There are 6 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.
Fly Cheyenne Airport to Chicago O'Hare International Airport
best- Fly from Cheyenne Airport (CYS) to Chicago O'Hare International Airport (ORD)plane CYS - ORD
5h 21m$72–347Bus, train
- Take the bus from Warren AFB to Denver International Airport Pickupsbus Groome Transportation - Wyoming
- Take the train from Denver to Chicago Union Stationtrain California Zephyr
22h 56m$163–401Bus
- Take the bus from Cheyenne to Denver Union Stationbus Greyhound US0560S
- Take the bus from Denver Union Station to Chicago Bus Stationbus Greyhound US0123
25h 15m$110–335Drive 958.6 mi
- Drive from Cheyenne to Chicagocar 958.6 mi
15h 10m$175–253Bus to Denver, fly to Chicago Midway International Airport
- Take the bus from Warren AFB to Denver International Airport Pickupsbus
- Fly from Denver (DEN) to Chicago Midway International Airport (MDW)plane DEN - MDW
6h 21m$155–646Bus to Denver, fly to Chicago O'Hare International Airport
- Take the bus from Warren AFB to Denver International Airport Pickupsbus
- Fly from Denver (DEN) to Chicago O'Hare International Airport (ORD)plane DEN - ORD
6h 38m$325–796
Cheyenne to Chicago by bus
Questions & Answers
The cheapest way to get from Cheyenne to Chicago is to fly which costs $70 - $350 and takes 5h 21m.
The fastest way to get from Cheyenne to Chicago is to fly which takes 5h 21m 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 and Denver Union Station. The journey, including transfers, takes approximately 25h 15m.
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 $160 - $410.
It takes approximately 5h 21m 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 5h 21m and costs $70 - $350. Alternatively, you can bus, which costs $110 - $340 and takes 25h 15m.
Cheyenne to Chicago bus services, operated by Greyhound USA, arrive at Denver Union Station.
Chicago is 1h ahead of Cheyenne. It is currently 1:30 PM in Cheyenne and 2:30 PM 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) 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 15m.
- Website
- southwest.com
Flights from Denver to Chicago Midway International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $100–550
Flights from Denver to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 4h 18m
- When
- Monday to Saturday
- Estimated price
- $100–550
Flights from Denver to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 50m
- When
- Monday to Saturday
- Estimated price
- $110–550
Flights from Denver to Chicago O'Hare International Airport
- Ave. Duration
- 2h 35m
- When
- Monday, Thursday, and Friday
- Estimated price
- $70–380
- Website
- united.com
Flights from Cheyenne Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $70–350
Flights from Cheyenne Airport to Chicago O'Hare International Airport via Denver, Cedar Rapids
- Ave. Duration
- 9h 40m
- When
- Every day
- Estimated price
- $70–350
Flights from Denver to Chicago O'Hare International Airport
- Ave. Duration
- 2h 37m
- When
- Every day
- Estimated price
- $70–380
- Website
- aa.com
Flights from Denver to Chicago O'Hare International Airport
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $70–380
- Website
- flyfrontier.com
Flights from Denver to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $70–380
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
- $100–300
- 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
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Cheyenne to Denver Union Station
- Ave. Duration
- 1h 50m
- Frequency
- Once daily
- Estimated price
- $25–55
- Website
- https://www.greyhound.com/
Bus from Denver Union Station to Chicago Bus Station
- Ave. Duration
- 20h 35m
- Frequency
- Once daily
- Estimated price
- $85–280
- Website
- https://www.greyhound.com/
- Phone
- +1-877-779-2999
- tony@expressarrow.com
- Website
- 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
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More Questions & Answers
Yes, the driving distance between Cheyenne to Chicago is 964 miles. It takes approximately 15h 10m to drive from Cheyenne to Chicago.
There are 1249+ hotels available in Chicago.