$158 Find Cheap Flights from Key West to Wisconsin

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Key West to Wisconsin departing on 8/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Wisconsin

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Key West to Wisconsin, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Key West to Wisconsin, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights Deals

Best Wisconsin Flight Deals from Key West

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Milwaukee
Milwaukee1 stop$249
Madison
Madison1 stop$269
Chicago
Chicago1 stop$269
Minneapolis
Minneapolis1 stop$475
Milwaukee
Milwaukee1 stop$249
Madison
Madison1 stop$269
Chicago
Chicago1 stop$269
Minneapolis
Minneapolis1 stop$475

Cheap Flights from Key West to Wisconsin

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Key West to Wisconsin that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Key West to Wisconsin

Wed, Aug 6 - Wed, Aug 13
Delta Logo
7:00 am - 11:38 amEYW-MKE
5h 38m1 stop
Delta Logo
10:10 am - 5:27 pmMKE-EYW
6h 17m1 stop
$249Delta
Find Deal
Wed, Aug 6 - Wed, Aug 13
American Airlines Logo
1:13 pm - 11:32 pmEYW-MKE
11h 19m2 stops
American Airlines Logo
8:10 am - 4:46 pmMKE-EYW
7h 36m1 stop
$254American Airlines
Find Deal
Wed, Aug 6 - Wed, Aug 13
American Airlines Logo
1:52 pm - 11:32 pmEYW-MKE
10h 40m2 stops
American Airlines Logo
6:00 am - 7:07 pmMKE-EYW
12h 07m2 stops
$259American Airlines
Find Deal
Fri, Sep 26 - Tue, Sep 30
Delta Logo
2:35 pm - 9:12 pmEYW-ORD
7h 37m1 stop
Delta Logo
11:19 am - 5:12 pmORD-EYW
4h 53m1 stop
$269Delta
Find Deal
Thu, Aug 14 - Sun, Aug 17
American Airlines Logo
4:49 pm - 11:59 pmEYW-MSN
8h 10m1 stop
American Airlines Logo
7:16 am - 4:19 pmMSN-EYW
8h 03m1 stop
$269American Airlines
Find Deal
Thu, Aug 14 - Sun, Aug 17
American Airlines Logo
4:49 pm - 11:59 pmEYW-MSN
8h 10m1 stop
American Airlines Logo
5:30 am - 4:19 pmMSN-EYW
9h 49m2 stops
$274American Airlines
Find Deal
Wed, Oct 1 - Wed, Oct 8
American Airlines Logo
11:25 am - 10:00 pmEYW-MSN
11h 35m2 stops
American Airlines Logo
6:00 am - 4:29 pmMSN-EYW
9h 29m2 stops
$279American Airlines
Find Deal
Fri, Sep 19 - Mon, Sep 22
Delta Logo
6:00 pm - 11:53 pmEYW-ORD
6h 53m1 stop
Delta Logo
11:19 am - 7:44 pmORD-EYW
7h 25m1 stop
$289Delta
Find Deal
Sat, Jun 28 - Wed, Jul 2
United Airlines Logo
2:12 pm - 7:42 amEYW-ORD
18h 30m2 stops
United Airlines Logo
6:00 am - 1:12 pmORD-EYW
6h 12m1 stop
$598United Airlines
Find Deal
Fri, Aug 8 - Sun, Aug 10
United Airlines Logo
2:12 pm - 7:42 amEYW-ORD
18h 30m2 stops
United Airlines Logo
2:50 pm - 1:26 pmORD-EYW
21h 36m2 stops
$602United Airlines
Find Deal
Useful Info

KAYAK's insights & trends for Key West to Wisconsin flights

Get data-powered insights and trends into flights from Key West to Wisconsin to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Key West to Wisconsin?

The average price of all round-trip flights from Key West to Wisconsin clicked on KAYAK for each day over the last 12 months.

For Key West to Wisconsin, Wednesday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Wisconsin back to Key West, the best deals are generally found on Wednesday, with Thursday being the most expensive.


Good to know

Low seasonJune
High seasonDecember
Cheapest flight$158
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Key West to Chicago O'Hare Airport

FAQs - booking Wisconsin flights

  • How does KAYAK find such low prices on flights from Key West to Wisconsin?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Key West to Wisconsin.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Key West to Wisconsin?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Key West to Wisconsin is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Key West to Wisconsin?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Key West to Wisconsin with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Key West to Wisconsin?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Key West to Wisconsin up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Wisconsin?

    The cheapest time of day to fly to Wisconsin is generally in the morning, when round-trip flights cost $377 on average. The most expensive time of day to fly to Wisconsin is generally in the morning, which is peak travel time and where the average cost of a ticket is $377.

Top tips for finding cheap flights to Wisconsin

  • Looking for a cheap flight? 25% of our users found tickets from Key West to the following destinations at these prices or less: Chicago $293 one-way - $427 round-trip

Top airlines flying from Key West to Wisconsin

 
See real verified KAYAK customer reviews for airlines flying from Key West to Wisconsin. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Key West to Wisconsin? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7961 reviews
7.9Comfort
7.3Food
7.9Entertainment
8.2Boarding
8.5Crew
Airline reviews

Excellent check-in. Crew was good. Excellent communication from flight deck.

8.0 ExcellentPatrick, Jun 2025JAX - BOS
Read more Delta reviews

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Everything was great. Great service, excellent communication, and early arrival

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Crew professional. Easy bag drop off. On time. Good entertainment.

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

The boarding crew was incredibly helpful getting me on an earlier flight

They have lost any customer service care and support. Terrible airline now and been for awhile.

The flight was delayed leaving Miami. When we arrived in Charlotte, we were unable to park at our scheduled gate. We had to wait another 30-45 minutes before we could park at a different gate. All in all, we were delayed by almost two hours arriving in Charlotte.

the pilot that landed this flight in Philadelphia did an amazing job, the weather was absolutely terrible and we landed safely.

Everything you need to know for your flight from Key West to Wisconsin

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.