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

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There are 9 ways to get from Simi Valley to Chicago by train, plane, train (Amtrak), bus (Greyhound, Flixbus), 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 Burbank Bob Hope Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Moorpark to Burbank Airport - Southtrain
    2. Fly from Burbank Bob Hope Airport (BUR) to Chicago Midway International Airport (MDW)planeBUR - MDW
    7h 57m
    $121–569

  2. Train to Los Angeles International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the train from Moorpark to L.A. Union Stationtrain
    2. Fly from Los Angeles International Airport (LAX) to Chicago O'Hare International Airport (ORD)planeLAX - ORD
    8h 59m
    $109–385

  3. Train (Amtrak)

    1. Take the train from Simi Valley Amtrak to Los AngelestrainPacific Surfliner
    2. Take the train from Los Angeles to Chicago Union StationtrainSouthwest Chief / ...
    47h 10m
    $216–1,522

  4. Bus

    1. Take the bus from Chatsworth Metrolink Station to Flower St & Olympic Blvdbus419
    2. Take the bus from Los Angeles Union Station to St Louis Bus Stationbus
    3. Take the bus from St Louis Bus Station to Chicago Bus Stationbus
    2d 4h
    $179–398

  5. Drive 2,031.3 mi

    1. Drive from Simi Valley to Chicagocar2,031.3 mi
    32h 1m
    $371–536

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

    1. Take the train from Moorpark to L.A. Union Stationtrain
    2. Fly from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW)planeLAX - MDW
    8h 44m
    $134–505

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

    1. Take the train from Moorpark to L.A. Union Stationtrain
    2. Fly from Long Beach Airport (LGB) to Chicago Midway International Airport (MDW)planeLGB - MDW
    10h 35m
    $159–627

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

    1. Take the train from Moorpark to L.A. Union Stationtrain
    2. Take the train from L.A. Union Station to Rancho Cucamongatrain
    3. Fly from Ontario International Airport (ONT) to Chicago Midway International Airport (MDW)planeONT - MDW
    10h 55m
    $179–730

  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
    2. Fly from John Wayne Airport Orange County (SNA) to Chicago O'Hare International Airport (ORD)planeSNA - ORD
    12h 14m
    $149–570

Simi Valley to Chicago by bus and train (Amtrak)

Calendar10Weekly Services
Duration47h 10mAverage Duration
Ticket$216Cheapest 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, and St Louis Bus Station in around 2d 4h.

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