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How to get fromWilliamsburg to Chicagoby car, plane, taxi, bus, or train

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There are 10 ways to get from Williamsburg to Chicago by car, plane, taxi, bus, or train

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

  1. Drive to Mcghee Tyson Airport, fly to Chicago O'Hare International Airport

    best
    1. Drive from Williamsburg to Mcghee Tyson Airport (TYS)car car
    2. Fly from Mcghee Tyson Airport (TYS) to Chicago O'Hare International Airport (ORD)plane plane TYS - ORD
    4h 13m
    $87–437

  2. Drive to Tri-Cities Regional Tn/Va Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Drive from Williamsburg to Tri-Cities-Regional-Airport-TRIcar car
    2. Fly from Tri-Cities Regional Tn/Va Airport (TRI) to Chicago O'Hare International Airport (ORD)plane plane TRI - ORD
    5h 50m
    $72–311

  3. Taxi, bus

    1. Take the taxi from Williamsburg to Londontaxi taxi
    2. Take the bus from London to Cincinnati Bus Stationbus bus
    3. Take the bus from Cincinnati to Chicago Bus Stationbus bus
    11h 54m
    $195–307

  4. Drive 458.2 mi

    1. Drive from Williamsburg to Chicagocar car 458.2 mi
    8h
    $84–121

  5. Drive to Mcghee Tyson Airport, fly to Chicago Midway International Airport

    1. Drive from Williamsburg to Mcghee Tyson Airport (TYS)car car
    2. Fly from Mcghee Tyson Airport (TYS) to Chicago Midway International Airport (MDW)plane plane TYS - MDW
    3h 47m
    $97–497

  6. Drive to Blue Grass Airport, fly to Chicago O'Hare International Airport

    1. Drive from Williamsburg to Lexington-Airport-LEXcar car
    2. Fly from Blue Grass Airport (LEX) to Chicago O'Hare International Airport (ORD)plane plane LEX - ORD
    4h 23m
    $82–423

  7. Drive to Louisville International Airport, fly to Chicago Midway International Airport

    1. Drive from Williamsburg to Louisville-Airport-SDFcar car
    2. Fly from Louisville International Airport (SDF) to Chicago Midway International Airport (MDW)plane plane SDF - MDW
    5h 15m
    $82–398

  8. Taxi, bus via Indianapolis

    1. Take the taxi from Williamsburg to Londontaxi taxi
    2. Take the bus from London to Cincinnati Bus Stationbus bus
    3. Take the bus from Greyhound Station Cincinnati to Indianapolis, INbus bus
    4. Take the bus from Indianapolis Union Station to Chicago Bus Stationbus bus
    12h 9m
    $189–302

  9. Taxi, bus #2

    1. Take the taxi from Williamsburg to Londontaxi taxi
    2. Take the bus from London to Dayton Trotwood Bus Stationbus bus
    3. Take the bus from Dayton Trotwood Bus Station to Chicago Bus Stationbus bus
    12h 29m
    $182–282

  10. Taxi, bus, train

    1. Take the taxi from Williamsburg to Londontaxi taxi
    2. Take the bus from London to Cincinnati Bus Stationbus bus
    3. Take the bus from Greyhound Station Cincinnati to Indianapolis, INbus bus
    4. Take the train from Indianapolis to Chicago Union Stationtrain train
    13h 34m
    $222–377

Mcghee Tyson Airport (TYS) to Chicago O'Hare International Airport (ORD) flights

Calendar87Weekly Planes
Duration3h 13mAverage Duration
Ticket$71Cheapest Price
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Questions & Answers

Map of how to get from Williamsburg to Chicago.ExpandLaunch map view
  • Distance: 575 mi
  • Duration: 4h 13m

What companies run services between Williamsburg, KY, USA and Chicago, IL, USA?

There is no direct connection from Williamsburg to Chicago. However, you can drive to Mcghee Tyson Airport (TYS) airport, fly to Chicago O'Hare International Airport (ORD), walk to O'Hare, then take the subway to Jackson-Blue. Alternatively, you can take the taxi to London, take the bus to Cincinnati Bus Station, walk to Arlington Heights, take the bus to University of Cincinnati, then take the bus to Chicago Bus Station.

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