Cheap flights from Madison to Key West (MSN - EYW)

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The best prices from Madison Truax Field to Key West are usually found in August or May, booked 58 days in advance, depart on a Tuesday or Wednesday and return on a Monday

How to find the cheapest flight from
Madison (MSN) to Key West (EYW)

All the information you need to plan the best MSN to EYW flight in 2022: compare Madison to Key West flight prices with the expected peak season, weather and rainfall in Key West.
MSN - EYW
Price
$206 - $561
EYW
Temperature
69.8 - 84.2 °F
EYW
Rainfall
1.5 - 6.7 inches

Popular in

November

High demand for flights, 23% potential price rise

Cheapest in

August

Best time to find cheap flights, 52% potential price drop

Average price

$374

Average for round-trip flights in May 2022

Round-trip from

$206

From Madison Truax Field to Key West

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest month to fly from Madison to Key West?

Flights from Madison to Key West lean towards being more expensive in November. Prices are generally better when you fly from Madison to Key West in August, with the cheapest ticket starting at $180.

When is the cheapest time to fly from Madison to Key West (MSN - EYW)?

A simple way to save on the total cost of your ticket is to fly from Madison to Key West in the evening. If you’re flexible enough to do this you can expect to save up to 94% on your trip compared to booking a flight in the morning.

How far in advance should I book a flight from Madison to Key West?

To save on the cost of your flight from Madison to Key West, book at least 58 days before your planned departure. Booking around this time can save you about 26% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $454 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $497.

What is the cheapest day to fly round-trip from Madison to Key West?

Flying to your destination on a Thursday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Key West. Check prices with Cheapflights to find a great deal for your trip.

Cheap flights from Madison to Key West in May, June 2022

The best prices found for MSN to EYW flights for May, June
30 May - 3 Jun
$586pp
MSN
Madison Truax Field
American Airlines
 
1 STOP
EYW
Key West
EYW
Key West
American Airlines
 
1 STOP
MSN
Madison Truax Field
30 May - 4 Jun
$589pp
MSN
Madison Truax Field
American Airlines
   
2 STOPS
EYW
Key West
EYW
Key West
American Airlines
 
1 STOP
MSN
Madison Truax Field
30 May - 3 Jun
$594pp
MSN
Madison Truax Field
American Airlines
   
2 STOPS
EYW
Key West
EYW
Key West
American Airlines
   
2 STOPS
MSN
Madison Truax Field

Madison Truax Field to Key West 2022 flight deals

Cheap flights to Key West from Madison found for this year
3 Sep - 17 Sep
$435pp
MSN
Madison Truax Field
American Airlines
 
1 STOP
EYW
Key West
EYW
Key West
American Airlines
 
1 STOP
MSN
Madison Truax Field
3 Sep - 17 Sep
$439pp
MSN
Madison Truax Field
American Airlines
 
1 STOP
EYW
Key West
EYW
Key West
American Airlines
   
2 STOPS
MSN
Madison Truax Field
24 Sep - 1 Oct
$444pp
MSN
Madison Truax Field
American Airlines
   
2 STOPS
EYW
Key West
EYW
Key West
American Airlines
   
2 STOPS
MSN
Madison Truax Field

Last minute flights from Madison to Key West

Late deals on round-trip flights to Key West from Madison, departing today and this week
30 May - 3 Jun
$586pp
MSN
Madison Truax Field
American Airlines
 
1 STOP
EYW
Key West
EYW
Key West
American Airlines
 
1 STOP
MSN
Madison Truax Field
30 May - 4 Jun
$589pp
MSN
Madison Truax Field
American Airlines
   
2 STOPS
EYW
Key West
EYW
Key West
American Airlines
 
1 STOP
MSN
Madison Truax Field
30 May - 3 Jun
$594pp
MSN
Madison Truax Field
American Airlines
   
2 STOPS
EYW
Key West
EYW
Key West
American Airlines
   
2 STOPS
MSN
Madison Truax Field

One-way flights to Key West from Madison

The cheapest one-way flights from Madison to Key West
2:00 am - 4:43 pm
American Airlines
2 Stops
13h 43m
MSN - EYW
American Airlines
2:00 am - 11:40 am
United Airlines
2 Stops
8h 40m
MSN - EYW
United Airlines
$514
United
9:46 am - 10:30 am
Multiple Airlines
3 Stops
23h 44m
MSN - EYW
Multiple Airlines
$521
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Madison</span> to <span class="emphasized">Key West</span> flights.

Flight FAQs

From Madison to Key West

Which airlines flying from Madison Truax Field to Key West have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like American Airlines, United Airlines, and Delta flying from Madison Truax Field to Key West have implemented new flexible cancellation policies.

Can I find flights from Madison to Key West for under $500 on Cheapflights?

Yes, there are multiple flights from Madison to Key West for under $500. The cheapest flight booked recently is on American Airlines for just $435, but on average you can expect to pay $552.

Are there last-minute flights available from Madison to Key West for under $600?

There are currently 20+ open flights from Madison to Key West within the next 7 days for less than $600.

What are the cheapest airlines flying from Madison to Key West round-trip?

According to our current data, American Airlines ($435), United Airlines ($496), and Delta ($708) offers the cheapest pricing from Madison to Key West.

What are the cheapest airlines to fly from Madison to Key West one-way?

The cheapest airlines for a one-way flight from Madison to Key West are United Airlines ($297), American Airlines ($298), and Delta ($329).

What are the cheapest flights from Madison to Key West?

Looking at all options, your cheapest flight can be booked for $207. While the most popular route (Madison Truax Field - Key West) can be booked for $588 on average our data indicates $845 when flying from Madison to Key West.

What are the most popular airlines that fly from Madison to Key West?

The most popular airlines flying from Madison to Key West are American Airlines, Delta and United Airlines. Something to consider prior to booking your flight.

COVID Restrictions

View COVID Travel Restrictions for Key West, FL

Do I need a COVID test to fly to Key West from Madison?

Information is based on travel restrictions for travel to Key West within the United States

Most visitors from Madison Truax Field need to provide a negative COVID-19 test result and/or quarantine to enter Key West.

COVID-19 testing requirements
Visitors from Madison Truax Field must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 1 day for RT-PCR (NAAT) and 1 day for Antigen (quick-test) before departing to Key West.

Quarantine requirements
Visitors from Madison Truax Field are not required to quarantine after entering Key West.

Do I need a test to fly back to Madison from Key West?

Returning to Madison Truax Field from Key West

COVID-19 testing requirements
Visitors from Key West must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 1 day for RT-PCR (NAAT) and 1 day for Antigen (quick-test) before departing to Madison Truax Field.

Quarantine requirements
Visitors from Key West are not required to quarantine after entering Madison Truax Field.

Hide COVID Travel Restrictions for Key West, FL

Alternative routes for Madison to Key West

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Key West

Things to know before you go - useful duration and weather info for your trip from Madison to Key West.
Average temperature for May in Key West
86.0 °F
Avg rainfall for May in Key West
3.1 ″

Airports servicing Madison

Airports servicing Key West

Top 3 airlines flying from Madison Truax Field to Key West

The chart below displays the airlines Cheapflights users traveling from Madison to Key West choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Delta
$198 $466 No cancel fee N/A
United Airlines
$238 $400 No cancel fee 69%
American Airlines
$238 $442 No cancel fee 71%
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