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How to get fromChicago to Winklerby plane, car, bus, or train

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There are 12 ways to get from Chicago to Winkler by plane, car, bus, or train

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly Chicago O'Hare International Airport to Grand Forks International Airport, drive

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Grand Forks International Airport (GFK)plane plane ORD - GFK
    2. Drive from Grand Forks International Airport (GFK) to Winklercar car
    7h 40m
    $114–507

  2. Bus, drive

    1. Take the bus from Chicago Union Station to East Lansing Amtrak Stationbus bus
    2. Take the bus from East Lansing to St. Ignacebus bus
    3. Drive from St. Ignace to Sault Ste Mariecar car
    4. Take the bus from Sault Ste Marie to Thunder Baybus bus
    5. Take the bus from Thunder Bay to Southdale Mallbus bus
    6. Drive from Southdale Mall to Winklercar car
    34h 39m

  3. Train, drive via Detroit

    1. Take the train from Chicago Union Station to Detroittrain train
    2. Take the train from Windsor to Toronto Union Stationtrain train
    3. Take the train from Toronto Union Station to Winnipegtrain train
    4. Drive from Winnipeg to Winklercar car
    2d
    $760–1,620

  4. Drive  1,345.9 km

    1. Drive from Chicago to Winklercar car 1,345.9 km
    13h 29m
    $269–388

  5. Fly Chicago O'Hare International Airport to Hector International Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Hector International Airport (FAR)plane plane ORD - FAR
    2. Drive from Fargo-Airport-FAR to Winklercar car
    6h 50m
    $139–527

  6. Fly Chicago Midway International Airport to Grand Forks International Airport, drive

    1. Fly from Chicago Midway International Airport (MDW) to Grand Forks International Airport (GFK)plane plane MDW - GFK
    2. Drive from Grand Forks International Airport (GFK) to Winklercar car
    7h 44m
    $159–767

  7. Fly Chicago O'Hare International Airport to Winnipeg J. A. Richardson International Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Winnipeg J. A. Richardson International Airport (YWG)plane plane ORD - YWG
    2. Drive from Winnipeg-Airport-YWG to Winklercar car
    7h 31m
    $576–1,242

  8. Fly Chicago Midway International Airport to Winnipeg J. A. Richardson International Airport, drive

    1. Fly from Chicago Midway International Airport (MDW) to Winnipeg J. A. Richardson International Airport (YWG)plane plane MDW - YWG
    2. Drive from Winnipeg-Airport-YWG to Winklercar car
    8h 29m
    $156–792

  9. Train to General Mitchell International Airport, fly to Winnipeg J. A. Richardson International Airport, drive

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Winnipeg J. A. Richardson International Airport (YWG)plane plane MKE - YWG
    3. Drive from Winnipeg-Airport-YWG to Winklercar car
    10h 4m
    $230–955

  10. Fly Chicago O'Hare International Airport to Bismarck Municipal Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Bismarck Municipal Airport (BIS)plane plane ORD - BIS
    2. Drive from Bismarck-Airport-BIS to Winklercar car
    9h 24m
    $184–617

  11. Bus, train, drive

    1. Take the bus from Chicago Bus Station to Detroit Bus Stationbus bus
    2. Take the bus from Detroit Bus Station to Torontobus bus
    3. Take the train from Toronto Union Station to Winnipegtrain train
    4. Drive from Southbound Pembina at Lemay to Winklercar car
    2d 3h
    $585–1,180

  12. Train, drive

    1. Take the train from Chicago Union Station to Buffalo Depew Stationtrain train
    2. Take the train from Buffalo to Toronto Union Stationtrain train
    3. Take the train from Toronto Union Station to Winnipegtrain train
    4. Drive from Southbound Pembina at Station to Winklercar car
    2d 5h
    $912–1,851

Chicago O'Hare International Airport (ORD) to Grand Forks International Airport (GFK) flights

Calendar40Weekly Planes
Duration4h 58mAverage Duration
Ticket$79Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Winkler.ExpandLaunch map view
  • Distance: 1,213.4 km
  • Duration: 7h 40m

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

There is no direct connection from Chicago to Winkler. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Grand Forks International Airport (GFK), then drive to Winkler. Alternatively, you can take a bus from Chicago Union Station to Winkler via East Lansing Amtrak Station, East Lansing, St. Ignace, Sault Ste Marie, Thunder Bay, and Southdale Mall in around 34h 39m.

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