$288+ Cheap flights from Key West to Madison (EYW - MSN)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/20. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — MSN
May 4 — May 111
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Key West to Madison with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Key West to Madison
Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to Madison (MSN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 29, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $324 (Delta) |
One-way from | $288 (FlightHub) |
Popular in | February |
Cheapest in | April |
Average price | $293 |
Find flight deals from Key West to Madison
Cheapest flights from Key West to MadisonExplore the most affordable flight options available from Key West to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.
Explore the most affordable flight options available from Key West to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/156:27 pmEYW - MSN
1 stop5h 07mDelta
Mon 8/115:45 amMSN - EYW
1 stop6h 24mDelta
Deal found 4/29![Delta logo]()
$324
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1411:18 amEYW - MSN
2 stops9h 38mAmerican Airlines
Tue 8/126:20 amMSN - EYW
1 stop6h 31mAmerican Airlines
Deal found 4/29![American Airlines logo]()
$381
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/146:45 pmEYW - MSN
2 stops20h 09mUnited Airlines
Wed 8/132:35 pmMSN - EYW
2 stops16h 25mUnited Airlines
Deal found 4/29![United Airlines logo]()
$406
Cheapflights Fare Finder
Customize your flight search to find flights from Key West to Madison 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, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2025.
Use the filters below to find and compare flights from Key West to Madison that are best for you.
Fly from
Key West
Fly to
Madison
Route
Depart
Return
Price
Key WestMadison
EYW - MSN
EYWMSN
Key West
Tue 7/15
6:27 pm-10:34 pm
1 stop5h 07m
Madison Truax Field
Wed 8/13
11:11 am-7:46 pm
1 stop7h 35m
$324
Key WestMadison
EYW - MSN
EYWMSN
Key West
Mon 7/14
11:18 am-7:56 pm
2 stops9h 38m
Madison Truax Field
Tue 8/12
6:20 am-1:51 pm
1 stop6h 31m
$381
Key WestMadison
EYW - MSN
EYWMSN
Key West
Mon 7/14
6:45 pm-1:54 pm
2 stops20h 09m
Madison Truax Field
Wed 8/13
2:35 pm-8:00 am
2 stops16h 25m
$406
Key WestMadison
EYW - MSN
EYWMSN
Key West
Fri 6/20
2:07 pm-8:01 am
1 stop18h 54m
$288
Key WestMadison
EYW - MSN
EYWMSN
Key West
Fri 6/20
6:45 pm-12:13 pm
2 stops18h 28m
$309
Key WestMadison
EYW - MSN
EYWMSN
Key West
Sat 5/10
11:48 am-9:03 pm
2 stops10h 15m
$342
Key WestMadison
EYW - MSN
EYWMSN
Key West
Thu 5/8
5:24 pm-11:45 pm
1 stop7h 21m
$405
Compare providers for flights from Key West to Madison
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Key West to Madison in April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars |
- Most accurate provider: When it comes to deals on Key West-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Key West-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Key West-Madison flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Key West-Madison flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Key West-Madison flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Key West to Madison
Have a flexible travel schedule? Discover the best time to fly to Madison from Key West with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Key West to Madison
Rainfall in Madison by month
Plan your trip to Madison by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Madison ranges from 1.2 - 4.5 inches per month. June is typically the wettest month, when rainfall can reach 4.5 in. January is typically the driest time to visit Madison when rainfall is around 1.2 in.
Temperature in Madison by month
Plan your trip to Madison by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Madison, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).
Reviews of airlines servicing Madison
Get insights into the airlines that provide service to Madison. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madison. Reviews last updated April 29, 2025.
Food
6.7
Boarding
8.3
Overall
8.1
Comfort
8.2
Crew
8.8
Entertainment
6.6
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Food
6.7
Boarding
8.3
Overall
8.1
Comfort
8.2
Crew
8.8
Entertainment
6.6
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Food
6.7
Boarding
8.3
Overall
8.1
Comfort
8.2
Crew
8.8
Entertainment
6.6
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Food
6.7
Boarding
8.3
Overall
8.1
Comfort
8.2
Crew
8.8
Entertainment
6.6
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Food
6.7
Boarding
8.3
Overall
8.1
Comfort
8.2
Crew
8.8
Entertainment
6.6
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Related info for your journey
Find useful and relevant information for your journey from Key West to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Key West?
Book flights to Key West if you plan to visit one of these locationsPortage
Middleton
Baraboo
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Key West to Madison
See prices for flight routes from nearby airports that may be better suited for you.
Top airline flying from Key West to Madison
Discover the top airline that operate flights from Key West to Madison. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$222 | Average$398 | FlexibilityNo cancel fee | On-time71% |