MKE - EYW

$158 Find Cheap Flights from Milwaukee to Key West - 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 from Milwaukee to Key West departing on 11/5. 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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Everything you should know

Cheapest round-trip
$281
Typical prices: $360-$548
United Airlines
Wed 12/9Wed 12/16
MKE - EYW • 1 stop
Cheapest one-way
$158
Multiple Airlines
Thu 11/5
MKE - EYW • 1 stop
Top airlines
Cheapest • from $281 (round-trip)
Best reviews • 7.8 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
Not available
There are currently no direct flights between Milwaukee and Key West. You'll need at least 1 connection.
Insights
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Top layover airports
Cheapest • Avg $396 (round-trip)
Shortest trip • 5h 40m (one-way)
Insights
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When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 27% compared to booking last minute.
Insights
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Insights
When to travel
Cheapest • 17% price drop
Most popular
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

Wed, Dec 9 - Wed, Dec 16
United Airlines Logo
6:00 am - 1:11 pm
MKE
-
EYW
6h 11m
1 stop
United Airlines Logo
4:05 pm - 8:54 pm
EYW
-
MKE
5h 49m
1 stop
$281United Airlines
Sat, Aug 29 - Sat, Sep 5
American Airlines Logo
8:20 am - 4:19 pm
MKE
-
EYW
6h 59m
1 stop
American Airlines Logo
4:45 pm - 9:48 pm
EYW
-
MKE
6h 03m
1 stop
$281American Airlines
Sat, Oct 3 - Wed, Oct 7
Delta Logo
12:45 pm - 8:00 pm
MKE
-
EYW
6h 15m
1 stop
Delta Logo
7:40 am - 1:54 pm
EYW
-
MKE
7h 14m
1 stop
$281Delta
Sat, Sep 12 - Sat, Sep 19
Delta Logo
12:45 pm - 8:00 pm
MKE
-
EYW
6h 15m
1 stop
Delta Logo
7:40 am - 11:40 am
EYW
-
MKE
5h 00m
1 stop
$281Delta
Thu, Dec 10 - Tue, Dec 15
American Airlines Logo
3:03 pm - 9:45 pm
MKE
-
EYW
5h 42m
1 stop
American Airlines Logo
4:53 pm - 12:01 am
EYW
-
MKE
8h 08m
1 stop
$310American Airlines
Tue, Dec 15 - Wed, Dec 23
American Airlines Logo
3:03 pm - 9:45 pm
MKE
-
EYW
5h 42m
1 stop
American Airlines Logo
4:40 pm - 11:58 pm
EYW
-
MKE
8h 18m
1 stop
$310American Airlines
Thu, Oct 29 - Mon, Nov 2
Multiple Airlines Logo
8:03 pm - 10:19 am
MKE
-
EYW
13h 16m
1 stop
Multiple Airlines Logo
10:59 am - 7:08 pm
EYW
-
MKE
9h 09m
1 stop
$338Multiple Airlines
Thu, Oct 8 - Sun, Oct 11
Multiple Airlines Logo
8:10 pm - 10:19 am
MKE
-
EYW
13h 09m
1 stop
Multiple Airlines Logo
10:59 am - 7:15 pm
EYW
-
MKE
9h 16m
1 stop
$392Multiple Airlines
Mon, Jan 4 - Fri, Jan 29
United Airlines Logo
6:29 am - 2:23 pm
MKE
-
EYW
6h 54m
1 stop
United Airlines Logo
4:05 pm - 10:39 pm
EYW
-
MKE
7h 34m
1 stop
$416United Airlines
Mon, Jan 4 - Fri, Jan 29
United Airlines Logo
6:40 am - 1:11 pm
MKE
-
EYW
5h 31m
1 stop
United Airlines Logo
2:30 pm - 10:39 pm
EYW
-
MKE
9h 09m
2 stops
$421United Airlines
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.

How much is a round-trip flight from Milwaukee to Key West?

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 Key West departing in October.

Flight prices are below average for this route right now.

Flights to Key West from Milwaukee usually cost between $284 and $489 in October.
The lowest price found in the past 5 days was $281 on Delta (Oct 3-Oct 7).

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 September, where tickets cost $339 (return) on average. On the other hand, the most expensive months are March and April, where the average cost of round-trip tickets is $494 and $480 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 3 weeks before departure, which saves you about 27% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low season

October

Cheapest flight

$158
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 20% 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 5 days, the lowest price for a flight from Milwaukee to Key West was $232 for a one-way ticket and $281 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, oneworld, and SkyTeam are the airline alliances operating flights between Milwaukee and Key West, with Star Alliance being the most commonly used for this route.

  • 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 $376 and an overall rating of 7.8, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $413 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.
7.8
DeltaOverall score based on 8487 reviews
7.8Entertainment
7.8Comfort
8.5Crew
8.1Boarding
7.2Food
Airline reviews

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

6.0 GoodLaura, Jul 2026
JFK - MCO
Read more Delta reviews

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

Flight was delayed and then "they did not have time to load food". No snack or drink at all for 1.5 how flight. Somebody wasn't prepared.

It is usually very pleasant. Good service for the price, international flights are even better

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

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.

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.

Pretty standard flight. Delta has a good selection of movies.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Despite being delayed, we would still give a high score for this flight experience. For the first time in quite some time we had excellent customer service throughout our entire round trip. The flight attendants were the most polite we have experienced in our last ten flights at least (non of which were Delta and include business class). The food offered was a better selection than most—we just didn’t have any of it. Overall, almost as good as flying used to be. Thank you to Delta.

The experience with United Airlines was excellent; however, the experience with Houston Intercontinental Airport (IAH) was horrible. Although our flight departed from Terminal B, we had to go through security in Terminal C and then get on a train for travel to Terminal B. Additionally, there was significant walking required to get to the boarding location.

Flight was delayed 5 hours. Updates kept changing. Sears were extremely cramped. Very little leg room. Flight attendant was rushing through with drinks and hit me in the knee either the cart and didn’t apologize. They gave a 15 dollar voucher in airport which doesn’t buy. Much and it was so late that choices were limited.

Always pretty good as far as I see it. Staff was friendly and process was quick to get on and off.

The flight was delayed because they closed several flight ways because of air shows, fire works, etc.

Lost one piece of luggage even though I checked in 2.5 hours before the flight

Horrifying Almost 2 million miles. Bring your own food and drink. One coffee or drink every three hours. Have to order meals on app more than 24 hours ahead Tiny and dirty bathrooms

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.

It was literally one of the worst travel experiences ever. My flight got delayed by over an hour and there was no communication of this from the gate staff. I realized it by checking the screen periodically. Once on board the flight attendants continued to serve alcohol to a man who was clearly already drunk and that was making a bunch of commotion. Never again will I fly United!

All good except paid for wifi that did not work

Bad experience going to DFW with an IT outage then bad on the way back with a nearly 5 hour delay that’s started as maintenance then caused us to wait further due to weather - which would not have happened if we had left on time.

Quick flight. No time to stress over it. Over before it begins.

Very good, boarded and took off on time and landed early

Delayed boarding because a flight attendant couldn't find the gate...sat on the plane for over an hour at the gate because AA couldn't get one of the planes behind us to move

It was awful. My first flight was delayed and as a consequence I lost my second flight to Greensboro. I did not know what to do so I rebook myself a flight to Charlotte . It was very inconvenient I not to have anybody form corporate assisting me either from PwC or from kayak . It is a very disappointing experience that American did not wait 1 minute or told me to rebook before making the first flight

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

There were several different delays but we ended up being delayed a total of 40 mins or so. It was annoying we had a gate change which made it take longer to leave DFW, and we had to check our carry on. Ugh

We sat on the plane for 1 hour because the airline was short handed could not be unloading.

We were told we had no flights before our flight was continually delayed then cancelled.

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

Information on your arrival and departure airports