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How to get fromChicago to Islamoradaby plane, shuttle, bus (Flixbus, Greyhound), 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 (Flixbus, Greyhound), 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)planeORD - MIA
    2. Take a shuttle bus from Miami, FL - International Airport to Islamorada, FLshuttle
    7h 44m
    $158–455

  2. Bus

    1. Take the bus from Chicago Bus Station to Atlanta Bus Stationbus
    2. Take the bus from Atlanta Bus Station to Miami Airport Stationbus
    3. Take the bus from Miami Airport Station to Islamoradabus
    32h 35m
    $161–441

  3. Train, bus

    1. Take the train from Chicago Union Station to Hollywood Amtrak StationtrainFloridian
    2. Take the bus from Miami Airport Station to IslamoradabusGreyhound US0720s
    2d 2h
    $438–2,434

  4. Drive 1,387.6 mi

    1. Drive from Chicago to Islamoradacar1,387.6 mi
    24h 59m
    $254–366

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

    1. Fly from Chicago Midway International Airport (MDW) to Miami International Airport (MIA)planeMDW - MIA
    2. Take a shuttle bus from Miami, FL - International Airport to Islamorada, FLshuttle
    7h 16m
    $182–595

  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)planeMDW - FLL
    2. Take a shuttle bus from Fort Lauderdale, FL - International Airport to Islamorada, FLshuttle
    7h 41m
    $188–535

  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)planeORD - FLL
    2. Take a shuttle bus from Fort Lauderdale, FL - International Airport to Islamorada, FLshuttle
    8h 8m
    $162–375

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Key West International Airport (EYW)planeORD - EYW
    2. Take the bus from Key West Airport to Islamoradabus
    7h 58m
    $170–665

  9. Fly Chicago O'Hare International Airport to Palm Beach International Airport, train, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Palm Beach International Airport (PBI)planeORD - PBI
    2. Take the train from West Palm Beach Station to Miami Airport Stationtrain
    3. Take the bus from Miami Airport Station to Islamoradabus
    11h 34m
    $238–646

Chicago to Islamorada by bus

Calendar8Weekly Buses
Duration32h 35mAverage Duration
Ticket$161Cheapest Price
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Questions & Answers

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 32h 35m.

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