$64 Find Cheap Flights from North America to Wisconsin - Compare and Save

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Low season

January

Cheapest flight

$64
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Orlando to Milwaukee

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

Insights shared by verified travelers who flew the route from North America to Wisconsin 
Verified travelerFlew with Alaska Airlines-Sep 2026
TSA had passengers at SEA-TAC shuffling a long distance between screening locations when one got backed up, but otherwise it was a smooth dropoff, check-in, shuttle to terminal experience.
BrianFlew with Southwest-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.
RobertFlew with American Airlines-Mar 2026
Southwest boards more efficiently than the rest in my opinion. Boarding should start at the opposite end of the plane from the door and preferably window to door but instead it's front to back and takes forever when each passenger stows a bag and blocks the rest. I have seen the back to front work well in other countries.
Verified travelerFlew with Southwest-Apr 2026
Get everything in writing from the airline stating their plans for transporting your bags after delays/rebookings!
Verified travelerFlew with Alaska Airlines-Jun 2025
Order ahead or bring own meal on plane
DanaFlew with Alaska Airlines-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-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 Wisconsin

  • How does KAYAK find such low prices on flights from North America to Wisconsin?

    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 Wisconsin.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from North America to Wisconsin 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 Wisconsin?

    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 North America to Wisconsin 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 North America to Wisconsin?

    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 North America to Wisconsin up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines fly most frequently to Wisconsin?

    North America and Wisconsin are connected by different airlines. The airlines that fly that route the most regularly are Delta (596 flights per week), American Airlines (515 flights per week), and WestJet (365 flights per week).

  • How many airports are there in Wisconsin?

    There are 8 airports in Wisconsin. The busiest airport is Milwaukee-Mitchell Airport (MKE), with 42% of all flights arriving there.

  • Which is the cheapest airport to fly into in Wisconsin?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Wisconsin is Appleton Intl Airport (ATW), with an average flight price of $176.

  • What is the cheapest day to fly to Wisconsin?

    Based on KAYAK data, the cheapest day to fly to Wisconsin is Sunday where round-trip tickets can be as cheap as $169. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $181 on average.

  • What is the cheapest time of day to fly to Wisconsin?

    The cheapest time of day to fly to Wisconsin is generally in the morning, when round-trip flights cost $180 on average. The most expensive time of day to fly to Wisconsin is generally in the morning, which is peak travel time and where the average cost of a ticket is $180.

  • What is the cheapest flight to Wisconsin?

    The cheapest ticket to Wisconsin from North America found in the last 5 days was to Madison, at $69 round-trip. The most popular route is Boston (BOS) to Milwaukee (MKE) and the cheapest round-trip airline ticket found on this route in the last 5 days was $99.

  • What is the cheapest month to fly from North America to Wisconsin?

    The cheapest month for flights from North America to Wisconsin is December, when tickets cost $249 (return) on average. On the other hand, the most expensive months are August and September, when the average cost of round-trip tickets is $292 and $289 respectively.

  • How many cities have direct flights to Wisconsin?

    From North America, there are direct flights to Wisconsin from 30 cities. The city with the most direct flights is Chicago, with 1,238 direct flights each week.

  • How many direct flights to Wisconsin are there each day?

    There are around 601 direct flights from within North America to Wisconsin every day. Most flights (34%) depart in the evening.

  • How many direct flights to Wisconsin are there each week?

    Each week there are around 4,204 direct flights from within North America to Wisconsin. The most common day for departures is Sunday, with 19% of flights taking off on this day.

  • How long is the flight to Wisconsin?

    An average nonstop flight from North America to Wisconsin takes 2h 44m, covering a distance of 988 miles. The shortest route is Minneapolis (MSP) to Chicago O'Hare Intl Airport (ORD) with an average flight time of 1h 19m.

  • How many long-haul flights are there to Wisconsin each week?

    There are not any long-haul (6-12 hour flight duration) or medium-haul (3-6 hour flight duration) flights to Wisconsin. Instead, there are 4,204 short-haul flights (up to 3 hour flight duration), with the most arriving from Chicago.

  • What are the most popular destinations in Wisconsin?

    Based on KAYAK flight searches, the most popular destination is Chicago (98% of total searches to Wisconsin). The next most popular destination is Milwaukee (2%).

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

 
Need help choosing which airline to fly with from North America to Wisconsin? 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 4214 reviews
8.0Comfort
8.1Boarding
7.5Entertainment
7.0Food
8.6Crew
Airline reviews

I liked how it boarded fast. I do not like how the seats are just too narrow, and I’m not a big person.

6.0 GoodRobert, Oct 2026
Read more Southwest reviews

I liked how it boarded fast. I do not like how the seats are just too narrow, and I’m not a big person.

Stop asking fir people to check carry on and then bind are free. Then the wait to get your luggage is ridiculous. This particular flight came with a 45 min wait, after waiting in tarmac waiting for a gate inhaling jet exhaust. And how about those landings?! Do the pilots not know the earth is coming up under the descending plane?! This is the only airline I get sick on. Every. Time.

Why does southwest often change gates and load late? Multiple flights recently have been waiting on crew to arrive or sometimes even the plane itself. There were a lot of people expressing the same frustrations as us about constantly loading late - but at least arrival times weren't too far off..

I understand the delays caused by the storm, but that doesn’t mean the systems had to be chaotic. The app showed one thing, the screens showed something else, and the gates kept changing every 10 minutes. It was a nightmare trying to figure out where to go.

Multiple delays due to weather in Chicago, but the crew did their best to get flights rescheduled and on to their destination. I felt like the crews handled a frustrating situation very well, kudos to them! I was very glad to not have a cancelled flight.

Southwest’s point to point system caused a 2 hour delay due to the crew being late from their inbound flight. Also, the WiFi and entertainment didn’t work on the plane.

One, we were met with more than six hours of delays with no information flowing from the airline to the passenger. I had to continually refresh for updates to departure time - which changed multiple times throughout the day. Updates were never pushed to me nor was an explanation provided for the delay until this morning. Two, while they claim that "due to the short flight" no beverage service would be provided. Our flight was mostly empty. I'd think given the massive inconvenience, SW could have shared a Diet Coke and some peanuts. And BTW, SW used to always make these available on this flight back in the day. Let's be honest, this is cost savings at the customer's expense.

Despite paying for an ‘upgraded’ seat in row 1, I had to put my luggage in the middle of the plane. Snacks were bleh and seat was small and uncomfortable and I am not large. Attendants were fine but not super helpful. Plane just seemed outdated.

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!

Gate agent and flight attendants were efficient, but more stern than warm.

Gate agents call groups one and two and give about 3-5 minutes for each group to board, then the call groups three and four together and it causes a bottleneck in the line. Give each group 3-5 minutes to board before calling the next group.

All was fine. Small plane so no food or entertainment.

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.

Legroom in Economy was fair to good. Seat was omay; I was hit in the shoulder twice by the cart as it was being whisked through the aisle. Overhead space was good for my carryon. Lighting environment was nice

The flight was for my mom in wheelchair the staff in Newark wer not friendly took a long time to even get a wheelchair she almost missed her flight because they finally got a chair few minutes before boarding they had to rush her to the gate. They took her carryon and checked it as a bag told her don’t worry free of charge but they charge the credit card anyway. She also told me the seats are not comfortable at all as if they were broken she could feel the bars in the seat SFO staff was much better overall she had the worst experience

Wifi is very frustrating - could not connect and therefore unable to work on the trip

Entertainment was great. Seats were good. They did not have my pre-ordered hot food product available but did comp me something cold in place of the item.

Good flight, even though there was a delay, still got back on time

Really delayed, no effort to support customers other than “sometimes we run late.”

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. .

The employees at Sioux Falls airport were friendly and helpful. As a veteran/retired military Allegiant allows two checked bags, one carry on bag and a seat on the plane all at no cost. The flight crew and pilots were friendly and very competent.

The check-in and flight crew employees are excellent. The flight was good and the seats were adequate.

The flights to and from Cincinnati were great at being on time for both, departures and arrivals. The planes could use some updating.

It was a dismal experience. The flight was delayed for 4 hours, and we spent hours in the plane, without air, during the summer. We were not provided with water, and the medical assistance was inadequate when it arose.

The landing the pilot was very smooth. The flight attendant was kind of rude.The boarding the plane in punta Gorda was not great made us wait out in the heat 😞

My exit seat was very comfortable Coffee was to be purchased but sodas free 😏

It was poor a four hour delay and no explanation for the delay. What’s a 35 dollars going to do. It also made me miss my car rental,

It was on time. Flight was comfortable. Staff was nice. It was the way a flight should always be.

The price was the only good thing about this flight. It was scary during takeoff when the plane tilted side to side. It made me feel very nervous as I have never had a take-off that unsmooth. There was no on-flight movie or music options and the only complimentary option was water. Other airlines offer trail mix or a caramel cookie and pop options as complimentary. This flight was a 2.5 hour flight. I understand for shorter flights not having options, but a flight 2 hours or longer should offer more complimentary options and in flight entertainment. Also the seats did not recline and for a longer flight reclining seats are a must for comfort.

A very pleasant flight but it would be greatly improved with wifi to help entertain kids

Our gate was changed several times, and the gate agents were just as in the dark as all of us in knowing when our plane would arrive at PHL.

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

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

Never ontime and always delays. Long waits for customer service and often app doesn’t work

We were upgraded to First Class and it was a great flight

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

We loved the steward on the plane. He made the night enjoyable

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

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