$300+ 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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MKE
Oct 17 — Oct 241
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
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Best
Last-minute
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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 September 17, 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 September 17, 2026.
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/297:19 pm -
1 stop5h 38m
Tue 11/2410:47 am -
1 stop7h 00m
Deal found 9/14![American Airlines logo]()
$340
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 9/302:15 pm -
1 stop6h 18m
Sun 10/47:00 am -
1 stop8h 12m
Deal found 9/14![American Airlines logo]()
$415
This Delta deal was found by Cheapflights users on 9/16. 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.
Thu 10/17:40 am -
1 stop7h 10m
Mon 10/55:30 am -
1 stop6h 23m
Deal found 9/16![Delta logo]()
$439
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/167:19 pm -
1 stop5h 38m
Mon 10/197:00 am -
1 stop8h 11m
Deal found 9/16![American Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 9/13. 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 9/197:40 am -
1 stop7h 10m
Mon 9/2110:11 am -
1 stop6h 12m
Deal found 9/13![Delta logo]()
$452
This Delta deal was found by Cheapflights users on 9/13. 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 9/187:40 am -
1 stop5h 04m
Mon 9/217:05 am -
1 stop4h 48m
Deal found 9/13![Delta logo]()
$513
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/12:15 pm -
1 stop6h 18m
Mon 10/55:01 am -
2 stops7h 02m
Deal found 9/16![American Airlines logo]()
$516
This American Airlines deal was found by Cheapflights users on 9/13. 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 9/182:15 pm -
1 stop6h 18m
Mon 9/216:01 am -
2 stops10h 54m
Deal found 9/13![American Airlines logo]()
$553
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 September 17, 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 September 17, 2026.
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/291:07 pm -
1 stop5h 39m
Tue 11/247:40 am -
2 stops10h 47m
Deal found 9/14![American Airlines logo]()
$424
This United Airlines deal was found by Cheapflights users on 9/14. 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 1/75:51 pm -
1 stop6h 20m
Mon 1/119:20 am -
1 stop6h 50m
Deal found 9/14![United Airlines logo]()
$563
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 9/301:47 pm -
2 stops7h 16m
Sun 10/47:00 am -
2 stops11h 17m
Deal found 9/14![American Airlines logo]()
$531
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/1612:48 pm -
2 stops10h 54m
Mon 10/195:00 am -
2 stops10h 11m
Deal found 9/16![American Airlines logo]()
$593
Last-minute flights from Key West to MilwaukeeDiscover last-minute flight deals from Key West to Milwaukee. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Milwaukee. Data last updated September 17, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/13. 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 9/187:40 am -
1 stop5h 04m
Mon 9/217:05 am -
1 stop4h 48m
Deal found 9/13![Delta logo]()
$513
This American Airlines deal was found by Cheapflights users on 9/13. 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 9/182:15 pm -
1 stop6h 18m
Mon 9/216:01 am -
2 stops10h 54m
Deal found 9/13![American Airlines logo]()
$553
This Delta deal was found by Cheapflights users on 9/13. 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 9/197:40 am -
1 stop7h 10m
Mon 9/2110:11 am -
1 stop6h 12m
Deal found 9/13![Delta logo]()
$452
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 9/302:15 pm -
1 stop6h 18m
Sun 10/47:00 am -
1 stop8h 12m
Deal found 9/14![American Airlines logo]()
$415
This Delta deal was found by Cheapflights users on 9/16. 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.
Thu 10/17:40 am -
1 stop7h 10m
Mon 10/55:30 am -
1 stop6h 23m
Deal found 9/16![Delta logo]()
$439
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/12:15 pm -
1 stop6h 18m
Mon 10/55:01 am -
2 stops7h 02m
Deal found 9/16![American Airlines logo]()
$516
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/167:19 pm -
1 stop5h 38m
Mon 10/197:00 am -
1 stop8h 11m
Deal found 9/16![American Airlines logo]()
$446
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/297:19 pm -
1 stop5h 38m
Tue 11/2410:47 am -
1 stop7h 00m
Deal found 9/14![American Airlines logo]()
$340
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 September 17, 2026.
Search for one-way flight options from Key West to Milwaukee. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 10/610:24 am -
2 stops13h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![American Airlines logo]()
$300
This Delta deal was found by Cheapflights users on 9/14. 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.
Tue 10/67:40 am -
1 stop7h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$404
This Delta deal was found by Cheapflights users on 9/12. 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.
Sun 10/186:10 pm -
1 stop6h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Delta logo]()
$1,808
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 September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $340 (American Airlines) |
One-way from | $300 (American Airlines) |
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 September 17, 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
Tue 10/6
10:24 am-10:42 pm
2 stops13h 18m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$300
Key WestMilwaukee
EYW Key West - MKE Milwaukee-Mitchell
EYWMKE
Key West
Tue 10/6
7:40 am-1:54 pm
1 stop7h 14m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$404
Key WestMilwaukee
EYW Key West - MKE Milwaukee-Mitchell
EYWMKE
Key West
Thu 10/29
1:07 pm-5:46 pm
1 stop5h 39m
Milwaukee-Mitchell
Tue 11/24
7:40 am-7:27 pm
2 stops10h 47m
$424
Key WestMilwaukee
EYW Key West - MKE Milwaukee-Mitchell
EYWMKE
Key West
Wed 9/30
1:47 pm-8:03 pm
2 stops7h 16m
Milwaukee-Mitchell
Sun 10/4
7:00 am-7:17 pm
2 stops11h 17m
$531
Key WestMilwaukee
EYW Key West - MKE Milwaukee-Mitchell
EYWMKE
Key West
Thu 1/7
5:51 pm-11:11 pm
1 stop6h 20m
Milwaukee-Mitchell
Mon 1/11
9:20 am-5:10 pm
1 stop6h 50m
$563
Key WestMilwaukee
EYW Key West - MKE Milwaukee-Mitchell
EYWMKE
Key West
Fri 10/16
12:48 pm-10:42 pm
2 stops10h 54m
Milwaukee-Mitchell
Mon 10/19
5:00 am-4:11 pm
2 stops10h 11m
$593
Quickest round-trip
Key WestMilwaukee
EYW Key West - MKE Milwaukee-Mitchell
EYWMKE
Key West
Sun 10/18
6:10 pm-11:53 pm
1 stop6h 43m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$1,808
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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | 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.
Reviews of airlines servicing Milwaukee
Get insights into the airlines that provide service to Milwaukee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milwaukee. Reviews last updated September 17, 2026.
Read reviews from past customers who have flown Delta from Key West to Milwaukee. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
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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Other flights to Milwaukee
Explore flights to Milwaukee departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 17, 2026.
Key West and Milwaukee flights
Browse other Key West and Milwaukee flight options. Last updated on September 17, 2026.
Other flights from Key West
Browse through other flights departing from Key West. Flights are based on user searches made on Cheapflights and were last updated on September 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Key West to Milwaukee
Discover the top airline that operate flights from Key West to Milwaukee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$295 | Average$432 | FlexibilityNo cancel fee | On-timeN/A |