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How to get fromMiles City to Chicagoby bus, plane, bus (Greyhound, Flixbus), train, car, or bus (Flixbus)

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

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Bus to Logan International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from Miles City to Billingsbus bus
    2. Fly from Logan International Airport (BIL) to Chicago O'Hare International Airport (ORD)plane plane BIL - ORD
    6h 56m
    $311–684

  2. Drive to Rapid City, fly to Chicago O'Hare International Airport

    cheapest
    1. Drive from Miles City to Rapid-City-Airport-RAPcar car
    2. Fly from Rapid City (RAP) to Chicago O'Hare International Airport (ORD)plane plane RAP - ORD
    7h 52m
    $106–398

  3. Bus

    1. Take the bus from Miles City to Dickinsonbus bus
    2. Take the bus from Dickinson to Minneapolisbus bus
    3. Take the bus from Minneapolis Bus Station to Chicago Bus Stationbus bus
    22h 55m
    $234–367

  4. Bus, train

    1. Take the bus from Miles City to Dickinsonbus bus
    2. Take the bus from Dickinson to Moorhead - MNSUbus bus
    3. Take the bus from Moorhead - MNSU to Detroit Lakesbus bus
    4. Take the train from Detroit Lakes Amtrak Station to Chicago Union Stationtrain train
    24h 33m
    $341–622

  5. Drive 1,101.7 mi

    1. Drive from Miles City to Chicagocar car 1,101.7 mi
    17h 5m
    $202–291

  6. Drive to Ring Rock Ranch Airport, fly to Chicago Midway International Airport

    1. Drive from Miles City to Ring Rock Ranch Airport (XWA)car car
    2. Fly from Ring Rock Ranch Airport (XWA) to Chicago Midway International Airport (MDW)plane plane XWA - MDW
    9h 34m
    $115–462

  7. Bus via Milwaukee Airport (MKE)

    1. Take the bus from Miles City to Dickinsonbus bus
    2. Take the bus from Dickinson to Minneapolisbus bus
    3. Take the bus from Minneapolis Bus Station to Milwaukee Mitchell Airportbus bus
    4. Take the bus from Mitchell Airport to O'Hare International Airport - Terminal 2 Departuresbus bus
    25h 15m
    $261–376

Logan International Airport (BIL) to Chicago O'Hare International Airport (ORD) flights

Calendar52Weekly Planes
Duration5h 30mAverage Duration
Ticket$58Cheapest Price
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Questions & Answers

Map of how to get from Miles City to Chicago.ExpandLaunch map view
  • Distance: 1,221.5 mi
  • Duration: 6h 56m

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

You can take a bus from Miles City to Chicago Bus Station via Dickinson and Minneapolis Bus Station in around 22h 55m.

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