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How to get fromChicago to Pebble Beachby plane, shuttle, bus (Flixbus, Greyhound), train, subway, or car

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There are 9 ways to get from Chicago to Pebble Beach by plane, shuttle, bus (Flixbus, Greyhound), 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 30m
    $266–938

  2. Fly Chicago Midway International Airport to Monterey Regional Airport

    cheapest
    1. Fly from Chicago Midway International Airport (MDW) to Monterey Regional Airport (MRY)plane plane MDW - MRY
    8h 14m
    $190–690

  3. Bus

    1. Take the bus from Chicago Bus Station to St Louis Bus Stationbus bus
    2. Take the bus from St Louis Bus Station to Los Angeles Union Stationbus bus
    3. Take the bus from Los Angeles to Salinasbus bus
    2d 8h
    $461–830

  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
    $868–1,676

  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 3m
    $226–638

  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 40m
    $276–538

  8. 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
    9h 58m
    $196–378

  9. 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 11m
    $298–1,002

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

Calendar33Weekly Planes
Duration5h 32mAverage Duration
Ticket$209Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Pebble Beach.ExpandLaunch map view
  • Distance: 1,925.6 mi
  • Duration: 8h 30m

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

You can take a bus from Chicago Bus Station to Pebble Beach via St Louis Bus Station, Los Angeles, Salinas, Salinas Transit Center / Gate 7, and Monterey Transit Plaza / Gate 4 Tyler in around 2d 8h. Alternatively, Southwest Airlines, United Airlines, and three other airlines fly from Chicago Midway International Airport (MDW) to Monterey Regional Airport (MRY) 5 times a day.

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