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

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There are 7 ways to get from Cheyenne to Chicago by plane, bus, train, bus (Greyhound), car, or bus (Greyhound, Flixbus)

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 Cheyenne Airport to Chicago O'Hare International Airport

    best
    1. Fly from Cheyenne Airport (CYS) to Chicago O'Hare International Airport (ORD)planeCYS - ORD
    6h 2m
    $73–347
  2. Bus, train

    1. Take the bus from Warren AFB to Denver International Airport PickupsbusGroome Transportation - Wyoming
    2. Take the train from Denver to Chicago Union StationtrainCalifornia Zephyr
    22h 56m
    $213–451
  3. Bus via Lexington

    1. Take the bus from Warren AFB to Denver International Airport Pickupsbus
    2. Take the bus from Denver to Lexington, NEbus
    3. Take the bus from Lexington to Chicago Bus Stationbus
    25h 51m
    $218–361
  4. Drive 958.6 mi

    1. Drive from Cheyenne to Chicagocar958.6 mi
    15h 5m
    $175–253
  5. Bus to Denver, fly to Chicago Midway International Airport

    1. Take the bus from Warren AFB to Denver International Airport Pickupsbus
    2. Fly from Denver (DEN) to Chicago Midway International Airport (MDW)planeDEN - MDW
    6h 16m
    $140–556
  6. Bus to Denver, fly to Chicago O'Hare International Airport

    1. Take the bus from Warren AFB to Denver International Airport Pickupsbus
    2. Fly from Denver (DEN) to Chicago O'Hare International Airport (ORD)planeDEN - ORD
    6h 34m
    $325–796
  7. Bus

    1. Take the bus from Cheyenne to Denver Union Stationbus
    2. Take the bus from Denver to Champaignbus
    3. Take the bus from Champaign Intermodal Trans Ctr to Chicago Bus Stationbus
    27h 52m
    $216–454

Cheyenne to Chicago by bus and foot

Calendar7Weekly Services
Duration27h 52mAverage Duration
Ticket$216Cheapest Price
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Questions & Answers

What companies run services between Cheyenne, WY, USA and Chicago, IL, USA?

United Airlines flies from Cheyenne Airport (CYS) to Chicago O'Hare International Airport (ORD) 4 times a day. Alternatively, you can take a bus from Warren AFB to Chicago Bus Station via Denver International Airport Pickups, Denver Airport Station, Union Station, Denver, and Lexington in around 25h 51m.

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