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How to get fromChicago to Sidneyby plane, car, train, taxi, or bus

Find Transport to Sidney

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There are 6 ways to get from Chicago to Sidney by plane, car, train, taxi, 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 from Chicago O'Hare International Airport, drive

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Ring Rock Ranch Airport (XWA)plane plane ORD - XWA
    2. Drive from Ring Rock Ranch Airport (XWA) to Sidneycar car
    7h 29m
    $96–429
  2. Train, taxi

    1. Take the train from Chicago Union Station to Williston Amtraktrain train Empire Builder
    2. Take the taxi from Williston Amtrak to Sidneytaxi taxi
    21h 52m
    $484–867
  3. Bus, drive

    1. Take the bus from Chicago Bus Station to Minneapolis Bus Stationbus bus
    2. Take the bus from Minneapolis to Glendivebus bus
    3. Drive from Glendive to Sidneycar car
    22h 12m
    $215–338
  4. Drive 1,054.8 mi

    1. Drive from Chicago to Sidneycar car 1,054.8 mi
    17h 7m
    $193–278
  5. Fly from Chicago Midway International Airport, drive

    1. Fly from Chicago Midway International Airport (MDW) to Ring Rock Ranch Airport (XWA)plane plane MDW - XWA
    2. Drive from Ring Rock Ranch Airport (XWA) to Sidneycar car
    7h 5m
    $112–569
  6. Train to General Mitchell International Airport, fly, drive

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Ring Rock Ranch Airport (XWA)plane plane MKE - XWA
    3. Drive from Ring Rock Ranch Airport (XWA) to Sidneycar car
    9h 30m
    $159–684

Chicago O'Hare International Airport (ORD) to Ring Rock Ranch Airport (XWA) flights

Calendar47Weekly Planes
Duration5h 44mAverage Duration
Ticket$85Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Sidney, MT, USA?

There is no direct connection from Chicago to Sidney. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Ring Rock Ranch Airport (XWA), then drive to Sidney. Alternatively, you can take the train to Williston Amtrak then take the taxi to Sidney.

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