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How to get fromChicago to Manitobaby plane, train (Amtrak), car, train, or bus

Find Transport to Manitoba

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There are 9 ways to get from Chicago to Manitoba by plane, train (Amtrak), car, 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. 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)plane plane ORD - YWG
    5h 48m
    $268–1,242

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

    cheapest
    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 48m
    $139–527

  3. Train 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
    46h 19m
    $739–1,586

  4. Drive  1,383.6 km

    1. Drive from Chicago to Winnipegcar car 1,383.6 km
    14h 5m
    $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)plane plane MDW - YWG
    6h 54m
    $158–742

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

    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
    8h 38m
    $233–906

  7. Train to South Bend, fly to Winnipeg J. A. Richardson International Airport

    1. Take the train from Van Buren St. to South Bend Airporttrain train
    2. Fly from South Bend (SBN) to Winnipeg J. A. Richardson International Airport (YWG)plane plane SBN - YWG
    9h 29m
    $155–658

  8. Bus, train

    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
    2d 1h
    $552–1,134

  9. Train

    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
    2d 3h
    $887–1,814

Chicago to Manitoba by bus and train

Calendar2Weekly Services
Duration2d 1hAverage Duration
Ticket$552Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Manitoba.ExpandLaunch map view
  • Distance: 1,172.8 km
  • Duration: 5h 48m

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

United Airlines and Delta fly from Chicago O'Hare International Airport (ORD) to Winnipeg J. A. Richardson International Airport (YWG) 5 times a day. Alternatively, you can take a train from Chicago Union Station to Winnipeg via Detroit, Windsor, and Toronto Union Station in around 46h 19m.

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Train operators
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Want to know more about travelling around Canada

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.

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