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

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There are 12 ways to get from Glendive 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 Glendive to Billingsbus bus
    2. Fly from Logan International Airport (BIL) to Chicago O'Hare International Airport (ORD)plane plane BIL - ORD
    8h 19m
    $157–495

  2. Drive to Sidney-Richland Municipal Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Drive from Glendive to Sidney-Richland Municipal Airport (SDY)car car
    2. Fly from Sidney-Richland Municipal Airport (SDY) to Chicago O'Hare International Airport (ORD)plane plane SDY - ORD
    8h 24m
    $92–409

  3. Bus, train

    1. Take the bus from Glendive to Minneapolisbus bus Jefferson Lines 938
    2. Take the train from St. Paul-Minneapolis to Chicago Union Stationtrain train Borealis / ...
    20h 37m
    $364–549

  4. Drive  1,026.2 mi

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

  5. 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 50m
    $95–410

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

    1. Take the bus from Glendive to Bismarckbus bus
    2. Fly from Bismarck Municipal Airport (BIS) to Chicago O'Hare International Airport (ORD)plane plane BIS - ORD
    9h 41m
    $115–393

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

    1. Drive from Glendive to Rapid-City-Airport-RAPcar car
    2. Fly from Rapid City (RAP) to Chicago O'Hare International Airport (ORD)plane plane RAP - ORD
    9h 25m
    $113–399

  8. Bus to Bismarck Municipal Airport, fly to Chicago Midway International Airport

    1. Take the bus from Glendive to Bismarckbus bus
    2. Fly from Bismarck Municipal Airport (BIS) to Chicago Midway International Airport (MDW)plane plane BIS - MDW
    11h 24m
    $135–503

  9. 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 37m
    $141–633

  10. Bus to Bismarck Municipal Airport, fly to General Mitchell International Airport, train

    1. Take the bus from Glendive to Bismarckbus bus
    2. Fly from Bismarck Municipal Airport (BIS) to General Mitchell International Airport (MKE)plane plane BIS - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    13h 31m
    $205–767

  11. Bus

    1. Take the bus from Glendive to Minneapolisbus bus Jefferson Lines 938
    2. Take the bus from Minneapolis Bus Station to Chicago Bus Stationbus bus Greyhound US0150
    21h
    $207–316

  12. Bus via Madison

    1. Take the bus from Glendive 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
    23h 35m
    $225–339

Glendive to Chicago by bus and train

Calendar7Weekly Services
Duration20h 37mAverage Duration
Ticket$364Cheapest Price
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Comparing Your Travel Options

Map of how to get from Glendive to Chicago.ExpandLaunch map view
  • Distance: 1,296.7 mi
  • Duration: 8h 19m

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

Cape Air, American Airlines, and two other airlines fly from Dawson Community Airport (GDV) to Chicago O'Hare International Airport (ORD) 3 times a day. Alternatively, you can take a bus from Glendive to Chicago Bus Station via Minneapolis Bus Station in around 21h.

Airlines
Train operators
Bus operators

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