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How to get fromChicago to Pebble Beachby plane, shuttle, bus, car, train or subway

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There are 9 ways to get from Chicago to Pebble Beach by plane, shuttle, bus, car, train, 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. Fly Chicago Midway International Airport to Norman Y. Mineta San José International Airport, shuttle

    best
    1. Fly from Chicago Midway International Airport (MDW) to Norman Y. Mineta San José International Airport (SJC)plane plane MDW - SJC
    2. Take a shuttle bus from SJC Airport Terminal A to Monterey Shuttle Stationshuttle bus
    8h 43m
    $346–1,387

  2. Fly Chicago O'Hare International Airport to San Francisco International Airport, shuttle

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to San Francisco International Airport (SFO)plane plane ORD - SFO
    2. Take a shuttle bus from SFO Airport Terminal 3-Lower Level to Monterey Shuttle Stationshuttle bus
    10h 6m
    $156–477

  3. Bus, drive

    1. Take the bus from Chicago Bus Station to St Louis Bus Stationbus bus
    2. Take the bus from St Louis Bus Station to El Monte Bus Stopbus bus
    3. Take the bus from Thuan Phat Supermarket - El Monte to Petro - Santa Nellabus bus
    4. Drive from Petro - Santa Nella to Pebble Beachcar car
    2d 7h
    $415–735

  4. Train, BART, shuttle

    1. Take the train from Chicago Union Station to Richmondtrain train
    2. Take the subway from Richmond to San Francisco International Airportsubway subway
    3. Take a shuttle bus from SFO Airport International to Monterey Shuttle Stationshuttle bus
    2d 9h
    $694–1,444

  5. Drive 2,228.9 mi

    1. Drive from Chicago to Pebble Beachcar car 2,228.9 mi
    34h 42m
    $407–588

  6. Fly Chicago O'Hare International Airport to Norman Y. Mineta San José International Airport, shuttle

    1. Fly from Chicago O'Hare International Airport (ORD) to Norman Y. Mineta San José International Airport (SJC)plane plane ORD - SJC
    2. Take a shuttle bus from SJC Airport Terminal A to Monterey Shuttle Stationshuttle bus
    9h 14m
    $256–987

  7. Fly Chicago Midway International Airport to San Francisco International Airport, shuttle

    1. Fly from Chicago Midway International Airport (MDW) to San Francisco International Airport (SFO)plane plane MDW - SFO
    2. Take a shuttle bus from SFO Airport Terminal 3-Lower Level to Monterey Shuttle Stationshuttle bus
    9h 43m
    $196–647

  8. Fly Chicago Midway International Airport to Oakland International Airport, BART, shuttle

    1. Fly from Chicago Midway International Airport (MDW) to Oakland International Airport (OAK)plane plane MDW - OAK
    2. Take the subway from Coliseum to Milpitassubway subway
    3. Take a shuttle bus from SJC Airport Terminal A to Monterey Shuttle Stationshuttle bus
    10h 23m
    $314–1,301

  9. Fly Chicago Midway International Airport to Monterey Regional Airport

    1. Fly from Chicago Midway International Airport (MDW) to Monterey Regional Airport (MRY)plane plane MDW - MRY
    8h 43m
    $190–788

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

Calendar61Weekly Planes
Duration6h 23mAverage Duration
Ticket$285Cheapest Price
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Questions & Answers

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

Southwest Airlines, American Airlines, and four other airlines fly from Chicago Midway International Airport (MDW) to Monterey Regional Airport (MRY) every 4 hours.

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