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

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There are 9 ways to get from Ashland to Chicago by train, plane, bus (Amtrak, Greyhound), train (Amtrak), car, or bus

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 to Richmond International Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Ashland Station to Richmond Main Street Amtrak Stationtrain train
    2. Fly from Richmond International Airport (RIC) to Chicago Midway International Airport (MDW)plane plane RIC - MDW
    5h 29m
    $88–447

  2. Train to Richmond International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the train from Ashland Station to Richmond Main Street Amtrak Stationtrain train
    2. Fly from Richmond International Airport (RIC) to Chicago O'Hare International Airport (ORD)plane plane RIC - ORD
    5h 57m
    $78–387

  3. Bus

    1. Take the bus from Richmond Staples Mill Road Amtrak Station to Washington Union Stationbus bus Amtrak Thruway Connecting Service
    2. Take the bus from Washington Union Station to Chicago Bus Stationbus bus Greyhound US0164
    21h 51m
    $138–267

  4. Train (Amtrak)

    1. Take the train from Richmond Staples Mill Road Amtrak Station to Chicago Union Stationtrain train Floridian
    22h 14m
    $283–607

  5. Drive 740.6 mi

    1. Drive from Ashland to Chicagocar car 740.6 mi
    13h 18m
    $136–196

  6. Train to Ronald Reagan Washington National Airport, fly to Chicago Midway International Airport

    1. Take the train from Ashland Station to Alexandriatrain train
    2. Fly from Ronald Reagan Washington National Airport (DCA) to Chicago Midway International Airport (MDW)plane plane DCA - MDW
    5h 38m
    $143–668

  7. Train to Ronald Reagan Washington National Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Ashland Station to Alexandriatrain train
    2. Fly from Ronald Reagan Washington National Airport (DCA) to Chicago O'Hare International Airport (ORD)plane plane DCA - ORD
    6h 1m
    $153–918

  8. Train to Washington Dulles International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Ashland Station to Alexandriatrain train
    2. Fly from Washington Dulles International Airport (IAD) to Chicago O'Hare International Airport (ORD)plane plane IAD - ORD
    7h 4m
    $215–971

  9. Bus to Charlottesville, fly to Chicago O'Hare International Airport

    1. Take the bus from Richmond Staples Mill Road Station to Charlottesville Amtrak Stationbus bus
    2. Fly from Charlottesville (CHO) to Chicago O'Hare International Airport (ORD)plane plane CHO - ORD
    7h 2m
    $106–387

Ashland to Chicago by train and bus

Calendar7Weekly Services
Duration21h 51mAverage Duration
Ticket$138Cheapest Price
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Questions & Answers

Map of how to get from Ashland to Chicago.ExpandLaunch map view
  • Distance: 666.1 mi
  • Duration: 5h 29m

What companies run services between Ashland, VA, USA and Chicago, IL, USA?

You can take a train from Ashland Station to Chicago Bus Station via Richmond Staples Mill Road Amtrak Station, Richmond Staples Mill Road Amtrak Station, and Washington Union Station in around 21h 51m. Alternatively, Amtrak operates a train from Richmond Staples Mill Road Amtrak Station to Chicago Union Station once daily. Tickets cost $280–600 and the journey takes 20h 53m.

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