There are 7 ways to get from Madison to Florida Keys by plane, bus, train, car, or shuttle
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Dane County Regional Airport-Truax Field to Key West International Airport
best- Fly from Dane County Regional Airport-Truax Field (MSN) to Key West International Airport (EYW)plane MSN - EYW
9h 13m$239–971Bus to Chicago O'Hare International Airport, fly to Key West International Airport
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 7m$187–709Bus, train
- 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 the bus from Miami Airport Station to Big Pine Keybus
2d 9h$240–714Drive 1,604.7 mi
- Drive from Madison to Florida Keyscar 1,604.7 mi
28h 38m$293–423Bus to General Mitchell International Airport, fly to Key West International Airport
- 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
11h 22m$278–1,122Bus to General Mitchell International Airport, fly to Miami International Airport, shuttle
- Take the bus from Madison, WI-Lake St. to Mitchell Airportbus
- Fly from General Mitchell International Airport (MKE) to Miami International Airport (MIA)plane MKE - MIA
- Take a shuttle bus from Miami, FL - International Airport to Big Pine Key, FL
11h 45m$433–787Bus, train via Newark
- 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 Newark Penn Stationbus
- Take the train from Newark Penn Station to Miami Amtrak Stationtrain
- Take the bus from Miami Airport Station to Big Pine Keybus
2d 11h$330–1,004
Madison to Florida Keys by bus, train, taxi, and foot
Questions & Answers
The cheapest way to get from Madison to Florida Keys is to drive which costs $290 - $430 and takes 28h 38m.
The fastest way to get from Madison to Florida Keys is to fly which takes 9h 13m and costs $230 - $1,000.
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 and train which takes 2 days 9h and costs $240 - $750.
It takes approximately 9h 13m to get from Madison to Florida Keys, including transfers.
Yes, the driving distance between Madison to Florida Keys is 1614 miles. It takes approximately 28h 38m to drive from Madison to Florida Keys.
There are 739+ hotels available in 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) every 4 hours.
- Website
- delta.com
Flights from Dane County Regional Airport-Truax Field to Key West International Airport via Atlanta
- Ave. Duration
- 6h 3m
- When
- Every day
- Estimated price
- $190–900
Flights from Chicago O'Hare International Airport to Key West International Airport via Atlanta
- Ave. Duration
- 5h 11m
- When
- Every day
- Estimated price
- $110–550
Flights from General Mitchell International Airport to Key West International Airport via Atlanta
- Ave. Duration
- 6h 5m
- When
- Every day
- Estimated price
- $210–1,000
Flights from General Mitchell International Airport to Miami International Airport via Atlanta
- Ave. Duration
- 6h 1m
- When
- Every day
- Estimated price
- $150–750
- Website
- aa.com
Flights from Dane County Regional Airport-Truax Field to Key West International Airport via Charlotte
- Ave. Duration
- 5h 44m
- When
- Every day
- Estimated price
- $190–950
Flights from Dane County Regional Airport-Truax Field to Key West International Airport via Miami International Airport
- Ave. Duration
- 6h 7m
- When
- Saturday
- Estimated price
- $190–950
Flights from Dane County Regional Airport-Truax Field to Key West International Airport via Dallas/Ft.Worth
- Ave. Duration
- 6h 18m
- When
- Every day
- Estimated price
- $240–1,100
Flights from Dane County Regional Airport-Truax Field to Key West International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 7h 5m
- When
- Monday to Friday
- Estimated price
- $190–900
Flights from Dane County Regional Airport-Truax Field to Key West International Airport via Reagan Washington
- Ave. Duration
- 9h 37m
- When
- Every day
- Estimated price
- $220–1,000
Flights from Chicago O'Hare International Airport to Key West International Airport
- Ave. Duration
- 3h 28m
- When
- Every day
- Estimated price
- $110–550
Flights from General Mitchell International Airport to Key West International Airport via Miami International Airport
- Ave. Duration
- 5h 33m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $220–1,100
Flights from General Mitchell International Airport to Key West International Airport via Charlotte
- Ave. Duration
- 5h 36m
- When
- Every day
- Estimated price
- $220–1,100
Flights from General Mitchell International Airport to Key West International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 6h 53m
- When
- Every day
- Estimated price
- $210–1,000
Flights from General Mitchell International Airport to Miami International Airport
- Ave. Duration
- 3h 35m
- When
- Every day
- Estimated price
- $150–750
- Website
- southwest.com
Flights from General Mitchell International Airport to Miami International Airport
- Ave. Duration
- 3h 15m
- When
- Saturday
- Estimated price
- $150–750
Flights from General Mitchell International Airport to Miami International Airport via Nashville
- Ave. Duration
- 4h 57m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $160–750
Flights from General Mitchell International Airport to Miami International Airport via St. Louis
- Ave. Duration
- 5h 17m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $160–800
Flights from General Mitchell International Airport to Miami International Airport via Orlando
- Ave. Duration
- 5h 20m
- When
- Every day
- Estimated price
- $150–750
Flights from General Mitchell International Airport to Miami International Airport via Chicago Midway
- Ave. Duration
- 5h 55m
- When
- Monday, Thursday, and Friday
- Estimated price
- $150–750
- Website
- united.com
Flights from Dane County Regional Airport-Truax Field to Key West International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 6h 2m
- When
- Every day
- Estimated price
- $190–900
Flights from Chicago O'Hare International Airport to Key West International Airport
- Ave. Duration
- 3h 21m
- When
- Every day
- Estimated price
- $110–550
Flights from General Mitchell International Airport to Key West International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 44m
- When
- Every day
- Estimated price
- $210–1,000
- Website
- spirit.com
Flights from Chicago O'Hare International Airport to Key West International Airport via Fort Lauderdale
- Ave. Duration
- 5h 41m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $120–600
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Miami Amtrak Station
- Ave. Duration
- 46h 29m
- Frequency
- Once daily
- Estimated price
- $170–600
- Website
- https://www.amtrak.com/home.html
Train from Newark Penn Station to Miami Amtrak Station
- Ave. Duration
- 28h 6m
- Frequency
- Once daily
- Estimated price
- $160–650
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 608-752-5407
- vangalder@coachusa.com
- Website
- coachusa.com
Bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Ave. Duration
- 4h
- Frequency
- Hourly
- Estimated price
- $22–45
- Website
- https://www.coachusa.com/van-galder-bus-company
Bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departures
- Ave. Duration
- 3h
- Frequency
- Hourly
- Estimated price
- $20–40
- Website
- https://www.coachusa.com/van-galder-bus-company
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Miami Airport Station to Big Pine Key
- Ave. Duration
- 3h 35m
- Frequency
- 3 times a day
- Estimated price
- $22–40
- Website
- https://www.greyhound.com/
- Phone
- +1 414-266-4409
- ticketinfo@badgerbus.com
- Website
- badgerbus.com
Bus from Madison, WI-Lake St. to Mitchell Airport
- Ave. Duration
- 2h
- Frequency
- 4 times a day
- Estimated price
- $24–35
- Website
- https://badgerbus.com
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Madison, WI-Lake St. to Mitchell Airport
- Ave. Duration
- 2h 10m
- Frequency
- Twice daily
- Estimated price
- $20–35
- Schedules at
- flixbus.com
Bus from Chicago Bus Station to Newark Penn Station
- Ave. Duration
- 19h 25m
- Frequency
- Once daily
- Estimated price
- $100–240
- Schedules at
- flixbus.com
- Phone
- +1 800-236-1240
- Website
- golamers.com
Bus from Madison, WI-Lake St. to Mitchell Airport
- Ave. Duration
- 2h 20m
- Frequency
- Once daily
- Estimated price
- $22–55
- Website
- https://www.golamers.com/
- Schedules at
- https://www.golamers.com/
- Phone
- +1 (305) 289-9997
- groups@keysshuttle.com
- Website
- keysshuttle.com
Shuttle from Miami, FL - International Airport to Big Pine Key, FL
- Ave. Duration
- 3h
- Frequency
- 4 times a day
- Estimated price
- $130–180
- Website
- https://www.keysshuttle.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide










