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

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

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

  1. Taxi, bus

    best
    1. Take the taxi from Highland to St Louis Bus Stationtaxi taxi
    2. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus FlixBus 2510 / ...
    6h 46m
    $123–171

  2. Drive 278 mi

    cheapest
    1. Drive from Highland to Chicagocar car 278 mi
    4h 37m
    $51–74

  3. Train (Amtrak)

    1. Take the train from St. Louis to Chicago Union Stationtrain train Lincoln Service / ...
    7h 14m
    $146–255

  4. Train, fly to Chicago Midway International Airport

    1. Take the train from SHILOH-SCOTT station to LAMBERT AIRPORT TERMINAL #1 stationtrain train
    2. Fly from Lambert–St. Louis International Airport (STL) to Chicago Midway International Airport (MDW)plane plane STL - MDW
    4h 37m
    $113–430

  5. Train, fly to Chicago O'Hare International Airport

    1. Take the train from SHILOH-SCOTT station to LAMBERT AIRPORT TERMINAL #1 stationtrain train
    2. Fly from Lambert–St. Louis International Airport (STL) to Chicago O'Hare International Airport (ORD)plane plane STL - ORD
    5h
    $328–770

Lambert–St. Louis International Airport (STL) to Chicago Midway International Airport (MDW) flights

Calendar33Weekly Planes
Duration1h 5mAverage Duration
Ticket$56Cheapest Price
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Questions & Answers

Map of how to get from Highland to Chicago.ExpandLaunch map view
  • Distance: 348.8 mi
  • Duration: 6h 46m

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

Amtrak operates a train from St. Louis to Chicago Union Station 5 times a day. Tickets cost $90–190 and the journey takes 4h 55m.

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