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

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There are 10 ways to get from Westport to Milwaukee by train, plane, bus (Greyhound, Flixbus), train (Amtrak), car, or bus

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 to Laguardia Airport, fly to General Mitchell International Airport

    best
    1. Take the train from South Norwalk to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)plane plane LGA - MKE
    6h 33m
    $152–734

  2. Bus

    1. Take the bus from Bridgeport Bus Stop to Port Authority Bus Terminalbus bus
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    3. Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus bus
    24h 43m
    $165–288

  3. Train

    1. Take the train from South Norwalk to 125th Street - Harlemtrain train
    2. Take the train from 125th Street - Harlem to Croton-Harmontrain train
    3. Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain train
    4. Take the train from Chicago Union Station to Milwaukeetrain train
    25h 16m
    $353–750

  4. Drive 918.1 mi

    1. Drive from Westport to Milwaukeecar car 918.1 mi
    15h 40m
    $168–242

  5. Train to John F. Kennedy International Airport, fly to General Mitchell International Airport

    1. Take the train from South Norwalk to Grand Central Terminaltrain train
    2. Fly from John F. Kennedy International Airport (JFK) to General Mitchell International Airport (MKE)plane plane JFK - MKE
    7h 12m
    $683–995

  6. Train to Newark Liberty International Airport, fly to General Mitchell International Airport

    1. Take the train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Fly from Newark Liberty International Airport (EWR) to General Mitchell International Airport (MKE)plane plane EWR - MKE
    7h 44m
    $594–873

  7. Train to Laguardia Airport, fly to Chicago O'Hare International Airport, bus

    1. Take the train from South Norwalk to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    3. Take the bus from Chicago to Milwaukee Intermodal Stationbus bus
    8h 27m
    $243–710

  8. Train to Laguardia Airport, fly to Chicago Midway International Airport, train

    1. Take the train from South Norwalk to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    3. Take the train from Chicago Union Station to Milwaukeetrain train
    9h 5m
    $231–649

  9. Train to Laguardia Airport, fly to Dane County Regional Airport-Truax Field, bus

    1. Take the train from South Norwalk to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Dane County Regional Airport-Truax Field (MSN)plane plane LGA - MSN
    3. Take the bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrakbus bus
    9h 24m
    $183–858

  10. Bus via Detroit

    1. Take the bus from Bridgeport Bus Stop to Port Authority Bus Terminalbus bus
    2. Take the bus from Port Authority Bus Terminal to Detroit Bus Stationbus bus
    3. Take the bus from Detroit Bus Station to Milwaukee Intermodal Stationbus bus
    31h 17m
    $181–340

Westport to Milwaukee by bus and foot

Calendar7Weekly Services
Duration24h 43mAverage Duration
Ticket$165Cheapest Price
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Questions & Answers

Map of how to get from Westport to Milwaukee.ExpandLaunch map view
  • Distance: 793.8 mi
  • Duration: 6h 33m

What companies run services between Westport, CT, USA and Milwaukee, WI, USA?

You can take a bus from Post Rd. East at Imperial Ave. to Milwaukee Intermodal Station via Bridgeport Bus Stop, Port Authority Bus Terminal, New York Midtown, and Chicago Bus Station in around 24h 43m. Alternatively, you can take a bus from Post Rd. West at Main St. to Milwaukee via Burnell Blvd Hub, South Main & Monroe, South Norwalk, 125th Street - Harlem, Croton-Harmon Amtrak Station, and Chicago Union Station in around 25h 16m.

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