$250+ Cheap flights from Key West to Milwaukee (EYW - MKE)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MKE
Jul 13 — Jul 201
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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 June 13, 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 June 13, 2026.
This Delta deal was found by Cheapflights users on 6/10. 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.
Wed 7/87:50 am
EYW
- MKE
1 stop5h 03m
Delta
Tue 7/1412:58 pm
MKE
- EYW
1 stop5h 53m
Delta
Deal found 6/10![Delta logo]()
$300
This Delta deal was found by Cheapflights users on 6/10. 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 10/27:40 am
EYW
- MKE
1 stop5h 13m
Delta
Sun 10/412:48 pm
MKE
- EYW
1 stop6h 02m
Delta
Deal found 6/10![Delta logo]()
$329
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/81:47 pm
EYW
- MKE
2 stops10h 22m
American Airlines
Tue 7/148:43 am
MKE
- EYW
1 stop6h 00m
American Airlines
Deal found 6/10![American Airlines logo]()
$355
This American Airlines deal was found by Cheapflights users on 6/10. 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 10/22:25 pm
EYW
- MKE
1 stop6h 43m
American Airlines
Sun 10/47:00 am
MKE
- EYW
2 stops11h 17m
American Airlines
Deal found 6/10![American Airlines logo]()
$446
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Sat 10/314:05 pm
EYW
- MKE
1 stop27h 08m
United Airlines
Tue 11/36:00 am
MKE
- EYW
1 stop8h 06m
United Airlines
Deal found 6/9![United Airlines logo]()
$548
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 June 13, 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 June 13, 2026.
This Delta deal was found by Cheapflights users on 6/10. 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.
Wed 7/87:50 am
EYW
- MKE
1 stop5h 03m
Delta
Tue 7/1412:58 pm
MKE
- EYW
1 stop5h 53m
Delta
Deal found 6/10![Delta logo]()
$300
This American Airlines deal was found by Cheapflights users on 6/10. 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 10/22:25 pm
EYW
- MKE
1 stop6h 43m
American Airlines
Sun 10/47:00 am
MKE
- EYW
2 stops11h 17m
American Airlines
Deal found 6/10![American Airlines logo]()
$446
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 10/314:05 pm
EYW
- MKE
1 stop27h 08m
United Airlines
Tue 11/36:00 am
MKE
- EYW
1 stop8h 06m
United Airlines
Deal found 6/10![United Airlines logo]()
$548
This Delta deal was found by Cheapflights users on 6/10. 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 10/27:40 am
EYW
- MKE
1 stop5h 13m
Delta
Sun 10/412:48 pm
MKE
- EYW
1 stop6h 02m
Delta
Deal found 6/10![Delta logo]()
$329
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Tue 9/12:20 pm
EYW
- MKE
2 stops26h 50m
United Airlines
Sat 9/57:05 pm
MKE
- EYW
1 stop17h 24m
United Airlines
Deal found 6/11![United Airlines logo]()
$899
Last-minute flights from Key West to MilwaukeeDiscover last-minute flight deals from Key West to Milwaukee. Data last updated June 13, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Milwaukee. Data last updated June 13, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/10. 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.
Wed 7/87:50 am
EYW
- MKE
1 stop5h 03m
Delta
Tue 7/1412:58 pm
MKE
- EYW
1 stop5h 53m
Delta
Deal found 6/10![Delta logo]()
$300
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/81:47 pm
EYW
- MKE
2 stops10h 22m
American Airlines
Tue 7/148:43 am
MKE
- EYW
1 stop6h 00m
American Airlines
Deal found 6/10![American Airlines logo]()
$355
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 June 13, 2026.
Search for one-way flight options from Key West to Milwaukee. Find affordable one-way fares based on user searches. Data last updated June 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
Sat 9/1910:04 am
EYW
- MKE
3 stops34h 11m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$250
This Delta deal was found by Cheapflights users on 6/11. 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.
Wed 9/97:00 am
EYW
- MKE
1 stop7h 43m
Delta
Deal found 6/11![Delta logo]()
$324
This American Airlines deal was found by Cheapflights users on 6/9. 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 9/911:30 am
EYW
- MKE
2 stops11h 18m
American Airlines
Deal found 6/9![American Airlines logo]()
$334
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 June 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $300 (Delta) |
One-way from | $250 (Kiwi.com) |
Popular in | March |
Cheapest in | February |
Average price | $425 |
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 2,558,603 searches. Data last updated June 13, 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
Quickest round-trip
Key WestMilwaukee
EYW - MKE
EYWMKE
Key West
Wed 7/8
7:50 am-11:53 am
1 stop5h 03m
Milwaukee-Mitchell
Tue 7/14
12:58 pm-7:51 pm
1 stop5h 53m
$300
Key WestMilwaukee
EYW - MKE
EYWMKE
Key West
Fri 10/2
7:40 am-11:53 am
1 stop5h 13m
Milwaukee-Mitchell
Sun 10/4
12:48 pm-7:50 pm
1 stop6h 02m
$329
Key WestMilwaukee
EYW - MKE
EYWMKE
Key West
Fri 10/2
2:25 pm-8:08 pm
1 stop6h 43m
Milwaukee-Mitchell
Sun 10/4
7:00 am-7:17 pm
2 stops11h 17m
$446
Key WestMilwaukee
EYW - MKE
EYWMKE
Key West
Sat 10/31
4:05 pm-6:13 pm
1 stop27h 08m
Milwaukee-Mitchell
Tue 11/3
6:00 am-3:06 pm
1 stop8h 06m
$548
Key WestMilwaukee
EYW - MKE
EYWMKE
Key West
Tue 9/1
2:20 pm-4:10 pm
2 stops26h 50m
Milwaukee-Mitchell
Sat 9/5
7:05 pm-1:29 pm
1 stop17h 24m
$899
Cheapest one-way
Key WestMilwaukee
EYW - MKE
EYWMKE
Key West
Sat 9/19
2:25 pm-8:08 pm
1 stop6h 43m
$324
Key WestMilwaukee
EYW - MKE
EYWMKE
Key West
Tue 10/6
7:00 am-1:44 pm
1 stop7h 44m
$324
Quickest one-way
Key WestMilwaukee
EYW - MKE
EYWMKE
Key West
Wed 9/9
6:00 pm-11:25 pm
1 stop6h 25m
$324
Key WestMilwaukee
EYW - MKE
EYWMKE
Key West
Wed 9/9
2:25 pm-8:08 pm
1 stop6h 43m
$324
Key WestMilwaukee
EYW - MKE
EYWMKE
Key West
Tue 10/6
2:01 pm-10:57 pm
2 stops9h 56m
$329
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 June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 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.
Cheapflights Insights
Everything you need to know about your flight from Key West to Milwaukee
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 June 13, 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.
Overall
7.9
Crew
8.5
Comfort
7.8
Entertainment
7.8
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Overall
7.9
Crew
8.5
Comfort
7.8
Entertainment
7.8
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - 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 locationsSheboygan
Port Washington
New Berlin
Oak Creek
Wauwatosa
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Milwaukee flight routes
Other flight options
Other flights from Key West
Popular flights
Alternative routes for Key West to Milwaukee
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Milwaukee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Key West to Milwaukee by cabin class
Find flights from Key West to Milwaukee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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 June 13, 2026.
Key West and Milwaukee flights
Browse other Key West and Milwaukee flight options. Last updated on June 13, 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 June 13, 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 2,558,603 searches. Data last updated June 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$283 | Average$418 | FlexibilityNo cancel fee | On-timeN/A |