Find cheap flights from Key West to Madison

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

Round-trip
One way

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to book flights from Key West to Madison?

We monitor flight fares to help you find the best deals effortlessly

Cheapest flights

From price

23 30
Apr

30 6
6 13
13 20
20 27
May

27 4
4 11
11 18
18 25
Jun

25 1
1 8
8 15

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

When are flight tickets from Key West (EYW) to Madison (MSN) the cheapest?

Airlines adjust prices for flights from Key West to Madison based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Key West (EYW) to Madison (MSN) cost?

According to Trip.com's data, the lowest price is around $579.
What is the transportation method from the main airport to downtown in Madison?
- The distance from Dane County Regional Airport to downtown is about 9 km. It takes about 20 minutes by taxi.

How to find a cheap flight from Key West to Madison

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Key West to Madison. Book your flights at the right time and save more.

Being flexible with your dates to get the cheapest Key West to Madison ticket.

Tap "Date" on flight search bar to scan through the calender for Key West to Madison airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Tue, May 6 at US$210 for one-way flights.

Compare cheap Key West to Madison flight deals from over hundreds of airlines.

Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Key West to Madison. The cheapest airline operating is Delta Air Lines.

Set up a Price Alert

By setting up a Price Alert for your Key West to Madison route, you can easily track the price of your airline tickets from Key West to Madison without manually checking every day.

Don't miss cheap Key West to Madison flight deals and promo codes.

You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights for cheap flights. If registering a free membership, you can receive more deals for your flights.

Book early or wait unitl the last minute.

It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.

Search for flights on the go.

To get the best flight booking experience on the go, download Trip.com free app and search for cheap flight tickets from Key West to Madison to get exclusive deals for you.

Key West to Madison Flight Information

Cheapest one-way flight price	$210
Off-season for travel	May
Peak season for travel	February
Flight distance	2,179.76 km
Popular airline	United Airlines