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How to get fromMilpitas to Chicagoby plane, subway, bus, train or car

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There are 8 ways to get from Milpitas to Chicago by plane, subway, bus, train, or car

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 Chicago Midway International Airport

    best
    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)planeSJC - MDW
    6h 27m
    $164–708

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

    cheapest
    1. Take the subway from Milpitas to Daly Citysubway
    2. Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)planeSFO - ORD
    7h 35m
    $109–427

  3. BART, bus

    1. Take the subway from Milpitas to West Oaklandsubway
    2. Take the bus from Oakland to Sparks Transit Centerbus
    3. Take the bus from Sparks Transit Center to Denver Union Stationbus
    4. Take the bus from Denver Union Station to Chicago Bus Stationbus
    2d 3h
    $186–484

  4. BART, train

    1. Take the subway from Milpitas to RichmondsubwayOrange-N
    2. Take the train from Richmond to Chicago Union StationtrainCalifornia Zephyr
    2d 6h
    $238–491

  5. Drive 2,148.2 mi

    1. Drive from Milpitas to Chicagocar2,148.2 mi
    33h 7m
    $392–567

  6. Fly Norman Y. Mineta San José International Airport to Chicago O'Hare International Airport

    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)planeSJC - ORD
    6h 48m
    $114–498

  7. BART to Oakland International Airport, fly to Chicago Midway International Airport

    1. Take the subway from Milpitas to Coliseumsubway
    2. Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)planeOAK - MDW
    6h 33m
    $149–615

  8. BART to San Francisco International Airport, fly to Chicago Midway International Airport

    1. Take the subway from Milpitas to Daly Citysubway
    2. Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)planeSFO - MDW
    7h 18m
    $149–627

Milpitas to Chicago by subway and bus

Calendar7Weekly Services
Duration2d 3hAverage Duration
Ticket$186Cheapest Price
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Questions & Answers

What companies run services between Milpitas, CA, USA and Chicago, IL, USA?

Southwest Airlines flies from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW) every 4 hours.

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