Rome2Rio

How to get fromPlentywood to Chicagoby car, plane, train, or bus

Find Transport to Chicago

See all options

There are 8 ways to get from Plentywood to Chicago by car, plane, train, or bus

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 Regina, fly to Chicago Midway International Airport

    best
    1. Drive from Plentywood to Regina-Airport-YQRcar car
    2. Fly from Regina (YQR) to Chicago Midway International Airport (MDW)plane plane YQR - MDW
    7h 57m
    $139–594

  2. Drive to Ring Rock Ranch Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Drive from Plentywood 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
    8h 47m
    $105–444

  3. Drive, train (Amtrak)

    1. Drive from Plentywood to Williston Amtrakcar car
    2. Take the train from Williston Amtrak to Chicago Union Stationtrain train Empire Builder
    23h 26m
    $565–922

  4. Drive  1,082.3 mi

    1. Drive from Plentywood to Chicagocar car 1,082.3 mi
    18h 32m
    $198–286

  5. Drive to Minot International Airport, fly to Chicago Midway International Airport

    1. Drive from Plentywood to Minot International Airport (MOT)car car
    2. Fly from Minot International Airport (MOT) to Chicago Midway International Airport (MDW)plane plane MOT - MDW
    9h 49m
    $110–462

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

    1. Drive from Plentywood to Bismarck-Airport-BIScar car
    2. Fly from Bismarck Municipal Airport (BIS) to Chicago O'Hare International Airport (ORD)plane plane BIS - ORD
    8h 38m
    $110–392

  7. Drive to Minot International Airport, fly to General Mitchell International Airport, train

    1. Drive from Plentywood to Minot International Airport (MOT)car car
    2. Fly from Minot International Airport (MOT) to General Mitchell International Airport (MKE)plane plane MOT - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    10h 50m
    $190–736

  8. Drive, train, bus

    1. Drive from Plentywood to Williston Amtrakcar car
    2. Take the train from Williston Amtrak to St. Paul-Minneapolistrain train
    3. Take the bus from Saint Paul Union Depot to Chicago Bus Stationbus bus
    24h 9m
    $430–692

Regina (YQR) to Chicago Midway International Airport (MDW) flights

Calendar12Weekly Planes
Duration7h 41mAverage Duration
Ticket$112Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Plentywood to Chicago.ExpandLaunch map view
  • Distance: 1,131.5 mi
  • Duration: 7h 57m

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

There is no direct connection from Plentywood to Chicago. However, you can drive to Regina-Airport-YQR airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take a vehicle from Plentywood to Chicago Union Station via Williston Amtrak in around 23h 26m.

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