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

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There are 7 ways to get from Cheyenne to Chicago by plane, bus, 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. 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
    5h 13m
    $80–381
  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
    $193–331
  3. Bus

    1. Take the bus from Cheyenne to Denver Union StationbusGreyhound US0560S
    2. Take the bus from Denver Union Station to Chicago Bus StationbusGreyhound US0123
    25h 55m
    $100–315
  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 15m
    $155–696
  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 33m
    $345–846
  7. Bus via Peoria

    1. Take the bus from Warren AFB to Denver International Airport Pickupsbus
    2. Take the bus from Denver to Peoriabus
    3. Take the bus from Peoria to O'Hare International Terminal 2bus
    28h 17m
    $250–466

Cheyenne to Chicago by bus

Calendar7Weekly Buses
Duration25h 55mAverage Duration
Ticket$100Cheapest 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) 3 times a day. Alternatively, you can take a bus from Cheyenne Regional Medical Center to Chicago Bus Station via Cheyenne and Denver Union Station in around 25h 55m.

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