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How to get fromPittsburgh to Highlandby bus, plane, train, bus (Greyhound, Flixbus), train (Amtrak), car, or bus (Flixbus)

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There are 8 ways to get from Pittsburgh to Highland by bus, plane, train, bus (Greyhound, Flixbus), train (Amtrak), car, or bus (Flixbus)

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

  1. Bus to Pittsburgh International Airport, fly to Chicago Midway International Airport, train

    best
    1. Take the bus from Seventh Ave + Smithfield St to Pittsburgh International Airportbus bus
    2. Fly from Pittsburgh International Airport (PIT) to Chicago Midway International Airport (MDW)plane plane PIT - MDW
    3. Take the train from Van Buren St. to East Chicagotrain train
    5h 30m

  2. Drive 438.3 mi

    cheapest
    1. Drive from Pittsburgh to Highlandcar car 438.3 mi
    7h 12m
    $80–116

  3. Bus

    1. Take the bus from Pittsburgh Intermodal Station to Gary Bus Stationbus bus Greyhound US0164
    9h 19m
    $98–167

  4. Train (Amtrak)

    1. Take the train from Pittsburgh Amtrak Station to Chicago Union Stationtrain train Floridian
    11h 11m
    $191–365

  5. Bus to Pittsburgh International Airport, fly to Chicago O'Hare International Airport, train

    1. Take the bus from Seventh Ave + Smithfield St to Pittsburgh International Airportbus bus
    2. Fly from Pittsburgh International Airport (PIT) to Chicago O'Hare International Airport (ORD)plane plane PIT - ORD
    3. Take the train from Van Buren St. to East Chicagotrain train
    6h

  6. Train to Johnstown-Cambria County Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Pittsburgh Amtrak Station to Johnstown Amtrak Stationtrain train
    2. Fly from Johnstown-Cambria County Airport (JST) to Chicago O'Hare International Airport (ORD)plane plane JST - ORD
    6h 46m
    $121–401

  7. Train to Cleveland-Hopkins International Airport, fly to Chicago Midway International Airport

    1. Take the train from Pittsburgh Amtrak Station to Cleveland Amtraktrain train
    2. Fly from Cleveland-Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW)plane plane CLE - MDW
    7h 59m
    $145–527

  8. Bus via Chicago (Flixbus)

    1. Take the bus from Pittsburgh Intermodal Station to Chicagobus bus FlixBus N2640
    12h 37m
    $113–174

Pittsburgh International Airport (PIT) to Chicago Midway International Airport (MDW) flights

Calendar22Weekly Planes
Duration1h 35mAverage Duration
Ticket$61Cheapest Price
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Questions & Answers

Map of how to get from Pittsburgh to Highland.ExpandLaunch map view
  • Distance: 467.9 mi
  • Duration: 5h 30m

What companies run services between Pittsburgh, PA, USA and Highland, Lake County, IN, USA?

Greyhound USA operates a bus from Pittsburgh Intermodal Station to Gary Bus Station 4 times a day. Tickets cost $65–130 and the journey takes 9h 5m. Flixbus USA also services this route 6 times a week. Alternatively, Amtrak operates a train from Pittsburgh Amtrak Station to Chicago Union Station once daily. Tickets cost $150–320 and the journey takes 9h 46m.

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