There are 5 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 to Chicago O'Hare International Airport
best- Fly from Aspen–Pitkin County Airport (ASE) to Chicago O'Hare International Airport (ORD)plane ASE - ORD
4h 53m$69–337Drive, bus, train
- Drive from Aspen to Frisco Transit Centercar
- Take the bus from Frisco Transit Center to Federal Center Station Gate Lbus
- Take the train from Denver to Chicago Union Stationtrain
24h 14m$139–250Bus
- Take the bus from Paepcke Park to West Glenwood Park & Ridebus Brt / ...
- Take the bus from Glenwood Springs to Denver Union Stationbus
- Take the bus from Denver Union Station to Chicago Bus Stationbus
28h$112–282Drive 1,152.9 mi
- Drive from Aspen to Chicagocar 1,152.9 mi
19h 22m$211–304Fly to Chicago Midway International Airport
- Fly from Aspen–Pitkin County Airport (ASE) to Chicago Midway International Airport (MDW)plane ASE - MDW
6h 15m$104–507
Aspen to Chicago by bus
Questions & Answers
The cheapest way to get from Aspen to Chicago is to bus which costs $110 - $290 and takes 28h.
The fastest way to get from Aspen to Chicago is to fly which takes 4h 53m and costs $65 - $340.
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, Glenwood Springs and Denver Union Station. The journey, including transfers, takes approximately 28h.
The distance between Aspen and Chicago is 1038 miles. The road distance is 1159.6 miles.
The best way to get from Aspen to Chicago without a car is to bus which takes 28h and costs $110 - $290.
It takes approximately 4h 53m 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 4h 53m and costs $65 - $340. Alternatively, you can bus, which costs $110 - $290 and takes 28h.
Aspen to Chicago bus services, operated by RFTA, arrive at West Glenwood Park & Ride station.
Chicago is 1h ahead of Aspen. It is currently 4:16 PM in Aspen and 5:16 PM 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, Hwy 6 + Soccer Field Rd, Glenwood Springs, and Denver Union Station in around 28h.
- Website
- united.com
Flights from Aspen–Pitkin County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 4m
- When
- Every day
- Estimated price
- $65–330
Flights from Aspen–Pitkin County Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 5h 2m
- When
- Every day
- Estimated price
- $65–330
- Website
- southwest.com
Flights from Aspen–Pitkin County Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 4h 37m
- When
- Every day
- Estimated price
- $100–500
- Website
- aa.com
Flights from Aspen–Pitkin County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h
- When
- Every day
- Estimated price
- $65–330
- Website
- delta.com
Flights from Aspen–Pitkin County Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 6h 18m
- When
- Every day
- Estimated price
- $150–700
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
- $110–210
- 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
- Phone
- +1 970-925-8484
- Website
- rfta.com
Bus from Paepcke Park to West Glenwood Park & Ride
- Ave. Duration
- 1h 11m
- Frequency
- Every 20 minutes
- Estimated price
- $4–6
- 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 Glenwood Springs to Denver Union Station
- Ave. Duration
- 3h 50m
- Frequency
- Once daily
- Estimated price
- $26–35
- Website
- https://www.greyhound.com/
Bus from Denver Union Station to Chicago Bus Station
- Ave. Duration
- 20h 30m
- Frequency
- Once daily
- Estimated price
- $80–240
- Website
- https://www.greyhound.com/
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More Questions & Answers
Yes, the driving distance between Aspen to Chicago is 1160 miles. It takes approximately 19h 22m to drive from Aspen to Chicago.
There are 1251+ hotels available in Chicago.














