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

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There are 8 ways to get from Gilroy to Milwaukee by plane, bus (Greyhound, Flixbus), train (Amtrak), car, 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 Norman Y. Mineta San José International Airport to General Mitchell International Airport

    best
    1. Fly from Norman Y. Mineta San José International Airport (SJC) to General Mitchell International Airport (MKE)plane plane SJC - MKE
    9h 25m
    $332–1,514

  2. Caltrain, Caltrain to San Francisco International Airport, fly to Chicago O'Hare International Airport, train

    cheapest
    1. Take the train from Gilroy Caltrain Northbound to San Jose Diridon Caltrain Northboundtrain train
    2. Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain train
    3. Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)plane plane SFO - ORD
    4. Take the train from Glenview Amtrak Station to Milwaukeetrain train
    10h 50m
    $124–452

  3. Bus

    1. Take the bus from Gilroy, CA McDonalds to Chinatown Metro Station - Los Angeles, CAbus bus
    2. Take the bus from Los Angeles Union Station to St Louis Bus Stationbus bus
    3. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus
    4. Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus bus
    2d 8h
    $401–742

  4. Caltrain, train

    1. Take the train from Gilroy Caltrain Northbound to San Jose Diridon Caltrain Northboundtrain train
    2. Take the train from San Jose to Emeryvilletrain train
    3. Take the train from Emeryville to Chicago Union Stationtrain train
    4. Take the train from Chicago Union Station to Milwaukeetrain train
    2d 10h
    $537–1,379

  5. Drive 2,206.6 mi

    1. Drive from Gilroy to Milwaukeecar car 2,206.6 mi
    34h 50m
    $403–582

  6. Fly Norman Y. Mineta San José International Airport to Chicago Midway International Airport, train

    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)plane plane SJC - MDW
    2. Take the train from Chicago Union Station to Milwaukeetrain train
    10h 20m
    $230–961

  7. Caltrain, Caltrain to San Francisco International Airport, fly to Chicago Midway International Airport, train

    1. Take the train from Gilroy Caltrain Northbound to San Jose Diridon Caltrain Northboundtrain train
    2. Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain train
    3. Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)plane plane SFO - MDW
    4. Take the train from Chicago Union Station to Milwaukeetrain train
    10h 32m
    $182–729

  8. Fly Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport, train

    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)plane plane SJC - ORD
    2. Take the train from Glenview Amtrak Station to Milwaukeetrain train
    10h 50m
    $136–604

Gilroy to Milwaukee by train

Calendar7Weekly Trains
Duration2d 10hAverage Duration
Ticket$537Cheapest Price
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Questions & Answers

What companies run services between Gilroy, CA, USA and Milwaukee, WI, USA?

Southwest Airlines, Delta, and United Airlines fly from Norman Y. Mineta San José International Airport (SJC) to General Mitchell International Airport (MKE) every 4 hours. Alternatively, you can take a bus from Gilroy, CA McDonalds to Milwaukee Intermodal Station via Chinatown Metro Station - Los Angeles, CA, Chinatown Station, Union Station - Metro A-Line, Los Angeles Union Station, St Louis Bus Station, and Chicago Bus Station in around 2d 8h.

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