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How to get fromMonterey to Chicagoby shuttle, plane, subway, train or car

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There are 7 ways to get from Monterey to Chicago by shuttle, plane, 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. Shuttle to Norman Y. Mineta San José International Airport, fly to Chicago Midway International Airport

    best
    1. Take a shuttle bus from Monterey Shuttle Station to SJC Airport Terminal Ashuttle bus
    2. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)plane plane SJC - MDW
    7h 31m
    $262–1,012

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

    cheapest
    1. Take a shuttle bus from Monterey Shuttle Station to SFO Airport Internationalshuttle bus
    2. Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)plane plane SFO - ORD
    8h 40m
    $141–433

  3. Shuttle, BART, train

    1. Take a shuttle bus from Monterey Shuttle Station to SFO Airport Internationalshuttle bus
    2. Take the subway from San Francisco International Airport to Richmondsubway subway
    3. Take the train from Richmond to Chicago Union Stationtrain train
    2d 9h
    $620–1,483

  4. Drive 2,223.6 mi

    1. Drive from Monterey to Chicagocar car 2,223.6 mi
    34h 36m
    $406–587

  5. Shuttle to Norman Y. Mineta San José International Airport, fly to Chicago O'Hare International Airport

    1. Take a shuttle bus from Monterey Shuttle Station to SJC Airport Terminal Ashuttle bus
    2. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)plane plane SJC - ORD
    7h 56m
    $162–612

  6. Shuttle to San Francisco International Airport, fly to Chicago Midway International Airport

    1. Take a shuttle bus from Monterey Shuttle Station to SFO Airport Internationalshuttle bus
    2. Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)plane plane SFO - MDW
    8h 26m
    $201–723

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

    1. Take a shuttle bus from Monterey Shuttle Station to SJC Airport Terminal Bshuttle bus
    2. Take the subway from Milpitas to Coliseumsubway subway
    3. Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)plane plane OAK - MDW
    9h 6m
    $240–875

Monterey to Chicago by shuttle, subway, and train

Calendar7Weekly Services
Duration2d 9hAverage Duration
Ticket$620Cheapest Price
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Questions & Answers

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

There is no direct connection from Monterey to Chicago. However, you can take the shuttle to SJC Airport Terminal A, walk to Norman Y. Mineta San José International Airport (SJC) airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take a shuttle from Monterey Shuttle Station to Chicago Union Station via SFO Airport International, San Francisco International Airport, Richmond, and Richmond in around 2d 9h.

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