Cheap Flights from Key West to Madison starting at S$ 282

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

Round-trip
One way

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

Cheapest time to fly 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 lowest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

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

Airlines adjust prices for flights from Key West to Madison based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much is a flight from Key West (EYW) to Madison (MSN) cost?

According to Trip.com's data, the lowest price is around S$ 777.
What is the transportation method from the main airport to downtown in Madison?
- The distance from Dane County Regional Airport to downtown is about 9km, by taxi about 20 minutes.
How many airports in Madison?

There are 1 airports near Madison: Dane County Regional Airport.

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.

Choose your dates flexibly and get the best deals on flights from Key West to Madison.

Tap 'Date' on the flight search bar to browse the calendar for Key West to Madison airfare over the next 6 months in 2025. If you're looking to fly within the next 3 months, the cheapest date seems to be Tue, May 6, with one-way flights starting at S$ 282.

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

Our extensive search lets you compare prices from over 500 airlines to find the cheapest flights from Key West to Madison. The cheapest flight at the moment is with Delta Air Lines.

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Book early or wait for last-minute deals.

It's always better to book early. Flight tickets are often at their lowest when first released, usually a year ahead of departure. Keep an eye out as soon as your desired flights open for booking. If you miss the early deals, you may still find lower prices closer to your travel date.

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For the best flight booking experience on the go, download Trip.com and search for cheap flights from Key West to Madison to get your exclusive deals.

Find cheapest flight ticket from Key West to Madison

Cheapest one-way flight price	S$ 282
Off-season for travel	May
Peak season for travel	February
Flight distance	2,179.76km
Popular airline	United Airlines