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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)plane plane SJC - MDW
    6h 20m
    $184–808

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

    cheapest
    1. Take the subway from Milpitas to Daly Citysubway subway
    2. Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)plane plane SFO - ORD
    7h 43m
    $119–457

  3. BART, bus

    1. Take the subway from Milpitas to El Cerrito Del Nortesubway subway
    2. Take the bus from Vallejo Transit Center to Sparks Transit Centerbus bus
    3. Take the bus from Sparks Transit Center to Denver Union Stationbus bus
    4. Take the bus from Denver Union Station to Chicago Bus Stationbus bus
    2d 3h
    $198–540

  4. BART, train

    1. Take the subway from Milpitas to Richmondsubway subway Orange-N
    2. Take the train from Richmond to Chicago Union Stationtrain train California Zephyr
    2d 6h
    $158–1,611

  5. Drive 2,148.2 mi

    1. Drive from Milpitas to Chicagocar car 2,148.2 mi
    33h 16m
    $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)plane plane SJC - ORD
    6h 29m
    $134–608

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

    1. Take the subway from Milpitas to Coliseumsubway subway
    2. Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)plane plane OAK - MDW
    6h 39m
    $159–665

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

    1. Take the subway from Milpitas to Daly Citysubway subway
    2. Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)plane plane SFO - MDW
    7h 19m
    $149–627

Milpitas to Chicago by subway and bus

Calendar7Weekly Services
Duration2d 3hAverage Duration
Ticket$198Cheapest 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) 3 times a day.

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