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

Find Transport to Callicoon

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There are 6 ways to get from Chicago to Callicoon by plane, car, train, bus, bus (Flixbus), 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, drive

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Wilkes-Barre/Scranton International Airport (AVP)planeORD - AVP
    2. Drive from Wilkes-Barre/Scranton International Airport (AVP) to Callicooncar
    5h 26m
    $70–345

  2. Train, bus

    1. Take the train from Chicago Union Station to Syracuse Regional Transportation Centertrain
    2. Take the bus from Syracuse Bus Station to Binghamtonbus
    3. Take the bus from Binghamton ShortLine Terminal to 31 Cottage Streetbus
    17h 47m
    $181–742

  3. Bus

    1. Take the bus from Chicago Bus Station to New York MidtownbusFlixBus N2640
    2. Take the bus from Port Authority Bus Terminal to Monticello ShortLine TerminalbusShortLine Hudson
    25h 4m
    $154–310

  4. Drive 765.8 mi

    1. Drive from Chicago to Callicooncar765.8 mi
    12h 56m
    $140–202

  5. Train, drive (Amtrak)

    1. Take the train from Chicago Union Station to Poughkeepsie Amtrak StationtrainLake Shore Limited
    2. Drive from Poughkeepsie Amtrak Station to Callicooncar
    20h 23m
    $129–292

  6. Bus via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus
    3. Take the bus from Port Authority Bus Terminal to Monticello ShortLine Terminalbus
    26h 3m
    $153–313

Chicago O'Hare International Airport (ORD) to Wilkes-Barre/Scranton International Airport (AVP) flights

Calendar49Weekly Planes
Duration3h 11mAverage Duration
Ticket$57Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Callicoon, NY, USA?

You can take a bus from Chicago Bus Station to Callicoon via New York Midtown, 8 Av/W 31 St, 8 Av/W 41 St, Port Authority Bus Terminal, Monticello ShortLine Terminal, Sullivan County Government Center, and CJ’s Deli in around 25h 4m.

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