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How to get fromWyoming to Chicagoby bus, plane, train, bus (Greyhound), or car

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There are 10 ways to get from Wyoming to Chicago by bus, plane, train, bus (Greyhound), or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Bus to Denver, fly to Chicago Midway International Airport

    best
    1. Take the bus from Warren AFB to Denver International Airport Pickupsbus bus
    2. Fly from Denver (DEN) to Chicago Midway International Airport (MDW)plane plane DEN - MDW
    6h 21m
    $185–286

  2. Fly Cheyenne Airport to Chicago Midway International Airport

    cheapest
    1. Fly from Cheyenne Airport (CYS) to Chicago Midway International Airport (MDW)plane plane CYS - MDW
    5h 35m
    $105–451

  3. Bus, train

    1. Take the bus from Warren AFB to Denver International Airport Pickupsbus bus Groome Transportation - Wyoming
    2. Take the train from Denver to Chicago Union Stationtrain train California Zephyr
    22h 51m
    $393–801

  4. Bus

    1. Take the bus from Cheyenne to Denver Union Stationbus bus Greyhound US0560S
    2. Take the bus from Denver Union Station to Chicago Bus Stationbus bus Greyhound US0123S
    25h 10m
    $198–357

  5. Drive 958.6 mi

    1. Drive from Cheyenne to Chicagocar car 958.6 mi
    15h 10m
    $175–253

  6. Bus to Denver, fly to Chicago O'Hare International Airport

    1. Take the bus from Warren AFB to Denver International Airport Pickupsbus bus
    2. Fly from Denver (DEN) to Chicago O'Hare International Airport (ORD)plane plane DEN - ORD
    6h 35m
    $235–546

  7. Bus to Salt Lake City International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Evanston to Salt Lake City Airport, UTbus bus
    2. Fly from Salt Lake City International Airport (SLC) to Chicago O'Hare International Airport (ORD)plane plane SLC - ORD
    6h 39m
    $193–400

  8. Bus to Salt Lake City International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Evanston to Salt Lake City Airport, UTbus bus
    2. Fly from Salt Lake City International Airport (SLC) to Chicago Midway International Airport (MDW)plane plane SLC - MDW
    6h 26m
    $143–580

  9. Fly Jackson Hole Airport to Chicago O'Hare International Airport

    1. Fly from Jackson Hole Airport (JAC) to Chicago O'Hare International Airport (ORD)plane plane JAC - ORD
    6h 38m
    $152–703

  10. Bus to Denver, fly to General Mitchell International Airport, train

    1. Take the bus from Warren AFB to Denver International Airport Pickupsbus bus
    2. Fly from Denver (DEN) to General Mitchell International Airport (MKE)plane plane DEN - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    8h 40m
    $292–915

Wyoming to Chicago by bus

Calendar7Weekly Buses
Duration25h 10mAverage Duration
Ticket$198Cheapest Price
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Questions & Answers

Map of how to get from Wyoming to Chicago.ExpandLaunch map view
  • Distance: 1,012 mi
  • Duration: 6h 21m

What companies run services between Wyoming, USA and Chicago, IL, USA?

You can take a bus from Cheyenne Regional Medical Center to Chicago Bus Station via Cheyenne and Denver Union Station in around 25h 10m. Alternatively, American Airlines, United Airlines, and Delta fly from Jackson Hole Airport (JAC) to Chicago O'Hare International Airport (ORD) hourly.

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