrow

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

We sat on the runway for over an hour before departure. That was unwelcome.

Horrible. Faucet in sink not working, wifi not working. Didn’t bring food or snacks

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Crew helpful. Plenty of food although not great but ok. Good time.

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

United has been holding my money for a cancel on another ticket they wouldn’t let me fly for going on 5 months. Terrible service I wouldn’t choose to buy tickets or fly with united again. Very bad experience generally dishonorable and poor service .

The seats were very nice in premium economy. The service was good. The flight was slightly bumpy. Would have appreciated more updates from the pilots.

They delayed the flight 3 hours because it wasn't full they moved us to 5 different gates probably the worst airline ever not even spirit is this bad.

Very easy ! Use the kiosk and bag drop and right to security within 10 min

Checking bag at terminal was horrible. No agents to check us in and only 1 kiosk working. Boarding went ok. Crew onboard was very scattered rained. Missed our row while serving and then didn’t see them hardly again.

Crew was amazing, takeoff wonderful. The bathroom was disgusting from before takeoff the odor made the flight uncomfortable as you could smell the bathroom from the center of the plane where we were sitting. Smelled like raw sewage. My daughter was throwing up as we landed due to the smell and horrible turbulence as we approached Newark.

Prefer not to have an almost 3 hour delay with useless communication that wasn't accurate.

Airline tickets are not cheap. You expect reliable competent service. Thanks to canceled flights and botched transfers we arrived at our destination two days late. This is not acceptable

The flight got delayed. They forgot to bring the drinks when I asked for it. The toilet is messy.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Delayed and horrible communication and sat on flight for an hour before taking off

I was a Wheelchair Assist’ passenger on a London Heathrow to PHL flight yesterday. The process of getting me and my carry-on bag from the ticket counter to the gate was not good at all. It was the worst in my 5 years of experience using this service offered by American. The Philadelphia ‘Wheelchair Assist’ service was, and always has been Excellent! Not so at Heathrow. I was handed off to three different wheelchair drivers; had to sit in a very dingy holding area for 30 minutes while waiting for our gate change announcement; got crammed into a overloaded service vehicle to take me from the holding area to the gate ; was dumped at the end of the line of already-boarding passengers with my heavy carryon and no one helped me up the ramp way at the gate to board the plane. Overall it was a miserable experience!

Flight was delayed three times and we had an international connecting flight which we would’ve missed but AA manage to find us a flight that allowed us to catch and we made our international flight. However, due to the flight change, I’m in Amman, Jordan missing all 4 bags. It’s been a nightmare. Been waiting since June 17 and today is June 20th. Still without luggage. Customer service wait times are two hours and I get disconnected while waiting. I’ll update when/if my luggage arrives. Every day is costing money in a hotel in Amman. I can’t continue my trip to Palestine until the luggage arrives. Then, I will be updating my review.

They did not offer coffee on a 7am flight…awful!!

Plane temperature was so hot that everyone on the plane was sweating. Departure gates changed 3 times in the hour before the flight. Internet service was so poor in the terminal that updates weren't always being received.

We had a mechanical delay which made us 90 minutes late (9:30 PM) then land and put into the penalty box because a plane was in our gate? What the hell! We should get priority.Damn American.

Check in for 5am flight at RDU was hampered by American check in counters being seriously understaffed , was told even supervisor called out. Took so long in line for special services check in that we missed our 5am departure even after arriving at 3:30am. Had to be rescheduled to later flight from Charlotte to St Thomas.

Delayed flight due to maintenance and I have had multiple delayed flights due to maintenance in the last month plus

Excellent service. Flight attendance like Jessica,, on our flight, is a reason I wouldn’t mind flying through British Airways again. Jessica,, was very courteous and helpful.

The seats were extremely cramped, with very little legroom or personal space. There was no room left in the overhead bins for a backpack, and the space under the seat in front was so limited that I could barely fit my bag underneath. Overall, the seating arrangement felt very uncomfortable and overcrowded.

Crew was kind of grumpy and there was no beverage service at all. Sodas were $4. Disappointing.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

Zero issues with this flight. Crew was outstanding and flight was super. Plane was clean and fine. The seats need more padding and water should be provided without cost. I recognize it's Frontier but there are some things that should still be part of the flight. But still very satisfied with the experience and quality.

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