MKE - EYW

$227 Find Cheap Flights from Milwaukee to Key West

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 Key West departing on 3/1. 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 Key West

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Key West, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Key West, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$244
Overall average: $379
Multiple Airlines
Thu 11/27Thu 12/4
MKE - EYW • 1 stop
Cheapest one-way
$162
Typical prices: $208-$544
Spirit Airlines
Sun 3/1
MKE - EYW • 1 stop
Top airlines
Delta
Cheapest • from $269 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 33% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
August
Cheapest • 27% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Key West!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Milwaukee to Key West (MKE-EYW)

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

Thu, Nov 27 - Thu, Dec 4
Multiple Airlines Logo
12:35 pm - 8:15 amMKE-EYW
18h 40m1 stop
Multiple Airlines Logo
8:55 am - 9:39 amEYW-MKE
25h 44m1 stop
$244Multiple Airlines
Find Deal
Thu, Feb 5 - Thu, Feb 12
Delta Logo
12:17 pm - 7:42 pmMKE-EYW
6h 25m1 stop
Delta Logo
7:00 am - 11:18 amEYW-MKE
5h 18m1 stop
$269Delta
Find Deal
Thu, Dec 4 - Sun, Dec 7
Multiple Airlines Logo
10:34 am - 8:15 amMKE-EYW
20h 41m1 stop
Multiple Airlines Logo
8:55 am - 9:39 amEYW-MKE
25h 44m1 stop
$272Multiple Airlines
Find Deal
Thu, Dec 4 - Thu, Dec 11
American Airlines Logo
3:03 pm - 11:07 pmMKE-EYW
7h 04m2 stops
American Airlines Logo
12:50 pm - 6:04 pmEYW-MKE
6h 14m1 stop
$274American Airlines
Find Deal
Thu, Dec 4 - Tue, Dec 9
American Airlines Logo
3:03 pm - 11:07 pmMKE-EYW
7h 04m2 stops
American Airlines Logo
7:30 am - 3:56 pmEYW-MKE
9h 26m2 stops
$279American Airlines
Find Deal
Thu, Nov 27 - Thu, Dec 4
Multiple Airlines Logo
12:35 pm - 8:15 amMKE-EYW
18h 40m1 stop
Multiple Airlines Logo
12:20 pm - 9:39 amEYW-MKE
22h 19m2 stops
$282Multiple Airlines
Find Deal
Sat, Jan 17 - Fri, Jan 23
United Airlines Logo
5:00 am - 11:26 amMKE-EYW
5h 26m1 stop
United Airlines Logo
4:15 pm - 9:59 pmEYW-MKE
6h 44m1 stop
$290United Airlines
Find Deal
Tue, Feb 24 - Tue, Mar 3
United Airlines Logo
7:00 am - 3:00 pmMKE-EYW
7h 00m1 stop
United Airlines Logo
3:56 pm - 8:55 pmEYW-MKE
5h 59m1 stop
$294United Airlines
Find Deal
Mon, Jan 5 - Sun, Jan 11
Spirit Airlines Logo
8:15 pm - 11:20 amMKE-EYW
14h 05m2 stops
Spirit Airlines Logo
2:25 pm - 12:51 pmEYW-MKE
23h 26m3 stops
$388Spirit Airlines
Find Deal
Thu, Jan 8 - Sun, Jan 11
Spirit Airlines Logo
1:56 pm - 1:30 pmMKE-EYW
22h 34m3 stops
Spirit Airlines Logo
2:25 pm - 12:36 pmEYW-MKE
23h 11m2 stops
$391Spirit Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Milwaukee to Key West flights

Get data-powered insights and trends into flights from Milwaukee to Key West to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Milwaukee to Key West?

The average price of all round-trip flights from Milwaukee to Key West clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Milwaukee to Key West, look for departures on Wednesdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Key West, Wednesday is the cheapest day to fly and Tuesday is the most expensive.

What is the cheapest month to fly from Milwaukee to Key West?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee to Key West, 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 Key West is August, where tickets cost $284 (return) on average. On the other hand, the most expensive months are March and May, where the average cost of round-trip tickets is $498 and $468 respectively.

How far in advance should I book a flight from Milwaukee to Key West?

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 Key West, 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 Key West, you should book around 4 weeks before departure, which saves you about 33% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonJuly
Cheapest flight$162
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 27% increase in price.
Flight from Milwaukee to Key West

When to book flights from Milwaukee to Key West

Are your dates flexible? Find out the best times to travel from Milwaukee to Key West based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Milwaukee to Key West

  • What is the cheapest flight from Milwaukee to Key West?

    In the last 3 days, the lowest price for a flight from Milwaukee to Key West was $162 for a one-way ticket and $244 for a round-trip.

  • Do I need a passport to fly between Milwaukee and Key West?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Milwaukee to Key West?

    Milwaukee and Key West are both served by 1 main airport. You will leave Milwaukee from Milwaukee-Mitchell and will be arriving at Key West.

  • Which aircraft models fly most regularly from Milwaukee to Key West?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Milwaukee to Key West?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Milwaukee and Key West, with Star Alliance being the most commonly used for this route.

  • What is the most popular layover when flying to Key West from Milwaukee?

    Charlotte is the most popular layover city among KAYAK users traveling from Milwaukee to Key West.

  • Which is the best airline for flights from Milwaukee to Key West, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Milwaukee to Key West are Delta and United Airlines. With an average price for the route of $386 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $486 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Milwaukee to Key West?

    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 Key West.

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

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

    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 Key West with an airline and back to Milwaukee with another airline. Booking your flights between Milwaukee and EYW can sometimes prove cheaper using this method.

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

    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 Key West from Milwaukee 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 Milwaukee to Key West

 
See real verified KAYAK customer reviews for airlines flying from Milwaukee to Key West. 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 Key West? 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
DeltaOverall score based on 7992 reviews
8.5Crew
8.2Boarding
7.9Comfort
7.9Entertainment
7.3Food
Airline reviews

The flight was an hour and a half late departing which was inconvenient

8.0 ExcellentDan, Oct 2025SLC - MCO
Read more Delta reviews

The flight was an hour and a half late departing which was inconvenient

The flight was great. The gate location was way to far away!!!

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

Movie selection was meh. Food was great. Crew as always great. I paid for premium because that’s the only way not to feel like a sardine. That’s how economy should be imo. Sadly passengers have to pay an extra $1000 to get what they should at base price but that’s all airlines. The airline industry in general treats passengers as cargo.

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

this crew didn't care much. bumping carts into seats more times than i care to remember

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

The person I bought the ticket for didn’t make the flight.

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

The flight attendants were great, I joked with one I can’t remember her name, a blond, really sweet. I thought it was run well very professional. This was great i survived Spirit, I know for which I speak.

During booking, I kept trying submitting my payment from the Mexican website and it didn't work. After I had the idea to change it to the Canadian website, it worked but I had to be charged the equivalent of 50 CAD more. I received the clear instruction that I would only be able to check-in at the airport and that it was impossible to select a seat 24 hours before departure, that I had to pay 144 CAD to do so, although not only was I able to check-in 24 hours before departure, but I could have selected my seats for free then. All in all, I almost threw $200 out the window due to misleading information. Besides, the app kept crashing, the information to get to the gate on the app was inaccurate, my gate was switched and I was only informed once in the air (luckily I had noticed the departure pannel), I was not addressed in my language beforehand and even if I tried I was immediately answered in English (which meant the crew understood but didn't want to answer accordingly), there was only one snack & beverage service on my medium haul flight and no beverage service on my short haul flight. To be fair, the planes were comfortable, the crew apart from the language issue was helpful, dynamic and engaging, the plane was clean and the directions were clear and direct. United has a lot of potential to be one of my favourite airlines, but the devil is in the details and a lot of them missed the target.

Flight was timely, relatively comfortable, with decent entertainment and food served. Only problem encountered was with the free messaging which I highly appreciate, but it did not work from iphone to non-iphones.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Delays to take off and to leave the plane after landing added a lot of time to this flight.

It was a red eye flight, so no meals were provided, but it was fine with snacks. The seats felt cramped and almost too narrow.

We didn't take off until an hour after we boarded.

Wish they had the seat-back video screens for watching movies or playing games.

Very good but wish they had the seat-back video screens for movies & games

Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine

While waiting to claim my checked luggage, I discovered the airline had lost it. After a long wait and inquiries, I discovered it was on another flight. Fortunately, the airline finally sent my luggage home.

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

This flight never occurred because AA couldn’t get their act together.

During service there was a garbage/beverage spill near our seats that never was cleaned up. On a relatively short flight when we’re fortunate enough to actually have in flight movies available, the flight attendants pitching the AADVANTAGE credit card shouldn’t talk for the last 10 minutes of the flight so that we miss the end of the movie.

Everything you need to know for your flight from Milwaukee to Key West

Information on your arrival and departure airports

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