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How to get fromChicago to Highlandby train (Amtrak), bus, taxi, car, plane, or train

Find Transport to Highland

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There are 5 ways to get from Chicago to Highland by train (Amtrak), bus, taxi, car, plane, 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. Train (Amtrak)

    best
    1. Take the train from Chicago Union Station to St. Louistrain train Lincoln Service / ...
    6h 16m
    $208–305

  2. Drive  278.1 mi

    cheapest
    1. Drive from Chicago to Highlandcar car 278.1 mi
    4h 38m
    $51–74

  3. Bus, taxi

    1. Take the bus from Chicago Bus Station to St Louis Bus Stationbus bus FlixBus 2510 / ...
    2. Take the taxi from St Louis Bus Station to Highlandtaxi taxi
    6h 37m
    $121–160

  4. Fly from Chicago O'Hare International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Lambert–St. Louis International Airport (STL)plane plane ORD - STL
    2. Take the train from LAMBERT AIRPORT TERMINAL #1 station to SHILOH-SCOTT stationtrain train
    5h 2m
    $376–773

  5. Fly from Chicago Midway International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Lambert–St. Louis International Airport (STL)plane plane MDW - STL
    2. Take the train from LAMBERT AIRPORT TERMINAL #1 station to SHILOH-SCOTT stationtrain train
    4h 46m
    $140–673

Chicago O'Hare International Airport (ORD) to Lambert–St. Louis International Airport (STL) flights

Calendar125Weekly Planes
Duration1h 28mAverage Duration
Ticket$53Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Highland.ExpandLaunch map view
  • Distance: 327.2 mi
  • Duration: 6h 16m

What companies run services between Chicago, IL, USA and Highland, IL, USA?

Amtrak operates a train from Chicago Union Station to St. Louis 5 times a day. Tickets cost $150–240 and the journey takes 4h 46m.

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