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How to get fromCallicoon to Chicagoby car, plane, bus, train, or bus (Flixbus)

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There are 5 ways to get from Callicoon to Chicago by car, plane, bus, train, or bus (Flixbus)

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

  1. Drive, fly

    best
    1. Drive from Callicoon to Wilkes-Barre/Scranton International Airport (AVP)car car
    2. Fly from Wilkes-Barre/Scranton International Airport (AVP) to Chicago O'Hare International Airport (ORD)plane plane AVP - ORD
    4h 55m
    $90–444
  2. Bus, train

    1. Take the bus from 31 Cottage Street to Binghamton ShortLine Terminalbus bus
    2. Take the bus from Binghamton to Rochesterbus bus 246 / ...
    3. Take the train from Rochester to Chicago Union Stationtrain train
    18h 22m
    $250–546
  3. Bus

    1. Take the bus from Monticello ShortLine Terminal to Port Authority Bus Terminalbus bus ShortLine Hudson
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    21h 35m
    $160–271
  4. Drive 765.4 mi

    1. Drive from Callicoon to Chicagocar car 765.4 mi
    13h 3m
    $140–202
  5. Drive, train (Amtrak)

    1. Drive from Callicoon to Poughkeepsie Amtrak Stationcar car
    2. Take the train from Poughkeepsie Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    19h 43m
    $252–567

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

Calendar54Weekly Planes
Duration3h 42mAverage Duration
Ticket$78Cheapest Price
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Questions & Answers

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

You can take a vehicle from Callicoon to Chicago Bus Station via CJ’s Deli, Sullivan County Government Center, Monticello ShortLine Terminal, Port Authority Bus Terminal, and New York Midtown in around 21h 35m.

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