What airlines fly to Key West?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Key West from Wisconsin according to our data. American Airlines is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Key West. Keep in mind that there are 4 different airlines that fly to Key West on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Wisconsin to Key West?

United Airlines, Delta, and American Airlines are the most popular carriers operating from Wisconsin to Key West

How long does it take to fly to Key West?

If you’re flying from a popular airport in Wisconsin, such as Madison or Milwaukee, and flying into Key West, then you can expect flight times to average 5h 24m and 5h 46m, respectively.

How many flights depart from Wisconsin to Key West on average per week?

5 flights are operational weekly from Wisconsin to Key West as of September 2026. The most popular departure day for this route is Mon, with 20% of flights per week taking off on this day.

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?

As of September 2026, there are 4 operators available to choose from 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.

$120 Cheap Flights from Wisconsin to Key West in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Wisconsin to Key West

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:33 am - 11:21 amMSP Minneapolis St Paul-EYW Key West

24h 48m2 stops Atlanta Hartsfield-Jackson Tampa

12:01 pm - 8:46 pmEYW Key West-MSP Minneapolis St Paul

9h 45m1 stop Tampa

$278Multiple Airlines

Sat, Oct 10 - Thu, Oct 15

10:54 am - 6:49 pmMKE Milwaukee-Mitchell-EYW Key West

6h 55m1 stop Charlotte Douglas

2:15 pm - 8:27 pmEYW Key West-MKE Milwaukee-Mitchell

7h 12m1 stop Charlotte Douglas

$281American Airlines

Sat, Oct 24 - Tue, Oct 27

12:20 pm - 7:43 pmMKE Milwaukee-Mitchell-EYW Key West

6h 23m1 stop Atlanta Hartsfield-Jackson

2:30 pm - 8:56 pmEYW Key West-MKE Milwaukee-Mitchell

7h 26m1 stop New York LaGuardia

$281Delta

Wed, Jan 20 - Wed, Jan 27

12:42 pm - 8:01 pmMKE Milwaukee-Mitchell-EYW Key West

6h 19m1 stop Atlanta Hartsfield-Jackson

6:10 pm - 11:53 pmEYW Key West-MKE Milwaukee-Mitchell

6h 43m1 stop Atlanta Hartsfield-Jackson

$281Delta

Sat, Oct 24 - Wed, Oct 28

3:50 pm - 2:13 pmORD Chicago O'Hare Intl-EYW Key West

21h 23m1 stop Orlando

10:04 am - 6:23 pmEYW Key West-ORD Chicago O'Hare Intl

9h 19m2 stops Tampa Atlanta Hartsfield-Jackson

$283Multiple Airlines

Sat, Oct 3 - Wed, Oct 7

9:20 am - 5:10 pmMKE Milwaukee-Mitchell-EYW Key West

6h 50m1 stop Chicago O'Hare Intl

12:56 pm - 7:10 pmEYW Key West-MKE Milwaukee-Mitchell

7h 14m1 stop Chicago O'Hare Intl

$310United Airlines

Tue, Jan 12 - Thu, Jan 21

8:40 am - 4:32 pmMKE Milwaukee-Mitchell-EYW Key West

6h 52m1 stop Chicago O'Hare Intl

7:18 pm - 11:56 pmEYW Key West-MKE Milwaukee-Mitchell

5h 38m1 stop Charlotte Douglas

$320American Airlines

Wed, Dec 16 - Wed, Dec 23

9:45 am - 5:10 pmATW Appleton Intl-EYW Key West

6h 25m1 stop Chicago O'Hare Intl

3:55 pm - 11:25 pmEYW Key West-ATW Appleton Intl

8h 30m1 stop Chicago O'Hare Intl

$336United Airlines

Tue, Jan 12 - Thu, Jan 21

11:56 am - 11:20 amATW Appleton Intl-EYW Key West

22h 24m1 stop Orlando Sanford Intl

6:26 pm - 1:35 pmEYW Key West-ATW Appleton Intl

20h 09m1 stop Tampa St. Petersburg

$396Allegiant Air

Sat, Dec 5 - Sat, Dec 12

11:00 am - 12:56 pmATW Appleton Intl-EYW Key West

24h 56m1 stop Orlando Sanford Intl

8:54 pm - 10:43 pmEYW Key West-ATW Appleton Intl

26h 49m1 stop Orlando Sanford Intl

$408Allegiant Air

Wed, Nov 11 - Sun, Nov 15

Cheap last minute flights

Enter your travel dates to find the best prices.

4:10 pm - 11:27 amATW Appleton Intl-EYW Key West

18h 17m1 stop Orlando

10:59 am - 11:05 pmEYW Key West-ATW Appleton Intl

13h 06m1 stop Orlando

$292Multiple Airlines

Sun, Sep 6 - Thu, Sep 10

4:10 pm - 11:27 amATW Appleton Intl-EYW Key West

18h 17m1 stop Orlando

10:59 am - 11:05 pmEYW Key West-ATW Appleton Intl

13h 06m1 stop Orlando

$306Multiple Airlines

Sun, Sep 6 - Thu, Sep 10

4:10 pm - 11:27 amATW Appleton Intl-EYW Key West

18h 17m1 stop Orlando

10:59 am - 11:05 pmEYW Key West-ATW Appleton Intl

13h 06m1 stop Orlando

$325Multiple Airlines

Sun, Sep 6 - Thu, Sep 10

5:31 am - 12:26 pmATW Appleton Intl-EYW Key West

5h 55m1 stop Atlanta Hartsfield-Jackson

6:19 pm - 10:45 pmEYW Key West-ATW Appleton Intl

5h 26m1 stop Atlanta Hartsfield-Jackson

$386Delta

Sat, Sep 5 - Wed, Sep 9

6:00 am - 2:52 pmMKE Milwaukee-Mitchell-EYW Key West

7h 52m1 stop Atlanta Hartsfield-Jackson

11:42 am - 5:31 pmEYW Key West-MKE Milwaukee-Mitchell

6h 49m1 stop Atlanta Hartsfield-Jackson

$387Delta

Sat, Sep 5 - Tue, Sep 8

5:42 am - 6:40 pmATW Appleton Intl-EYW Key West

11h 58m2 stops Chicago O'Hare Intl Miami

1:47 pm - 11:55 pmEYW Key West-ATW Appleton Intl

11h 08m2 stops Miami Chicago O'Hare Intl

$396American Airlines

Sat, Sep 5 - Wed, Sep 9

7:00 am - 5:20 pmATW Appleton Intl-EYW Key West

9h 20m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

2:00 pm - 11:02 pmEYW Key West-ATW Appleton Intl

10h 02m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul

$417Delta

Sun, Sep 6 - Thu, Sep 10

5:42 am - 6:40 pmATW Appleton Intl-EYW Key West

11h 58m2 stops Chicago O'Hare Intl Miami

1:47 pm - 11:55 pmEYW Key West-ATW Appleton Intl

11h 08m2 stops Miami Chicago O'Hare Intl

$449American Airlines

Sat, Sep 5 - Wed, Sep 9

6:00 am - 1:29 pmORD Chicago O'Hare Intl-EYW Key West

6h 29m1 stop Newark

2:20 pm - 10:15 pmEYW Key West-ORD Chicago O'Hare Intl

8h 55m1 stop Newark

$938United Airlines

Sun, Sep 6 - Thu, Sep 10

9:40 pm - 1:29 pmORD Chicago O'Hare Intl-EYW Key West

14h 49m2 stops Boston Logan Intl Newark

2:20 pm - 9:00 pmEYW Key West-ORD Chicago O'Hare Intl

7h 40m1 stop Newark

$965United Airlines

Sun, Sep 6 - Thu, Sep 10

Cheap direct flights

Enter your travel dates to find the best prices.

11:49 am - 4:15 pmORD Chicago O'Hare Intl-EYW Key West

3h 26mnonstop

6:35 pm - 9:30 pmEYW Key West-ORD Chicago O'Hare Intl

3h 55mnonstop

$339American Airlines

Sat, Nov 14 - Tue, Nov 17

7:20 am - 11:51 amORD Chicago O'Hare Intl-EYW Key West

3h 31mnonstop

5:49 pm - 8:42 pmEYW Key West-ORD Chicago O'Hare Intl

3h 53mnonstop

$339American Airlines

Fri, Jan 1 - Sat, Jan 9

10:55 am - 3:06 pmORD Chicago O'Hare Intl-EYW Key West

3h 11mnonstop

4:05 pm - 6:30 pmEYW Key West-ORD Chicago O'Hare Intl

3h 25mnonstop

$339United Airlines

Sat, Jan 9 - Sat, Jan 16

7:10 am - 11:36 amORD Chicago O'Hare Intl-EYW Key West

3h 26mnonstop

5:49 pm - 8:42 pmEYW Key West-ORD Chicago O'Hare Intl

3h 53mnonstop

$339American Airlines

Wed, Jan 6 - Sun, Jan 10

11:50 am - 4:16 pmORD Chicago O'Hare Intl-EYW Key West

3h 26mnonstop

5:05 pm - 8:00 pmEYW Key West-ORD Chicago O'Hare Intl

3h 55mnonstop

$339American Airlines

Sat, Dec 5 - Sun, Dec 13

11:50 am - 4:16 pmORD Chicago O'Hare Intl-EYW Key West

3h 26mnonstop

6:25 pm - 9:20 pmEYW Key West-ORD Chicago O'Hare Intl

3h 55mnonstop

$339American Airlines

Sat, Dec 12 - Wed, Dec 16

1:46 pm - 6:05 pmORD Chicago O'Hare Intl-EYW Key West

3h 19mnonstop

6:44 pm - 9:25 pmEYW Key West-ORD Chicago O'Hare Intl

3h 41mnonstop

$339American Airlines

Wed, Feb 24 - Sun, Feb 28

11:50 am - 4:16 pmORD Chicago O'Hare Intl-EYW Key West

3h 26mnonstop

5:05 pm - 8:00 pmEYW Key West-ORD Chicago O'Hare Intl

3h 55mnonstop

$339American Airlines

Sat, Dec 5 - Thu, Dec 10

7:30 am - 11:54 amORD Chicago O'Hare Intl-EYW Key West

3h 24mnonstop

1:14 pm - 4:00 pmEYW Key West-ORD Chicago O'Hare Intl

3h 46mnonstop

$339American Airlines

Mon, Dec 7 - Sat, Dec 12

7:00 am - 11:41 amORD Chicago O'Hare Intl-EYW Key West

3h 41mnonstop

5:52 pm - 8:40 pmEYW Key West-ORD Chicago O'Hare Intl

3h 48mnonstop

$407United Airlines

Sun, Dec 20 - Thu, Dec 24

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Delta flights from Wisconsin to Key West

Our best Delta deals on Wisconsin to Key West flight tickets

Delta

Oct 24

MKE12:42 pmMilwaukee-Mitchell

6h 19m

1 stop

EYW8:01 pmKey West

Oct 28

EYW6:10 pmKey West

6h 43m

1 stop

MKE11:53 pmMilwaukee-Mitchell

$281

Delta

Oct 3

MKE12:45 pmMilwaukee-Mitchell

6h 15m

1 stop

EYW8:00 pmKey West

Oct 7

EYW7:40 amKey West

7h 14m

1 stop

MKE1:54 pmMilwaukee-Mitchell

$310

Delta

Sep 12

MKE7:05 amMilwaukee-Mitchell

7h 30m

1 stop

EYW3:35 pmKey West

Sep 19

EYW7:40 amKey West

5h 00m

1 stop

MKE11:40 amMilwaukee-Mitchell

$320

Breeze Airways flights from Wisconsin to Key West

Our best Breeze Airways deals on Wisconsin to Key West flight tickets

Breeze Airways

Sep 26

MSN10:33 amMadison Truax Field

23h 48m

1 stop

EYW11:21 amKey West

Oct 2

EYW12:59 pmKey West

21h 54m

1 stop

MSN9:53 amMadison Truax Field

$292

Breeze Airways

Sep 27

MSN6:00 pmMadison Truax Field

15h 19m

1 stop

EYW10:19 amKey West

Oct 2

EYW12:59 pmKey West

21h 54m

1 stop

MSN9:53 amMadison Truax Field

$303

Breeze Airways

Nov 22

MSN6:00 pmMadison Truax Field

15h 19m

1 stop

EYW10:19 amKey West

Dec 1

EYW1:16 pmKey West

21h 37m

1 stop

MSN9:53 amMadison Truax Field

$309

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MinneapolisKey West

MSP Minneapolis St Paul - EYW Key West

MSPEYW

Minneapolis St Paul

Sat 10/10

9:33 am-11:21 am

2 stops24h 48m

Key West

Thu 10/15

12:01 pm-8:46 pm

1 stop9h 45m

$278

MilwaukeeKey West

MKE Milwaukee-Mitchell - EYW Key West

MKEEYW

Milwaukee-Mitchell

Sat 10/24

10:54 am-6:49 pm

1 stop6h 55m

Key West

Tue 10/27

2:15 pm-8:27 pm

1 stop7h 12m

$281

MilwaukeeKey West

MKE Milwaukee-Mitchell - EYW Key West

MKEEYW

Milwaukee-Mitchell

Wed 1/20

12:20 pm-7:43 pm

1 stop6h 23m

Key West

Wed 1/27

2:30 pm-8:56 pm

1 stop7h 26m

$281

MilwaukeeKey West

MKE Milwaukee-Mitchell - EYW Key West

MKEEYW

Milwaukee-Mitchell

Sat 10/24

12:42 pm-8:01 pm

1 stop6h 19m

Key West

Wed 10/28

6:10 pm-11:53 pm

1 stop6h 43m

$281

ChicagoKey West

ORD Chicago O'Hare Intl - EYW Key West

ORDEYW

Chicago O'Hare Intl

Sat 10/3

3:50 pm-2:13 pm

1 stop21h 23m

Key West

Wed 10/7

10:04 am-6:23 pm

2 stops9h 19m

$283

MilwaukeeKey West

MKE Milwaukee-Mitchell - EYW Key West

MKEEYW

Milwaukee-Mitchell

Tue 1/12

9:20 am-5:10 pm

1 stop6h 50m

Key West

Thu 1/21

12:56 pm-7:10 pm

1 stop7h 14m

$310

Quickest round-trip

MilwaukeeKey West

MKE Milwaukee-Mitchell - EYW Key West

MKEEYW

Milwaukee-Mitchell

Wed 12/16

8:40 am-4:32 pm

1 stop6h 52m

Key West

Wed 12/23

7:18 pm-11:56 pm

1 stop5h 38m

$320

AppletonKey West

ATW Appleton Intl - EYW Key West

ATWEYW

Appleton Intl

Tue 1/12

9:45 am-5:10 pm

1 stop6h 25m

Key West

Thu 1/21

3:55 pm-11:25 pm

1 stop8h 30m

$336

AppletonKey West

ATW Appleton Intl - EYW Key West

ATWEYW

Appleton Intl

Sat 12/5

11:56 am-11:20 am

1 stop22h 24m

Key West

Sat 12/12

6:26 pm-1:35 pm

1 stop20h 09m

$396

AppletonKey West

ATW Appleton Intl - EYW Key West

ATWEYW

Appleton Intl

Wed 11/11

11:00 am-12:56 pm

1 stop24h 56m

Key West

Sun 11/15

8:54 pm-10:43 pm

1 stop26h 49m

$408

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

What is the cheapest month to fly to Key West?

In general, September 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 $357. If you are unable to visit Key West during the month of September, then departing from Wisconsin during the month July is also very affordable. Most momondo users find prices during this month for around $374.

How far in advance should I book a flight from Wisconsin 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 $323 on momondo.

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

You could potentially save up to 25% 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

Best Price Found	$120
Fastest flight time	2h 08m
Direct flights	Every day
Airports in Key West	1 airport

The best one-way flight to Key West from Wisconsin in the past 72 hours is $120. The best round-trip flight deal from Wisconsin to Key West found on momondo in the last 72 hours is $278.

The fastest flight from Wisconsin to Key West takes 2h 08m

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

Frequently asked questions about flying from Wisconsin to Key West

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?
As of September 2026, there are 4 operators available to choose from 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 Air	PriceFrom $142	Free Cancellation	Rating 7.3 676 reviews	Search Allegiant Air flights
Delta	PriceFrom $230	Free Cancellation	Rating 7.8 8,536 reviews	Search Delta flights
United Airlines	PriceFrom $268	Free Cancellation	Rating 7.4 10,152 reviews	Search United Airlines flights
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.1 12,026 reviews	Search American Airlines flights

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.

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Cheap flights from Wisconsin to Key West from $120

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 10/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Delta flights from Wisconsin to Key West

Our best Delta deals on Wisconsin to Key West flight tickets

Breeze Airways flights from Wisconsin to Key West

Our best Breeze Airways deals on Wisconsin to Key West flight tickets

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See travel insights to Key West from

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

What is the cheapest month to fly to Key West?

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

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

What is the cheapest airline that flies from Wisconsin to Key West?

What airlines fly to Key West?

How many flights depart from Wisconsin to Key West on average per week?

How long does it take to fly to Key West?

Cheap Wisconsin to Key West flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Key West

Frequently asked questions about flying from Wisconsin to Key West

Best airlines flying from Wisconsin to Key West

Compare and see reviews for airlines that fly from Wisconsin to Key West with momondo

Traveling to a place near Key West?

Why use momondo?

An easier way to manage your Key West trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Florida

Fly your favorite airline to Key West

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Key West

List of cabin classes available on flights landing in Key West. Availability may vary depending on flight origin and airline.

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Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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