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Cheap flights from Key West to Wisconsin from $85

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Key West to Wisconsin departing on 1/15. 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 Key West to Wisconsin

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:39 pm - 9:20 pm
EYW
-
ORD
3h 41mnonstop
American Airlines Logo
1:50 pm - 6:09 pm
ORD
-
EYW
3h 19mnonstop
$249American Airlines
Thu, Apr 9 - Mon, Apr 13
American Airlines Logo
1:15 pm - 3:50 pm
EYW
-
ORD
3h 35mnonstop
American Airlines Logo
8:14 am - 12:45 pm
ORD
-
EYW
3h 31mnonstop
$279American Airlines
Mon, Dec 29 - Mon, Jan 12
American Airlines Logo
5:22 pm - 11:50 pm
EYW
-
ORD
7h 28m1 stop
American Airlines Logo
1:50 pm - 6:09 pm
ORD
-
EYW
3h 19mnonstop
$289American Airlines
Thu, Apr 9 - Mon, Apr 13
Delta Logo
1:02 pm - 6:59 pm
EYW
-
ORD
6h 57m1 stop
Delta Logo
5:30 am - 11:29 am
ORD
-
EYW
4h 59m1 stop
$299Delta
Mon, Dec 29 - Mon, Jan 12
American Airlines Logo
4:01 pm - 6:45 pm
EYW
-
ORD
3h 44mnonstop
American Airlines Logo
10:10 am - 6:01 pm
ORD
-
EYW
6h 51m1 stop
$307American Airlines
Wed, Jan 21 - Thu, Jan 29
American Airlines Logo
5:15 pm - 11:44 pm
EYW
-
ORD
7h 29m1 stop
American Airlines Logo
10:10 am - 6:01 pm
ORD
-
EYW
6h 51m1 stop
$317American Airlines
Wed, Jan 21 - Thu, Jan 29
United Airlines Logo
4:15 pm - 6:48 pm
EYW
-
ORD
3h 33mnonstop
United Airlines Logo
10:50 am - 3:17 pm
ORD
-
EYW
3h 27mnonstop
$329United Airlines
Fri, Jan 23 - Sun, Jan 25
American Airlines Logo
1:15 pm - 3:50 pm
EYW
-
ORD
3h 35mnonstop
American Airlines Logo
8:14 am - 12:45 pm
ORD
-
EYW
3h 31mnonstop
$334American Airlines
Mon, Dec 29 - Mon, Jan 12
United Airlines Logo
2:25 pm - 8:13 pm
EYW
-
ORD
6h 48m1 stop
United Airlines Logo
10:50 am - 3:17 pm
ORD
-
EYW
3h 27mnonstop
$339United Airlines
Fri, Jan 23 - Sun, Jan 25
Multiple Airlines Logo
1:10 pm - 11:54 pm
EYW
-
MSP
11h 44m1 stop
Multiple Airlines Logo
5:06 pm - 8:15 am
MSP
-
EYW
14h 09m1 stop
$624Multiple Airlines
Fri, Dec 26 - Sat, Dec 27

Delta flights from Key West to Wisconsin

Our best Delta deals on Key West to Wisconsin flight tickets
Delta
Dec 29
EYW1:02 pmKey West
6h 57m
1 stop
ORD6:59 pmChicago O'Hare Intl
Jan 12
ORD5:30 amChicago O'Hare Intl
4h 59m
1 stop
EYW11:29 amKey West
$299
Find similar
Delta
Dec 29
EYW6:20 pmKey West
6h 42m
1 stop
ORD12:02 amChicago O'Hare Intl
Jan 2
ORD5:30 amChicago O'Hare Intl
5h 37m
1 stop
EYW12:07 pmKey West
$329
Find similar
Delta
Dec 17
EYW12:38 pmKey West
7h 05m
1 stop
ORD6:43 pmChicago O'Hare Intl
Sep 16
ORD1:15 pmChicago O'Hare Intl
5h 30m
1 stop
EYW7:45 pmKey West
$335
Find similar

United Airlines flights from Key West to Wisconsin

Our best United Airlines deals on Key West to Wisconsin flight tickets
United Airlines
Jan 23
EYW4:15 pmKey West
3h 33m
ORD6:48 pmChicago O'Hare Intl
Jan 25
ORD10:50 amChicago O'Hare Intl
3h 27m
EYW3:17 pmKey West
$329
Find similar
United Airlines
Jan 23
EYW2:25 pmKey West
6h 48m
1 stop
ORD8:13 pmChicago O'Hare Intl
Jan 25
ORD10:50 amChicago O'Hare Intl
3h 27m
EYW3:17 pmKey West
$339
Find similar
United Airlines
Jan 23
EYW6:05 pmKey West
6h 34m
1 stop
ORD11:39 pmChicago O'Hare Intl
Jan 25
ORD8:52 amChicago O'Hare Intl
6h 30m
1 stop
EYW4:22 pmKey West
$349
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Key West to Wisconsin 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 December 17, 2025.
Use the filters below to find and compare flights from Key West to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Key WestChicago

EYW - ORD

EYWORD

Key West

Thu 4/9

6:39 pm-9:20 pm

Nonstop3h 41m

Chicago O'Hare Intl

Mon 4/13

1:50 pm-6:09 pm

Nonstop3h 19m

$249

Key WestChicago

EYW - ORD

EYWORD

Key West

Mon 12/29

1:15 pm-3:50 pm

Nonstop3h 35m

Chicago O'Hare Intl

Mon 1/12

8:14 am-12:45 pm

Nonstop3h 31m

$279

Key WestChicago

EYW - ORD

EYWORD

Key West

Thu 4/9

5:22 pm-11:50 pm

1 stop7h 28m

Chicago O'Hare Intl

Mon 4/13

1:50 pm-6:09 pm

Nonstop3h 19m

$289

Key WestChicago

EYW - ORD

EYWORD

Key West

Mon 12/29

1:02 pm-6:59 pm

1 stop6h 57m

Chicago O'Hare Intl

Mon 1/12

5:30 am-11:29 am

1 stop4h 59m

$299

Key WestChicago

EYW - ORD

EYWORD

Key West

Wed 1/21

4:01 pm-6:45 pm

Nonstop3h 44m

Chicago O'Hare Intl

Thu 1/29

10:10 am-6:01 pm

1 stop6h 51m

$307

Key WestChicago

EYW - ORD

EYWORD

Key West

Wed 1/21

5:15 pm-11:44 pm

1 stop7h 29m

Chicago O'Hare Intl

Thu 1/29

10:10 am-6:01 pm

1 stop6h 51m

$317

Key WestChicago

EYW - ORD

EYWORD

Key West

Fri 1/23

4:15 pm-6:48 pm

Nonstop3h 33m

Chicago O'Hare Intl

Sun 1/25

10:50 am-3:17 pm

Nonstop3h 27m

$329

Key WestChicago

EYW - ORD

EYWORD

Key West

Mon 12/29

1:15 pm-3:50 pm

Nonstop3h 35m

Chicago O'Hare Intl

Mon 1/12

8:14 am-12:45 pm

Nonstop3h 31m

$334

Key WestChicago

EYW - ORD

EYWORD

Key West

Fri 1/23

2:25 pm-8:13 pm

1 stop6h 48m

Chicago O'Hare Intl

Sun 1/25

10:50 am-3:17 pm

Nonstop3h 27m

$339

Key WestMinneapolis

EYW - MSP

EYWMSP

Key West

Fri 12/26

1:10 pm-11:54 pm

1 stop11h 44m

Minneapolis St Paul

Sat 12/27

5:06 pm-8:15 am

1 stop14h 09m

$624

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 Wisconsin from

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

What is the cheapest day to depart on your flight to Wisconsin?

The cheapest day to depart from Key West to Wisconsin is on a Wednesday. Travelers who choose to depart for Wisconsin on a Wednesday will often find tickets for as low as $343. The most expensive day to fly to Wisconsin is Tuesday, with ticket prices averaging around $411.

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

You could potentially save up to 27% 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 25m

Direct flights

Every day

Airports in Wisconsin

80 airports
The fastest flight from Key West to Wisconsin takes 3h 25m
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?

  • 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
DeltaPriceFrom $283Free CancellationRating
7.9
8,008 reviews
Search Delta flights
American AirlinesPriceFrom $348Free CancellationRating
7.2
11,049 reviews
Search American Airlines 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.

An easier way to manage your Wisconsin trip

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