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How to get fromSan Luis Obispo to Chicagoby plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus, or train

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There are 7 ways to get from San Luis Obispo to Chicago by plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus, or train

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 San Luis Obispo County Regional Airport to Chicago O'Hare International Airport

    best
    1. Fly from San Luis Obispo County Regional Airport (SBP) to Chicago O'Hare International Airport (ORD)plane plane SBP - ORD
    8h 37m
    $92–386

  2. Train (Amtrak)

    1. Take the train from San Luis Obispo to Los Angelestrain train Pacific Surfliner / ...
    2. Take the train from Los Angeles to Chicago Union Stationtrain train Southwest Chief / ...
    2d 2h
    $772–1,646

  3. Bus

    1. Take the bus from San Luis Obispo Railroad Museum to Los Angeles Union Stationbus bus
    2. Take the bus from Los Angeles Union Station to St Louis Bus Stationbus bus
    3. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus
    2d 4h
    $371–690

  4. Drive 2,148.6 mi

    1. Drive from San Luis Obispo to Chicagocar car 2,148.6 mi
    34h 21m
    $393–567

  5. Bus to Santa Barbara Municipal Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from San Luis Obispo to Uc Santa Barbara Amtrak Bus Stopbus bus
    2. Fly from Santa Barbara Municipal Airport (SBA) to Chicago O'Hare International Airport (ORD)plane plane SBA - ORD
    8h 50m
    $123–416

  6. Train to Los Angeles International Airport, fly to Chicago Midway International Airport

    1. Take the train from San Luis Obispo to Los Angelestrain train
    2. Fly from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW)plane plane LAX - MDW
    12h 8m
    $201–814

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

    1. Fly from San Luis Obispo County Regional Airport (SBP) to Chicago Midway International Airport (MDW)plane plane SBP - MDW
    7h 53m
    $102–446

San Luis Obispo to Chicago by train (Amtrak)

Calendar10Weekly Trains
Duration2d 2hAverage Duration
Ticket$772Cheapest Price
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Questions & Answers

Map of how to get from San Luis Obispo to Chicago.ExpandLaunch map view
  • Distance: 1,838.9 mi
  • Duration: 8h 37m

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

United Airlines, American Airlines, and Alaska Airlines, Inc. fly from San Luis Obispo County Regional Airport (SBP) to Chicago O'Hare International Airport (ORD) every 2 hours. Alternatively, you can take a train from San Luis Obispo to Chicago Union Station via Los Angeles in around 2d 2h.

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