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How to get fromChicago to Redwood Cityby plane, bus (Greyhound), train, subway, or car

Find Transport to Redwood City

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There are 8 ways to get from Chicago to Redwood City by plane, bus (Greyhound), train, subway, 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 Chicago Midway International Airport to San Francisco International Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to San Francisco International Airport (SFO)plane plane MDW - SFO
    6h 51m
    $214–462

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to San Francisco International Airport (SFO)plane plane ORD - SFO
    7h 9m
    $134–302

  3. Bus

    1. Take the bus from Chicago Bus Station to Denver Union Stationbus bus
    2. Take the bus from Denver Union Station to Sparks Transit Centerbus bus
    3. Take the bus from Sparks Transit Center to San Francisco Bus Stationbus bus
    4. Take the bus from Salesforce Transit Center- Bay 37 to Winslow St & Broadway Stbus bus Epx
    2d 4h
    $450–719

  4. Train, BART

    1. Take the train from Chicago Union Station to Richmondtrain train California Zephyr
    2. Take the subway from Richmond to Millbraesubway subway Red-S
    2d 7h
    $794–1,583

  5. Drive 2,149.5 mi

    1. Drive from Chicago to Redwood Citycar car 2,149.5 mi
    33h 19m
    $393–567

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

    1. Fly from Chicago Midway International Airport (MDW) to Norman Y. Mineta San José International Airport (SJC)plane plane MDW - SJC
    7h 11m
    $210–865

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Norman Y. Mineta San José International Airport (SJC)plane plane ORD - SJC
    7h 44m
    $170–565

  8. Fly Chicago Midway International Airport to Oakland International Airport, Caltrain

    1. Fly from Chicago Midway International Airport (MDW) to Oakland International Airport (OAK)plane plane MDW - OAK
    2. Take the train from San Francisco Caltrain Southbound to Redwood City Caltrain Southboundtrain train
    7h 57m
    $236–924

Chicago to Redwood City by bus

Calendar7Weekly Buses
Duration2d 4hAverage Duration
Ticket$450Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Redwood City.ExpandLaunch map view
  • Distance: 1,876.3 mi
  • Duration: 6h 51m

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

Southwest Airlines flies from Chicago Midway International Airport (MDW) to San Francisco International Airport (SFO) 5 times a day. Alternatively, you can take a bus from Chicago Bus Station to Winslow St & Broadway St via Denver Union Station, Sparks Transit Center, San Francisco Bus Station, and Salesforce Transit Center- Bay 37 in around 2d 4h.

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