MKE - EYW

$236 Find Cheap Flights from Milwaukee to Key West - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$313
Typical prices: $332-$513
American Airlines
Thu 1/18Mon 1/22
MKE - EYW • 1 stop
Cheapest one-way
$236
Typical prices: $198-$308
Multiple Airlines
Sat 11/24
MKE - EYW • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Milwaukee and Key West. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to book
17 weeks
in advance
Our data shows that travelers who book at least 17 weeks in advance save around 38% compared to booking last minute.
Insights
Insights
When to travel
September
Cheapest • 16% price drop
March
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Atlanta Hartsfield-Jackson (ATL)
Cheapest • Avg $422 (round-trip)
Chicago O'Hare Intl (ORD)
Shortest trip • 6h 11m (one-way)
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Insights
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We hope you love your trip to Key West!
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Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Milwaukee to Key West

Mon, Jan 18 - Fri, Jan 22
American Airlines Logo
9:49 am - 5:28 pmMKE  Milwaukee-Mitchell-EYW Key West
6h 39m1 stop Chicago O'Hare Intl
American Airlines Logo
1:52 pm - 8:31 pmEYW  Key West-MKE Milwaukee-Mitchell
7h 39m1 stop Charlotte Douglas
$313American Airlines
Fri, Feb 19 - Wed, Feb 24
American Airlines Logo
10:44 am - 6:40 pmMKE  Milwaukee-Mitchell-EYW Key West
6h 56m1 stop Charlotte Douglas
American Airlines Logo
1:00 pm - 6:00 pmEYW  Key West-MKE Milwaukee-Mitchell
6h 00m1 stop Charlotte Douglas
$313American Airlines
Tue, Dec 15 - Wed, Dec 23
United Airlines Logo
5:00 am - 11:24 amMKE  Milwaukee-Mitchell-EYW Key West
5h 24m1 stop Chicago O'Hare Intl
United Airlines Logo
5:52 pm - 11:11 pmEYW  Key West-MKE Milwaukee-Mitchell
6h 19m1 stop Chicago O'Hare Intl
$313United Airlines
Tue, Dec 15 - Wed, Dec 23
United Airlines Logo
8:30 am - 3:26 pmMKE  Milwaukee-Mitchell-EYW Key West
5h 56m1 stop Chicago O'Hare Intl
United Airlines Logo
5:52 pm - 11:11 pmEYW  Key West-MKE Milwaukee-Mitchell
6h 19m1 stop Chicago O'Hare Intl
$313United Airlines
Tue, Dec 15 - Tue, Dec 22
American Airlines Logo
5:00 am - 12:07 pmMKE  Milwaukee-Mitchell-EYW Key West
6h 07m1 stop Chicago O'Hare Intl
American Airlines Logo
7:18 pm - 11:59 pmEYW  Key West-MKE Milwaukee-Mitchell
5h 41m1 stop Charlotte Douglas
$313American Airlines
Tue, Dec 15 - Wed, Dec 23
United Airlines Logo
8:30 am - 3:26 pmMKE  Milwaukee-Mitchell-EYW Key West
5h 56m1 stop Chicago O'Hare Intl
United Airlines Logo
5:52 pm - 11:11 pmEYW  Key West-MKE Milwaukee-Mitchell
6h 19m1 stop Chicago O'Hare Intl
$313United Airlines
Thu, Feb 25 - Thu, Mar 4
Delta Logo
12:20 pm - 7:43 pmMKE  Milwaukee-Mitchell-EYW Key West
6h 23m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 pm - 11:49 pmEYW  Key West-MKE Milwaukee-Mitchell
6h 49m1 stop Atlanta Hartsfield-Jackson
$346Delta
Wed, Nov 18 - Wed, Nov 25
Delta Logo
12:42 pm - 8:00 pmMKE  Milwaukee-Mitchell-EYW Key West
6h 18m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:08 pm - 11:54 pmEYW  Key West-MKE Milwaukee-Mitchell
6h 46m1 stop Atlanta Hartsfield-Jackson
$356Delta
Mon, Nov 23 - Mon, Nov 30
Multiple Airlines Logo
6:11 pm - 10:24 amMKE  Milwaukee-Mitchell-EYW Key West
15h 13m1 stop Orlando
Multiple Airlines Logo
10:59 am - 5:26 pmEYW  Key West-MKE Milwaukee-Mitchell
7h 27m1 stop Orlando
$481Multiple Airlines
Thu, Jan 14 - Tue, Jan 19
Multiple Airlines Logo
8:15 am - 10:19 amMKE  Milwaukee-Mitchell-EYW Key West
25h 04m1 stop Orlando
Multiple Airlines Logo
2:14 pm - 7:16 amEYW  Key West-MKE Milwaukee-Mitchell
42h 02m2 stops Asheville Regional Orlando Sanford Intl
$525Multiple Airlines
Booking Insights

Price, demand and travel trends for Milwaukee to Key West flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Round-trip flights from Milwaukee to Key West typically range from $332 to $513. The lowest price found in the past 5 days was $313, on American Airlines.

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

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Milwaukee to Key West. It’s 14% cheaper than the average day, while Sunday is the most expensive, with prices 21% higher.

What’s the cheapest month to fly from Milwaukee to Key West?

•September is the cheapest month to fly from Milwaukee to Key West at $339 round-trip.
•April ($507) and March ($494) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 49% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Milwaukee to Key West the cheapest?

Flights from Milwaukee to Key West are cheapest 17 weeks before departure. Booking in this window typically costs about 38% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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Key details for Milwaukee to Key West flights

Low season

October

Cheapest flight

$236
Beat the crowds with an average 29% drop in travelers.
The most popular month to fly with an average 29% increase in travelers.
One-way 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

Your Milwaukee to Key West flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Milwaukee to Key West?

    Only Economy Class is available on flights from Milwaukee to Key West.

  • How long is a flight from Milwaukee to Key West?

    A nonstop flight from Milwaukee to Key West takes 00m, covering 1,317 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Milwaukee to Key West flight?

    Round-trip flights from Milwaukee to Key West range from $332 to $513, with an average of $401 over the past 12 months. Anything below $332 counts as a good deal.

  • How expensive are last-minute Milwaukee to Key West flights?

    Last-minute fares on this route (booked within two weeks of departure) run 23% above the $401 route average. Book 17 weeks before departure for the lowest fares.

  • Have flight prices from Milwaukee to Key West changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $313 to $1,372. That means the highest observed fare was about 4x higher than the lowest one.

  • How are flight prices from Milwaukee to Key West looking right now?

    One-way fares from Milwaukee to Key West are currently higher than usual. Average one-way flight prices are about $395, which is 85% above the typical average for this route.

  • What car rental options are available at Key West Airport (EYW)?

    Key West Airport (EYW) hosts 5 major car rental companies, with daily rates starting from around $29 for economy cars. Top options include:

    • Dollar
    • Hertz
    • Budget
    • Enterprise Rent-A-Car
    • Alamo

  • Which airports can I use when flying from Milwaukee to Key West?

    Flights from Milwaukee to Key West usually depart from Milwaukee-Mitchell (MKE) and arrive at Key West (EYW).

  • Which airports do connecting flights from Milwaukee to Key West pass through?

    One-stop flights from Milwaukee to Key West most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 62% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 22% of one-stop connections
    • Charlotte Douglas (CLT) - 10% of one-stop connections
    • Philadelphia (PHL) - 3% of one-stop connections

  • Can I save money by using flexible dates for flights from Milwaukee to Key West?

    Yes. Flexible dates can save you up to 29% on flights from Milwaukee to Key West. Tuesday is the cheapest departure day at $348 round-trip on average, while Sunday is the most expensive at $486, a difference of $138.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Milwaukee to Key West?

    Flying via Atlanta Hartsfield-Jackson (ATL) gives the shortest average 1-stop total travel time at 5h 54m, compared with 6h 11m via Chicago O'Hare Intl (ORD) and 6h 11m via Charlotte Douglas (CLT).

  • What is the time difference between Milwaukee and Key West?

    Key West is 1 hour ahead of Milwaukee (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Key West?

    Some of the most popular sights in Key West are Duval Street, Key West Historic District and Mallory Square. These are among the most viewed places in Key West on KAYAK.

Your guide to booking Milwaukee to Key West flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Sunday. On this route, Tuesday flights average $348, about $138 less than Sunday fares (28% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 17 weeks before you fly. On this route, that window historically saves about 38% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Milwaukee to Key West trip for September. Fares historically average $339 round-trip in that month - typically $168 less than the most expensive month, which is April (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Key West Airport.

    • Parrot Key Hotel & Villas
    • Margaritaville Beach House Key West
    • Havana Cabana at Key West

More options for your flight from Milwaukee to Key West

Complete your trip to Key West with a hotel stay or car rental

Car rentals in Key West
Hotels in Key West
Vacations in Key West