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

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There are 7 ways to get from Ann Arbor to Winnetka by train (Amtrak), bus (Greyhound, Flixbus), car, plane, 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 StationtrainWolverine
    5h 25m
    $49–134

  2. Bus

    cheapest
    1. Take the bus from Ann Arbor to Chicago Bus StationbusGreyhound US0160
    7h 26m
    $40–104

  3. Drive 258.1 mi

    1. Drive from Ann Arbor to Winnetkacar258.1 mi
    4h 26m
    $48–68

  4. Drive to Capital Region International Airport, fly to Chicago O'Hare International Airport, line 423 bus

    1. Drive from Ann Arbor to Lansing-Airport-LANcar
    2. Fly from Capital Region International Airport (LAN) to Chicago O'Hare International Airport (ORD)planeLAN - ORD
    3. Take the bus from Harlem Ave & Bryn Mawr Ave to Elm St & Birch Stbus
    4h 28m
    $62–346

  5. 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 58m
    $56–328

  6. Bus to Detroit, fly to Chicago O'Hare International Airport, line 423 bus

    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
    3. Take the bus from Harlem Ave & Bryn Mawr Ave to Elm St & Birch Stbus
    5h 9m
    $131–345

  7. 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
    $273–740

Ann Arbor to Winnetka by train and foot (Amtrak)

Calendar21Weekly Services
Duration5h 25mAverage Duration
Ticket$49Cheapest 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 $35–80 and the journey takes 5h. Flixbus USA also services this route 5 times a week.

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