Rome2Rio

How to get fromChicago to Woodstockby train (Amtrak), bus (Amtrak, Flixbus), car, plane, train, bus, bus (Greyhound, Flixbus), or shuttle

Find Transport to Woodstock

See all options

There are 11 ways to get from Chicago to Woodstock by train (Amtrak), bus (Amtrak, Flixbus), car, plane, train, bus, bus (Greyhound, Flixbus), or shuttle

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

  1. Train

    best
    1. Take the train from Chicago Union Station to Detroittrain train Wolverine
    2. Take the train from Windsor to Woodstocktrain train VIA Rail
    9h 2m
    $175–507

  2. Bus

    cheapest
    1. Take the bus from Chicago Bus Station to Detroit Bus Stationbus bus Greyhound US0160
    2. Take the bus from Detroit Bus Station to Woodstockbus bus FlixBus N2706 / ...
    11h 40m
    $90–168

  3. Bus via Detroit

    1. Take the bus from Chicago Union Station to Detroitbus bus Amtrak Thruway Connecting Service
    2. Take the bus from Detroit Bus Station to Woodstockbus bus FlixBus N2706 / ...
    11h 21m
    $163–241

  4. Drive 690.4 km

    1. Drive from Chicago to Woodstockcar car 690.4 km
    7h 10m
    $136–196

  5. Fly Chicago O'Hare International Airport to Toronto Island Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Toronto Island Airport (YTZ)plane plane ORD - YTZ
    2. Take the train from Toronto Union Station to Woodstocktrain train
    7h 23m
    $283–2,037

  6. Train, bus

    1. Take the train from Chicago Union Station to Detroittrain train Wolverine
    2. Take the bus from Detroit Bus Station to Woodstockbus bus FlixBus N2706 / ...
    11h 18m
    $158–315

  7. Fly Chicago O'Hare International Airport to Toronto Pearson International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ)plane plane ORD - YYZ
    2. Take the train from Toronto Union Station to Woodstocktrain train
    7h 47m
    $502–1,750

  8. Fly Chicago Midway International Airport to Toronto Island Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Toronto Island Airport (YTZ)plane plane MDW - YTZ
    2. Take the train from Toronto Union Station to Woodstocktrain train
    7h 11m
    $223–837

  9. Fly Chicago O'Hare International Airport to Erie International Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Erie International Airport (ERI)plane plane ORD - ERI
    2. Drive from Erie-Airport-ERI to Woodstockcar car
    7h 21m
    $138–537

  10. Fly Chicago Midway International Airport to Buffalo Niagara International Airport, shuttle, train

    1. Fly from Chicago Midway International Airport (MDW) to Buffalo Niagara International Airport (BUF)plane plane MDW - BUF
    2. Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1shuttle bus
    3. Take the train from Toronto Union Station to Woodstocktrain train
    8h 46m
    $382–910

  11. Fly Chicago O'Hare International Airport to Buffalo Niagara International Airport, shuttle, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Buffalo Niagara International Airport (BUF)plane plane ORD - BUF
    2. Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1shuttle bus
    3. Take the train from Toronto Union Station to Woodstocktrain train
    9h 12m
    $392–830

Chicago to Woodstock by train and car

Calendar21Weekly Services
Duration9h 2mAverage Duration
Ticket$175Cheapest Price
See schedules

Questions & Answers

Map of how to get from Chicago to Woodstock.ExpandLaunch map view
  • Distance: 681.2 km
  • Duration: 9h 2m

What companies run services between Chicago, IL, USA and Woodstock, ON, Canada?

You can take a train from Chicago Union Station to Woodstock via Detroit and Windsor in around 9h 2m. Alternatively, you can take a bus from Chicago Union Station to Woodstock via Detroit, Woodward & Baltimore, Larned & Griswold, and Detroit Bus Station in around 11h 21m.

Airlines
Train operators
Bus operators

Want to know more about travelling around Canada

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers