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

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There are 10 ways to get from Monticello to Chicago by bus, plane, 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. Bus to Laguardia Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Monticello ShortLine Terminal to Port Authority Bus Terminalbus bus
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    6h 26m
    $225–599

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

    cheapest
    1. Take the bus from Monticello ShortLine Terminal to Chester Park Ridebus bus
    2. Take the bus from Chester Park Ride to Main St & Broadwaybus bus
    3. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    9h 6m
    $112–515

  3. Bus, train

    1. Take the bus from Monticello ShortLine Terminal to Binghamton ShortLine Terminalbus bus
    2. Take the bus from Binghamton to Syracuse Bus Stationbus bus
    3. Take the train from Syracuse Regional Transportation Center to Chicago Union Stationtrain train
    17h 25m
    $245–518

  4. 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 / ...
    19h 55m
    $160–281

  5. Drive 769.1 mi

    1. Drive from Monticello to Chicagocar car 769.1 mi
    13h 5m
    $141–203

  6. Bus, bus to Newark Liberty International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Monticello ShortLine Terminal to Port Authority Bus Terminalbus bus
    2. Take the bus from Port Authority Bus Terminal to Terminal Bbus bus
    3. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    7h 8m
    $167–921

  7. Bus, bus to Wilkes-Barre/Scranton International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Monticello ShortLine Terminal to Binghamton ShortLine Terminalbus bus
    2. Take the bus from Binghamton to Scranton Bus Stationbus bus
    3. Fly from Wilkes-Barre/Scranton International Airport (AVP) to Chicago O'Hare International Airport (ORD)plane plane AVP - ORD
    8h 3m
    $141–505

  8. Bus, bus to Lehigh Valley International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Monticello ShortLine Terminal to Port Authority Bus Terminalbus bus
    2. Take the bus from Port Authority Bus Terminal to Lehigh Valley International Airport Trans Bridge Bus Stopbus bus
    3. Fly from Lehigh Valley International Airport (ABE) to Chicago O'Hare International Airport (ORD)plane plane ABE - ORD
    10h
    $142–436

  9. Drive, train (Amtrak)

    1. Drive from Monticello to Poughkeepsie Amtrak Stationcar car
    2. Take the train from Poughkeepsie Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    19h 20m
    $289–613

  10. Bus via Baltimore

    1. Take the bus from Monticello ShortLine Terminal to Port Authority Bus Terminalbus bus
    2. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus bus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus
    25h 9m
    $175–391

Monticello to Chicago by bus and train

Calendar14Weekly Services
Duration17h 25mAverage Duration
Ticket$245Cheapest Price
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Questions & Answers

Map of how to get from Monticello to Chicago.ExpandLaunch map view
  • Distance: 855.9 mi
  • Duration: 6h 26m

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

You can take a bus from Monticello ShortLine Terminal to Chicago Bus Station via Port Authority Bus Terminal and New York Midtown in around 19h 55m.

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