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.
Fly Cheyenne Airport to Chicago O'Hare International Airport
best- Fly from Cheyenne Airport (CYS) to Chicago O'Hare International Airport (ORD)CYS - ORD
5h 13m$80–381Bus, 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$193–331Bus
- Take the bus from Cheyenne to Denver Union StationGreyhound US0560S
- Take the bus from Denver Union Station to Chicago Bus StationGreyhound US0123
25h 55m$100–315Drive 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 15m$155–696Bus 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 33m$345–846Bus via Peoria
- Take the bus from Warren AFB to Denver International Airport Pickups
- Take the bus from Denver to Peoria
- Take the bus from Peoria to O'Hare International Terminal 2
28h 17m$250–466
Cheyenne to Chicago by bus
Questions & Answers
The cheapest way to get from Cheyenne to Chicago is to bus which costs $100 - $320 and takes 25h 55m.
The fastest way to get from Cheyenne to Chicago is to fly which takes 5h 13m and costs $80 - $390.
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 55m.
The distance between Cheyenne and Chicago is 900 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 $190 - $340.
It takes approximately 5h 13m 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 13m and costs $80 - $390. Alternatively, you can bus, which costs $100 - $320 and takes 25h 55m.
Cheyenne to Chicago bus services, operated by Greyhound USA, arrive at Denver Union Station.
Chicago is 1h ahead of Cheyenne. It is currently 8:08 PM in Cheyenne and 9:08 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 55m.
- Website
- southwest.com
Flights from Denver to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $100–600
Flights from Denver to Chicago Midway International Airport via Omaha
- Ave. Duration
- 3h 45m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $100–600
Flights from Denver to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $100–600
Flights from Denver to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 5m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $110–600
Flights from Denver to Chicago O'Hare International Airport
- Ave. Duration
- 2h 30m
- When
- Saturday
- Estimated price
- $70–390
- Website
- united.com
Flights from Cheyenne Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 4h 31m
- When
- Every day
- Estimated price
- $65–360
Flights from Cheyenne Airport to Chicago O'Hare International Airport via Denver, Kansas City
- Ave. Duration
- 6h 15m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $70–370
Flights from Cheyenne Airport to Chicago O'Hare International Airport via Denver, Omaha
- Ave. Duration
- 7h 55m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $65–360
Flights from Denver to Chicago O'Hare International Airport
- Ave. Duration
- 2h 33m
- When
- Every day
- Estimated price
- $70–390
Flights from Denver to Chicago O'Hare International Airport via Kansas City
- Ave. Duration
- 4h 26m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $70–390
- Website
- aa.com
Flights from Denver to Chicago O'Hare International Airport
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $70–390
- Website
- flyfrontier.com
Flights from Denver to Chicago Midway International Airport
- Ave. Duration
- 2h 25m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $100–600
Flights from Denver to Chicago O'Hare International Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $70–390
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
- $130–230
- 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
- $20–50
- Website
- https://www.greyhound.com/
Bus from Denver Union Station to Chicago Bus Station
- Ave. Duration
- 21h 15m
- Frequency
- Once daily
- Estimated price
- $80–260
- 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
- Phone
- +1 (319) 753-2864
- info@burlingtontrailways.com
- Website
- burlingtontrailways.com
Bus from Denver to Peoria
- Ave. Duration
- 17h 20m
- Frequency
- Once daily
- Estimated price
- $140–300
- Website
- https://burlingtontrailways.com
- Saver Fares
- $140–210
- Flexible Fares
- $200–300
- Saver Fare
- $192
- Flex Fare
- $263
- Phone
- +1 800-448-0572
- ticketsales@peoriacharter.com
- Website
- peoriacharter.com
Bus from Peoria to O'Hare International Terminal 2
- Ave. Duration
- 4h 40m
- Frequency
- Twice daily
- Estimated price
- $46–60
- Schedules at
- peoriacharter.com
- cash
- $60
- online
- $46
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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.
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