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How to get fromChicago to Big Pine Keyby plane, bus, bus (Greyhound, Flixbus), train, car, shuttle, or bus (Greyhound)

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There are 9 ways to get from Chicago to Big Pine Key by plane, bus, bus (Greyhound, Flixbus), train, car, shuttle, or bus (Greyhound)

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 Key West International Airport, bus

    best
    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 Big Pine Keybus bus
    6h 50m
    $80–373

  2. 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 Big Pine Keybus bus
    35h 15m
    $213–417

  3. 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 Big Pine Keybus bus Greyhound US0720s
    2d 3h
    $567–1,239

  4. Drive  1,437.5 mi

    1. Drive from Chicago to Big Pine Keycar car 1,437.5 mi
    26h 24m
    $263–379

  5. Fly Chicago Midway International Airport to Key West International Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Key West International Airport (EYW)plane plane MDW - EYW
    2. Take the bus from Key West Airport to Big Pine Keybus bus
    8h 44m
    $106–493

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

    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 Big Pine Key, FLshuttle bus
    9h
    $322–885

  7. 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 Big Pine Key, FLshuttle bus
    8h 54m
    $322–575

  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 Big Pine Key, FLshuttle bus
    8h 34m
    $282–835

  9. Bus via Pembroke Pines (Greyhound)

    1. Take the bus from Chicago Train Station to Atlanta Bus Stationbus bus
    2. Take the bus from Atlanta Bus Station to Hollywood Sheridan Trirail Stationbus bus
    3. Take the bus from Miami Airport Station to Big Pine Keybus bus
    39h 31m
    $218–412

Chicago to Big Pine Key by bus

Calendar14Weekly Buses
Duration35h 15mAverage Duration
Ticket$213Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Big Pine Key.ExpandLaunch map view
  • Distance: 1,300 mi
  • Duration: 6h 50m

What companies run services between Chicago, IL, USA and Big Pine Key, FL, USA?

You can take a bus from Chicago Bus Station to Big Pine Key via Atlanta Bus Station and Miami Airport Station in around 35h 15m.

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