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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
    2. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)planeSJC - MDW
    7h 58m
    $235–792

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

    cheapest
    1. Take a shuttle bus from Monterey - Calle Principal / Parking Garage to SFO Airport Terminal 2-Lower Levelshuttle
    2. Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)planeSFO - ORD
    9h 8m
    $172–504

  3. Bus

    1. Take the bus from Salinas Train Station to Los Angeles Union Stationbus
    2. Take the bus from Los Angeles Union Station to St Louis Bus Stationbus
    3. Take the bus from St Louis Bus Station to Chicago Bus Stationbus
    2d 8h
    $237–543

  4. Train (Amtrak)

    1. Take the train from Salinas to EmeryvilletrainCoast Starlight
    2. Take the train from Emeryville to Chicago Union StationtrainCalifornia Zephyr
    2d 9h
    $331–700

  5. Drive 2,228.7 mi

    1. Drive from Pebble Beach to Chicagocar2,228.7 mi
    34h 37m
    $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
    2. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)planeSJC - ORD
    8h 19m
    $185–582

  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
    2. Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)planeSFO - MDW
    8h 51m
    $212–704

  8. 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
    2. Take the subway from Milpitas to Coliseumsubway
    3. Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)planeOAK - MDW
    9h 18m
    $221–703

  9. Fly Monterey Regional Airport to Chicago Midway International Airport

    1. Fly from Monterey Regional Airport (MRY) to Chicago Midway International Airport (MDW)planeMRY - MDW
    6h 51m
    $180–688

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

Calendar43Weekly Planes
Duration5h 31mAverage Duration
Ticket$163Cheapest 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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