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How to get fromChicago Station (CTA Logan Square branch) to Winnipegby plane, bus, car, train (Amtrak) or train

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There are 8 ways to get from Chicago Station (CTA Logan Square branch) to Winnipeg by plane, bus, car, train (Amtrak), 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 Winnipeg J. A. Richardson International Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Winnipeg J. A. Richardson International Airport (YWG)planeORD - YWG
    5h 51m
    $220–1,117

  2. Bus, drive

    1. Take the bus from Chicago Bus Station to Kalamazoo Bus Stopbus
    2. Take the bus from Kalamazoo, MI to St. Ignace, MIbus
    3. Drive from St. Ignace, MI to Sault Ste Mariecar
    4. Take the bus from Sault Ste Marie to Thunder Baybus
    5. Take the bus from Thunder Bay to Winnipegbus
    36h 4m
    $345–564

  3. Train via Detroit

    1. Take the train from Chicago Union Station to Detroittrain
    2. Take the train from Windsor to Toronto Union Stationtrain
    3. Take the train from Toronto Union Station to Winnipegtrain
    47h 51m
    $321–650

  4. Drive 1,379.7 km

    1. Drive from Chicago Station (CTA Logan Square branch) to Winnipegcar1,379.7 km
    13h 55m
    $276–398

  5. Fly Chicago Midway International Airport to Winnipeg J. A. Richardson International Airport

    1. Fly from Chicago Midway International Airport (MDW) to Winnipeg J. A. Richardson International Airport (YWG)planeMDW - YWG
    7h 26m
    $389–1,313

  6. 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)planeORD - FAR
    2. Drive from Fargo-Airport-FAR to Winnipegcar
    7h 24m
    $322–1,614

  7. Bus, train

    1. Take the bus from Chicago Bus Station to Detroit Bus Stationbus
    2. Take the bus from Detroit Bus Station to Torontobus
    3. Take the train from Toronto Union Station to Winnipegtrain
    2d 2h
    $304–502

  8. Train

    1. Take the train from Chicago Union Station to Buffalo Depew Stationtrain
    2. Take the train from Buffalo to Toronto Union Stationtrain
    3. Take the train from Toronto Union Station to Winnipegtrain
    2d 5h
    $312–657

Chicago Station (CTA Logan Square branch) to Winnipeg by foot, subway, train, and car

Calendar2Weekly Services
Duration47h 51mAverage Duration
Ticket$321Cheapest Price
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Questions & Answers

What companies run services between Chicago Station (CTA Logan Square branch), IL, USA and Winnipeg, MB, Canada?

United Airlines, Air Canada, and three other airlines fly from Chicago O'Hare International Airport (ORD) to Winnipeg J. A. Richardson International Airport (YWG) every 4 hours. Alternatively, you can take a vehicle from Chicago Station (CTA Logan Square branch) to Winnipeg via Division, Clinton-Blue, Chicago Union Station, Detroit, Windsor, and Toronto Union Station in around 47h 51m.

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