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How to get fromWeyburn to Chicagoby car, plane, bus, or train

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There are 11 ways to get from Weyburn to Chicago by car, plane, 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. Drive to Regina, fly to Chicago O'Hare International Airport

    best
    1. Drive from Weyburn to Regina-Airport-YQRcar car
    2. Fly from Regina (YQR) to Chicago O'Hare International Airport (ORD)plane plane YQR - ORD
    7h 30m
    $359–1,129

  2. Drive to Ring Rock Ranch Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Drive from Weyburn to Ring Rock Ranch Airport (XWA)car car
    2. Fly from Ring Rock Ranch Airport (XWA) to Chicago O'Hare International Airport (ORD)plane plane XWA - ORD
    7h 48m
    $98–383

  3. Drive, bus, train

    1. Drive from Weyburn to Reginacar car
    2. Take the bus from Regina to Lethbridgebus bus
    3. Drive from Lethbridge to Port of Sweet Grasscar car
    4. Take the bus from Port of Sweet Grass to Shelby Transit Centerbus bus
    5. Take the train from Shelby Amtrak Station to Chicago Union Stationtrain train
    41h 58m
    $571–1,145

  4. Drive 1,075.5 mi

    1. Drive from Weyburn to Chicagocar car 1,075.5 mi
    18h 38m
    $247–356

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

    1. Drive from Weyburn to Regina-Airport-YQRcar car
    2. Fly from Regina (YQR) to Chicago Midway International Airport (MDW)plane plane YQR - MDW
    8h 23m
    $159–679

  6. Drive to Ring Rock Ranch Airport, fly to Chicago Midway International Airport

    1. Drive from Weyburn to Ring Rock Ranch Airport (XWA)car car
    2. Fly from Ring Rock Ranch Airport (XWA) to Chicago Midway International Airport (MDW)plane plane XWA - MDW
    8h 41m
    $108–453

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

    1. Drive from Weyburn 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
    8h 48m
    $102–392

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

    1. Drive from Weyburn 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 47m
    $117–452

  9. Drive, bus, train via Saint Paul

    1. Drive from Weyburn to Reginacar car
    2. Take the bus from Regina to Lethbridgebus bus
    3. Drive from Lethbridge to Port of Sweet Grasscar car
    4. Take the bus from Port of Sweet Grass to Shelby Transit Centerbus bus
    5. Take the train from Shelby Amtrak Station to St. Paul-Minneapolistrain train
    6. Take the bus from Saint Paul Union Depot to Chicago Bus Stationbus bus
    42h 41m
    $506–975

  10. Drive, bus, train via Amherst

    1. Drive from Weyburn to Indian Head, SK - SK 56 & SK 1car car
    2. Take the bus from Indian Head, SK - SK 56 & SK 1 to Portage la Prairie, MBbus bus
    3. Take the train from Portage la Prairie to Toronto Union Stationtrain train
    4. Take the train from Toronto Union Station to Buffalotrain train
    5. Take the train from Buffalo Depew Station to Chicago Union Stationtrain train
    2d 19h
    $597–1,356

  11. Drive, bus, train via Toronto

    1. Drive from Weyburn to Indian Head, SK - SK 56 & SK 1car car
    2. Take the bus from Indian Head, SK - SK 56 & SK 1 to Portage la Prairie, MBbus bus
    3. Take the train from Portage la Prairie to Toronto Union Stationtrain train
    4. Take the bus from Toronto to Detroit Bus Stationbus bus
    5. Take the bus from Detroit Bus Station to East Lansing Amtrak Stationbus bus
    6. Take the bus from East Lansing Amtrak Station to Chicago Union Stationbus bus
    2d 19h
    $532–1,051

Regina (YQR) to Chicago O'Hare International Airport (ORD) flights

Calendar43Weekly Planes
Duration6h 21mAverage Duration
Ticket$122Cheapest Price
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Questions & Answers

Map of how to get from Weyburn to Chicago.ExpandLaunch map view
  • Distance: 1,078.5 mi
  • Duration: 7h 30m

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

There is no direct connection from Weyburn to Chicago. However, you can drive to Regina-Airport-YQR airport, fly to Chicago O'Hare International Airport (ORD), walk to O'Hare, then take the subway to Jackson-Blue. Alternatively, you can take a vehicle from Weyburn to Chicago Union Station via Regina, Lethbridge, Port of Sweet Grass, Shelby Transit Center, and Shelby Amtrak Station in around 41h 58m.

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