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

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There are 10 ways to get from Diamond Bar to Chicago by plane, train (Amtrak), bus (Greyhound, Flixbus), car, or bus

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 Ontario International Airport to Chicago Midway International Airport

    best
    1. Fly from Ontario International Airport (ONT) to Chicago Midway International Airport (MDW)plane plane ONT - MDW
    6h 53m
    $186–862

  2. Fly Ontario International Airport to Chicago O'Hare International Airport

    cheapest
    1. Fly from Ontario International Airport (ONT) to Chicago O'Hare International Airport (ORD)plane plane ONT - ORD
    7h 17m
    $106–502

  3. Train via San Bernardino (Amtrak)

    1. Take the train from San Bernardino to Chicago Union Stationtrain train Southwest Chief
    44h 37m
    $609–1,416

  4. Bus

    1. Take the bus from Montclair Transcenter to St Louis Bus Stationbus bus Greyhound US1210
    2. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus FlixBus N2521 / ...
    47h 56m
    $372–730

  5. Drive 1,989 mi

    1. Drive from Diamond Bar to Chicagocar car 1,989 mi
    31h 10m
    $363–525

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

    1. Take the bus from Cal Poly Pomona Admin to Flower St and 12th Stbus bus
    2. Fly from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW)plane plane LAX - MDW
    7h 49m
    $143–626

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

    1. Take the bus from Cal Poly Pomona Admin to Flower St and 12th Stbus bus
    2. Fly from Los Angeles International Airport (LAX) to Chicago O'Hare International Airport (ORD)plane plane LAX - ORD
    8h 5m
    $113–456

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

    1. Take the bus from Cal Poly Pomona Admin to Flower St and 12th Stbus bus
    2. Fly from Long Beach Airport (LGB) to Chicago Midway International Airport (MDW)plane plane LGB - MDW
    8h 54m
    $180–816

  9. Line 286 bus, line 143 bus, line 43 bus to John Wayne Airport Orange County, fly to Chicago O'Hare International Airport

    1. Take the bus from Diamond Bar Blvd and Sunset Crossing Rd to Brea Mallbus bus
    2. Take the bus from Ring-Brea Mall to Fullerton Trans Ctr Dock 4bus bus
    3. Take the bus from Fullerton Trans Ctr Dock 1 to Harbor And Macarthurbus bus
    4. Fly from John Wayne Airport Orange County (SNA) to Chicago O'Hare International Airport (ORD)plane plane SNA - ORD
    9h 58m
    $160–666

  10. Train (Amtrak)

    1. Take the train from Pomona Amtrak to Chicago Union Stationtrain train Texas Eagle
    2d 14h
    $752–1,706

Diamond Bar to Chicago by bus and train (Amtrak)

Calendar7Weekly Services
Duration44h 37mAverage Duration
Ticket$609Cheapest Price
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Questions & Answers

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

Southwest Airlines flies from Ontario International Airport (ONT) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, Amtrak operates a train from San Bernardino to Chicago Union Station once daily. Tickets cost $600–1,400 and the journey takes 41h 39m.

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