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How to get fromSouth Shore to Chicagoby train, plane, bus, train (Amtrak), car, or taxi

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There are 8 ways to get from South Shore to Chicago by train, plane, bus, train (Amtrak), car, or taxi

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 Yeager Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the train from South Portsmouth Amtrak to Charleston Stationtrain train
    2. Fly from Yeager Airport (CRW) to Chicago O'Hare International Airport (ORD)plane plane CRW - ORD
    6h 29m
    $104–429

  2. Bus

    cheapest
    1. Take the bus from Portsmouth to Columbus - Mound Stbus bus Charlotte
    2. Take the bus from Columbus - Mound St to Chicagobus bus Columbus / ...
    10h 58m
    $52–141

  3. Train (Amtrak)

    1. Take the train from South Portsmouth Amtrak to Chicago Union Stationtrain train Cardinal
    11h 48m
    $130–290

  4. Drive 388.1 mi

    1. Drive from South Shore to Chicagocar car 388.1 mi
    7h 21m
    $71–103

  5. Bus to John Glenn Columbus International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Portsmouth to Columbus - Mound Stbus bus
    2. Fly from John Glenn Columbus International Airport (CMH) to Chicago Midway International Airport (MDW)plane plane CMH - MDW
    6h 25m
    $80–481

  6. Bus to John Glenn Columbus International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Portsmouth to Columbus - Mound Stbus bus
    2. Fly from John Glenn Columbus International Airport (CMH) to Chicago O'Hare International Airport (ORD)plane plane CMH - ORD
    6h 48m
    $575–1,001

  7. Taxi, bus to Covington, fly to Chicago Midway International Airport

    1. Take the taxi from South Shore to Piketontaxi taxi
    2. Take the bus from Piketon to University of Cincinnatibus bus
    3. Fly from Covington (CVG) to Chicago Midway International Airport (MDW)plane plane CVG - MDW
    6h 47m
    $225–488

  8. Taxi, bus to Covington, fly to Chicago O'Hare International Airport

    1. Take the taxi from South Shore to Piketontaxi taxi
    2. Take the bus from Piketon to University of Cincinnatibus bus
    3. Fly from Covington (CVG) to Chicago O'Hare International Airport (ORD)plane plane CVG - ORD
    7h 15m
    $225–978

South Shore to Chicago by train (Amtrak)

Calendar3Weekly Trains
Duration11h 48mAverage Duration
Ticket$130Cheapest Price
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Questions & Answers

Map of how to get from South Shore to Chicago.ExpandLaunch map view
  • Distance: 535.6 mi
  • Duration: 6h 29m

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

You can take a vehicle from South Shore to Chicago via Portsmouth and Columbus - Mound St in around 10h 58m. Alternatively, Amtrak operates a train from South Portsmouth Amtrak to Chicago Union Station 3 times a week. Tickets cost $130–290 and the journey takes 11h 48m.

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