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How to get fromChester to Milwaukeeby plane, bus (Greyhound, Flixbus), train (Amtrak), car, bus, or train

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There are 6 ways to get from Chester to Milwaukee by plane, bus (Greyhound, Flixbus), train (Amtrak), car, 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. Fly to General Mitchell International Airport

    best
    1. Fly from Richmond International Airport (RIC) to General Mitchell International Airport (MKE)plane plane RIC - MKE
    5h 8m
    $168–706

  2. Fly to Chicago O'Hare International Airport, bus

    cheapest
    1. Fly from Richmond International Airport (RIC) to Chicago O'Hare International Airport (ORD)plane plane RIC - ORD
    2. Take the bus from Multi-Modal/Rental Car Facility to Milwaukee Intermodal/Amtrak Stationbus bus
    5h 24m
    $148–509

  3. Bus

    1. Take the bus from Richmond to Washington Union Stationbus bus
    2. Take the bus from Washington Union Station to Chicago Bus Stationbus bus
    3. Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus bus
    22h 58m
    $183–339

  4. Train (Amtrak)

    1. Take the train from Petersburg Amtrak Station to Chicago Union Stationtrain train Floridian
    2. Take the train from Chicago Union Station to Milwaukeetrain train Hiawatha Service / ...
    24h 26m
    $347–695

  5. Drive 856 mi

    1. Drive from Chester to Milwaukeecar car 856 mi
    15h 39m
    $157–226

  6. Fly to Chicago Midway International Airport, train

    1. Fly from Richmond International Airport (RIC) to Chicago Midway International Airport (MDW)plane plane RIC - MDW
    2. Take the train from Chicago Union Station to Milwaukeetrain train
    5h 42m
    $157–541

Richmond International Airport (RIC) to General Mitchell International Airport (MKE) flights

Calendar114Weekly Planes
Duration5h 1mAverage Duration
Ticket$125Cheapest Price
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Questions & Answers

Map of how to get from Chester to Milwaukee.ExpandLaunch map view
  • Distance: 693.8 mi
  • Duration: 5h 8m

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

Southwest Airlines, Delta, and two other airlines fly from Richmond International Airport (RIC) to General Mitchell International Airport (MKE) hourly. Alternatively, you can take a vehicle from Chester to Milwaukee Intermodal Station via Richmond, Washington Union Station, and Chicago Bus Station in around 22h 58m.

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