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

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There are 9 ways to get from Milwaukee to Middlebury by train (Amtrak), bus (Greyhound, Flixbus), car, bus, plane, taxi, bus (Amtrak), 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 Milwaukee to Chicago Union Stationtrain train Hiawatha Service / ...
    2. Take the train from Chicago Union Station to Elkhart Amtrak Stationtrain train Floridian / ...
    4h 40m
    $101–180

  2. Drive 208.7 mi

    cheapest
    1. Drive from Milwaukee to Middleburycar car 208.7 mi
    3h 56m
    $39–55

  3. Bus

    1. Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus bus Greyhound US0150
    2. Take the bus from Chicago to Shipshewanabus bus Chicago
    5h 36m
    $53–110

  4. Bus to Chicago O'Hare International Airport, fly to South Bend, taxi

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to South Bend (SBN)plane plane ORD - SBN
    3. Take the taxi from South-Bend-Airport-SBN to Middleburytaxi taxi
    4h 44m
    $183–541

  5. Bus via Chicago O'Hare Airport (ORD)

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus Wisconsin Coach Lines
    2. Take the bus from Chicago Union Station to Elkhart Amtrak Stationbus bus Amtrak Thruway Connecting Service
    7h 1m
    $111–142

  6. Bus to Chicago O'Hare International Airport, fly to Kalamazoo-Battle Creek International Airport, taxi

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Kalamazoo-Battle Creek International Airport (AZO)plane plane ORD - AZO
    3. Take the taxi from Kalamazoo-Airport-AZO to Middleburytaxi taxi
    4h 57m
    $208–481

  7. Fly General Mitchell International Airport to Chicago Midway International Airport, train

    1. Fly from General Mitchell International Airport (MKE) to Chicago Midway International Airport (MDW)plane plane MKE - MDW
    2. Take the train from Chicago Union Station to Elkhart Amtrak Stationtrain train
    6h 17m
    $127–495

  8. Fly General Mitchell International Airport to Chicago O'Hare International Airport, train

    1. Fly from General Mitchell International Airport (MKE) to Chicago O'Hare International Airport (ORD)plane plane MKE - ORD
    2. Take the train from Chicago Union Station to Elkhart Amtrak Stationtrain train
    6h 44m
    $679–1,082

  9. Bus to Chicago O'Hare International Airport, fly to Fort Wayne International Airport, bus

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Fort Wayne International Airport (FWA)plane plane ORD - FWA
    3. Take the bus from Fort Wayne, IN to Goshen, INbus bus
    6h 44m
    $142–430

Chicago O'Hare International Airport (ORD) to South Bend (SBN) flights

Calendar56Weekly Planes
Duration1h 5mAverage Duration
Ticket$46Cheapest Price
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Questions & Answers

Map of how to get from Milwaukee to Middlebury.ExpandLaunch map view
  • Distance: 199.1 mi
  • Duration: 4h 40m

What companies run services between Milwaukee, WI, USA and Middlebury, Elkhart County, IN, USA?

You can take a train from Milwaukee to Middlebury via Chicago Union Station and Elkhart Amtrak Station in around 4h 40m. Alternatively, you can take a bus from Milwaukee Intermodal Station to Middlebury via Chicago and Shipshewana in around 5h 36m.

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