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How to get fromMadison to Florida Keysby plane, bus (Greyhound, Flixbus), bus, train, car, shuttle, or ferry

Find Transport to Florida Keys

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There are 8 ways to get from Madison to Florida Keys by plane, bus (Greyhound, Flixbus), bus, train, car, shuttle, or ferry

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly Dane County Regional Airport-Truax Field to Key West International Airport

    best
    1. Fly from Dane County Regional Airport-Truax Field (MSN) to Key West International Airport (EYW)plane plane MSN - EYW
    9h 21m
    $219–746

  2. Bus to Chicago O'Hare International Airport, fly to Key West International Airport

    cheapest
    1. Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Key West International Airport (EYW)plane plane ORD - EYW
    10h 2m
    $176–514

  3. Bus

    1. Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus bus
    2. Take the bus from Chicago Bus Station to Washington Union Stationbus bus
    3. Take the bus from Washington Union Station to Miami Airport Stationbus bus
    4. Take the bus from Miami Airport Station to Big Pine Keybus bus
    2d 2h
    $318–525

  4. Bus, train

    1. Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus bus
    2. Take the train from Chicago Union Station to Miami Amtrak Stationtrain train
    3. Take the bus from Miami Airport Station to Big Pine Keybus bus
    2d 9h
    $557–1,319

  5. Drive  1,603.8 mi

    1. Drive from Madison to Florida Keyscar car 1,603.8 mi
    28h 43m
    $293–423

  6. Bus to General Mitchell International Airport, fly to Key West International Airport

    1. Take the bus from Madison, WI-Lake St. to Mitchell Airportbus bus
    2. Fly from General Mitchell International Airport (MKE) to Key West International Airport (EYW)plane plane MKE - EYW
    10h 59m
    $218–726

  7. Bus to Chicago O'Hare International Airport, fly to Miami International Airport, shuttle

    1. Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Miami International Airport (MIA)plane plane ORD - MIA
    3. Take a shuttle bus from Miami, FL - International Airport to Big Pine Key, FLshuttle bus
    12h 34m
    $346–934

  8. Fly Dane County Regional Airport-Truax Field to Ft. Myers, ferry

    1. Fly from Dane County Regional Airport-Truax Field (MSN) to Ft. Myers (RSW)plane plane MSN - RSW
    2. Take the ferry from Fort Myers Beach, FL to Key West, FLferry ferry
    13h
    $348–1,082

Madison to Florida Keys by bus and foot

Calendar4Weekly Services
Duration2d 2hAverage Duration
Ticket$318Cheapest Price
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Comparing Your Travel Options

Map of how to get from Madison to Florida Keys.ExpandLaunch map view
  • Distance: 1,382.8 mi
  • Duration: 9h 21m

What companies run services between Madison, WI, USA and Florida Keys, FL, USA?

Delta, United Airlines, and American Airlines fly from Dane County Regional Airport-Truax Field (MSN) to Key West International Airport (EYW) 4 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.

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