$169 Cheap flight deals from Milwaukee (MKE) to Key West (EYW)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Milwaukee to Key West

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Aug 2 - Wed, Aug 20
MKE
General Mitchell Intl.
EYW
Key West Intl.
$310 Roundtrip, found 5 days ago
$310
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Aug 2 from General Mitchell Intl. to Key West Intl., returning Wed, Aug 20, priced at $310 found 5 days ago

Airfares from $169 One Way, $249 Round Trip from Milwaukee to Key West

Prices starting at $249 for return flights and $169 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.

Wed, Dec 10 - Tue, Dec 23
MKE
Milwaukee
EYW
Key West
$249 Roundtrip, just found
$249
Roundtrip
just found
Select Delta flight, departing Wed, Dec 10 from Milwaukee to Key West, returning Tue, Dec 23, priced at $249 just found
Tue, Feb 3 - Thu, Feb 5
MKE
Milwaukee
EYW
Key West
$249 Roundtrip, found 3 days ago
$249
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Feb 3 from Milwaukee to Key West, returning Thu, Feb 5, priced at $249 found 3 days ago
Mon, Sep 1 - Wed, Sep 10
MKE
Milwaukee
EYW
Key West
$253 Roundtrip, found 17 hours ago
$253
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Mon, Sep 1 from Milwaukee to Key West, returning Wed, Sep 10, priced at $253 found 17 hours ago
Mon, Dec 8 - Mon, Dec 15
MKE
Milwaukee
EYW
Key West
$255 Roundtrip, found 7 hours ago
$255
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Mon, Dec 8 from Milwaukee to Key West, returning Mon, Dec 15, priced at $255 found 7 hours ago
Wed, Dec 10 - Mon, Dec 29
MKE
Milwaukee
EYW
Key West
$259 Roundtrip, just found
$259
Roundtrip
just found
Select Delta flight, departing Wed, Dec 10 from Milwaukee to Key West, returning Mon, Dec 29, priced at $259 just found

Key West economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Sunset Harbor, Key West
3.5-star property

Hyatt Vacation Club at Sunset Harbor, Key West

8.4/10 Very Good! (304 reviews)

Aug 31 - Sep 4

4 night stay

Milwaukee (MKE) to Key West (EYW)

Delta • Non-stop roundtrip • Coach
per person
found 24 hours ago
Great place to stay. Location is excellent, its walking distance to so many attractions. Had a great stay.

Reviewed on Dec 1, 2024

Hyatt Vacation Club at Windward Pointe, Key West
3.5-star property

Hyatt Vacation Club at Windward Pointe, Key West

9.6/10 Exceptional! (1,002 reviews)

Sep 19 - Sep 23

4 night stay

Milwaukee (MKE) to Key West (EYW)

American Airlines • Roundtrip • Coach
per person
found 1 day ago
Such a nice property

Reviewed on Jun 3, 2025

Southernmost Beach Resort and Guesthouses
4.0-star property

Southernmost Beach Resort and Guesthouses

8.6/10 Excellent! (2,611 reviews)

Sep 11 - Sep 14

3 night stay

Milwaukee (MKE) to Key West (EYW)

Delta • Non-stop roundtrip • Coach
per person
found 1 day ago
$60 resort fee per night, not worth accommodation quality.

Reviewed on Jul 16, 2025

Don't see what you're looking for?
See all available trips from Milwaukee to Key West
View all trips

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

Need bargain Milwaukee to Key West flights in an instant? Find discount air tickets at Orbitz! At Orbitz, we don’t need to run sales to provide you with low prices on flights.

Find Guaranteed Low Prices wWth Cutting-Edge Mobile Tools

When you’re searching for Milwaukee to Key West flights in a hurry, just use our mobile app. Once you’ve booked your air ticket, you can rely on our app to provide you with further details on your trip and to help you to find exclusive offers on hotels we know you’ll love to stay in.

Accumulate Miles and Enjoy Greater Discounts

If you are part of a frequent flyer program, you can also earn miles and points with the qualifying flights you book with Orbitz. Enjoy great deals on your Milwaukee to Key West flights and get points and miles in return.

Stay Informed With Personalized Flight Alerts

Orbitz is the top source for low cost flights from Milwaukee to Key West. We pride ourselves on not only offering you value for money but providing you with personal travel care. This is why we send you flight alerts about your travel plans at no added cost when you provide us with your email address or phone number.

See Significant Savings That Fit Your Schedule

We make it as easy as possible for you to book great deals on flights from Milwaukee to Key West. You won’t be forced to compromise on your schedule—you can pick Milwaukee to Key West flights that suit your needs.

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.