Rome2Rio

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

Find Transport to Pebble Beach

See all options

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 37m
    $306–1,187

  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
    $176–537

  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 Downtown to Salinas Train Stationbus bus
    2d 8h
    $411–765

  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
    $735–1,524

  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 15m
    $236–837

  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 42m
    $216–747

  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 18m
    $324–1,201

  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
    9h 6m
    $210–838

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

Calendar41Weekly Planes
Duration6h 2mAverage Duration
Ticket$247Cheapest Price
See schedules

Questions & Answers

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 Union Station, Los Angeles Downtown, Salinas Train Station, Salinas Transit Center / Gate 7, and Monterey Transit Plaza / Gate 4 Tyler in around 2d 8h. Alternatively, Southwest Airlines, American Airlines, and three other airlines fly from Chicago Midway International Airport (MDW) to Monterey Regional Airport (MRY) every 4 hours.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

Trips from Chicago

Trips to Pebble Beach

Popular routes