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How to get fromSaskatchewan to Chicagoby car or plane

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There are 8 ways to get from Saskatchewan to Chicago by car or plane

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

    best
    1. Drive from Estevan to Ring Rock Ranch Airport (XWA)car
    2. Fly from Ring Rock Ranch Airport (XWA) to Chicago O'Hare International Airport (ORD)planeXWA - ORD
    8h 56m
    $89–367

  2. Drive 1,307.7 mi

    1. Drive from Saskatoon to Chicagocar1,307.7 mi
    22h 28m
    $300–433

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

    1. Drive from Estevan to Ring Rock Ranch Airport (XWA)car
    2. Fly from Ring Rock Ranch Airport (XWA) to Chicago Midway International Airport (MDW)planeXWA - MDW
    7h 21m
    $109–477

  4. Fly Saskatoon John G. Diefenbaker International Airport to Chicago O'Hare International Airport

    1. Fly from Saskatoon John G. Diefenbaker International Airport (YXE) to Chicago O'Hare International Airport (ORD)planeYXE - ORD
    9h 18m
    $214–1,007

  5. Fly Regina to Chicago O'Hare International Airport

    1. Fly from Regina (YQR) to Chicago O'Hare International Airport (ORD)planeYQR - ORD
    9h 7m
    $114–557

  6. Fly Saskatoon John G. Diefenbaker International Airport to Chicago Midway International Airport

    1. Fly from Saskatoon John G. Diefenbaker International Airport (YXE) to Chicago Midway International Airport (MDW)planeYXE - MDW
    8h 7m
    $224–907

  7. Fly Regina to Chicago Midway International Airport

    1. Fly from Regina (YQR) to Chicago Midway International Airport (MDW)planeYQR - MDW
    8h 16m
    $114–557

  8. Drive to Bismarck Municipal Airport, fly to Chicago O'Hare International Airport

    1. Drive from Estevan to Bismarck-Airport-BIScar
    2. Fly from Bismarck Municipal Airport (BIS) to Chicago O'Hare International Airport (ORD)planeBIS - ORD
    8h 3m
    $109–391

Ring Rock Ranch Airport (XWA) to Chicago O'Hare International Airport (ORD) flights

Calendar38Weekly Planes
Duration6h 23mAverage Duration
Ticket$66Cheapest Price
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Questions & Answers

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

WestJet, Air Canada, and three other airlines fly from Saskatoon John G. Diefenbaker International Airport (YXE) to Chicago O'Hare International Airport (ORD) every 4 hours.

Airlines

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