There are 6 ways to get from Madison to Florida Keys by plane, bus (Greyhound, Flixbus), bus, train, shuttle, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from Dane County Regional Airport-Truax Field
best- Fly from Dane County Regional Airport-Truax Field (MSN) to Key West International Airport (EYW)plane MSN - EYW
9h 12m$199–646Bus to Chicago O'Hare International Airport, fly
cheapest- Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Key West International Airport (EYW)plane ORD - EYW
10h 15m$176–504Bus
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus
- Take the bus from Chicago Bus Station to Washington Union Stationbus
- Take the bus from Washington Union Station to Miami Airport Stationbus
- Take the bus from Miami Airport Station to Big Pine Keybus
2d 2h$296–545Bus, train, shuttle
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus
- Take the train from Chicago Union Station to Miami Amtrak Stationtrain
- Take a shuttle bus from Miami, FL - International Airport to Summerland Key - Mote Marine Lab
2d 9h$752–1,569Drive 1,604.6 mi
- Drive from Madison to Florida Keyscar 1,604.6 mi
28h 40m$293–423Bus to General Mitchell International Airport, fly
- Take the bus from Madison, WI-Lake St. to Mitchell Airportbus
- Fly from General Mitchell International Airport (MKE) to Key West International Airport (EYW)plane MKE - EYW
10h 44m$209–663
Madison to Florida Keys by bus and foot
Questions & Answers
The cheapest way to get from Madison to Florida Keys is to bus and fly which costs $170 - $550 and takes 10h 15m.
The fastest way to get from Madison to Florida Keys is to fly which takes 9h 12m and costs $190 - $650.
No, there is no direct bus from Madison to Florida Keys. However, there are services departing from 250 N. Lake St - Madison UW Campus and arriving at Sugarloaf Key - Lower - Sugarloaf Lodge via Chicago Bus Station, Washington Union Station, Miami Airport Station and Big Pine Key - CVS / MM30. The journey, including transfers, takes approximately 2 days 2h.
The distance between Madison and Florida Keys is 1391 miles. The road distance is 1614 miles.
The best way to get from Madison to Florida Keys without a car is to bus which takes 2 days 2h and costs $290 - $550.
It takes approximately 9h 12m to get from Madison to Florida Keys, including transfers.
Madison to Florida Keys bus services, operated by Rockland Coaches, depart from 250 N. Lake St - Madison UW Campus station.
The best way to get from Madison to Florida Keys is to fly which takes 9h 12m and costs $190 - $650. Alternatively, you can bus, which costs $290 - $550 and takes 2 days 2h.
Madison to Florida Keys bus services, operated by Rockland Coaches, arrive at W Jackson Blvd, after S Clinton St station.
Yes, the driving distance between Madison to Florida Keys is 1614 miles. It takes approximately 28h 40m to drive from Madison to Florida Keys.
What companies run services between Madison, WI, USA and Florida Keys, FL, USA?
Delta, American Airlines, and United Airlines fly from Dane County Regional Airport-Truax Field (MSN) to Key West International Airport (EYW) 5 times a day. Alternatively, you can take a bus from 250 N. Lake St - Madison UW Campus to Florida Keys via W Jackson Blvd, after S Clinton St, Chicago Bus Station, Washington Union Station, Miami Airport Station, Big Pine Key, Big Pine Key - CVS / MM30, and Sugarloaf Key - Lower - Sugarloaf Lodge in around 2d 2h.
- Website
- delta.com
Flights from Dane County Regional Airport-Truax Field to Key West International Airport via Atlanta
- Ave. Duration
- 5h 24m
- When
- Every day
- Estimated price
- $120–550
Flights from General Mitchell International Airport to Key West International Airport via Atlanta
- Ave. Duration
- 5h 45m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago O'Hare International Airport to Key West International Airport via Atlanta
- Ave. Duration
- 5h 46m
- When
- Every day
- Estimated price
- $75–360
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Miami Amtrak Station
- Ave. Duration
- 46h 29m
- Frequency
- Once daily
- Estimated price
- $550–1,300
- Website
- Amtrak
- Phone
- +1 (866) 912 - 6224
- [email protected]
- Website
- Rockland Coaches
Bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Ave. Duration
- 4h
- Frequency
- Hourly
- Estimated price
- $26–60
- Schedules at
- Rockland Coaches
- Adult
- $26–60
Bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Ave. Duration
- 4h
- Frequency
- Hourly
- Estimated price
- $26–60
- Schedules at
- Rockland Coaches
- Adult
- $26–60
Bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departures
- Ave. Duration
- 3h
- Frequency
- Hourly
- Estimated price
- $23–50
- Schedules at
- Rockland Coaches
- Adult
- $23–50
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There are 972+ hotels available in Florida Keys.



