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

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There are 8 ways to get from Miles City to Chicago by bus, plane, train, car, or bus (Greyhound, 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 57m
    $321–734

  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, train

    1. Take the bus from Miles City to Minneapolisbus bus Jefferson Lines 938
    2. Take the train from St. Paul-Minneapolis to Chicago Union Stationtrain train Borealis / ...
    21h 56m
    $260–460

  4. Drive  1,101.7 mi

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

  5. 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
    8h 33m
    $120–482

  6. Bus to Bismarck Municipal Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Miles City to Bismarckbus bus
    2. Fly from Bismarck Municipal Airport (BIS) to Chicago O'Hare International Airport (ORD)plane plane BIS - ORD
    11h 8m
    $135–424

  7. Bus

    1. Take the bus from Miles City to Minneapolisbus bus Jefferson Lines 938
    2. Take the bus from Minneapolis Bus Station to Chicago Bus Stationbus bus Greyhound US0150
    22h 15m
    $223–327

  8. Bus via Madison

    1. Take the bus from Miles City to Minneapolisbus bus
    2. Take the bus from Mall of America - IKEA - Bloomington to Madison, WI-Lake St.bus bus
    3. Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus bus
    24h 56m
    $241–360

Miles City to Chicago by bus and train

Calendar7Weekly Services
Duration21h 56mAverage Duration
Ticket$260Cheapest Price
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Comparing Your Travel Options

Map of how to get from Miles City to Chicago.ExpandLaunch map view
  • Distance: 1,221.5 mi
  • Duration: 6h 57m

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 Minneapolis Bus Station in around 22h 15m.

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