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How to get fromPalo Alto to Chicagoby plane, bus (Greyhound), subway, train, or car

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There are 8 ways to get from Palo Alto to Chicago by plane, bus (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 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 25m
    $150–614

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

    cheapest
    1. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)plane plane SJC - ORD
    6h 54m
    $120–494

  3. Bus

    1. Take the bus from E Bayshore Rd & Donohoe St to Salesforce Transit Center- Bay 37bus bus Epx
    2. Take the bus from San Francisco Bus Station 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 4h
    $368–704

  4. BART, train

    1. Take the subway from Millbrae to Richmondsubway subway Red-N
    2. Take the train from Richmond to Chicago Union Stationtrain train California Zephyr
    2d 7h
    $768–1,623

  5. Drive 2,150.9 mi

    1. Drive from Palo Alto to Chicagocar car 2,150.9 mi
    33h 31m
    $393–567

  6. Fly San Francisco International Airport to Chicago Midway International Airport

    1. Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)plane plane SFO - MDW
    6h 24m
    $216–463

  7. Fly San Francisco International Airport to Chicago O'Hare International Airport

    1. Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)plane plane SFO - ORD
    6h 48m
    $136–303

  8. Train to Oakland International Airport, fly to Chicago Midway International Airport

    1. Take the train from Santa Clara Amtrak to Oakland Coliseum/Airport Amtraktrain train
    2. Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)plane plane OAK - MDW
    8h 3m
    $171–639

Palo Alto to Chicago by bus

Calendar7Weekly Buses
Duration2d 4hAverage Duration
Ticket$368Cheapest Price
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Questions & Answers

Map of how to get from Palo Alto to Chicago.ExpandLaunch map view
  • Distance: 1,861.4 mi
  • Duration: 6h 25m

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

Southwest Airlines flies from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, you can take a bus from E Bayshore Rd & Donohoe St to Chicago Bus Station via Salesforce Transit Center- Bay 37, San Francisco Bus Station, Sparks Transit Center, and Denver Union Station in around 2d 4h.

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