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

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There are 6 ways to get from Willoughby to Chicago by bus, plane, train (Amtrak), 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. Line 2 bus, line 11 bus, fly to Chicago Midway International Airport

    best
    1. Take the bus from Vine St. & Erie St. to Lakeland Transit Centerbus bus
    2. Take the bus from Lakeland Transit Center Pnr to W. 3Rd St. & W. Prospect Ave.bus bus
    3. Fly from Cleveland-Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW)plane plane CLE - MDW
    5h 20m
    $68–386

  2. Bus

    cheapest
    1. Take the bus from Cleveland to Chicagobus bus Cleveland
    10h 23m
    $38–93

  3. Train (Amtrak)

    1. Take the train from Cleveland Amtrak to Chicago Union Stationtrain train Floridian / ...
    9h 48m
    $113–238

  4. Drive 361.1 mi

    1. Drive from Willoughby to Chicagocar car 361.1 mi
    6h 6m
    $66–96

  5. Line 2 bus, line 11 bus, fly to Chicago O'Hare International Airport

    1. Take the bus from Vine St. & Erie St. to Lakeland Transit Centerbus bus
    2. Take the bus from Lakeland Transit Center Pnr to W. 3Rd St. & W. Prospect Ave.bus bus
    3. Fly from Cleveland-Hopkins International Airport (CLE) to Chicago O'Hare International Airport (ORD)plane plane CLE - ORD
    5h 45m
    $378–816

  6. Bus via Brook Park (Greyhound)

    1. Take the bus from Cleveland Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    11h 43m
    $66–126

Willoughby to Chicago by bus, foot, and train (Amtrak)

Calendar10Weekly Services
Duration9h 48mAverage Duration
Ticket$113Cheapest Price
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Questions & Answers

Map of how to get from Willoughby to Chicago.ExpandLaunch map view
  • Distance: 356.8 mi
  • Duration: 5h 20m

What companies run services between Willoughby, OH, USA and Chicago, IL, USA?

Amtrak operates a train from Cleveland Amtrak to Chicago Union Station 3 times a day. Tickets cost $110–230 and the journey takes 6h 46m. Alternatively, Barons Bus operates a bus from Cleveland to Chicago once daily. Tickets cost $35–85 and the journey takes 7h 35m.

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