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

Find Transport to Chicago

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There are 7 ways to get from Winner 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 Rapid City, fly

    best
    1. Drive from Winner to Rapid-City-Airport-RAPcar car
    2. Fly from Rapid City (RAP) to Chicago O'Hare International Airport (ORD)plane plane RAP - ORD
    6h 33m
    $96–361

  2. Drive, bus to Sioux Falls, fly

    cheapest
    1. Drive from Winner to Viviancar car
    2. Take the bus from Vivian to Sioux Fallsbus bus
    3. Fly from Sioux Falls (FSD) to Chicago O'Hare International Airport (ORD)plane plane FSD - ORD
    7h 46m
    $82–370

  3. Drive, bus via Chicago

    1. Drive from Winner to Viviancar car
    2. Take the bus from Vivian to Sioux Fallsbus bus
    3. Take the bus from Sioux Falls to Minneapolisbus bus
    4. Take the bus from Minneapolis Bus Station to Chicagobus bus
    19h 10m
    $125–355

  4. Drive 685.3 mi

    1. Drive from Winner to Chicagocar car 685.3 mi
    12h 27m
    $126–181

  5. Drive, bus

    1. Drive from Winner to Viviancar car
    2. Take the bus from Vivian to Sioux Fallsbus bus
    3. Take the bus from Sioux Falls to Minneapolisbus bus
    4. Take the bus from Minneapolis Bus Station to Chicago Bus Stationbus bus
    19h 19m
    $103–350

  6. Drive, bus, train

    1. Drive from Winner to Viviancar car
    2. Take the bus from Vivian to Sioux Fallsbus bus
    3. Take the bus from Sioux Falls to Minneapolisbus bus
    4. Take the train from St. Paul-Minneapolis to Chicago Union Stationtrain train
    19h 36m
    $165–453

  7. Drive, bus via Madison

    1. Drive from Winner to Viviancar car
    2. Take the bus from Vivian to Sioux Fallsbus bus
    3. Take the bus from Sioux Falls to Burnsvillebus bus
    4. Take the bus from Mall of America - IKEA - Bloomington to Madison, WI-Lake St.bus bus
    5. Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus bus
    20h 58m
    $153–366

Rapid City (RAP) to Chicago O'Hare International Airport (ORD) flights

Calendar45Weekly Planes
Duration3h 53mAverage Duration
Ticket$55Cheapest Price
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Questions & Answers

What companies run services between Winner, SD, USA and Chicago, IL, USA?

There is no direct connection from Winner to Chicago. However, you can drive to Rapid-City-Airport-RAP 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 Winner to Jackson-Blue via Vivian, Sioux Falls, Minneapolis Bus Station, Chicago, and Cumberland in around 19h 10m.

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