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

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There are 8 ways to get from Ancaster to Chicago by train (Amtrak), bus (Flixbus, Greyhound), car, bus, or plane

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 Aldershot to Windsortrain train VIA Rail
    2. Take the train from Detroit to Chicago Union Stationtrain train Wolverine
    10h 13m
    $148–410

  2. Bus

    cheapest
    1. Take the bus from King St. W. @ Summers Ln. to Square Onebus bus 40 / ...
    2. Take the bus from Mississauga to Detroit Bus Stationbus bus
    3. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus
    15h 47m
    $79–136

  3. Drive  462.9 mi

    1. Drive from Ancaster to Chicagocar car 462.9 mi
    7h 45m
    $106–153

  4. Bus to Toronto Pearson International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from King St. W. @ Summers Ln. to Pearson International Airport Terminal 1bus bus
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    6h 45m
    $403–968

  5. Drive to Erie International Airport, fly to Chicago O'Hare International Airport

    1. Drive from Ancaster to Erie-Airport-ERIcar car
    2. Fly from Erie International Airport (ERI) to Chicago O'Hare International Airport (ORD)plane plane ERI - ORD
    5h 41m
    $81–321

  6. Bus to Toronto Island Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from King St. W. @ Summers Ln. to Union Station Bus Terminalbus bus
    2. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    7h 21m
    $193–1,418

  7. Bus, bus to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Confederation GO Bus to Niagara Falls Bus Terminalbus bus
    2. Take the bus from Niagara Falls to Buffalobus bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    9h 6m
    $187–364

  8. Bus, bus to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Confederation GO Bus to Niagara Falls Bus Terminalbus bus
    2. Take the bus from Niagara Falls to Buffalobus bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    9h 25m
    $197–354

Ancaster to Chicago by bus and foot

Calendar5Weekly Services
Duration15h 47mAverage Duration
Ticket$79Cheapest Price
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Comparing Your Travel Options

Map of how to get from Ancaster to Chicago.ExpandLaunch map view
  • Distance: 486.5 mi
  • Duration: 10h 13m

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

You can take a vehicle from Ancaster to Chicago Union Station via Aldershot, Windsor, and Detroit in around 10h 13m. Alternatively, you can take a bus from WILSON at ROUSSEAUX to Chicago Bus Station via MAIN at MACNAB, King St. W. @ Summers Ln., Square One, Mississauga, and Detroit Bus Station in around 15h 47m.

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