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How to get fromChicago to San Simeonby plane, bus, train, taxi, or car

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There are 7 ways to get from Chicago to San Simeon by plane, bus, train, taxi, 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 O'Hare International Airport to San Luis Obispo County Regional Airport, bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to San Luis Obispo County Regional Airport (SBP)plane plane ORD - SBP
    2. Take the bus from Morro Bay Park to Castillo @ Quality Innbus bus
    12h 29m
    $196–502

  2. Fly Chicago O'Hare International Airport to Santa Barbara Municipal Airport, bus

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Santa Barbara Municipal Airport (SBA)plane plane ORD - SBA
    2. Take the bus from Uc Santa Barbara Amtrak Bus Stop to San Luis Obispobus bus
    3. Take the bus from Morro Bay Park to Castillo @ Quality Innbus bus
    14h 32m
    $142–554

  3. Train, taxi (Amtrak)

    1. Take the train from Chicago Union Station to Fullerton Amtrak Stationtrain train
    2. Take the train from Los Angeles to Paso Robles Amtrak Stationtrain train
    3. Take the taxi from Paso Robles Amtrak Station to San Simeontaxi taxi
    2d 4h
    $759–1,572

  4. 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 Los Angeles Union Stationbus bus
    3. Take the bus from Los Angeles Union Station to Santa Barbara Bus Stopbus bus
    4. Take the bus from Santa Barbara to Salinasbus bus
    5. Take the bus from Salinas Transit Center / Gate 9 to Canal / Bassett Streetbus bus 23 / ...
    6. Drive from Canal / Bassett Street to San Simeoncar car
    2d 12h
    $431–687

  5. Drive  2,169.1 mi

    1. Drive from Chicago to San Simeoncar car 2,169.1 mi
    34h 29m
    $396–572

  6. Fly Chicago O'Hare International Airport to Fresno Yosemite International Airport, bus, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Fresno Yosemite International Airport (FAT)plane plane ORD - FAT
    2. Take the bus from Fresno Yosemite International Airport Bus Shelter to Huronbus bus
    3. Drive from Coalinga to San Simeoncar car
    13h 40m
    $228–465

  7. Fly Chicago Midway International Airport to San Luis Obispo County Regional Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to San Luis Obispo County Regional Airport (SBP)plane plane MDW - SBP
    2. Take the bus from Morro Bay Park to Castillo @ Quality Innbus bus
    12h
    $146–662

Chicago O'Hare International Airport (ORD) to San Luis Obispo County Regional Airport (SBP) flights

Calendar90Weekly Planes
Duration7h 27mAverage Duration
Ticket$104Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to San Simeon.ExpandLaunch map view
  • Distance: 1,878.7 mi
  • Duration: 12h 29m

What companies run services between Chicago, IL, USA and San Simeon, CA, USA?

There is no direct connection from Chicago to San Simeon. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to San Luis Obispo County Regional Airport (SBP), walk to San Luis Airport, take the bus to Downtown Transit Center, walk to Government Center, take the bus to Morro Bay Park, then take the bus to Castillo @ Quality Inn. Alternatively, you can take the train to Fullerton Amtrak Station, take the train to Los Angeles, take the train to Paso Robles Amtrak Station, then take the taxi to San Simeon.

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