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.
Fly Cheyenne Airport to Chicago O'Hare International Airport
best- Fly from Cheyenne Airport (CYS) to Chicago O'Hare International Airport (ORD)CYS - ORD
6h 2m$73–347Bus, train
- Take the bus from Warren AFB to Denver International Airport PickupsGroome Transportation - Wyoming
- Take the train from Denver to Chicago Union StationCalifornia Zephyr
22h 56m$213–451Bus via Lexington
- Take the bus from Warren AFB to Denver International Airport Pickups
- Take the bus from Denver to Lexington, NE
- Take the bus from Lexington to Chicago Bus Station
25h 51m$218–361Drive 958.6 mi
- Drive from Cheyenne to Chicago958.6 mi
15h 5m$175–253Bus to Denver, fly to Chicago Midway International Airport
- Take the bus from Warren AFB to Denver International Airport Pickups
- Fly from Denver (DEN) to Chicago Midway International Airport (MDW)DEN - MDW
6h 16m$140–556Bus to Denver, fly to Chicago O'Hare International Airport
- Take the bus from Warren AFB to Denver International Airport Pickups
- Fly from Denver (DEN) to Chicago O'Hare International Airport (ORD)DEN - ORD
6h 34m$325–796Bus
- Take the bus from Cheyenne to Denver Union Station
- Take the bus from Denver to Champaign
- Take the bus from Champaign Intermodal Trans Ctr to Chicago Bus Station
27h 52m$216–454
Cheyenne to Chicago by bus and foot
Questions & Answers
The cheapest way to get from Cheyenne to Chicago is to fly which costs $70 - $350 and takes 6h 2m.
The fastest way to get from Cheyenne to Chicago is to fly which takes 6h 2m and costs $70 - $350.
No, there is no direct bus from Cheyenne to Chicago station. However, there are services departing from Cheyenne Regional Medical Center and arriving at Chicago Bus Station via Cheyenne, Denver and Champaign Intermodal Trans Ctr. The journey, including transfers, takes approximately 27h 52m.
The distance between Cheyenne and Chicago is 898 miles. The road distance is 964.2 miles.
The best way to get from Cheyenne to Chicago without a car is to bus and train which takes 22h 56m and costs $210 - $460.
It takes approximately 6h 2m to get from Cheyenne to Chicago, including transfers.
Cheyenne to Chicago bus services, operated by Greyhound USA, depart from Cheyenne station.
The best way to get from Cheyenne to Chicago is to fly which takes 6h 2m and costs $70 - $350. Alternatively, you can bus via Lexington, which costs $210 - $370 and takes 25h 51m.
Cheyenne to Chicago bus services, operated by Greyhound USA, arrive at Denver Union Station.
Chicago is 1h ahead of Cheyenne. It is currently 8:24 AM in Cheyenne and 9:24 AM in Chicago.
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.
- Website
- southwest.com
Flights from Denver to Chicago Midway International Airport
- Ave. Duration
- 2h 19m
- When
- Every day
- Estimated price
- $95–490
Flights from Denver to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 4h
- When
- Wednesday and Thursday
- Estimated price
- $100–500
Flights from Denver to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $100–550
Flights from Denver to Chicago O'Hare International Airport
- Ave. Duration
- 2h 30m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $70–370
- Website
- united.com
Flights from Cheyenne Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 5h 47m
- When
- Every day
- Estimated price
- $70–350
Flights from Cheyenne Airport to Chicago O'Hare International Airport via Denver, Omaha
- Ave. Duration
- 10h 8m
- When
- Every day
- Estimated price
- $70–350
Flights from Cheyenne Airport to Chicago O'Hare International Airport via Denver, Kansas City
- Ave. Duration
- 10h 9m
- When
- Every day
- Estimated price
- $70–350
Flights from Denver to Chicago O'Hare International Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $70–370
- Website
- volaris.com
Flights from Denver to Chicago Midway International Airport
- Ave. Duration
- 2h 19m
- When
- Tuesday and Sunday
- Estimated price
- $85–490
Flights from Denver to Chicago O'Hare International Airport
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $65–370
- Website
- aa.com
Flights from Denver to Chicago O'Hare International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $70–370
- Website
- flyfrontier.com
Flights from Denver to Chicago Midway International Airport
- Ave. Duration
- 2h 19m
- When
- Tuesday and Sunday
- Estimated price
- $95–490
Flights from Denver to Chicago O'Hare International Airport
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $70–370
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Denver to Chicago Union Station
- Ave. Duration
- 18h 40m
- Frequency
- Once daily
- Estimated price
- $150–350
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 970-226-5533
- Website
- groometransportation.com
Bus from Warren AFB to Denver International Airport Pickups
- Ave. Duration
- 2h 20m
- Frequency
- Every 4 hours
- Estimated price
- $50–95
- Website
- https://groometransportation.com/denver-airport
- Schedules at
- https://groometransportation.com/wyoming
- Phone
- +1-877-779-2999
- tony@expressarrow.com
- Website
- expressarrow.com
Bus from Denver to Lexington, NE
- Ave. Duration
- 5h 40m
- Frequency
- Once daily
- Estimated price
- $90–110
- Website
- https://expressarrow.com
Bus from Cheyenne to Denver Union Station
- Ave. Duration
- 2h 20m
- Frequency
- 4 times a week
- Estimated price
- $45–55
- Website
- https://expressarrow.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Lexington to Chicago Bus Station
- Ave. Duration
- 14h 55m
- Frequency
- Once daily
- Estimated price
- $65–150
- Website
- https://www.greyhound.com/
Bus from Cheyenne to Denver Union Station
- Ave. Duration
- 1h 50m
- Frequency
- Once daily
- Estimated price
- $29–60
- Website
- https://www.greyhound.com/
- Phone
- +1 (319) 753-2864
- info@burlingtontrailways.com
- Website
- burlingtontrailways.com
Bus from Denver to Champaign
- Ave. Duration
- 19h 15m
- Frequency
- Once daily
- Estimated price
- $160–320
- Website
- https://burlingtontrailways.com
- Saver Fares
- $160–230
- Flexible Fares
- $220–320
- Saver Fare
- $203
- Flex Fare
- $279
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Champaign Intermodal Trans Ctr to Chicago Bus Station
- Ave. Duration
- 2h 45m
- Frequency
- 3 times a day
- Estimated price
- $27–75
- Schedules at
- flixbus.com
- Phone
- +1 800-448-0572
- ticketsales@peoriacharter.com
- Website
- peoriacharter.com
Bus from Champaign Intermodal Trans Ctr to Chicago Bus Station
- Ave. Duration
- 3h 10m
- Frequency
- Twice daily
- Estimated price
- $45–60
- Schedules at
- peoriacharter.com
- cash
- $60
- online
- $45
Want to know more about travelling around United States
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More Questions & Answers
Yes, the driving distance between Cheyenne to Chicago is 964 miles. It takes approximately 15h 5m to drive from Cheyenne to Chicago.
There are 1262+ hotels available in Chicago.
















