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

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There are 8 ways to get from Ann Arbor to Winnetka by train (Amtrak), bus (Greyhound, Flixbus), car, bus, plane, 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 StationtrainWolverine
    5h 25m
    $47–132
  2. Bus

    cheapest
    1. Take the bus from Ann Arbor to Chicago Bus StationbusGreyhound US0160
    7h 30m
    $39–88
  3. Drive 258.1 mi

    1. Drive from Ann Arbor to Winnetkacar258.1 mi
    4h 26m
    $48–68
  4. 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
    2. Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)planeDTW - MDW
    3. Take the train from Chicago OTC to Winnetkatrain
    4h 57m
    $56–358
  5. Drive to Capital Region International Airport, fly to Chicago O'Hare International Airport

    1. Drive from Ann Arbor to Capital Region International Airport (LAN)car
    2. Fly from Capital Region International Airport (LAN) to Chicago O'Hare International Airport (ORD)planeLAN - ORD
    4h 31m
    $55–343
  6. 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
    2. Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)planeDTW - ORD
    5h 12m
    $119–372
  7. Bus to Detroit, fly to South Bend, train

    1. Take the bus from Ann Arbor- Blake Transit Ctr., MI to Detroit Metro Airportbus
    2. Fly from Detroit (DTW) to South Bend (SBN)planeDTW - SBN
    3. Take the train from South Bend Airport to Millennium Stationtrain
    7h 9m
    $70–391
  8. 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
    2. Fly from Detroit (DTW) to General Mitchell International Airport (MKE)planeDTW - MKE
    3. Take the train from Milwaukee to Glenview Amtrak Stationtrain
    6h 52m
    $221–685

Ann Arbor to Winnetka by train and foot (Amtrak)

Calendar21Weekly Services
Duration5h 25mAverage Duration
Ticket$47Cheapest Price
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Questions & Answers

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 $45–130 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 $30–60 and the journey takes 5h 5m. Flixbus USA also services this route 5 times a week.

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