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How to get fromSanta Cruz to Chicagoby bus, plane, bus (Amtrak, Greyhound, Flixbus), subway, train, or car

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There are 8 ways to get from Santa Cruz to Chicago by bus, plane, bus (Amtrak, Greyhound, Flixbus), 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. Bus to Norman Y. Mineta San José International Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Front to Diridon Stationbus bus
    2. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)plane plane SJC - MDW
    7h 15m
    $148–628

  2. Bus to Norman Y. Mineta San José International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Front to Diridon Stationbus bus
    2. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)plane plane SJC - ORD
    7h 44m
    $128–508

  3. Bus

    1. Take the bus from Front to Diridon Stationbus bus 17
    2. Take the bus from San Jose Diridon Station to Oaklandbus bus
    3. Take the bus from Oakland to Sparks Transit Centerbus bus
    4. Take the bus from Sparks Transit Center to Denver Union Stationbus bus
    5. Take the bus from Denver Union Station to Chicago Bus Stationbus bus
    2d 4h
    $356–702

  4. Bus, BART, train

    1. Take the bus from Ocean & Water to Diridon Stationbus bus 17
    2. Take the subway from Berryessa / North San Jose to Richmondsubway subway
    3. Take the train from Richmond to Chicago Union Stationtrain train
    2d 7h
    $763–1,625

  5. Drive 2,184.1 mi

    1. Drive from Santa Cruz to Chicagocar car 2,184.1 mi
    33h 58m
    $399–576

  6. Bus, Caltrain to San Francisco International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Front to Diridon Stationbus bus
    2. Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain train
    3. Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)plane plane SFO - MDW
    7h 52m
    $207–450

  7. Bus, Caltrain to San Francisco International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Front to Diridon Stationbus bus
    2. Take the train from San Jose Diridon Caltrain Northbound to Millbrae Caltrain Northboundtrain train
    3. Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)plane plane SFO - ORD
    8h 16m
    $147–320

  8. Bus, train to Oakland International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Front to Diridon Stationbus bus
    2. Take the train from San Jose to Oakland Coliseum/Airport Amtraktrain train
    3. Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)plane plane OAK - MDW
    8h 40m
    $166–648

Santa Cruz to Chicago by bus

Calendar7Weekly Buses
Duration2d 4hAverage Duration
Ticket$356Cheapest Price
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Questions & Answers

Map of how to get from Santa Cruz to Chicago.ExpandLaunch map view
  • Distance: 1,881.5 mi
  • Duration: 7h 15m

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

You can take a bus from Front to Chicago Bus Station via Diridon Station, San Jose Diridon Station, Oakland, Sparks Transit Center, and Denver Union Station in around 2d 4h.

Airlines
Train operators
Bus operators

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