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

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There are 12 ways to get from Chicago to Monticello by plane, bus, train, bus (Flixbus), car, 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 Midway International Airport to Laguardia Airport, bus

    best
    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    2. Take the bus from Port Authority Bus Terminal to Monticello ShortLine Terminalbus bus
    7h 11m
    $224–603

  2. Fly Chicago O'Hare International Airport to Westchester County Airport, bus

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the bus from Port Authority Bus Terminal to Monticello ShortLine Terminalbus bus
    9h 40m
    $132–571

  3. Train, bus

    1. Take the train from Chicago Union Station to Syracuse Regional Transportation Centertrain train
    2. Take the bus from Syracuse to Binghamtonbus bus 325 / ...
    3. Take the bus from Binghamton ShortLine Terminal to Monticello ShortLine Terminalbus bus
    17h 13m
    $239–495

  4. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2641 / ...
    2. Take the bus from Port Authority Bus Terminal to Monticello ShortLine Terminalbus bus ShortLine Hudson
    20h 6m
    $161–278

  5. Drive 769.6 mi

    1. Drive from Chicago to Monticellocar car 769.6 mi
    13h 7m
    $141–203

  6. Fly Chicago O'Hare International Airport to Laguardia Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane plane ORD - LGA
    2. Take the bus from Port Authority Bus Terminal to Monticello ShortLine Terminalbus bus
    7h 31m
    $234–703

  7. Fly Chicago O'Hare International Airport to Newark Liberty International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane plane ORD - EWR
    2. Take the bus from Port Authority Bus Terminal to Monticello ShortLine Terminalbus bus
    7h 43m
    $162–928

  8. Fly Chicago O'Hare International Airport to Wilkes-Barre/Scranton International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Wilkes-Barre/Scranton International Airport (AVP)plane plane ORD - AVP
    2. Take the bus from Scranton Bus Station to Binghamtonbus bus
    3. Take the bus from Binghamton ShortLine Terminal to Monticello ShortLine Terminalbus bus
    8h 45m
    $154–550

  9. Fly Chicago Midway International Airport to Philadelphia International Airport, train, bus

    1. Fly from Chicago Midway International Airport (MDW) to Philadelphia International Airport (PHL)plane plane MDW - PHL
    2. Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the bus from Port Authority Bus Terminal to Monticello ShortLine Terminalbus bus
    8h 50m
    $184–1,023

  10. Fly Chicago O'Hare International Airport to Lehigh Valley International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Lehigh Valley International Airport (ABE)plane plane ORD - ABE
    2. Take the bus from Lehigh Valley International Airport Trans Bridge Bus Stop to Port Authority Bus Terminalbus bus
    3. Take the bus from Port Authority Bus Terminal to Monticello ShortLine Terminalbus bus
    10h 2m
    $156–495

  11. Train, drive (Amtrak)

    1. Take the train from Chicago Union Station to Poughkeepsie Amtrak Stationtrain train Lake Shore Limited
    2. Drive from Poughkeepsie Amtrak Station to Monticellocar car
    20h 1m
    $291–595

  12. Bus via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus bus
    3. Take the bus from Port Authority Bus Terminal to Monticello ShortLine Terminalbus bus
    24h 18m
    $179–391

Chicago to Monticello by train and bus

Calendar14Weekly Services
Duration17h 13mAverage Duration
Ticket$239Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Monticello.ExpandLaunch map view
  • Distance: 854 mi
  • Duration: 7h 11m

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

You can take a bus from Chicago Bus Station to Monticello ShortLine Terminal via New York Midtown and Port Authority Bus Terminal in around 20h 6m.

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