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Cheap flights from Wisconsin to Key West from $53

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to Key West departing on 3/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Wisconsin to Key West

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:37 pm - 12:26 pm
MKE
-
EYW
16h 49m
1 stop
Multiple Airlines Logo
9:46 am - 6:42 pm
EYW
-
MKE
9h 56m
1 stop
$215Multiple Airlines
Sun, Feb 22 - Thu, Feb 26
Multiple Airlines Logo
7:47 pm - 3:19 pm
MKE
-
EYW
18h 32m
1 stop
Multiple Airlines Logo
9:46 am - 6:42 pm
EYW
-
MKE
9h 56m
1 stop
$262Multiple Airlines
Sat, Feb 21 - Thu, Mar 5
Delta Logo
12:20 pm - 7:42 pm
MKE
-
EYW
6h 22m
1 stop
Delta Logo
5:56 pm - 11:47 pm
EYW
-
MKE
6h 51m
1 stop
$269Delta
Mon, Feb 23 - Thu, Mar 5
American Airlines Logo
12:10 pm - 10:22 pm
MKE
-
EYW
9h 12m
2 stops
American Airlines Logo
7:42 pm - 11:59 pm
EYW
-
MKE
5h 17m
1 stop
$274American Airlines
Tue, Mar 3 - Tue, Mar 10
American Airlines Logo
5:00 am - 1:15 pm
MKE
-
EYW
7h 15m
2 stops
American Airlines Logo
1:55 pm - 9:41 pm
EYW
-
MKE
8h 46m
2 stops
$279American Airlines
Tue, Feb 24 - Tue, Mar 3
Delta Logo
12:20 pm - 7:42 pm
MKE
-
EYW
6h 22m
1 stop
Delta Logo
5:56 pm - 11:47 pm
EYW
-
MKE
6h 51m
1 stop
$293Delta
Thu, Feb 26 - Wed, Mar 4
United Airlines Logo
2:48 pm - 10:09 pm
MSN
-
EYW
6h 21m
1 stop
United Airlines Logo
4:05 pm - 10:42 pm
EYW
-
MSN
7h 37m
1 stop
$296United Airlines
Wed, Mar 4 - Wed, Mar 11
Spirit Airlines Logo
5:15 am - 1:30 pm
ORD
-
EYW
7h 15m
1 stop
Spirit Airlines Logo
2:25 pm - 6:18 pm
EYW
-
ORD
28h 53m
3 stops
$298Spirit Airlines
Mon, Feb 16 - Thu, Feb 19
Spirit Airlines Logo
7:00 am - 1:30 pm
ORD
-
EYW
5h 30m
1 stop
Spirit Airlines Logo
2:25 pm - 12:40 am
EYW
-
ORD
35h 15m
3 stops
$303Spirit Airlines
Thu, Feb 26 - Mon, Mar 2
United Airlines Logo
3:26 pm - 10:09 pm
MSP
-
EYW
5h 43m
1 stop
United Airlines Logo
3:56 pm - 9:41 pm
EYW
-
MSP
6h 45m
1 stop
$334United Airlines
Sat, Feb 21 - Wed, Feb 25

American Airlines flights from Wisconsin to Key West

Our best American Airlines deals on Wisconsin to Key West flight tickets
American Airlines
Mar 3
MKE12:10 pmMilwaukee-Mitchell
9h 12m
2 stops
EYW10:22 pmKey West
Mar 10
EYW7:42 pmKey West
5h 17m
1 stop
MKE11:59 pmMilwaukee-Mitchell
$274
American Airlines
Feb 24
MKE5:00 amMilwaukee-Mitchell
7h 15m
2 stops
EYW1:15 pmKey West
Mar 3
EYW1:55 pmKey West
8h 46m
2 stops
MKE9:41 pmMilwaukee-Mitchell
$279
American Airlines
Apr 14
MSN6:01 amMadison Truax Field
8h 23m
1 stop
EYW3:24 pmKey West
Apr 21
EYW6:49 pmKey West
5h 46m
1 stop
MSN11:35 pmMadison Truax Field
$283

United Airlines flights from Wisconsin to Key West

Our best United Airlines deals on Wisconsin to Key West flight tickets
United Airlines
Mar 4
MSN2:48 pmMadison Truax Field
6h 21m
1 stop
EYW10:09 pmKey West
Mar 11
EYW4:05 pmKey West
7h 37m
1 stop
MSN10:42 pmMadison Truax Field
$296
United Airlines
Feb 19
ORD5:45 pmChicago O'Hare Intl
3h 24m
EYW10:09 pmKey West
Feb 25
EYW3:56 pmKey West
3h 39m
ORD6:35 pmChicago O'Hare Intl
$309
United Airlines
Mar 11
ORD5:55 pmChicago O'Hare Intl
3h 24m
EYW10:19 pmKey West
Mar 16
EYW4:05 pmKey West
3h 39m
ORD6:44 pmChicago O'Hare Intl
$327

momondo Fare Finder

 
Customize your flight search to find flights from Wisconsin 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, momondo users made 832,500 searches. Data last updated February 3, 2026.
Use the filters below to find and compare flights from Wisconsin to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Sun 2/22

6:37 pm-12:26 pm

1 stop16h 49m

Key West

Thu 2/26

9:46 am-6:42 pm

1 stop9h 56m

$215

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Sat 2/21

7:47 pm-3:19 pm

1 stop18h 32m

Key West

Thu 3/5

9:46 am-6:42 pm

1 stop9h 56m

$262

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Mon 2/23

12:20 pm-7:42 pm

1 stop6h 22m

Key West

Thu 3/5

5:56 pm-11:47 pm

1 stop6h 51m

$269

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Tue 3/3

12:10 pm-10:22 pm

2 stops9h 12m

Key West

Tue 3/10

7:42 pm-11:59 pm

1 stop5h 17m

$274

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Tue 2/24

5:00 am-1:15 pm

2 stops7h 15m

Key West

Tue 3/3

1:55 pm-9:41 pm

2 stops8h 46m

$279

MilwaukeeKey West

MKE - EYW

MKEEYW

Milwaukee-Mitchell

Thu 2/26

12:20 pm-7:42 pm

1 stop6h 22m

Key West

Wed 3/4

5:56 pm-11:47 pm

1 stop6h 51m

$293

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Wed 3/4

2:48 pm-10:09 pm

1 stop6h 21m

Key West

Wed 3/11

4:05 pm-10:42 pm

1 stop7h 37m

$296

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Mon 2/16

5:15 am-1:30 pm

1 stop7h 15m

Key West

Thu 2/19

2:25 pm-6:18 pm

3 stops28h 53m

$298

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Thu 2/26

7:00 am-1:30 pm

1 stop5h 30m

Key West

Mon 3/2

2:25 pm-12:40 am

3 stops35h 15m

$303

MinneapolisKey West

MSP - EYW

MSPEYW

Minneapolis St Paul

Sat 2/21

3:26 pm-10:09 pm

1 stop5h 43m

Key West

Wed 2/25

3:56 pm-9:41 pm

1 stop6h 45m

$334

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Key West from

How to get the cheapest flight ticket from Wisconsin to Key West

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Key West?

In general, August is the cheapest month to fly from Wisconsin to Key West. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $291. If you are unable to visit Key West during the month of August, then departing from Wisconsin during the month September is also very affordable. Most momondo users find prices during this month for around $324.

How far in advance should I book a flight to Key West?

You are more likely to see cheaper flights to Key West from Wisconsin when booking weeks ahead of your departure date. In general, you can expect to find flights to Key West for around $389 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Key West from Wisconsin for as low as $339 on momondo.

Can stopping save me money on Wisconsin to Key West flights?

You could potentially save up to 6% on your flight if you consider stops on a Wisconsin to Key West flight.

Cheap Wisconsin to Key West flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Wisconsin to Key West

Fastest flight time

3h 11m

Direct flights

Every day

Airports in Key West

1 airport
The fastest flight from Wisconsin to Key West takes 3h 11m
Direct flights go from Wisconsin to Key West every day.
There is 1 airport in Key West. From Wisconsin there are direct flights to Key West (EYW).
Search flight deals

  • When did momondo last update prices for flights from Wisconsin to Key West Airport?

    Prices for flights from Wisconsin to Key West Airport refresh daily.

  • How many operators does momondo search for flights from Wisconsin to Key West Airport?

  • How old do you have to be to fly from Wisconsin to Key West Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin to Key West Airport.

  • What documentation or ID do you need to fly to Key West Airport?

    The travel and health documents required for your trip to Key West Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Key West Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Wisconsin to Key West

Compare and see reviews for airlines that fly from Wisconsin to Key West with momondo
Airline
Rating
Free Cancellation
Price
Allegiant AirPriceFrom $142Free CancellationRating
7.2
708 reviews
Search Allegiant Air flights
American AirlinesPriceFrom $219Free CancellationRating
7.2
11,212 reviews
Search American Airlines flights
DeltaPriceFrom $228Free CancellationRating
7.9
8,132 reviews
Search Delta flights
United AirlinesPriceFrom $268Free CancellationRating
7.4
9,231 reviews
Search United Airlines flights

Traveling to a place near Key West?

Book flights to Key West if you plan to visit one of these locations
Big Pine Key
Little Torch Key

Why use momondo?

Why should I use momondo to find a flight deal from Wisconsin to Key West?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Key West from Wisconsin.

Can I find flights from Wisconsin to Key West with flexible booking policies on momondo?

Yes. All flights to Key West from Wisconsin on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Wisconsin to Key West?

momondo provides multiple filters to help you find the best flight to Key West from Wisconsin. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Wisconsin to Key West right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Wisconsin to Key West now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Key West and let you know when they change.

An easier way to manage your Key West trip

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