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

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There are 7 ways to get from Gilbert to Chicago by plane, bus (Greyhound, Flixbus), bus, train, car, or train (Amtrak)

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 to Chicago Midway International Airport

    best
    1. Fly from Phoenix (PHX) to Chicago Midway International Airport (MDW)plane plane PHX - MDW
    6h 45m
    $128–561

  2. Bus

    1. Take the bus from Phoenix Bus Station to St Louis Bus Stationbus bus Greyhound US1210
    2. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus FlixBus 2510 / ...
    37h 52m
    $314–563

  3. Bus, train

    1. Take the bus from Phoenix Sky Harbor Airport/44th Street Sky Train Station to Flagstaff Train Stationbus bus FlixBus 2047 / ...
    2. Take the train from Flagstaff to Chicago Union Stationtrain train Southwest Chief
    38h
    $593–1,161

  4. Drive 1,684.8 mi

    1. Drive from Gilbert to Chicagocar car 1,684.8 mi
    29h 57m
    $308–445

  5. Fly to Chicago O'Hare International Airport

    1. Fly from Phoenix (PHX) to Chicago O'Hare International Airport (ORD)plane plane PHX - ORD
    7h 3m
    $308–501

  6. Fly to General Mitchell International Airport, train

    1. Fly from Phoenix (PHX) to General Mitchell International Airport (MKE)plane plane PHX - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    9h 9m
    $216–875

  7. Train (Amtrak)

    1. Take the train from Maricopa Amtrak to Chicago Union Stationtrain train Texas Eagle
    2d 8h
    $797–1,562

Phoenix (PHX) to Chicago Midway International Airport (MDW) flights

Calendar53Weekly Planes
Duration3h 27mAverage Duration
Ticket$125Cheapest Price
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Questions & Answers

Map of how to get from Gilbert to Chicago.ExpandLaunch map view
  • Distance: 1,475.6 mi
  • Duration: 6h 45m

What companies run services between Gilbert, AZ, USA and Chicago, IL, USA?

Southwest Airlines flies from Phoenix (PHX) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, you can take a vehicle from Gilbert to Chicago Bus Station via Phoenix Bus Station and St Louis Bus Station in around 37h 52m.

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