There are 6 ways to get from Chicago to Cheyenne by plane, train, bus, 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.
Fly Chicago O'Hare International Airport to Cheyenne Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Cheyenne Airport (CYS)plane ORD - CYS
7h$82–405Train, bus
- Take the train from Chicago Union Station to Denvertrain California Zephyr
- Take the bus from Denver International Airport Pickups to Warren AFBbus Groome Transportation - Wyoming
23h 12m$341–712Bus
- Take the bus from Chicago Bus Station to Denver Union Stationbus Greyhound US0123S
- Take the bus from Denver Union Station to Cheyennebus Greyhound US0560S
25h 35m$212–379Drive 958.4 mi
- Drive from Chicago to Cheyennecar 958.4 mi
15h 9m$175–253Fly Chicago Midway International Airport to Denver, bus
- Fly from Chicago Midway International Airport (MDW) to Denver (DEN)plane MDW - DEN
- Take the bus from Denver International Airport Pickups to Warren AFBbus
7h 31m$172–745Fly Chicago O'Hare International Airport to Denver, bus
- Fly from Chicago O'Hare International Airport (ORD) to Denver (DEN)plane ORD - DEN
- Take the bus from Denver International Airport Pickups to Warren AFBbus
7h 53m$138–525
Chicago to Cheyenne by bus
Questions & Answers
The cheapest way to get from Chicago to Cheyenne is to drive which costs $170 - $260 and takes 15h 9m.
The fastest way to get from Chicago to Cheyenne is to fly which takes 7h and costs $80 - $410.
No, there is no direct bus from Chicago station to Cheyenne. However, there are services departing from Chicago Bus Station and arriving at Cheyenne Regional Medical Center via Denver Union Station and Greyhound. The journey, including transfers, takes approximately 25h 35m.
The distance between Chicago and Cheyenne is 898 miles. The road distance is 964 miles.
The best way to get from Chicago to Cheyenne without a car is to train and bus which takes 23h 12m and costs $340 - $750.
It takes approximately 7h to get from Chicago to Cheyenne, including transfers.
Chicago to Cheyenne bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The best way to get from Chicago to Cheyenne is to fly which takes 7h and costs $80 - $410. Alternatively, you can bus, which costs $210 - $380 and takes 25h 35m.
Chicago to Cheyenne bus services, operated by Greyhound USA, arrive at Denver Union Station.
Cheyenne is 1h behind Chicago. It is currently 8:29 AM in Chicago and 7:29 AM in Cheyenne.
What companies run services between Chicago, IL, USA and Cheyenne, WY, USA?
United Airlines and American Airlines fly from Chicago O'Hare International Airport (ORD) to Cheyenne Airport (CYS) every 4 hours. Alternatively, you can take a bus from Chicago Bus Station to Cheyenne Regional Medical Center via Denver Union Station and Greyhound in around 25h 35m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Cheyenne Airport via Denver
- Ave. Duration
- 5h 33m
- When
- Every day
- Estimated price
- $80–400
Flights from Chicago O'Hare International Airport to Cheyenne Airport via Des Moines, Denver
- Ave. Duration
- 10h
- When
- Every day
- Estimated price
- $80–400
Flights from Chicago O'Hare International Airport to Cheyenne Airport via Cedar Rapids, Denver
- Ave. Duration
- 10h 12m
- When
- Every day
- Estimated price
- $80–400
Flights from Chicago O'Hare International Airport to Cheyenne Airport via Omaha, Denver
- Ave. Duration
- 10h 17m
- When
- Every day
- Estimated price
- $80–400
Flights from Chicago O'Hare International Airport to Cheyenne Airport via Fort Dodge, Denver
- Ave. Duration
- 10h 27m
- When
- Every day
- Estimated price
- $80–400
Flights from Chicago O'Hare International Airport to Denver
- Ave. Duration
- 2h 55m
- When
- Every day
- Estimated price
- $85–430
Flights from Chicago O'Hare International Airport to Denver via Omaha
- Ave. Duration
- 4h 32m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $85–430
Flights from Chicago O'Hare International Airport to Denver via Des Moines
- Ave. Duration
- 4h 44m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $85–430
Flights from Chicago O'Hare International Airport to Denver via Cedar Rapids
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $85–430
- Website
- southwest.com
Flights from Chicago Midway International Airport to Denver
- Ave. Duration
- 2h 40m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Denver via Omaha
- Ave. Duration
- 4h 25m
- When
- Monday to Saturday
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Denver via Kansas City
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Denver via St. Louis
- Ave. Duration
- 4h 28m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–700
Flights from Chicago Midway International Airport to Denver via Milwaukee
- Ave. Duration
- 4h 35m
- When
- Saturday
- Estimated price
- $130–650
Flights from Chicago O'Hare International Airport to Denver
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $85–430
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Denver
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $85–430
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Denver
- Ave. Duration
- 3h 7m
- When
- Every day
- Estimated price
- $85–430
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Denver
- Ave. Duration
- 18h 56m
- Frequency
- Once daily
- Estimated price
- $280–650
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 970-226-5533
- Website
- groometransportation.com
Bus from Denver International Airport Pickups to Warren AFB
- Ave. Duration
- 2h 20m
- Frequency
- Every 4 hours
- Estimated price
- $50–90
- Website
- https://groometransportation.com/denver-airport
- Schedules at
- https://groometransportation.com/wyoming
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Denver Union Station
- Ave. Duration
- 21h 35m
- Frequency
- Once daily
- Estimated price
- $160–320
- Website
- https://www.greyhound.com/
Bus from Denver Union Station to Cheyenne
- Ave. Duration
- 1h 50m
- Frequency
- Once daily
- Estimated price
- $15–35
- Website
- https://www.greyhound.com/
- Phone
- +1-877-779-2999
- tony@expressarrow.com
- Website
- expressarrow.com
Bus from Denver Union Station to Cheyenne
- Ave. Duration
- 2h 15m
- Frequency
- 4 times a week
- Estimated price
- $45–60
- Website
- https://expressarrow.com
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More Questions & Answers
Yes, the driving distance between Chicago to Cheyenne is 964 miles. It takes approximately 15h 9m to drive from Chicago to Cheyenne.
There are 131+ hotels available in Cheyenne.










