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

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There are 8 ways to get from Regina 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 Regina (YQR) to Chicago O'Hare International Airport (ORD)plane plane YQR - ORD
    5h 59m
    $349–1,075

  2. Fly to Chicago Midway International Airport

    cheapest
    1. Fly from Regina (YQR) to Chicago Midway International Airport (MDW)plane plane YQR - MDW
    6h 48m
    $149–613

  3. Bus, drive, train

    1. Take the bus from Regina to Lethbridgebus bus
    2. Drive from Lethbridge 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
    40h 27m
    $554–1,069

  4. Drive 1,147.6 mi

    1. Drive from Regina to Chicagocar car 1,147.6 mi
    19h 54m
    $263–380

  5. Fly to South Bend, train

    1. Fly from Regina (YQR) to South Bend (SBN)plane plane YQR - SBN
    2. Take the train from South Bend Airport to Van Buren St.train train
    12h 7m
    $258–1,017

  6. Fly to General Mitchell International Airport, train

    1. Fly from Regina (YQR) to General Mitchell International Airport (MKE)plane plane YQR - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    9h 24m
    $251–985

  7. Bus, train via Detroit

    1. Take the bus from Regina, SK - 2820B Avonhurst to Portage la Prairie, MBbus bus
    2. Take the train from Portage la Prairie to Toronto Union Stationtrain train
    3. Take the bus from Toronto to Detroit Bus Stationbus bus
    4. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus
    2d 16h
    $462–951

  8. Bus, train

    1. Take the bus from Regina, SK - 2820B Avonhurst to Portage la Prairie, MBbus bus
    2. Take the train from Portage la Prairie to Toronto Union Stationtrain train
    3. Take the train from Toronto Union Station to Buffalotrain train
    4. Take the train from Buffalo Depew Station to Chicago Union Stationtrain train
    2d 18h
    $587–1,331

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

Calendar43Weekly Planes
Duration6h 20mAverage Duration
Ticket$119Cheapest Price
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Questions & Answers

Map of how to get from Regina to Chicago.ExpandLaunch map view
  • Distance: 1,005.6 mi
  • Duration: 5h 59m

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

WestJet, Delta, and two other airlines fly from Regina (YQR) to Chicago O'Hare International Airport (ORD) every 4 hours.

Airlines
Train operators
Bus operators

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