Rome2Rio

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

Find Transport to Chicago

See all options

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

    best
    1. Take the train from Moorpark to Burbank Airport - Southtrain train
    2. Fly from Burbank Bob Hope Airport (BUR) to Chicago Midway International Airport (MDW)plane plane BUR - MDW
    7h 47m
    $131–569

  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 train
    2. Fly from Los Angeles International Airport (LAX) to Chicago O'Hare International Airport (ORD)plane plane LAX - ORD
    8h 58m
    $109–405

  3. 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
    $195–1,622

  4. Bus

    1. Take the bus from Oxnard to South Strip Transit Terminalbus bus
    2. Take the bus from Las Vegas BusTerminal to Denver Union Stationbus bus
    3. Take the bus from Denver Union Station to Chicago Bus Stationbus bus
    2d 2h

  5. Drive 2,031.3 mi

    1. Drive from Simi Valley to Chicagocar car 2,031.3 mi
    32h 11m
    $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 train
    2. Fly from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW)plane plane LAX - MDW
    8h 49m
    $134–525

  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
    $123–503

  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
    $189–780

  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
    $149–640

Simi Valley to Chicago by bus and train (Amtrak)

Calendar10Weekly Services
Duration47h 10mAverage Duration
Ticket$195Cheapest Price
See schedules

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 Simi Town Center WB to Chicago Bus Station via Camarillo station, Camarillo Amtrak, Oxnard, Oxnard, Las Vegas, Gilespie Street (South Strip Transit Terminal), Las Vegas BusTerminal, and Denver Union Station in around 2d 2h.

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

Where to next?

Trips from Simi Valley

Trips to Chicago

Popular routes