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

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There are 8 ways to get from Monterey to Chicago by shuttle, plane, bus, 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. 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
    $182–662

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

    cheapest
    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
    8h
    $162–552

  3. Bus, train

    1. Take the bus from Salinas to Emeryvillebus bus
    2. Take the train from Emeryville to Renotrain train
    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 8h
    $408–799

  4. 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
    $771–1,684

  5. Drive 2,223.6 mi

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

  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
    $231–513

  7. Shuttle to San Francisco International Airport, fly to Chicago O'Hare 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 O'Hare International Airport (ORD)plane plane SFO - ORD
    8h 50m
    $181–353

  8. 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
    $192–675

Monterey to Chicago by bus and train

Calendar7Weekly Services
Duration2d 8hAverage Duration
Ticket$408Cheapest Price
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Questions & Answers

Map of how to get from Monterey to Chicago.ExpandLaunch map view
  • Distance: 1,921.8 mi
  • Duration: 7h 31m

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 bus from Tyler / Franklin to Chicago Bus Station via Salinas Transit Center / Gate 7, Salinas, Emeryville, Emeryville, Reno, RTC 4th STREET STATION Bay I 4SS, Sparks Transit Center, and Denver Union Station in around 2d 8h.

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