Rome2Rio

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

Find Transport to Chicago

See all options

There are 9 ways to get from Glendive to Chicago by car, plane, bus, train, 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. 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
    $91–393

  2. 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
    $264–459

  3. Drive 1,026.2 mi

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

  4. 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
    $106–453

  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 27m
    $105–440

  6. 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
    $156–697

  7. 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 46m
    $120–413

  8. 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
    20h 55m
    $202–316

  9. 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 48m
    $225–339

Glendive to Chicago by bus and train

Calendar7Weekly Services
Duration20h 37mAverage Duration
Ticket$264Cheapest Price
See schedules

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?

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. Alternatively, you can take a bus from Glendive to Chicago Bus Station via Minneapolis Bus Station in around 20h 55m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers