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How to get fromWindsor & Cassopolis to Chicagoby train (Amtrak), bus (Amtrak), car, plane, or bus (Greyhound, Flixbus)

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There are 6 ways to get from Windsor & Cassopolis to Chicago by train (Amtrak), bus (Amtrak), car, plane, or bus (Greyhound, Flixbus)

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 (Amtrak)

    best
    1. Take the train from Elkhart Amtrak Station to Chicago Union Stationtrain train Floridian / ...
    3h 40m
    $31–71

  2. Line 30 bus, bus

    cheapest
    1. Take the bus from Elkhart Transit Center to South Street Stationbus bus 30
    2. Take the bus from South Bend, IN to Chicagobus bus Columbus / ...
    5h 6m
    $16–29

  3. Bus (Amtrak)

    1. Take the bus from Elkhart Amtrak Station to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    3h 40m
    $36–56

  4. Drive 107.2 mi

    1. Drive from Windsor & Cassopolis to Chicagocar car 107.2 mi
    1h 51m
    $20–29

  5. Fly from South Bend

    1. Fly from South Bend (SBN) to Chicago O'Hare International Airport (ORD)plane plane SBN - ORD
    2h 26m
    $97–352

  6. Drive to Kalamazoo-Battle Creek International Airport, fly

    1. Drive from Windsor & Cassopolis to Kalamazoo-Airport-AZOcar car
    2. Fly from Kalamazoo-Battle Creek International Airport (AZO) to Chicago O'Hare International Airport (ORD)plane plane AZO - ORD
    3h 6m
    $39–228

Windsor & Cassopolis to Chicago by bus and train (Amtrak)

Calendar21Weekly Services
Duration3h 40mAverage Duration
Ticket$31Cheapest Price
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Questions & Answers

Map of how to get from Windsor & Cassopolis to Chicago.ExpandLaunch map view
  • Distance: 104.4 mi
  • Duration: 3h 40m

What companies run services between Windsor & Cassopolis, IN, USA and Chicago, IL, USA?

Amtrak operates a train from Elkhart Amtrak Station to Chicago Union Station 3 times a day. Tickets cost $30–70 and the journey takes 2h 16m. Alternatively, Amtrak operates a bus from Elkhart Amtrak Station to Chicago Union Station twice a week. Tickets cost $35–55 and the journey takes 2h 16m.

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