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How to get fromMilwaukee to Highlandby train (Amtrak), bus (Greyhound, Flixbus), car, plane, train, taxi, bus, or subway

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There are 6 ways to get from Milwaukee to Highland by train (Amtrak), bus (Greyhound, Flixbus), car, plane, train, taxi, bus, or subway

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

    best
    1. Take the train from Milwaukee to Chicago Union Stationtrain train Hiawatha Service / ...
    2. Take the train from Van Buren St. to East Chicagotrain train Ssl / ...
    2h 54m
    $66–107

  2. Drive 115.5 mi

    cheapest
    1. Drive from Milwaukee to Highlandcar car 115.5 mi
    2h 20m
    $22–31

  3. Bus

    1. Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus bus Greyhound US0150 / ...
    2. Take the bus from Chicago Bus Station to Gary Bus Stationbus bus Greyhound US0120S / ...
    3h 22m
    $45–100

  4. Fly to Chicago Midway International Airport, train, taxi

    1. Fly from General Mitchell International Airport (MKE) to Chicago Midway International Airport (MDW)plane plane MKE - MDW
    2. Take the train from Van Buren St. to East Chicagotrain train
    3. Take the taxi from East Chicago to Highlandtaxi taxi
    4h 8m
    $85–405

  5. Bus, subway, train, taxi

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Take the subway from O'Hare to Jackson-Bluesubway subway
    3. Take the train from Van Buren St. to East Chicagotrain train Ssl
    4. Take the taxi from East Chicago to Highlandtaxi taxi
    3h 54m
    $76–94

  6. Fly to Chicago O'Hare International Airport, train, taxi

    1. Fly from General Mitchell International Airport (MKE) to Chicago O'Hare International Airport (ORD)plane plane MKE - ORD
    2. Take the train from Van Buren St. to East Chicagotrain train
    3. Take the taxi from East Chicago to Highlandtaxi taxi
    4h 39m
    $640–1,055

General Mitchell International Airport (MKE) to Chicago Midway International Airport (MDW) flights

Calendar14Weekly Planes
Duration49 minAverage Duration
Ticket$45Cheapest Price
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Questions & Answers

Map of how to get from Milwaukee to Highland.ExpandLaunch map view
  • Distance: 117.8 mi
  • Duration: 2h 54m

What companies run services between Milwaukee, WI, USA and Highland, Lake County, IN, USA?

You can take a train from Milwaukee to Highland via Chicago Union Station, Jackson & Clinton, Michigan & Van Buren/Ida B. Wells, Van Buren St., and East Chicago in around 2h 54m. Alternatively, you can take a bus from Milwaukee Intermodal Station to Highland via Chicago Bus Station and Gary Bus Station in around 3h 22m.

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