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How to get fromPebble Beach to Chicagoby shuttle, plane, bus (Flixbus, Greyhound), train (Amtrak), car or subway

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There are 9 ways to get from Pebble Beach to Chicago by shuttle, plane, bus (Flixbus, Greyhound), train (Amtrak), car, or subway

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 - Calle Principal / Parking Garage to San Jose 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 46m
    $252–889

  2. Fly Monterey Regional Airport to Chicago Midway International Airport

    cheapest
    1. Fly from Monterey Regional Airport (MRY) to Chicago Midway International Airport (MDW)plane plane MRY - MDW
    7h 8m
    $180–688

  3. Bus

    1. Take the bus from Salinas Train Station to Los Angeles Union Stationbus bus
    2. Take the bus from Los Angeles Union Station to St Louis Bus Stationbus bus
    3. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus
    2d 8h
    $222–548

  4. Train (Amtrak)

    1. Take the train from Salinas to Emeryvilletrain train Coast Starlight
    2. Take the train from Emeryville to Chicago Union Stationtrain train California Zephyr
    2d 9h
    $282–1,670

  5. Drive 2,228.8 mi

    1. Drive from Pebble Beach to Chicagocar car 2,228.8 mi
    34h 47m
    $407–588

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

    1. Take a shuttle bus from Monterey - Calle Principal / Parking Garage to San Jose 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 54m
    $202–689

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

    1. Take a shuttle bus from Monterey - Calle Principal / Parking Garage to SFO Airport Terminal 2-Lower Levelshuttle bus
    2. Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)plane plane SFO - MDW
    8h 52m
    $212–704

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

    1. Take a shuttle bus from Monterey - Calle Principal / Parking Garage to SFO Airport Terminal 2-Lower Levelshuttle bus
    2. Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)plane plane SFO - ORD
    9h 12m
    $182–534

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

    1. Take a shuttle bus from Monterey - Calle Principal / Parking Garage to San Jose Airport Terminal Ashuttle 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 24m
    $231–753

Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW) flights

Calendar24Weekly Planes
Duration6h 10mAverage Duration
Ticket$180Cheapest Price
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Questions & Answers

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

You can take a vehicle from Pebble Beach to Chicago Bus Station via Tyler / Franklin, Salinas Transit Center / Gate 7, Salinas Train Station, Los Angeles Union Station, and St Louis Bus Station in around 2d 8h. Alternatively, you can take a vehicle from Pebble Beach to Chicago Union Station via Salinas and Emeryville in around 2d 9h.

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Need to know: Greyhound

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