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

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There are 9 ways to get from Milwaukee to Winchester by plane, bus, train (Amtrak), bus (Greyhound, Flixbus), car, train, or taxi

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly General Mitchell International Airport to Ronald Reagan Washington National Airport, bus

    best
    1. Fly from General Mitchell International Airport (MKE) to Ronald Reagan Washington National Airport (DCA)plane plane MKE - DCA
    2. Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus bus
    6h 31m
    $486–1,167

  2. Drive 709.2 mi

    cheapest
    1. Drive from Milwaukee to Winchestercar car 709.2 mi
    12h 32m
    $130–187

  3. Train (Amtrak)

    1. Take the train from Milwaukee to Chicago Union Stationtrain train Hiawatha Service / ...
    2. Take the train from Chicago Union Station to Martinsburg Amtrak Stationtrain train Floridian
    18h 22m
    $302–581

  4. Bus

    1. Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus bus
    2. Take the bus from Chicago Bus Station to Washington Union Stationbus bus
    3. Take the bus from Washington Union Station to Front Royal Walmartbus bus
    22h 44m
    $174–312

  5. Bus to Chicago O'Hare International Airport, fly to Washington Dulles 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 Washington Dulles International Airport (IAD)plane plane ORD - IAD
    3. Take the bus from Dulles International Airport to Front Royal Walmartbus bus
    7h 12m
    $276–1,014

  6. Fly General Mitchell International Airport to Baltimore-Washington International Airport, train, taxi

    1. Fly from General Mitchell International Airport (MKE) to Baltimore-Washington International Airport (BWI)plane plane MKE - BWI
    2. Take the train from BWI Thurgood Marshall to Washington Union Stationtrain train
    3. Take the train from Washington Union Station to DUFFIELDS W VA MARC wbtrain train
    4. Take the taxi from DUFFIELDS W VA MARC wb to Winchestertaxi taxi
    7h 36m
    $186–1,292

  7. Bus to Chicago O'Hare International Airport, fly to Ronald Reagan Washington National 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 Ronald Reagan Washington National Airport (DCA)plane plane ORD - DCA
    3. Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus bus
    8h 6m
    $212–956

  8. Train to Chicago Midway International Airport, fly to Ronald Reagan Washington National Airport, bus

    1. Take the train from Milwaukee to Chicago Union Stationtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Ronald Reagan Washington National Airport (DCA)plane plane MDW - DCA
    3. Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus bus
    8h 28m
    $206–829

  9. Bus to Dane County Regional Airport-Truax Field, fly to Ronald Reagan Washington National Airport, bus

    1. Take the bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.bus bus
    2. Fly from Dane County Regional Airport-Truax Field (MSN) to Ronald Reagan Washington National Airport (DCA)plane plane MSN - DCA
    3. Take the bus from I St NW @ 15th St NW to Crooked Run Park & Ridebus bus
    8h 56m
    $239–957

General Mitchell International Airport (MKE) to Ronald Reagan Washington National Airport (DCA) flights

Calendar60Weekly Planes
Duration3h 9mAverage Duration
Ticket$151Cheapest Price
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Questions & Answers

Map of how to get from Milwaukee to Winchester.ExpandLaunch map view
  • Distance: 736.2 mi
  • Duration: 6h 31m

What companies run services between Milwaukee, WI, USA and Winchester, VA, USA?

You can take a train from Milwaukee to Winchester via Chicago Union Station and Martinsburg Amtrak Station in around 18h 22m. Alternatively, you can take a bus from Milwaukee Intermodal Station to Winchester via Chicago Bus Station, Washington Union Station, and Front Royal Walmart in around 22h 44m.

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