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How to get fromChicago to Winnsboroby plane, taxi, bus, train, or car

Find Transport to Winnsboro

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There are 8 ways to get from Chicago to Winnsboro by plane, taxi, bus, train, or car

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 O'Hare International Airport to Tyler, taxi

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Tyler (TYR)plane plane ORD - TYR
    2. Take the taxi from Tyler (TYR) to Winnsborotaxi taxi
    7h 19m
    $188–545

  2. Drive 874.5 mi

    cheapest
    1. Drive from Chicago to Winnsborocar car 874.5 mi
    14h 11m
    $160–231

  3. Bus

    1. Take the bus from Tornado Bus Co - Chicago to Exxon - Winfield, TXbus bus Milwaukee
    18h 19m
    $180–333

  4. Train, taxi (Amtrak)

    1. Take the train from Chicago Union Station to Mineola Stationtrain train Texas Eagle
    2. Take the taxi from Mineola Station to Winnsborotaxi taxi
    20h 19m
    $338–659

  5. Fly Chicago Midway International Airport to Dallas, bus

    1. Fly from Chicago Midway International Airport (MDW) to Dallas (DAL)plane plane MDW - DAL
    2. Take the bus from Dallas Bus Station to Sulphur Springsbus bus
    7h 20m
    $166–595

  6. Fly Chicago O'Hare International Airport to Dallas/Fort Worth International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Dallas/Fort Worth International Airport (DFW)plane plane ORD - DFW
    2. Take the bus from Dallas Bus Station to Sulphur Springsbus bus
    8h 28m
    $212–562

  7. Train to General Mitchell International Airport, fly to Dallas, bus

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Dallas (DAL)plane plane MKE - DAL
    3. Take the bus from Dallas Bus Station to Sulphur Springsbus bus
    8h 59m
    $212–760

  8. Fly Chicago O'Hare International Airport to Bill And Hillary Clinton National Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Bill And Hillary Clinton National Airport (LIT)plane plane ORD - LIT
    2. Take the bus from Shell gas station - Little Rock, AR to Exxon - Winfield, TXbus bus
    9h 17m
    $190–605

Chicago O'Hare International Airport (ORD) to Tyler (TYR) flights

Calendar37Weekly Planes
Duration6h 50mAverage Duration
Ticket$86Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Winnsboro.ExpandLaunch map view
  • Distance: 850.6 mi
  • Duration: 7h 19m

What companies run services between Chicago, IL, USA and Winnsboro, TX, USA?

Tornado Bus Company operates a bus from Tornado Bus Co - Chicago to Exxon - Winfield, TX once daily. Tickets cost $130–270 and the journey takes 16h 15m.

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