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

Find Transport to Pebble Beach

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There are 9 ways to get from Chicago to Pebble Beach by plane, shuttle, 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. 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 40m
    $246–888

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

    cheapest
    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 3m
    $186–638

  3. Bus, train

    1. Take the bus from Chicago Bus Station to Denver Union Stationbus bus
    2. Take the bus from Denver Union Station to Sparks Transit Centerbus bus
    3. Take the train from Reno to Emeryvilletrain train
    4. Take the bus from Emeryville to Salinasbus bus
    2d 9h

  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
    $1,405–2,133

  5. Drive  2,228.9 mi

    1. Drive from Chicago to Pebble Beachcar car 2,228.9 mi
    34h 43m
    $407–588

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

    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 5m
    $226–368

  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 55m
    $206–538

  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 26m
    $258–902

  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 11m
    $210–840

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

Calendar42Weekly Planes
Duration5h 39mAverage Duration
Ticket$188Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Chicago to Pebble Beach.ExpandLaunch map view
  • Distance: 1,925.6 mi
  • Duration: 8h 40m

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

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

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