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How to get fromWinnipeg to Illinoisby plane, bus, car, train (Amtrak), or train

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There are 9 ways to get from Winnipeg to Illinois 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 Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport

    best
    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Chicago O'Hare International Airport (ORD)plane plane YWG - ORD
    5h 45m
    $414–857

  2. Fly Winnipeg J. A. Richardson International Airport to Peoria International Airport

    cheapest
    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Peoria International Airport (PIA)plane plane YWG - PIA
    10h 27m
    $83–443

  3. Bus, drive

    1. Take the bus from Winnipeg to Thunder Baybus bus
    2. Take the bus from Thunder Bay to Sault Ste Mariebus bus
    3. Drive from Sault Ste Marie to St. Ignacecar car
    4. Take the bus from St. Ignace to East Lansingbus bus
    5. Take the bus from East Lansing Amtrak Station to Chicago Union Stationbus bus
    32h 1m

  4. Train via Detroit

    1. Take the train from Winnipeg to Toronto Union Stationtrain train
    2. Take the train from Toronto Union Station to Windsortrain train
    3. Take the train from Detroit to Chicago Union Stationtrain train
    2d 1h
    $531–1,113

  5. Drive  860.9 mi

    1. Drive from Winnipeg to Chicagocar car 860.9 mi
    14h 7m
    $197–285

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

    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Chicago Midway International Airport (MDW)plane plane YWG - MDW
    7h 13m
    $84–437

  7. Drive to Hector International Airport, fly to Chicago O'Hare International Airport

    1. Drive from Winnipeg to Fargo-Airport-FARcar car
    2. Fly from Hector International Airport (FAR) to Chicago O'Hare International Airport (ORD)plane plane FAR - ORD
    6h 24m
    $97–367

  8. Train, bus

    1. Take the train from Winnipeg to Toronto Union Stationtrain train
    2. Take the bus from Toronto to Detroit Bus Stationbus bus
    3. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus
    2d 4h
    $400–800

  9. Train

    1. Take the train from Winnipeg to Toronto Union Stationtrain train
    2. Take the train from Toronto Union Station to Buffalotrain train
    3. Take the train from Buffalo Depew Station to Chicago Union Stationtrain train
    2d 6h
    $640–1,290

Winnipeg to Illinois by train and bus

Calendar2Weekly Services
Duration2d 4hAverage Duration
Ticket$400Cheapest Price
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Comparing Your Travel Options

Map of how to get from Winnipeg to Illinois.ExpandLaunch map view
  • Distance: 728.7 mi
  • Duration: 5h 45m

What companies run services between Winnipeg, MB, Canada and Illinois, USA?

United Airlines, Delta, and three other airlines fly from Winnipeg J. A. Richardson International Airport (YWG) to Chicago O'Hare International Airport (ORD) every 4 hours. Alternatively, you can take a train from Winnipeg to Chicago Union Station via Toronto Union Station, Windsor, and Detroit in around 2d 1h.

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Want to know more about travelling around United States

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