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

As of March 2026, 38 flights take off from Key West and land in Wisconsin each week. The most common flight departure day for this route is Mon, with 21% of weekly flights taking off on this day.

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

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

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

Prices for flights from Key West Airport to Wisconsin are refreshed on a daily basis.

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

There are 3 operators available for flights from Key West Airport to Wisconsin as of March 2026.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Key West Airport to Wisconsin.

What documentation or ID do you need to fly to Wisconsin?

The travel and health documents required for your trip to Wisconsin 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 Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$112 Cheap Flights from Key West to Wisconsin in 2026

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Find the cheapest flights from Key West to Wisconsin

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:51 am - 11:36 pm

EYW

ORD

12h 45m

1 stop

7:20 am - 11:30 am

ORD

EYW

27h 10m

1 stop

$239Multiple Airlines

Wed, Apr 8 - Mon, Apr 13

12:25 pm - 11:17 pm

EYW

ORD

11h 52m

1 stop

5:05 am - 11:30 am

ORD

EYW

5h 25m

1 stop

$253Spirit Airlines

Tue, Apr 7 - Tue, Apr 14

12:25 pm - 7:51 pm

EYW

ORD

8h 26m

1 stop

5:05 am - 11:30 am

ORD

EYW

5h 25m

1 stop

$258Spirit Airlines

Thu, Apr 9 - Sun, Apr 12

1:01 pm - 6:20 pm

EYW

ORD

6h 19m

1 stop

8:52 pm - 2:19 pm

ORD

EYW

16h 27m

1 stop

$259Multiple Airlines

Tue, Apr 28 - Wed, Apr 29

4:22 pm - 6:20 pm

EYW

ORD

26h 58m

1 stop

8:52 pm - 12:21 pm

ORD

EYW

14h 29m

1 stop

$265Multiple Airlines

Thu, Apr 23 - Mon, Apr 27

6:23 pm - 11:57 pm

EYW

MKE

6h 34m

1 stop

10:11 am - 5:23 pm

MKE

EYW

6h 12m

1 stop

$329Delta

Tue, Apr 21 - Tue, Apr 28

4:38 pm - 10:59 pm

EYW

MKE

7h 21m

1 stop

5:10 am - 5:39 pm

MKE

EYW

11h 29m

2 stops

$334United Airlines

Tue, Apr 21 - Tue, Apr 28

3:58 pm - 9:57 pm

EYW

MKE

6h 59m

2 stops

2:00 pm - 10:58 pm

MKE

EYW

7h 58m

2 stops

$339American Airlines

Tue, Apr 21 - Tue, Apr 28

4:51 pm - 12:07 am

EYW

MSN

8h 16m

1 stop

7:16 am - 4:20 pm

MSN

EYW

8h 04m

1 stop

$349American Airlines

Thu, Aug 20 - Mon, Aug 24

3:50 pm - 9:36 pm

EYW

MSP

6h 46m

1 stop

7:34 am - 3:07 pm

MSP

EYW

6h 33m

1 stop

$369United Airlines

Thu, Jun 4 - Mon, Jun 8

American Airlines flights from Key West to Wisconsin

Our best American Airlines deals on Key West to Wisconsin flight tickets

American Airlines

Apr 9

EYW6:46 pmKey West

3h 49m

ORD9:35 pmChicago O'Hare Intl

Apr 12

ORD8:10 amChicago O'Hare Intl

3h 28m

EYW12:38 pmKey West

$309

American Airlines

May 6

EYW6:46 pmKey West

3h 49m

ORD9:35 pmChicago O'Hare Intl

May 13

ORD1:50 pmChicago O'Hare Intl

3h 26m

EYW6:16 pmKey West

$310

American Airlines

May 6

EYW8:05 amKey West

8h 16m

1 stop

ORD3:21 pmChicago O'Hare Intl

May 13

ORD8:10 amChicago O'Hare Intl

3h 28m

EYW12:38 pmKey West

$320

Spirit Airlines flights from Key West to Wisconsin

Our best Spirit Airlines deals on Key West to Wisconsin flight tickets

Spirit Airlines

Apr 7

EYW12:25 pmKey West

11h 52m

1 stop

ORD11:17 pmChicago O'Hare Intl

Apr 14

ORD5:05 amChicago O'Hare Intl

5h 25m

1 stop

EYW11:30 amKey West

$253

Spirit Airlines

Apr 9

EYW12:25 pmKey West

8h 26m

1 stop

ORD7:51 pmChicago O'Hare Intl

Apr 12

ORD5:05 amChicago O'Hare Intl

5h 25m

1 stop

EYW11:30 amKey West

$258

Spirit Airlines

Apr 7

EYW12:25 pmKey West

29h 31m

3 stops

ORD4:56 pmChicago O'Hare Intl

Apr 14

ORD5:05 amChicago O'Hare Intl

5h 25m

1 stop

EYW11:30 amKey West

$333

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestChicago

EYW - ORD

EYWORD

Key West

Wed 4/8

11:51 am-11:36 pm

1 stop12h 45m

Chicago O'Hare Intl

Mon 4/13

7:20 am-11:30 am

1 stop27h 10m

$239

Key WestChicago

EYW - ORD

EYWORD

Key West

Tue 4/7

12:25 pm-11:17 pm

1 stop11h 52m

Chicago O'Hare Intl

Tue 4/14

5:05 am-11:30 am

1 stop5h 25m

$253

Key WestChicago

EYW - ORD

EYWORD

Key West

Thu 4/9

12:25 pm-7:51 pm

1 stop8h 26m

Chicago O'Hare Intl

Sun 4/12

5:05 am-11:30 am

1 stop5h 25m

$258

Key WestChicago

EYW - ORD

EYWORD

Key West

Tue 4/28

1:01 pm-6:20 pm

1 stop6h 19m

Chicago O'Hare Intl

Wed 4/29

8:52 pm-2:19 pm

1 stop16h 27m

$259

Key WestChicago

EYW - ORD

EYWORD

Key West

Thu 4/23

4:22 pm-6:20 pm

1 stop26h 58m

Chicago O'Hare Intl

Mon 4/27

8:52 pm-12:21 pm

1 stop14h 29m

$265

Quickest round-trip

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Tue 4/21

6:23 pm-11:57 pm

1 stop6h 34m

Milwaukee-Mitchell

Tue 4/28

10:11 am-5:23 pm

1 stop6h 12m

$329

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Tue 4/21

4:38 pm-10:59 pm

1 stop7h 21m

Milwaukee-Mitchell

Tue 4/28

5:10 am-5:39 pm

2 stops11h 29m

$334

Key WestMilwaukee

EYW - MKE

EYWMKE

Key West

Tue 4/21

3:58 pm-9:57 pm

2 stops6h 59m

Milwaukee-Mitchell

Tue 4/28

2:00 pm-10:58 pm

2 stops7h 58m

$339

Key WestMadison

EYW - MSN

EYWMSN

Key West

Thu 8/20

4:51 pm-12:07 am

1 stop8h 16m

Madison Truax Field

Mon 8/24

7:16 am-4:20 pm

1 stop8h 04m

$349

Key WestMinneapolis

EYW - MSP

EYWMSP

Key West

Thu 6/4

3:50 pm-9:36 pm

1 stop6h 46m

Minneapolis St Paul

Mon 6/8

7:34 am-3:07 pm

1 stop6h 33m

$369

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 Key West to Wisconsin

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

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

You could potentially save up to 20% on your flight if you consider stops on a Key West to Wisconsin flight.

Cheap Key West to Wisconsin flight deals and tips

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

Fastest flight time	3h 39m
Direct flights	Every day
Airports in Wisconsin	80 airports

The fastest flight from Key West to Wisconsin takes 3h 39m

Direct flights go from Key West to Wisconsin every day.

There are 80 airports in Wisconsin. From Key West there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

When did momondo last update prices for flights from Key West Airport to Wisconsin?
Prices for flights from Key West Airport to Wisconsin are refreshed on a daily basis.
How many operators does momondo search for flights from Key West Airport to Wisconsin?
There are 3 operators available for flights from Key West Airport to Wisconsin as of March 2026.
How old do you have to be to fly from Key West Airport to Wisconsin?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Key West Airport to Wisconsin.
What documentation or ID do you need to fly to Wisconsin?
The travel and health documents required for your trip to Wisconsin 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 Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Key West to Wisconsin

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

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.1 11,492 reviews		Search American Airlines flights
Delta	PriceFrom $283	Free Cancellation	Rating 7.9 8,320 reviews		Search Delta flights

Why use momondo?

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

Finding the right flight to Wisconsin from Key West is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Wisconsin quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for Key West to Wisconsin flights to just show those with flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Wisconsin from Key West.

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

Yes momondo offers price alerts on flights to Wisconsin from Key West. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.