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How to get fromBrandon to Chicagoby car or plane

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There are 6 ways to get from Brandon to Chicago by car or plane

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 Winnipeg J. A. Richardson International Airport, fly to Chicago O'Hare International Airport

    best
    1. Drive from Brandon to Winnipeg-Airport-YWGcar car
    2. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Chicago O'Hare International Airport (ORD)plane plane YWG - ORD
    5h 53m
    $202–898

  2. Drive to Minot International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Drive from Brandon to Minot International Airport (MOT)car car
    2. Fly from Minot International Airport (MOT) to Chicago O'Hare International Airport (ORD)plane plane MOT - ORD
    9h 54m
    $100–379

  3. Drive  970 mi

    1. Drive from Brandon to Chicagocar car 970 mi
    16h 13m
    $222–321

  4. Fly Brandon Municipal Airport to Chicago O'Hare International Airport

    1. Fly from Brandon Municipal Airport (YBR) to Chicago O'Hare International Airport (ORD)plane plane YBR - ORD
    16h 31m
    $203–869

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

    1. Drive from Brandon 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 33m
    $115–469

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

    1. Drive from Brandon to Bismarck-Airport-BIScar car
    2. Fly from Bismarck Municipal Airport (BIS) to Chicago O'Hare International Airport (ORD)plane plane BIS - ORD
    7h 58m
    $116–400

Winnipeg J. A. Richardson International Airport (YWG) to Chicago O'Hare International Airport (ORD) flights

Calendar40Weekly Planes
Duration4h 29mAverage Duration
Ticket$57Cheapest Price
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Comparing Your Travel Options

Map of how to get from Brandon to Chicago.ExpandLaunch map view
  • Distance: 854.2 mi
  • Duration: 5h 53m

What companies run services between Brandon, MB, Canada and Chicago, IL, USA?

WestJet, United Airlines, and Delta fly from Brandon Municipal Airport (YBR) to Chicago O'Hare International Airport (ORD) 3 times a day.

Airlines

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