$272+ Cheap flights from Key West to Milwaukee (EYW - MKE)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/27. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MKE
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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Find cheap flights from Key West to Milwaukee with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Key West to Milwaukee
Cheapest
Best
Last-minute
One-way
Cheapest flights from Key West to MilwaukeeExplore the most affordable flight options available from Key West to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
Explore the most affordable flight options available from Key West to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/144:57 pm -
2 stops7h 09m
Mon 11/305:00 am -
1 stop5h 46m
Deal found 10/29![American Airlines logo]()
$626
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:30 am -
1 stop5h 07m
Mon 11/307:00 am -
1 stop4h 59m
Deal found 10/30![Delta logo]()
$651
Best flights from Key West to MilwaukeeDiscover carefully curated flight deals from Key West to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
Discover carefully curated flight deals from Key West to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/52:50 pm -
1 stop6h 40m
Sun 2/710:16 am -
1 stop4h 48m
Deal found 10/30![Delta logo]()
$336
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/254:08 pm -
2 stops8h 48m
Sat 2/276:00 am -
2 stops10h 23m
Deal found 10/30![American Airlines logo]()
$552
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/712:59 pm -
1 stop9h 00m
Mon 1/117:39 am -
1 stop6h 43m
Deal found 10/29![United Airlines logo]()
$565
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/511:32 am -
2 stops12h 04m
Sun 2/75:18 am -
2 stops8h 51m
Deal found 10/30![American Airlines logo]()
$601
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:30 am -
1 stop5h 07m
Mon 11/307:00 am -
1 stop4h 59m
Deal found 10/30![Delta logo]()
$651
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/144:57 pm -
2 stops7h 09m
Mon 11/305:00 am -
1 stop5h 46m
Deal found 10/29![American Airlines logo]()
$626
Last-minute flights from Key West to MilwaukeeDiscover last-minute flight deals from Key West to Milwaukee. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Milwaukee. Data last updated October 30, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/144:57 pm -
2 stops7h 09m
Mon 11/305:00 am -
1 stop5h 46m
Deal found 10/29![American Airlines logo]()
$626
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:30 am -
1 stop5h 07m
Mon 11/307:00 am -
1 stop4h 59m
Deal found 10/30![Delta logo]()
$651
One-way flights from Key West to MilwaukeeSearch for one-way flight options from Key West to Milwaukee. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
Search for one-way flight options from Key West to Milwaukee. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2710:59 am -
1 stop26h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Multiple Airlines logo]()
$272
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/316:48 pm -
1 stop6h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![American Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/11:52 pm -
2 stops11h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![American Airlines logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/110:59 am -
3 stops54h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Multiple Airlines logo]()
$563
Find flight deals from Key West to Milwaukee
Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $313 (American Airlines) |
One-way from | $272 (Kiwi.com) |
Popular in | March |
Cheapest in | February |
Average price | $443 |
Cheapflights Fare Finder
Customize your flight search to find flights from Key West to Milwaukee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 30, 2026.
Use the filters below to find and compare flights from Key West to Milwaukee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Key WestMilwaukee
EYW Key West - MKE Milwaukee-Mitchell
EYWMKE
Key West
Sun 12/27
10:59 am-12:40 pm
1 stop26h 41m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$272
Key WestMilwaukee
EYW Key West - MKE Milwaukee-Mitchell
EYWMKE
Key West
Fri 2/5
2:50 pm-8:30 pm
1 stop6h 40m
Milwaukee-Mitchell
Sun 2/7
10:16 am-4:04 pm
1 stop4h 48m
$336
Quickest round-trip
Key WestMilwaukee
EYW Key West - MKE Milwaukee-Mitchell
EYWMKE
Key West
Mon 2/1
6:48 pm-11:59 pm
1 stop6h 11m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$339
Key WestMilwaukee
EYW Key West - MKE Milwaukee-Mitchell
EYWMKE
Key West
Sun 1/31
6:48 pm-11:59 pm
1 stop6h 11m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$339
Key WestMilwaukee
EYW Key West - MKE Milwaukee-Mitchell
EYWMKE
Key West
Thu 2/25
4:08 pm-11:56 pm
2 stops8h 48m
Milwaukee-Mitchell
Sat 2/27
6:00 am-5:23 pm
2 stops10h 23m
$552
Key WestMilwaukee
EYW Key West - MKE Milwaukee-Mitchell
EYWMKE
Key West
Mon 2/1
10:59 am-4:08 pm
3 stops54h 09m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$563
Key WestMilwaukee
EYW Key West - MKE Milwaukee-Mitchell
EYWMKE
Key West
Thu 1/7
12:59 pm-8:59 pm
1 stop9h 00m
Milwaukee-Mitchell
Mon 1/11
7:39 am-3:22 pm
1 stop6h 43m
$565
Key WestMilwaukee
EYW Key West - MKE Milwaukee-Mitchell
EYWMKE
Key West
Fri 2/5
11:32 am-10:36 pm
2 stops12h 04m
Milwaukee-Mitchell
Sun 2/7
5:18 am-3:09 pm
2 stops8h 51m
$601
Key WestMilwaukee
EYW Key West - MKE Milwaukee-Mitchell
EYWMKE
Key West
Sat 11/14
4:57 pm-11:06 pm
2 stops7h 09m
Milwaukee-Mitchell
Mon 11/30
5:00 am-11:46 am
1 stop5h 46m
$626
Key WestMilwaukee
EYW Key West - MKE Milwaukee-Mitchell
EYWMKE
Key West
Sat 11/14
7:30 am-11:37 am
1 stop5h 07m
Milwaukee-Mitchell
Mon 11/30
7:00 am-12:59 pm
1 stop4h 59m
$651
Sorted by cheapest first
Compare providers for flights from Key West to Milwaukee
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Key West to Milwaukee in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Key West-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Key West-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Key West-Milwaukee flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Key West-Milwaukee flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Key West-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Key West to Milwaukee
Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Key West with our price prediction graph.
EYW-MKE
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Related info for your journey
Find useful and relevant information for your journey from Key West to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Milwaukee?
Book flights to Milwaukee if you plan to visit one of these locationsPort Washington
Sheboygan
New Berlin
Oak Creek
Wauwatosa
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