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How to get fromChicago to Williamsburgby plane, bus, bus (Greyhound, Flixbus), train (Amtrak), car, or train

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There are 11 ways to get from Chicago to Williamsburg by plane, bus, bus (Greyhound, Flixbus), train (Amtrak), car, 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. Fly Chicago Midway International Airport to Norfolk International Airport, bus

    best
    1. Fly from Chicago Midway International Airport (MDW) to Norfolk International Airport (ORF)plane plane MDW - ORF
    2. Take the bus from Norfolk to Williamsburg Bus Stopbus bus
    5h 37m
    $122–540

  2. Fly Chicago O'Hare International Airport to Richmond International Airport, train

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Richmond International Airport (RIC)plane plane ORD - RIC
    2. Take the train from Richmond Main Street Amtrak Station to Williamsburg Amtrak Stationtrain train
    6h 47m
    $98–460

  3. Bus

    1. Take the bus from Chicago Bus Station to Washington Union Stationbus bus Greyhound US0164
    2. Take the bus from Washington Union Station to Williamsburg Bus Stopbus bus FlixBus N2601 / ...
    20h 55m
    $134–250

  4. Train (Amtrak)

    1. Take the train from Chicago Union Station to Richmond Staples Mill Road Amtrak Stationtrain train Floridian
    2. Take the train from Richmond Staples Mill Road Amtrak Station to Williamsburg Amtrak Stationtrain train Northeast Regional
    22h 36m
    $297–617

  5. Drive 801.6 mi

    1. Drive from Chicago to Williamsburgcar car 801.6 mi
    14h 17m
    $147–212

  6. Fly Chicago O'Hare International Airport to Norfolk International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Norfolk International Airport (ORF)plane plane ORD - ORF
    2. Take the bus from Norfolk to Williamsburg Bus Stopbus bus
    6h 7m
    $102–440

  7. Fly Chicago Midway International Airport to Richmond International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Richmond International Airport (RIC)plane plane MDW - RIC
    2. Take the train from Richmond Main Street Amtrak Station to Williamsburg Amtrak Stationtrain train
    6h 19m
    $118–590

  8. Fly Chicago Midway International Airport to Ronald Reagan Washington National Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Ronald Reagan Washington National Airport (DCA)plane plane MDW - DCA
    2. Take the train from Alexandria to Williamsburg Amtrak Stationtrain train
    7h 51m
    $170–818

  9. Fly Chicago O'Hare International Airport to Ronald Reagan Washington National Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Ronald Reagan Washington National Airport (DCA)plane plane ORD - DCA
    2. Take the train from Alexandria to Williamsburg Amtrak Stationtrain train
    8h 12m
    $170–968

  10. Fly Chicago O'Hare International Airport to Washington Dulles International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Washington Dulles International Airport (IAD)plane plane ORD - IAD
    2. Take the train from Alexandria to Williamsburg Amtrak Stationtrain train
    9h 18m
    $232–1,021

  11. Fly Chicago Midway International Airport to Baltimore-Washington International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI)plane plane MDW - BWI
    2. Take the train from BWI Thurgood Marshall to Washington Union Stationtrain train
    3. Take the train from Washington Union Station to Williamsburg Amtrak Stationtrain train
    9h 3m
    $174–967

Chicago to Williamsburg by bus

Calendar28Weekly Buses
Duration20h 55mAverage Duration
Ticket$134Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Williamsburg.ExpandLaunch map view
  • Distance: 763.4 mi
  • Duration: 5h 37m

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

You can take a bus from Chicago Bus Station to Williamsburg Bus Stop via Washington Union Station in around 20h 55m. Alternatively, you can take a train from Chicago Union Station to Williamsburg Amtrak Station via Richmond Staples Mill Road Amtrak Station in around 22h 36m.

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