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How to get fromSimi Valley to Chicagoby train, plane, train (Amtrak), bus (Greyhound) or car

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There are 9 ways to get from Simi Valley to Chicago by train, plane, train (Amtrak), bus (Greyhound), 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. Train to Los Angeles International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the train from Moorpark to L.A. Union Stationtrain train
    2. Fly from Los Angeles International Airport (LAX) to Chicago O'Hare International Airport (ORD)plane plane LAX - ORD
    8h 54m
    $109–385

  2. Train (Amtrak)

    1. Take the train from Simi Valley Amtrak to Los Angelestrain train Pacific Surfliner
    2. Take the train from Los Angeles to Chicago Union Stationtrain train Southwest Chief / ...
    47h 10m
    $196–682

  3. Bus

    1. Take the bus from Chatsworth Metrolink Station to Flower St & Olympic Blvdbus bus 419
    2. Take the bus from Los Angeles Union Station to Las Vegas Bus Terminalbus bus
    3. Take the bus from Las Vegas Bus Terminal to Denver Union Stationbus bus
    4. Take the bus from Denver Union Station to Chicago Bus Stationbus bus
    2d 1h
    $199–498

  4. Drive 2,031.3 mi

    1. Drive from Simi Valley to Chicagocar car 2,031.3 mi
    32h 11m
    $371–536

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

    1. Take the train from Moorpark to L.A. Union Stationtrain train
    2. Fly from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW)plane plane LAX - MDW
    8h 49m
    $134–535

  6. Train to Long Beach Airport, fly to Chicago Midway International Airport

    1. Take the train from Moorpark to L.A. Union Stationtrain train
    2. Fly from Long Beach Airport (LGB) to Chicago Midway International Airport (MDW)plane plane LGB - MDW
    10h 30m
    $159–677

  7. Train to Santa Barbara Municipal Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Moorpark Amtrak to Santa Barbaratrain train
    2. Fly from Santa Barbara Municipal Airport (SBA) to Chicago O'Hare International Airport (ORD)plane plane SBA - ORD
    10h 15m
    $124–493

  8. Train, train to Ontario International Airport, fly to Chicago Midway International Airport

    1. Take the train from Moorpark to L.A. Union Stationtrain train
    2. Take the train from L.A. Union Station to Rancho Cucamongatrain train
    3. Fly from Ontario International Airport (ONT) to Chicago Midway International Airport (MDW)plane plane ONT - MDW
    10h 55m
    $199–880

  9. Train to John Wayne Airport Orange County, fly to Chicago O'Hare International Airport

    1. Take the train from Simi Valley Amtrak to Fullerton Amtrak Stationtrain train
    2. Fly from John Wayne Airport Orange County (SNA) to Chicago O'Hare International Airport (ORD)plane plane SNA - ORD
    12h 11m
    $159–690

Simi Valley to Chicago by bus and train (Amtrak)

Calendar10Weekly Services
Duration47h 10mAverage Duration
Ticket$196Cheapest Price
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Questions & Answers

What companies run services between Simi Valley, CA, USA and Chicago, IL, USA?

You can take a bus from Los Angeles Avenue and First Street to Chicago Union Station via Metrolink Simi Valley, Simi Valley Amtrak, and Los Angeles in around 47h 10m. Alternatively, you can take a bus from First Street and Cochran Street to Chicago Bus Station via Chatsworth Metrolink Station, Flower St & Olympic Blvd, Main / 11th, Los Angeles Union Station, Las Vegas Bus Terminal, and Denver Union Station in around 2d 1h.

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