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How to get fromChicago to Orange Countyby plane, bus, train (Amtrak), bus (Flixbus, Greyhound), car, train or bus (Greyhound)

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There are 11 ways to get from Chicago to Orange County by plane, bus, train (Amtrak), bus (Flixbus, Greyhound), car, train, 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 Laguardia Airport, bus

    best
    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 Main St & Grand St - Goshenbus bus
    7h 13m
    $72–328

  2. Train (Amtrak)

    1. Take the train from Chicago Union Station to Poughkeepsie Amtrak Stationtrain train Lake Shore Limited
    20h 1m
    $337–623

  3. Bus

    1. Take the bus from Chicago Bus Station to Newark Penn Stationbus bus
    2. Take the bus from Newark Penn Station to Port Authority Bus Terminalbus bus 108
    3. Take the bus from Port Authority Bus Terminal to Main St & Grand St - Goshenbus bus
    22h 47m
    $139–265

  4. Drive 779.7 mi

    1. Drive from Chicago to Orange Countycar car 779.7 mi
    12h 54m
    $143–206

  5. Fly Chicago Midway International Airport to Laguardia Airport, bus

    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 Main St & Grand St - Goshenbus bus
    6h 56m
    $118–548

  6. Fly Chicago O'Hare International Airport to John F. Kennedy International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane plane ORD - JFK
    2. Take the bus from Port Authority Bus Terminal to Main St & Grand St - Goshenbus bus
    7h 32m
    $88–344

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the bus from White Plains Bus Center to Matthew St Park and Ride - Goshenbus bus
    8h 1m
    $88–420

  8. Fly Chicago O'Hare International Airport to Newark Liberty International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane plane ORD - EWR
    2. Take the train from Secaucus Lower Level to Harrimantrain train
    7h 52m
    $78–341

  9. 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 Main St & Grand St - Goshenbus bus
    9h 46m
    $144–440

  10. Train, bus

    1. Take the train from Chicago Union Station to Albany-Rensselaer Amtrak Stationtrain train
    2. Take the bus from Albany-Rensselaer to Ridgewood, NJ - Park and Ridebus bus
    3. Take the bus from Ridgewood Park and Ride North to Main St & Grand St - Goshenbus bus
    21h 21m
    $213–508

  11. 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 Matthew St Park and Ride - Goshenbus bus
    24h 8m
    $177–332

Chicago to Orange County by bus

Calendar7Weekly Buses
Duration22h 47mAverage Duration
Ticket$139Cheapest Price
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Questions & Answers

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

Amtrak operates a train from Chicago Union Station to Poughkeepsie Amtrak Station once daily. Tickets cost $190–450 and the journey takes 18h 43m. Alternatively, you can take a bus from Chicago Bus Station to Main St & Grand St - Goshen via Newark Penn Station and Port Authority Bus Terminal in around 22h 47m.

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