There are 6 ways to get from Aspen to Chicago by plane, car, bus, train, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Aspen–Pitkin County Airport to Chicago O'Hare International Airport
best- Fly from Aspen–Pitkin County Airport (ASE) to Chicago O'Hare International Airport (ORD)ASE - ORD
5h$69–357Drive, bus, train
- Drive from Aspen to Frisco Transit Center
- Take the bus from Frisco Transit Center to Federal Center Station Gate L
- Take the train from Denver to Chicago Union Station
24h 6m$149–371Bus
- Take the bus from Paepcke Park to West Glenwood Park & RideBrt / ...
- Take the bus from West Glenwood Park & Ride to Union Station
- Take the bus from Denver Union Station to Chicago Bus Station
27h 34m$119–330Drive 1,156 mi
- Drive from Aspen to Chicago1,156 mi
19h 9m$211–305Drive to Montrose Regional Airport, fly to Chicago O'Hare International Airport
- Drive from Aspen to Montrose-Airport-MTJ
- Fly from Montrose Regional Airport (MTJ) to Chicago O'Hare International Airport (ORD)MTJ - ORD
6h 58m$96–400Fly Aspen–Pitkin County Airport to Chicago Midway International Airport
- Fly from Aspen–Pitkin County Airport (ASE) to Chicago Midway International Airport (MDW)ASE - MDW
6h 11m$94–467
Aspen to Chicago by bus
Questions & Answers
The cheapest way to get from Aspen to Chicago is to bus which costs $110 - $330 and takes 27h 34m.
The fastest way to get from Aspen to Chicago is to fly which takes 5h and costs $65 - $360.
No, there is no direct bus from Aspen to Chicago station. However, there are services departing from Paepcke Park and arriving at Chicago Bus Station via West Glenwood Park & Ride and Denver Union Station. The journey, including transfers, takes approximately 27h 34m.
The distance between Aspen and Chicago is 1038 miles. The road distance is 1162.7 miles.
The best way to get from Aspen to Chicago without a car is to bus which takes 27h 34m and costs $110 - $330.
It takes approximately 5h to get from Aspen to Chicago, including transfers.
Aspen to Chicago bus services, operated by RFTA, depart from Paepcke Park station.
The best way to get from Aspen to Chicago is to fly which takes 5h and costs $65 - $360. Alternatively, you can bus, which costs $110 - $330 and takes 27h 34m.
Aspen to Chicago bus services, operated by RFTA, arrive at West Glenwood Park & Ride station.
Chicago is 1h ahead of Aspen. It is currently 2:12 AM in Aspen and 3:12 AM in Chicago.
What companies run services between Aspen, CO, USA and Chicago, IL, USA?
American Airlines and United Airlines fly from Aspen–Pitkin County Airport (ASE) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, you can take a bus from Paepcke Park to Chicago Bus Station via West Glenwood Park & Ride and Denver Union Station in around 27h 34m.
- Website
- united.com
Flights from Aspen–Pitkin County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 7m
- When
- Every day
- Estimated price
- $65–350
Flights from Aspen–Pitkin County Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 5h 13m
- When
- Every day
- Estimated price
- $65–350
Flights from Montrose Regional Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 9m
- When
- Every day
- Estimated price
- $70–360
Flights from Montrose Regional Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 5h 13m
- When
- Every day
- Estimated price
- $70–360
Flights from Montrose Regional Airport to Chicago O'Hare International Airport via Houston
- Ave. Duration
- 7h 11m
- When
- Every day
- Estimated price
- $100–470
- Website
- aa.com
Flights from Aspen–Pitkin County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 15m
- When
- Every day
- Estimated price
- $65–350
Flights from Aspen–Pitkin County Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 5h 58m
- When
- Every day
- Estimated price
- $90–420
Flights from Montrose Regional Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 6h 26m
- When
- Every day
- Estimated price
- $90–420
- Website
- southwest.com
Flights from Aspen–Pitkin County Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 4h 49m
- When
- Every day
- Estimated price
- $90–460
- Website
- delta.com
Flights from Montrose Regional Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 6h 9m
- When
- Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $110–490
Flights from Aspen–Pitkin County Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 6h 12m
- When
- Every day
- Estimated price
- $140–650
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
- $120–330
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 800-900-3011
- Website
- ridebustang.com
Bus from Frisco Transit Center to Federal Center Station Gate L
- Ave. Duration
- 1h 25m
- Frequency
- Hourly
- Estimated price
- $10–14
- Website
- https://ridebustang.com
Bus from West Glenwood Park & Ride to Union Station
- Ave. Duration
- 4h
- Frequency
- Hourly
- Estimated price
- $24–35
- Website
- https://ridebustang.com
- Phone
- +1 970-925-8484
- Website
- rfta.com
Bus from Paepcke Park to West Glenwood Park & Ride
- Ave. Duration
- 1h 11m
- Frequency
- Every 15 minutes
- Schedules at
- rfta.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Denver Union Station to Chicago Bus Station
- Ave. Duration
- 20h 35m
- Frequency
- Once daily
- Estimated price
- $90–290
- Website
- https://www.greyhound.com/
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More Questions & Answers
Yes, the driving distance between Aspen to Chicago is 1163 miles. It takes approximately 19h 9m to drive from Aspen to Chicago.
There are 1237+ hotels available in Chicago.