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How to get fromThousand Oaks to Chicagoby bus, plane, train, bus (Greyhound, Flixbus), or car

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There are 8 ways to get from Thousand Oaks to Chicago by bus, plane, train, 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. Bus to Los Angeles International Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Hampshire Rd & Townsgate Rd to Flower St & 7th Stbus bus
    2. Fly from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW)plane plane LAX - MDW
    8h 39m
    $145–624

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

    cheapest
    1. Take the bus from Hampshire Rd & Townsgate Rd to Flower St & 7th Stbus bus
    2. Fly from Los Angeles International Airport (LAX) to Chicago O'Hare International Airport (ORD)plane plane LAX - ORD
    8h 49m
    $115–384

  3. Bus, train

    1. Take the bus from Hampshire Rd & Townsgate Rd to Flower St & 5th Stbus bus 422 / ...
    2. Take the train from Los Angeles to Chicago Union Stationtrain train Southwest Chief / ...
    46h 47m
    $1,205–1,908

  4. Bus

    1. Take the bus from Hampshire Rd & Townsgate Rd to Figueroa St & Pico Blvdbus bus 422 / ...
    2. Take the bus from El Monte Bus Stop to St Louis Bus Stationbus bus
    3. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus
    2d 2h
    $385–585

  5. Drive  2,046.3 mi

    1. Drive from Thousand Oaks to Chicagocar car 2,046.3 mi
    32h 10m
    $374–540

  6. Train to Burbank Bob Hope Airport, fly to Chicago Midway International Airport

    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 59m
    $122–511

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

    1. Take the bus from Hampshire Rd & Townsgate Rd to Flower St & 7th Stbus bus
    2. Fly from Long Beach Airport (LGB) to Chicago Midway International Airport (MDW)plane plane LGB - MDW
    9h 50m
    $172–765

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

    1. Take the bus from Hampshire Rd & Townsgate Rd to Flower St & 7th Stbus bus
    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 38m
    $138–575

Thousand Oaks to Chicago by bus and train

Calendar10Weekly Services
Duration46h 47mAverage Duration
Ticket$1,205Cheapest Price
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Comparing Your Travel Options

Map of how to get from Thousand Oaks to Chicago.ExpandLaunch map view
  • Distance: 1,817.9 mi
  • Duration: 8h 39m

What companies run services between Thousand Oaks, Ventura County, CA, USA and Chicago, IL, USA?

You can take a bus from Hampshire Rd & Townsgate Rd to Chicago Bus Station via Figueroa St & Pico Blvd, Figueroa / Pico, El Monte Bus Stop, and St Louis Bus Station in around 2d 2h.

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Bus operators

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