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

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There are 8 ways to get from Redlands to Chicago by plane, train (Amtrak), bus (Greyhound, Flixbus), car, train, 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
    7h 55m
    $136–576

  2. Bus to John Wayne Airport Orange County, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from San Bernardino to Harbor + Katellabus bus
    2. Fly from John Wayne Airport Orange County (SNA) to Chicago O'Hare International Airport (ORD)plane plane SNA - ORD
    11h 19m
    $103–433

  3. Train (Amtrak)

    1. Take the train from San Bernardino to Chicago Union Stationtrain train Southwest Chief
    43h 27m
    $1,104–1,904

  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 / ...
    2d 1h
    $382–577

  5. Drive  1,977.8 mi

    1. Drive from Redlands to Chicagocar car 1,977.8 mi
    30h 59m
    $361–522

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

    1. Fly from Ontario International Airport (ONT) to Chicago O'Hare International Airport (ORD)plane plane ONT - ORD
    8h 18m
    $106–436

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

    1. Take the train from San Bernardino - Downtown to L.A. Union Stationtrain train
    2. Fly from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW)plane plane LAX - MDW
    9h 32m
    $154–641

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

    1. Take the train from San Bernardino - Downtown to L.A. Union Stationtrain train
    2. Fly from Long Beach Airport (LGB) to Chicago Midway International Airport (MDW)plane plane LGB - MDW
    11h 2m
    $183–784

Redlands to Chicago by bus and train (Amtrak)

Calendar7Weekly Services
Duration43h 27mAverage Duration
Ticket$1,104Cheapest Price
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Comparing Your Travel Options

Map of how to get from Redlands to Chicago.ExpandLaunch map view
  • Distance: 1,741.9 mi
  • Duration: 7h 55m

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

Southwest Airlines flies from Ontario International Airport (ONT) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, Amtrak operates a train from San Bernardino to Chicago Union Station once daily. Tickets cost $1,100–1,900 and the journey takes 41h 39m.

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