$129+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Sep 10 — Sep 171
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Milwaukee to Key West 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 Milwaukee to Key West
Cheapest
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 August 11, 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 August 11, 2026.
This Delta deal was found by Cheapflights users on 8/10. 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.
Sat 9/1212:45 pm -
1 stop6h 15m
Sat 9/197:40 am -
1 stop5h 00m
Deal found 8/10![Delta logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 10/178:10 pm -
1 stop13h 09m
Fri 10/2310:59 am -
1 stop9h 16m
Deal found 8/8![Multiple Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 8/10. 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 10/2812:36 pm -
1 stop6h 25m
Mon 11/26:11 pm -
1 stop6h 42m
Deal found 8/10![Delta logo]()
$310
This Delta deal was found by Cheapflights users on 8/10. 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 10/1412:36 pm -
1 stop6h 25m
Tue 10/2011:51 am -
1 stop6h 49m
Deal found 8/10![Delta logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 10/178:10 pm -
1 stop13h 09m
Thu 10/2210:59 am -
1 stop9h 16m
Deal found 8/8![Multiple Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 8/7. 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 8/288:20 am -
1 stop6h 58m
Mon 8/314:50 pm -
1 stop7h 09m
Deal found 8/7![American Airlines logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 10/188:10 pm -
1 stop13h 09m
Fri 10/2310:59 am -
1 stop9h 16m
Deal found 8/8![Multiple Airlines logo]()
$344
This Delta deal was found by Cheapflights users on 8/7. 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 8/257:03 am -
1 stop4h 57m
Sat 8/294:00 pm -
1 stop5h 09m
Deal found 8/7![Delta logo]()
$355
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/147:00 am -
1 stop8h 11m
Tue 10/202:15 pm -
1 stop7h 12m
Deal found 8/11![American Airlines logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 10/188:10 pm -
1 stop13h 09m
Thu 10/2210:59 am -
1 stop9h 16m
Deal found 8/8![Multiple Airlines logo]()
$366
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 August 11, 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 August 11, 2026.
This Delta deal was found by Cheapflights users on 8/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:45 pm -
1 stop6h 15m
Wed 10/77:40 am -
1 stop7h 14m
Deal found 8/9![Delta logo]()
$281
This American Airlines deal was found by Cheapflights users on 8/6. 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 12/153:03 pm -
1 stop5h 42m
Wed 12/234:40 pm -
1 stop8h 18m
Deal found 8/6![American Airlines logo]()
$310
This Delta deal was found by Cheapflights users on 8/7. 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 10/2812:36 pm -
1 stop6h 25m
Mon 11/26:11 pm -
1 stop6h 42m
Deal found 8/7![Delta logo]()
$310
This Delta deal was found by Cheapflights users on 8/8. 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 10/1512:36 pm -
1 stop6h 25m
Wed 10/212:00 pm -
1 stop7h 21m
Deal found 8/8![Delta logo]()
$310
This Delta deal was found by Cheapflights users on 8/10. 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.
Thu 9/1012:45 pm -
1 stop6h 15m
Wed 9/167:40 am -
1 stop5h 00m
Deal found 8/10![Delta logo]()
$310
This Delta deal was found by Cheapflights users on 8/6. 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 9/612:51 pm -
1 stop6h 06m
Wed 9/97:40 am -
1 stop7h 10m
Deal found 8/6![Delta logo]()
$310
This Delta deal was found by Cheapflights users on 8/6. 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 9/1212:45 pm -
1 stop6h 15m
Sat 9/197:40 am -
1 stop5h 00m
Deal found 8/6![Delta logo]()
$310
Last-minute flights from Milwaukee to Key WestDiscover last-minute flight deals from Milwaukee to Key West. Data last updated August 11, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Key West. Data last updated August 11, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/7. 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 8/257:03 am -
1 stop4h 57m
Sat 8/294:00 pm -
1 stop5h 09m
Deal found 8/7![Delta logo]()
$355
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:20 am -
1 stop6h 58m
Sat 8/2911:40 am -
2 stops9h 19m
Deal found 8/11![American Airlines logo]()
$410
This American Airlines deal was found by Cheapflights users on 8/7. 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 8/288:20 am -
1 stop6h 58m
Mon 8/314:50 pm -
1 stop7h 09m
Deal found 8/7![American Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 8/8. 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 9/512:47 pm -
1 stop6h 10m
Sat 9/124:35 pm -
1 stop5h 55m
Deal found 8/8![Delta logo]()
$399
This American Airlines deal was found by Cheapflights users on 8/9. 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.
Sun 9/68:21 am -
1 stop6h 50m
Wed 9/92:04 pm -
1 stop8h 50m
Deal found 8/9![American Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 8/11. 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.
Thu 9/1012:45 pm -
1 stop6h 15m
Wed 9/167:40 am -
1 stop5h 00m
Deal found 8/11![Delta logo]()
$310
This Delta deal was found by Cheapflights users on 8/7. 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 9/1010:11 am -
1 stop6h 12m
Tue 9/157:40 am -
1 stop5h 00m
Deal found 8/7![Delta logo]()
$370
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:01 am -
2 stops11h 16m
Wed 9/162:15 pm -
1 stop6h 18m
Deal found 8/11![American Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 8/10. 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.
Sat 9/1212:45 pm -
1 stop6h 15m
Sat 9/197:40 am -
1 stop5h 00m
Deal found 8/10![Delta logo]()
$281
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 August 11, 2026.
Search for one-way flight options from Milwaukee to Key West. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 9/612:10 pm -
1 stop22h 17m
Deal found 8/8![Multiple Airlines logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 11/168:03 pm -
3 stops36h 21m
Deal found 8/8![Multiple Airlines logo]()
$294
This United Airlines deal was found by Cheapflights users on 8/11. 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 9/296:00 am -
1 stop6h 29m
Deal found 8/11![United Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 8/6. 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 10/25:03 am -
2 stops11h 36m
Deal found 8/6![American Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:03 am -
2 stops11h 52m
Deal found 8/11![American Airlines logo]()
$369
This American Airlines deal was found by Cheapflights users on 8/8. 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 9/67:00 pm -
2 stops14h 56m
Deal found 8/8![American Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 8/10. 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.
Tue 8/257:03 am -
1 stop4h 57m
Deal found 8/10![Delta logo]()
$394
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:20 am -
2 stops8h 58m
Deal found 8/11![American Airlines logo]()
$399
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 August 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $281 (Delta) |
One-way from | $129 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $374 |
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 August 11, 2026.
Use the filters below to find and compare flights from Milwaukee to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeeKey West
MKE Milwaukee-Mitchell - EYW Key West
MKEEYW
Milwaukee-Mitchell
Sat 10/3
12:45 pm-8:00 pm
1 stop6h 15m
Key West
Wed 10/7
7:40 am-1:54 pm
1 stop7h 14m
$281
MilwaukeeKey West
MKE Milwaukee-Mitchell - EYW Key West
MKEEYW
Milwaukee-Mitchell
Tue 12/15
3:03 pm-9:45 pm
1 stop5h 42m
Key West
Wed 12/23
4:40 pm-11:58 pm
1 stop8h 18m
$310
MilwaukeeKey West
MKE Milwaukee-Mitchell - EYW Key West
MKEEYW
Milwaukee-Mitchell
Wed 10/28
12:36 pm-8:01 pm
1 stop6h 25m
Key West
Mon 11/2
6:11 pm-11:53 pm
1 stop6h 42m
$310
MilwaukeeKey West
MKE Milwaukee-Mitchell - EYW Key West
MKEEYW
Milwaukee-Mitchell
Thu 10/15
12:36 pm-8:01 pm
1 stop6h 25m
Key West
Wed 10/21
2:00 pm-8:21 pm
1 stop7h 21m
$310
Quickest round-trip
MilwaukeeKey West
MKE Milwaukee-Mitchell - EYW Key West
MKEEYW
Milwaukee-Mitchell
Thu 9/10
12:45 pm-8:00 pm
1 stop6h 15m
Key West
Wed 9/16
7:40 am-11:40 am
1 stop5h 00m
$310
MilwaukeeKey West
MKE Milwaukee-Mitchell - EYW Key West
MKEEYW
Milwaukee-Mitchell
Sun 9/6
12:51 pm-7:57 pm
1 stop6h 06m
Key West
Wed 9/9
7:40 am-1:50 pm
1 stop7h 10m
$310
MilwaukeeKey West
MKE Milwaukee-Mitchell - EYW Key West
MKEEYW
Milwaukee-Mitchell
Sat 9/12
12:45 pm-8:00 pm
1 stop6h 15m
Key West
Sat 9/19
7:40 am-11:40 am
1 stop5h 00m
$310
Cheapest one-way
MilwaukeeKey West
MKE Milwaukee-Mitchell - EYW Key West
MKEEYW
Milwaukee-Mitchell
Mon 11/16
8:00 am-3:29 pm
1 stop6h 29m
$329
MilwaukeeKey West
MKE Milwaukee-Mitchell - EYW Key West
MKEEYW
Milwaukee-Mitchell
Tue 11/17
8:50 am-3:29 pm
1 stop5h 39m
$329
MilwaukeeKey West
MKE Milwaukee-Mitchell - EYW Key West
MKEEYW
Milwaukee-Mitchell
Tue 9/29
6:00 am-1:29 pm
1 stop6h 29m
$329
Showing 1-10 of 13 resultsSorted by cheapest first
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 August.
| 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?
To ensure you get the cheapest price possible for a flight from Milwaukee to Key West, you should look to book at least 62 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, September is the cheapest month in which you can book a flight from Milwaukee to Key West (average of $324). Flying from Milwaukee to Key West in March is currently the most expensive (average of $494). 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.
How much does it cost to fly round-trip from Milwaukee to Key West?
Airfare is below average for this route at the moment.
Milwaukee to Key West flights typically cost between $284 and $489 in September.The cheapest round-trip price found within the last 5 days was $281 on Delta (Sep 12-Sep 19).
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 August 11, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican 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.
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
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.
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
Key West flight routes
Other flight options
Other flights from Milwaukee
Popular flights
Alternative routes for Milwaukee to Key West
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Key West by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Milwaukee to Key West by cabin class
Find flights from Milwaukee to Key West, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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 August 11, 2026.
Milwaukee and Key West flights
Browse other Milwaukee and Key West flight options. Last updated on August 11, 2026.
Other flights from Milwaukee
Browse through other flights departing from Milwaukee. Flights are based on user searches made on Cheapflights and were last updated on August 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 August 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$230 | Average$378 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$268 | Average$413 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$268 | Average$443 | FlexibilityNo cancel fee | On-time71% |