$159+ Cheap flights from Milwaukee to Key West (MKE - EYW)
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 3/23. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Mar 25 — Apr 11
1 adult, Economy
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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
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Best
Last-minute
One-way
Cheapest flights from Milwaukee to Key WestExplore the most affordable flight options available from Milwaukee to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 23, 2026.
Explore the most affordable flight options available from Milwaukee to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 23, 2026.
This Delta deal was found by Cheapflights users on 2/22. 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 5/57:00 am
MKE
- EYW
1 stop5h 44m
Delta
Wed 5/137:30 am
EYW
- MKE
1 stop7h 16m
Delta
Deal found 2/22![Delta logo]()
$269
This American Airlines deal was found by Cheapflights users on 2/23. 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 5/57:01 am
MKE
- EYW
2 stops8h 29m
American Airlines
Wed 5/1311:56 am
EYW
- MKE
1 stop6h 55m
American Airlines
Deal found 2/23![American Airlines logo]()
$274
This Delta deal was found by Cheapflights users on 2/20. 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.
Mon 5/412:33 pm
MKE
- EYW
1 stop6h 07m
Delta
Thu 5/146:22 pm
EYW
- MKE
1 stop6h 34m
Delta
Deal found 2/20![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 2/22. 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 4/81:21 pm
MKE
- EYW
1 stop5h 20m
Delta
Fri 4/177:33 am
EYW
- MKE
1 stop4h 54m
Delta
Deal found 2/22![Delta logo]()
$293
This American Airlines deal was found by Cheapflights users on 2/21. 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 3/117:06 am
MKE
- EYW
1 stop7h 51m
American Airlines
Wed 3/187:42 pm
EYW
- MKE
1 stop5h 17m
American Airlines
Deal found 2/21![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 2/22. 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 4/146:00 am
MKE
- EYW
2 stops9h 35m
American Airlines
Tue 4/215:25 pm
EYW
- MKE
1 stop5h 32m
American Airlines
Deal found 2/22![American Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 4/57:02 pm
MKE
- EYW
1 stop16h 24m
Multiple Airlines
Thu 4/169:46 am
EYW
- MKE
2 stops32h 58m
Multiple Airlines
Deal found 2/22![Multiple Airlines logo]()
$310
This Delta deal was found by Cheapflights users on 2/20. 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 5/912:41 pm
MKE
- EYW
1 stop6h 08m
Delta
Thu 5/147:30 am
EYW
- MKE
1 stop5h 06m
Delta
Deal found 2/20![Delta logo]()
$313
This United Airlines deal was found by Cheapflights users on 2/21. 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 9/227:00 am
MKE
- EYW
1 stop7h 06m
United Airlines
Sat 9/267:00 am
EYW
- MKE
1 stop7h 43m
United Airlines
Deal found 2/21![United Airlines logo]()
$314
This Delta deal was found by Cheapflights users on 2/22. 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.
Mon 4/1312:33 pm
MKE
- EYW
1 stop6h 07m
Delta
Fri 4/177:33 am
EYW
- MKE
1 stop4h 54m
Delta
Deal found 2/22![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 2/23. 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.
Wed 3/181:25 pm
MKE
- EYW
1 stop7h 54m
United Airlines
Mon 3/234:05 pm
EYW
- MKE
1 stop7h 38m
United Airlines
Deal found 2/23![United Airlines logo]()
$319
Best flights from Milwaukee to Key WestDiscover carefully curated flight deals from Milwaukee to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 23, 2026.
Discover carefully curated flight deals from Milwaukee to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 23, 2026.
This Delta deal was found by Cheapflights users on 2/21. 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 5/512:33 pm
MKE
- EYW
1 stop6h 07m
Delta
Wed 5/137:30 am
EYW
- MKE
1 stop5h 08m
Delta
Deal found 2/21![Delta logo]()
$269
This American Airlines deal was found by Cheapflights users on 2/19. 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 3/36:05 am
MKE
- EYW
1 stop8h 16m
American Airlines
Tue 3/102:40 pm
EYW
- MKE
1 stop9h 38m
American Airlines
Deal found 2/19![American Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 2/22. 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 3/141:40 pm
MKE
- EYW
1 stop5h 01m
Delta
Tue 3/176:25 pm
EYW
- MKE
1 stop6h 33m
Delta
Deal found 2/22![Delta logo]()
$334
This American Airlines deal was found by Cheapflights users on 2/19. 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 5/29:08 am
MKE
- EYW
1 stop8h 08m
American Airlines
Sat 5/94:53 pm
EYW
- MKE
1 stop6h 54m
American Airlines
Deal found 2/19![American Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 2/20. 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 5/612:33 pm
MKE
- EYW
1 stop6h 07m
Delta
Fri 5/86:22 pm
EYW
- MKE
1 stop6h 34m
Delta
Deal found 2/20![Delta logo]()
$337
This American Airlines deal was found by Cheapflights users on 2/19. 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 3/16:00 am
MKE
- EYW
1 stop8h 31m
American Airlines
Tue 3/107:42 pm
EYW
- MKE
1 stop5h 17m
American Airlines
Deal found 2/19![American Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 2/20. 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 3/112:20 pm
MKE
- EYW
1 stop6h 22m
Delta
Wed 3/111:22 pm
EYW
- MKE
1 stop9h 24m
Delta
Deal found 2/20![Delta logo]()
$369
This American Airlines deal was found by Cheapflights users on 2/19. 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 4/38:49 am
MKE
- EYW
1 stop8h 30m
American Airlines
Wed 4/86:46 pm
EYW
- MKE
1 stop5h 54m
American Airlines
Deal found 2/19![American Airlines logo]()
$369
This American Airlines deal was found by Cheapflights users on 2/19. 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 3/312:10 pm
MKE
- EYW
2 stops9h 12m
American Airlines
Mon 3/97:42 pm
EYW
- MKE
1 stop5h 17m
American Airlines
Deal found 2/19![American Airlines logo]()
$370
Last-minute flights from Milwaukee to Key WestDiscover last-minute flight deals from Milwaukee to Key West. Data last updated February 23, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Key West. Data last updated February 23, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 2/20. 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 3/72:54 pm
MKE
- EYW
1 stop6h 25m
United Airlines
Wed 3/114:05 pm
EYW
- MKE
1 stop7h 38m
United Airlines
Deal found 2/20![United Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 2/21. 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 3/117:06 am
MKE
- EYW
1 stop7h 51m
American Airlines
Wed 3/187:42 pm
EYW
- MKE
1 stop5h 17m
American Airlines
Deal found 2/21![American Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 3/149:01 pm
MKE
- EYW
1 stop11h 05m
Multiple Airlines
Thu 3/199:46 am
EYW
- MKE
1 stop14h 41m
Multiple Airlines
Deal found 2/22![Multiple Airlines logo]()
$324
This Delta deal was found by Cheapflights users on 2/22. 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 3/141:40 pm
MKE
- EYW
1 stop5h 01m
Delta
Tue 3/176:25 pm
EYW
- MKE
1 stop6h 33m
Delta
Deal found 2/22![Delta logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 3/149:01 pm
MKE
- EYW
1 stop11h 05m
Multiple Airlines
Fri 3/201:06 pm
EYW
- MKE
1 stop24h 13m
Multiple Airlines
Deal found 2/22![Multiple Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 2/22. 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 3/171:21 pm
MKE
- EYW
1 stop5h 20m
Delta
Wed 3/256:25 pm
EYW
- MKE
1 stop6h 33m
Delta
Deal found 2/22![Delta logo]()
$269
This American Airlines deal was found by Cheapflights users on 2/22. 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 3/176:44 am
MKE
- EYW
2 stops9h 05m
American Airlines
Tue 3/247:42 pm
EYW
- MKE
1 stop5h 17m
American Airlines
Deal found 2/22![American Airlines logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 2/22. 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.
Tue 3/176:35 pm
MKE
- EYW
1 stop15h 36m
Multiple Airlines
Thu 3/199:46 am
EYW
- MKE
1 stop11h 20m
Multiple Airlines
Deal found 2/22![Multiple Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 2/22. 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.
Tue 3/176:35 pm
MKE
- EYW
1 stop15h 36m
Multiple Airlines
Fri 3/201:06 pm
EYW
- MKE
1 stop24h 13m
Multiple Airlines
Deal found 2/22![Multiple Airlines logo]()
$337
This United Airlines deal was found by Cheapflights users on 2/23. 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.
Wed 3/181:25 pm
MKE
- EYW
1 stop7h 54m
United Airlines
Mon 3/234:05 pm
EYW
- MKE
1 stop7h 38m
United Airlines
Deal found 2/23![United Airlines logo]()
$319
One-way flights from Milwaukee to Key WestSearch for one-way flight options from Milwaukee to Key West. Find affordable one-way fares based on user searches. Data last updated February 23, 2026.
Search for one-way flight options from Milwaukee to Key West. Find affordable one-way fares based on user searches. Data last updated February 23, 2026.
This American Airlines deal was found by Cheapflights users on 2/23. 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 3/236:05 am
MKE
- EYW
1 stop8h 21m
American Airlines
Deal found 2/23![American Airlines logo]()
$159
This United Airlines deal was found by Cheapflights users on 2/23. 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.
Mon 3/236:00 am
MKE
- EYW
2 stops9h 36m
United Airlines
Deal found 2/23![United Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 2/20. 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.
Wed 3/116:35 pm
MKE
- EYW
1 stop13h 31m
Multiple Airlines
Deal found 2/20![Multiple Airlines logo]()
$196
This United Airlines deal was found by Cheapflights users on 2/20. 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 3/71:25 pm
MKE
- EYW
1 stop7h 54m
United Airlines
Deal found 2/20![United Airlines logo]()
$214
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Wed 3/116:00 am
MKE
- EYW
2 stops9h 36m
United Airlines
Deal found 2/20![United Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 2/23. 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 3/238:20 pm
MKE
- EYW
3 stops15h 01m
Multiple Airlines
Deal found 2/23![Multiple Airlines logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 2/21. 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 2/287:47 pm
MKE
- EYW
1 stop12h 19m
Multiple Airlines
Deal found 2/21![Multiple Airlines logo]()
$262
This American Airlines deal was found by Cheapflights users on 2/21. 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 2/288:00 am
MKE
- EYW
2 stops9h 54m
American Airlines
Deal found 2/21![American Airlines logo]()
$274
This United Airlines deal was found by Cheapflights users on 2/22. 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.
Sun 3/13:30 pm
MKE
- EYW
1 stop5h 39m
United Airlines
Deal found 2/22![United Airlines logo]()
$309
Find flight deals from Milwaukee to Key West
Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Key West (EYW). 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 February 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (Delta) |
One-way from | $159 (American Airlines) |
Popular in | May |
Cheapest in | August |
Average price | $394 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee to Key West 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 February 23, 2026.
Use the filters below to find and compare flights from Milwaukee to Key West that are best for you.
Fly from
Milwaukee
Fly to
Key West
Route
Depart
Return
Price
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Tue 5/5
12:33 pm-7:40 pm
1 stop6h 07m
Key West
Wed 5/13
7:30 am-11:38 am
1 stop5h 08m
$269
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Sat 3/14
1:40 pm-7:41 pm
1 stop5h 01m
Key West
Tue 3/17
6:25 pm-11:58 pm
1 stop6h 33m
$334
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Wed 5/6
12:33 pm-7:40 pm
1 stop6h 07m
Key West
Fri 5/8
6:22 pm-11:56 pm
1 stop6h 34m
$337
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Tue 3/3
6:05 am-3:21 pm
1 stop8h 16m
Key West
Tue 3/10
2:40 pm-11:18 pm
1 stop9h 38m
$365
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Sat 5/2
9:08 am-6:16 pm
1 stop8h 08m
Key West
Sat 5/9
4:53 pm-10:47 pm
1 stop6h 54m
$365
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Sun 3/1
6:00 am-3:31 pm
1 stop8h 31m
Key West
Tue 3/10
7:42 pm-11:59 pm
1 stop5h 17m
$369
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Sun 3/1
12:20 pm-7:42 pm
1 stop6h 22m
Key West
Wed 3/11
1:22 pm-9:46 pm
1 stop9h 24m
$369
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Fri 4/3
8:49 am-6:19 pm
1 stop8h 30m
Key West
Wed 4/8
6:46 pm-11:40 pm
1 stop5h 54m
$369
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Tue 3/3
12:10 pm-10:22 pm
2 stops9h 12m
Key West
Mon 3/9
7:42 pm-11:59 pm
1 stop5h 17m
$370
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Sat 3/7
1:25 pm-10:19 pm
1 stop7h 54m
$214
Showing 1-10 of 15 results
Compare providers for flights from Milwaukee to Key West
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 Milwaukee to Key West in February.
| 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 Milwaukee-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Key West flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Milwaukee-Key West 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 Milwaukee-Key West 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 Milwaukee to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Milwaukee with our price prediction graph.
MKE-EYW
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 Milwaukee to Key West
How far ahead should I book a flight from Milwaukee to Key West?
Use this chart to determine the optimal time to book a round-trip flight from Milwaukee to Key West. Price data was last updated on February 20, 2026.
To ensure you get the cheapest price possible for a flight from Milwaukee to Key West, you should look to book at least 18 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Milwaukee to Key West?
Currently, August is the cheapest month in which you can book a flight from Milwaukee to Key West (average of $225). Flying from Milwaukee to Key West in March is currently the most expensive (average of $275). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Reviews of airlines servicing Key West
Get insights into the airlines that provide service to Key West. 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 Key West. Reviews last updated February 23, 2026.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Milwaukee to Key West to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Entertainment
7.8
Food
7.2
Comfort
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
2.0
MediocreJoseph,Aug 2023
MSP - MCO
Overall
7.9
Entertainment
7.8
Food
7.2
Comfort
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
2.0
MediocreJoseph,Aug 2023
MSP - MCO
Overall
7.9
Entertainment
7.8
Food
7.2
Comfort
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
2.0
MediocreJoseph,Aug 2023
MSP - MCO
Overall
7.9
Entertainment
7.8
Food
7.2
Comfort
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
2.0
MediocreJoseph,Aug 2023
MSP - MCO
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Other flights to Key West
Explore flights to Key West departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 23, 2026.
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Top 3 airlines flying from Milwaukee to Key West
Discover the top 3 airlines that operate flights from Milwaukee to Key West. 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 February 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$378 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$388 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$324 | Average$484 | FlexibilityNo cancel fee | On-time69% |