$172 Cheap flight deals from Milwaukee (MKE) to Key West (EYW)

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Airfares from $172 One Way, $249 Round Trip from Milwaukee to Key West

Prices starting at $249 for return flights and $172 for one-way flights to Key West were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Sep 30 - Tue, Oct 7
MKE
Milwaukee
EYW
Key West
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 30 from Milwaukee to Key West, returning Tue, Oct 7, priced at $249 found 1 day ago
Fri, Aug 8 - Thu, Aug 14
MKE
Milwaukee
EYW
Key West
$253 Roundtrip, found 7 hours ago
$253
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Fri, Aug 8 from Milwaukee to Key West, returning Thu, Aug 14, priced at $253 found 7 hours ago
Sat, Oct 4 - Tue, Oct 7
MKE
Milwaukee
EYW
Key West
$259 Roundtrip, found 1 day ago
$259
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 4 from Milwaukee to Key West, returning Tue, Oct 7, priced at $259 found 1 day ago
Tue, Jul 29 - Mon, Aug 4
MKE
Milwaukee
EYW
Key West
$264 Roundtrip, found 6 hours ago
$264
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, Jul 29 from Milwaukee to Key West, returning Mon, Aug 4, priced at $264 found 6 hours ago
Thu, Jul 10 - Fri, Jul 18
MKE
Milwaukee
EYW
Key West
$274 Roundtrip, found 3 days ago
$274
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Jul 10 from Milwaukee to Key West, returning Fri, Jul 18, priced at $274 found 3 days ago

Key West economy flight packages

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
4.0-star property

Oceans Edge Key West Resort, Hotel & Marina

8.8/10 Excellent! (1,672 reviews)

Jul 17 - Jul 20

3 night stay

Milwaukee (MKE) to Key West (EYW)

Delta • Non-stop • Coach

Key West (EYW) to Milwaukee (MKE)

American Airlines • Non-stop • Coach
per person
found 1 day ago
Beauty Property. Excellent Staff

Reviewed on Dec 14, 2024

Orchid Key Inn - Adults Only
3.5-star property

Orchid Key Inn - Adults Only

9.8/10 Exceptional! (1,001 reviews)

Jul 17 - Jul 20

3 night stay

Milwaukee (MKE) to Key West (EYW)

Delta • Non-stop • Coach

Key West (EYW) to Milwaukee (MKE)

American Airlines • Non-stop • Coach
per person
found 1 day ago
Great place. Very cool retro motel that’s been renovated. Room was a little small but very comfortable and clean. There’s a nice bar with great cocktails. Staff are friendly and attentive. The location was great. Central to everything and very walkable to most of the popular sites.

Reviewed on Jan 20, 2025

Southernmost Beach Resort and Guesthouses
4.0-star property

Southernmost Beach Resort and Guesthouses

8.8/10 Excellent! (2,510 reviews)

Jul 17 - Jul 20

3 night stay

Milwaukee (MKE) to Key West (EYW)

Delta • Non-stop • Coach

Key West (EYW) to Milwaukee (MKE)

American Airlines • Non-stop • Coach
per person
found 1 day ago
I really enjoyed my long weekend at the Southernmost Beach Resort. There are several pools, beaches, bars and a restaurant. My room was clean and spacious. All the staff I encountered were super friendly. Great location and easy walking distance to Duval.

Reviewed on Apr 1, 2025

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More About Flying To Key West from Milwaukee

Route Information for Flights from Milwaukee to Key West

Origin Airport IATA Code
MKE
Destination Airport IATA Code
EYW
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Milwaukee to Key West

Orbitz has your discount air ticket deals for flights from Milwaukee to Key West. The guaranteed low prices from flights and hotels to car rentals and vacation packages make Orbitz the perfect travel website for budget trip planning.

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Orbitz Keeps You Up-to-Date With Instant Flight Alerts

While Orbitz gives you access to cheap tickets for Milwaukee to Key West flights, the travel site also offers free email, voice, or text message alerts to keep you informed of any abrupt changes or delays that affect your travel. You can even choose to have the alerts sent to up to six of your mobile or email contacts to keep your friends in the loop.

Bargain Milwaukee to Key West Flights With Mobile Apps

Download the cutting-edge Orbitz app for either Android or iPhone, and use it to check on the status of your upcoming flights from Milwaukee to Key West at any time. These apps also make it easy for you to book discount hotel rates in your destination city and check for deals on future Milwaukee to Key West flights.

Frequently asked questions

Am I able to catch a flight from Milwaukee to Key West now?
If you’re baffled about travel restrictions and quarantine requirements when traveling by plane from Milwaukee to Key West, check out our Covid-19 Travel Advisor.
What is the shortest flight from Milwaukee to Key West?
From Milwaukee, the distinctive sights and sounds of Key West are at least 3 hours and 45 minutes away. Secure your favorite seat, or perhaps even upgrade to one with a little more legroom, and travel to your destination in pure comfort.
If I am not able to travel due to COVID-19, can I cancel my flight to Key West?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Key West have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Key West with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Key West without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.
How can I save money on flights?
To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you’ll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.