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

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There are 9 ways to get from Ann Arbor to Winnetka by train (Amtrak), bus (Greyhound, Flixbus), car, plane, bus (Amtrak), bus, 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 Ann Arbor Amtrak Station to Chicago Union Stationtrain train Wolverine
    5h 31m
    $72–151

  2. Bus

    cheapest
    1. Take the bus from Ann Arbor to Chicago Bus Stationbus bus Greyhound US0160
    6h 46m
    $41–72

  3. Drive 258.2 mi

    1. Drive from Ann Arbor to Winnetkacar car 258.2 mi
    4h 29m
    $48–69

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

    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
    4h 21m
    $64–369

  5. Bus via Rogers & Paulina (Amtrak)

    1. Take the bus from Ann Arbor Amtrak Station to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    6h 47m
    $79–109

  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 Winnetkatrain train
    4h 56m
    $143–487

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

    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
    5h 6m
    $143–728

  8. Bus to Detroit, fly to South Bend, train

    1. Take the bus from Ann Arbor- Blake Transit Ctr., MI to Detroit Metro Airportbus bus
    2. Fly from Detroit (DTW) to South Bend (SBN)plane plane DTW - SBN
    3. Take the train from South Bend Airport to Millennium Stationtrain train
    7h 6m
    $102–640

  9. Bus to Detroit, fly to General Mitchell 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 General Mitchell International Airport (MKE)plane plane DTW - MKE
    3. Take the train from Milwaukee to Glenview Amtrak Stationtrain train
    6h 51m
    $728–1,174

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

Calendar21Weekly Services
Duration5h 31mAverage Duration
Ticket$72Cheapest Price
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Questions & Answers

Map of how to get from Ann Arbor to Winnetka.ExpandLaunch map view
  • Distance: 259.9 mi
  • Duration: 5h 31m

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

Amtrak operates a train from Ann Arbor Amtrak Station to Chicago Union Station 3 times a day. Tickets cost $65–150 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 $30–65 and the journey takes 5h. Flixbus USA also services this route 5 times a week.

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