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How to get fromAnn Arbor to Highland Parkby train (Amtrak), bus (Greyhound, Flixbus), car, plane, train, bus (Amtrak), or bus

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

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 Ann Arbor Amtrak Station to Chicago Union Stationtrain train Wolverine
    5h 49m
    $82–167

  2. Bus

    cheapest
    1. Take the bus from Ann Arbor to Chicago Bus Stationbus bus Greyhound US0160
    7h 4m
    $44–78

  3. Drive 266.3 mi

    1. Drive from Ann Arbor to Highland Parkcar car 266.3 mi
    4h 32m
    $49–71

  4. Drive to Capital Region International Airport, fly to Chicago O'Hare International Airport, train

    1. Drive from Ann Arbor to Lansing-Airport-LANcar car
    2. Fly from Capital Region International Airport (LAN) to Chicago O'Hare International Airport (ORD)plane plane LAN - ORD
    3. Take the train from Clybourn to Highland Parktrain train
    4h 41m
    $59–339

  5. Bus via Howard CTA Station (Amtrak)

    1. Take the bus from Ann Arbor Amtrak Station to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    7h 17m
    $87–121

  6. Bus to Detroit, fly to Chicago Midway International Airport, train

    1. Take the bus from Ann Arbor- Blake Transit Ctr., MI to Detroit Metro Airportbus bus
    2. Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)plane plane DTW - MDW
    3. Take the train from Chicago OTC to Highland Parktrain train
    5h 15m
    $143–488

  7. Bus to Detroit, fly to Chicago O'Hare International Airport, train

    1. Take the bus from Ann Arbor- Blake Transit Ctr., MI to Detroit Metro Airportbus bus
    2. Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)plane plane DTW - ORD
    3. Take the train from Clybourn to Highland Parktrain train
    5h 29m
    $153–678

  8. Bus to Detroit, fly to General Mitchell International Airport, bus, train

    1. Take the bus from Ann Arbor- Blake Transit Ctr., MI to Detroit Metro Airportbus bus
    2. Fly from Detroit (DTW) to General Mitchell International Airport (MKE)plane plane DTW - MKE
    3. Take the bus from Mitchell Airport to Metro Train Station - 13th Avenue and 54th Streetbus bus
    4. Take the train from Kenosha to Highland Parktrain train
    6h 52m
    $618–1,037

Ann Arbor to Highland Park by train, foot, and bus (Amtrak)

Calendar21Weekly Services
Duration5h 49mAverage Duration
Ticket$82Cheapest Price
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Questions & Answers

Map of how to get from Ann Arbor to Highland Park.ExpandLaunch map view
  • Distance: 266.1 mi
  • Duration: 5h 49m

What companies run services between Ann Arbor, MI, USA and Highland Park, IL, USA?

Amtrak operates a train from Ann Arbor Amtrak Station to Chicago Union Station 3 times a day. Tickets cost $75–160 and the journey takes 4h 18m. Alternatively, Greyhound USA operates a bus from Ann Arbor to Chicago Bus Station 3 times a day. Tickets cost $35–70 and the journey takes 5h. Flixbus USA also services this route 5 times a week.

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