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How to get fromChicago to Islamoradaby plane, shuttle, bus (Greyhound, Flixbus), train, bus, or car

Find Transport to Islamorada

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There are 9 ways to get from Chicago to Islamorada by plane, shuttle, bus (Greyhound, Flixbus), train, bus, 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.

  1. Fly Chicago O'Hare International Airport to Miami International Airport, shuttle

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Miami International Airport (MIA)plane plane ORD - MIA
    2. Take a shuttle bus from Miami, FL - International Airport to Islamorada, FLshuttle bus
    7h 38m
    $282–895

  2. Fly Chicago O'Hare International Airport to Key West International Airport, bus

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Key West International Airport (EYW)plane plane ORD - EYW
    2. Take the bus from Key West Airport to Islamoradabus bus
    8h 15m
    $104–428

  3. Bus

    1. Take the bus from Chicago Bus Station to Atlanta Bus Stationbus bus
    2. Take the bus from Atlanta Bus Station to Miami Airport Stationbus bus
    3. Take the bus from Miami Airport Station to Islamoradabus bus
    33h 30m
    $220–427

  4. Train, bus

    1. Take the train from Chicago Union Station to Hollywood Amtrak Stationtrain train Floridian
    2. Take the bus from Miami Airport Station to Islamoradabus bus Greyhound US0720s
    2d 2h
    $664–1,367

  5. Drive 1,387.5 mi

    1. Drive from Chicago to Islamoradacar car 1,387.5 mi
    25h 15m
    $254–366

  6. Fly Chicago Midway International Airport to Fort Lauderdale–Hollywood International Airport, shuttle

    1. Fly from Chicago Midway International Airport (MDW) to Fort Lauderdale–Hollywood International Airport (FLL)plane plane MDW - FLL
    2. Take a shuttle bus from Fort Lauderdale, FL - International Airport to Islamorada, FLshuttle bus
    7h 39m
    $262–815

  7. Fly Chicago O'Hare International Airport to Fort Lauderdale–Hollywood International Airport, shuttle

    1. Fly from Chicago O'Hare International Airport (ORD) to Fort Lauderdale–Hollywood International Airport (FLL)plane plane ORD - FLL
    2. Take a shuttle bus from Fort Lauderdale, FL - International Airport to Islamorada, FLshuttle bus
    8h 5m
    $312–765

  8. Fly Chicago Midway International Airport to Miami International Airport, shuttle

    1. Fly from Chicago Midway International Airport (MDW) to Miami International Airport (MIA)plane plane MDW - MIA
    2. Take a shuttle bus from Miami, FL - International Airport to Islamorada, FLshuttle bus
    7h 19m
    $252–745

  9. Fly Chicago O'Hare International Airport to President Donald J. Trump International Airport, train, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to President Donald J. Trump International Airport (PBI)plane plane ORD - PBI
    2. Take the train from West Palm Beach Station to Miami Airport Stationtrain train
    3. Take the bus from Miami Airport Station to Islamoradabus bus
    11h 14m
    $130–590

Chicago to Islamorada by bus

Calendar28Weekly Buses
Duration33h 30mAverage Duration
Ticket$220Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Chicago to Islamorada.ExpandLaunch map view
  • Distance: 1,291.5 mi
  • Duration: 7h 38m

What companies run services between Chicago, IL, USA and Islamorada, FL, USA?

You can take a bus from Chicago Bus Station to Islamorada via Atlanta Bus Station and Miami Airport Station in around 33h 30m.

Airlines
Train operators
Bus operators

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