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Cheap flights from Wisconsin to Key West from $100

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 4/25. 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
10:45 am - 3:48 pm
MSP
-
EYW
28h 03m
1 stop
Multiple Airlines Logo
11:51 am - 9:39 am
EYW
-
MSP
22h 48m
1 stop
$259Multiple Airlines
Sat, Apr 25 - Wed, Apr 29
Multiple Airlines Logo
6:11 pm - 12:26 pm
MSP
-
EYW
17h 15m
1 stop
Multiple Airlines Logo
11:51 am - 9:39 am
EYW
-
MSP
22h 48m
1 stop
$266Multiple Airlines
Sun, Apr 26 - Wed, Apr 29
United Airlines Logo
5:00 am - 11:24 am
GRB
-
EYW
5h 24m
1 stop
United Airlines Logo
3:52 pm - 10:58 pm
EYW
-
GRB
8h 06m
1 stop
$291United Airlines
Sat, Apr 25 - Wed, Apr 29
United Airlines Logo
6:30 am - 4:42 pm
GRB
-
EYW
9h 12m
2 stops
United Airlines Logo
3:52 pm - 9:37 pm
EYW
-
GRB
6h 45m
1 stop
$296United Airlines
Sat, Apr 25 - Wed, Apr 29
American Airlines Logo
1:50 pm - 6:16 pm
ORD
-
EYW
3h 26mnonstop
American Airlines Logo
2:01 pm - 7:22 pm
EYW
-
ORD
6h 21m
1 stop
$320American Airlines
Fri, May 8 - Fri, May 15
American Airlines Logo
6:00 am - 1:40 pm
MSN
-
EYW
6h 40m
1 stop
American Airlines Logo
1:22 pm - 7:03 pm
EYW
-
MSN
6h 41m
1 stop
$323American Airlines
Wed, Jul 29 - Wed, Aug 5
Delta Logo
7:00 am - 7:45 pm
MSN
-
EYW
11h 45m
2 stops
Delta Logo
6:00 pm - 10:35 pm
EYW
-
MSN
5h 35m
1 stop
$328Delta
Wed, Aug 12 - Wed, Aug 19
Delta Logo
12:33 pm - 7:40 pm
MKE
-
EYW
6h 07m
1 stop
Delta Logo
7:30 am - 11:38 am
EYW
-
MKE
5h 08m
1 stop
$329Delta
Tue, May 5 - Wed, May 13
Breeze Airways Logo
6:36 pm - 9:06 am
MSN
-
EYW
13h 30m
1 stop
Breeze Airways Logo
11:51 am - 5:56 pm
EYW
-
MSN
7h 05m
1 stop
$348Breeze Airways
Sat, Apr 11 - Wed, Apr 15
Breeze Airways Logo
6:36 pm - 9:06 am
MSN
-
EYW
13h 30m
1 stop
Breeze Airways Logo
11:51 am - 5:56 pm
EYW
-
MSN
7h 05m
1 stop
$354Breeze Airways
Sat, Apr 11 - Wed, Apr 15

American Airlines flights from Wisconsin to Key West

Our best American Airlines deals on Wisconsin to Key West flight tickets
American Airlines
May 2
MKE11:13 amMilwaukee-Mitchell
10h 23m
2 stops
EYW10:36 pmKey West
May 9
EYW3:58 pmKey West
7h 49m
2 stops
MKE10:47 pmMilwaukee-Mitchell
$241
American Airlines
May 8
ORD1:50 pmChicago O'Hare Intl
3h 26m
EYW6:16 pmKey West
May 15
EYW2:01 pmKey West
6h 21m
1 stop
ORD7:22 pmChicago O'Hare Intl
$320
American Airlines
May 2
MKE7:08 amMilwaukee-Mitchell
8h 54m
1 stop
EYW5:02 pmKey West
May 9
EYW4:53 pmKey West
6h 54m
1 stop
MKE10:47 pmMilwaukee-Mitchell
$321

Delta flights from Wisconsin to Key West

Our best Delta deals on Wisconsin to Key West flight tickets
Delta
Jun 30
MKE5:40 amMilwaukee-Mitchell
6h 58m
1 stop
EYW1:38 pmKey West
Jul 8
EYW7:45 amKey West
5h 06m
1 stop
MKE11:51 amMilwaukee-Mitchell
$231
Delta
Aug 12
MSN7:00 amMadison Truax Field
11h 45m
2 stops
EYW7:45 pmKey West
Aug 19
EYW6:00 pmKey West
5h 35m
1 stop
MSN10:35 pmMadison Truax Field
$328
Delta
May 5
MKE12:33 pmMilwaukee-Mitchell
6h 07m
1 stop
EYW7:40 pmKey West
May 13
EYW11:48 amKey West
5h 24m
1 stop
MKE4:12 pmMilwaukee-Mitchell
$329

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 March 26, 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

Cheapest round-trip

MinneapolisKey West

MSP - EYW

MSPEYW

Minneapolis St Paul

Sat 4/25

10:45 am-3:48 pm

1 stop28h 03m

Key West

Wed 4/29

11:51 am-9:39 am

1 stop22h 48m

$259

MinneapolisKey West

MSP - EYW

MSPEYW

Minneapolis St Paul

Sun 4/26

6:11 pm-12:26 pm

1 stop17h 15m

Key West

Wed 4/29

11:51 am-9:39 am

1 stop22h 48m

$266

Green BayKey West

GRB - EYW

GRBEYW

Green Bay Austin-Straubel

Sat 4/25

5:00 am-11:24 am

1 stop5h 24m

Key West

Wed 4/29

3:52 pm-10:58 pm

1 stop8h 06m

$291

Green BayKey West

GRB - EYW

GRBEYW

Green Bay Austin-Straubel

Sat 4/25

6:30 am-4:42 pm

2 stops9h 12m

Key West

Wed 4/29

3:52 pm-9:37 pm

1 stop6h 45m

$296
Quickest round-trip

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Fri 5/8

1:50 pm-6:16 pm

Nonstop3h 26m

Key West

Fri 5/15

2:01 pm-7:22 pm

1 stop6h 21m

$320

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Wed 7/29

6:00 am-1:40 pm

1 stop6h 40m

Key West

Wed 8/5

1:22 pm-7:03 pm

1 stop6h 41m

$323

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Wed 8/12

7:00 am-7:45 pm

2 stops11h 45m

Key West

Wed 8/19

6:00 pm-10:35 pm

1 stop5h 35m

$328

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

$329

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Sat 4/11

6:36 pm-9:06 am

1 stop13h 30m

Key West

Wed 4/15

11:51 am-5:56 pm

1 stop7h 05m

$348

MadisonKey West

MSN - EYW

MSNEYW

Madison Truax Field

Sat 4/11

6:36 pm-9:06 am

1 stop13h 30m

Key West

Wed 4/15

11:51 am-5:56 pm

1 stop7h 05m

$354

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 $296. If you are unable to visit Key West during the month of August, then departing from Wisconsin during the month July is also very affordable. Most momondo users find prices during this month for around $343.

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 $412 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 $353 on momondo.

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

You could potentially save up to 12% 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 16m

Direct flights

Every day

Airports in Key West

1 airport
The fastest flight from Wisconsin to Key West takes 3h 16m
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
7.3
710 reviews
Search Allegiant Air flights
DeltaPriceFrom $248Free CancellationRating
7.9
8,331 reviews
Search Delta flights
American AirlinesPriceFrom $268Free CancellationRating
7.1
11,496 reviews
Search American Airlines flights
United AirlinesPriceFrom $310Free CancellationRating
7.4
9,484 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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Sat 4/25
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