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How to get fromCalgary Airport (YYC) to Chicagoby plane, bus, car, or train

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There are 7 ways to get from Calgary Airport (YYC) to Chicago by plane, bus, car, 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 to Chicago O'Hare International Airport

    best
    1. Fly from Calgary International Airport (YYC) to Chicago O'Hare International Airport (ORD)plane plane YYC - ORD
    4h 22m
    $152–846

  2. Fly to Chicago Midway International Airport

    cheapest
    1. Fly from Calgary International Airport (YYC) to Chicago Midway International Airport (MDW)plane plane YYC - MDW
    6h 6m
    $106–471

  3. Bus, drive, train

    1. Take the bus from Calgary - Airport YYC to Lethbridge - University Transit Loopbus bus
    2. Drive from Lethbridge - University Transit Loop to Port of Sweet Grasscar car
    3. Take the bus from Port of Sweet Grass to Shelby Transit Centerbus bus
    4. Take the train from Shelby Amtrak Station to Chicago Union Stationtrain train
    36h

  4. Drive  1,593.4 mi

    1. Drive from Calgary Airport (YYC) to Chicagocar car 1,593.4 mi
    27h 23m
    $365–527

  5. Fly to South Bend, train

    1. Fly from Calgary International Airport (YYC) to South Bend (SBN)plane plane YYC - SBN
    2. Take the train from South Bend Airport to Van Buren St.train train
    8h 12m
    $123–500

  6. Fly to General Mitchell International Airport, train

    1. Fly from Calgary International Airport (YYC) to General Mitchell International Airport (MKE)plane plane YYC - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    8h 21m
    $196–760

  7. Bus, drive, train via Saint Paul

    1. Take the bus from Calgary - Airport YYC to Lethbridge - University Transit Loopbus bus
    2. Drive from Lethbridge - University Transit Loop to Port of Sweet Grasscar car
    3. Take the bus from Port of Sweet Grass to Shelby Transit Centerbus bus
    4. Take the train from Shelby Amtrak Station to St. Paul-Minneapolistrain train
    5. Take the bus from Saint Paul Union Depot to Chicago Bus Stationbus bus
    36h 43m

Calgary International Airport (YYC) to Chicago O'Hare International Airport (ORD) flights

Calendar63Weekly Planes
Duration5h 50mAverage Duration
Ticket$80Cheapest Price
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Comparing Your Travel Options

Map of how to get from Calgary Airport (YYC) to Chicago.ExpandLaunch map view
  • Distance: 1,400 mi
  • Duration: 4h 22m

What companies run services between Calgary Airport (YYC), Canada and Chicago, IL, USA?

American Airlines, United Airlines, and three other airlines fly from Calgary International Airport (YYC) to Chicago O'Hare International Airport (ORD) every 3 hours.

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