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How to get fromMilpitas to Chicagoby plane, bus (Flixbus, Greyhound), subway, train or car

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There are 8 ways to get from Milpitas to Chicago by plane, bus (Flixbus, Greyhound), subway, 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 O'Hare International Airport

    best
    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)planeSJC - ORD
    6h 29m
    $124–558

  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 41m
    $119–447

  3. Bus

    1. Take the bus from San Jose - Huong Lan Sandwich to Chinatown Stationbus
    2. Take the bus from Los Angeles Downtown to Phoenix Bus Stationbus
    3. Take the bus from Phoenix Bus Station to St Louis Bus Stationbus
    4. Take the bus from St Louis Bus Station to Chicago Bus Stationbus
    2d 5h
    $258–590

  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
    $238–1,611

  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 Midway International Airport

    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)planeSJC - MDW
    6h 20m
    $164–708

  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 34m
    $149–665

  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 19m
    $149–627

Milpitas to Chicago by subway and train

Calendar7Weekly Services
Duration2d 6hAverage Duration
Ticket$238Cheapest Price
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Questions & Answers

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

American Airlines, United Airlines, and two other airlines fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD) every 3 hours. Alternatively, you can take a bus from Montague & Great Mall Pkwy to Chicago Bus Station via King & Tully, San Jose - Huong Lan Sandwich, Chinatown Station, Los Angeles Downtown, Phoenix Bus Station, and St Louis Bus Station in around 2d 5h.

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