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

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There are 9 ways to get from Anaheim to Chicago by plane, train (Amtrak), bus (Greyhound, Flixbus), car, 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 Long Beach Airport to Chicago Midway International Airport

    best
    1. Fly from Long Beach Airport (LGB) to Chicago Midway International Airport (MDW)plane plane LGB - MDW
    7h
    $156–709

  2. Fly Los Angeles International Airport to Chicago O'Hare International Airport

    cheapest
    1. Fly from Los Angeles International Airport (LAX) to Chicago O'Hare International Airport (ORD)plane plane LAX - ORD
    7h 8m
    $112–468

  3. Train (Amtrak)

    1. Take the train from Fullerton Amtrak Station to Chicago Union Stationtrain train Southwest Chief
    42h 47m
    $480–1,100

  4. Bus

    1. Take the bus from Los Angeles Union Station to St Louis Bus Stationbus bus Greyhound US1210
    2. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus FlixBus N2521 / ...
    2d 2h
    $354–680

  5. Drive 2,005 mi

    1. Drive from Anaheim to Chicagocar car 2,005 mi
    31h 30m
    $366–529

  6. Fly Los Angeles International Airport to Chicago Midway International Airport

    1. Fly from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW)plane plane LAX - MDW
    7h 4m
    $127–578

  7. Fly John Wayne Airport Orange County to Chicago O'Hare International Airport

    1. Fly from John Wayne Airport Orange County (SNA) to Chicago O'Hare International Airport (ORD)plane plane SNA - ORD
    7h 56m
    $156–759

  8. Fly Burbank Bob Hope Airport to Chicago Midway International Airport

    1. Fly from Burbank Bob Hope Airport (BUR) to Chicago Midway International Airport (MDW)plane plane BUR - MDW
    7h 38m
    $146–625

  9. Train to Ontario International Airport, fly to Chicago Midway International Airport

    1. Take the train from L.A. Union Station to Rancho Cucamongatrain train
    2. Fly from Ontario International Airport (ONT) to Chicago Midway International Airport (MDW)plane plane ONT - MDW
    9h
    $195–871

Anaheim to Chicago by train (Amtrak)

Calendar7Weekly Trains
Duration42h 47mAverage Duration
Ticket$480Cheapest Price
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Questions & Answers

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

Southwest Airlines flies from Long Beach Airport (LGB) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, Amtrak operates a train from Fullerton Amtrak Station to Chicago Union Station once daily. Tickets cost $480–1,100 and the journey takes 42h 47m.

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