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

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There are 8 ways to get from Calgary Airport (YYC) to Chicago by plane, bus, car, train, or taxi

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 17m
    $230–877

  2. Fly to South Bend, train

    cheapest
    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 26m
    $199–793

  3. Bus, drive, train via Saint Paul

    1. Take the bus from Calgary - YYC International Airport to Lethbridge - U of Lbus bus
    2. Drive from Lethbridge - U of L 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 35m

  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 Chicago Midway International Airport

    1. Fly from Calgary International Airport (YYC) to Chicago Midway International Airport (MDW)plane plane YYC - MDW
    5h 56m
    $396–872

  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 45m
    $427–1,331

  7. Fly to Dane County Regional Airport-Truax Field, taxi, bus

    1. Fly from Calgary International Airport (YYC) to Dane County Regional Airport-Truax Field (MSN)plane plane YYC - MSN
    2. Take the taxi from Milwaukee at Milky to 3120 N Pontiac Dr - Van Galder Bus Terminaltaxi taxi
    3. Take the bus from 3120 N Pontiac Dr - Van Galder Bus Terminal to O'Hare International Airport - Terminal 2 Departuresbus bus
    11h 1m
    $285–876

  8. Bus, drive, train

    1. Take the bus from Calgary - YYC International Airport to Lethbridge - Ticket Officebus bus
    2. Drive from Southgate Station 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 43m

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

Calendar98Weekly Planes
Duration5h 48mAverage Duration
Ticket$93Cheapest Price
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Questions & Answers

Map of how to get from Calgary Airport (YYC) to Chicago.ExpandLaunch map view
  • Distance: 1,400 mi
  • Duration: 4h 17m

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

WestJet, American Airlines, and three other airlines fly from Calgary International Airport (YYC) to Chicago O'Hare International Airport (ORD) hourly.

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