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

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There are 8 ways to get from Glendive to Chicago by car, plane, bus (Greyhound, Flixbus), bus, train, 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. Drive to Ring Rock Ranch Airport, fly to Chicago O'Hare International Airport

    best
    1. Drive from Glendive to Ring Rock Ranch Airport (XWA)car car
    2. Fly from Ring Rock Ranch Airport (XWA) to Chicago O'Hare International Airport (ORD)plane plane XWA - ORD
    7h 39m
    $91–373

  2. Bus

    1. Take the bus from Glendive 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
    21h 35m
    $219–346

  3. Bus, train

    1. Take the bus from Glendive 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
    23h 13m
    $326–591

  4. Drive 1,026.2 mi

    1. Drive from Glendive to Chicagocar car 1,026.2 mi
    16h 2m
    $188–271

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

    1. Drive from Glendive 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
    $101–443

  6. Fly Dawson Community Airport to Chicago O'Hare International Airport

    1. Fly from Dawson Community Airport (GDV) to Chicago O'Hare International Airport (ORD)plane plane GDV - ORD
    8h 27m
    $105–430

  7. Drive to Ring Rock Ranch Airport, fly to General Mitchell International Airport, train

    1. Drive from Glendive to Ring Rock Ranch Airport (XWA)car car
    2. Fly from Ring Rock Ranch Airport (XWA) to General Mitchell International Airport (MKE)plane plane XWA - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    9h 35m
    $169–747

  8. Bus via Milwaukee Airport (MKE)

    1. Take the bus from Glendive 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
    23h 55m
    $246–355

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

Calendar44Weekly Planes
Duration5h 50mAverage Duration
Ticket$70Cheapest Price
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Questions & Answers

Map of how to get from Glendive to Chicago.ExpandLaunch map view
  • Distance: 1,006.1 mi
  • Duration: 7h 39m

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

You can take a bus from Glendive to Chicago Bus Station via Dickinson and Minneapolis Bus Station in around 21h 35m. Alternatively, Cape Air, American Airlines, and two other airlines fly from Dawson Community Airport (GDV) to Chicago O'Hare International Airport (ORD) 4 times a day.

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