There are 8 ways to get from Chicago to Castle Rock by plane, train (Amtrak), bus, taxi, car, tram, or train
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 Midway International Airport to Denver
best- Fly from Chicago Midway International Airport (MDW) to Denver (DEN)plane MDW - DEN
6h 3m$202–275Fly Chicago O'Hare International Airport to Colorado Springs Airport, bus
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Colorado Springs Airport (COS)plane ORD - COS
- Take the bus from Colorado Springs Downtown Station to Sky Ridge Stationbus
8h 56m$120–423Train (Amtrak)
- Take the train from Chicago Union Station to Denvertrain California Zephyr
20h 20m$608–921Bus, taxi
- Take the bus from Chicago Bus Station to Denver Union Stationbus Greyhound US0123S
- Take the taxi from Denver Union Station to Castle Rocktaxi
22h 9m$277–389Drive 1,025.4 mi
- Drive from Chicago to Castle Rockcar 1,025.4 mi
16h 22m$170–245Fly Chicago O'Hare International Airport to Denver, tram
- Fly from Chicago O'Hare International Airport (ORD) to Denver (DEN)plane ORD - DEN
- Take the tram from Nine Mile Station to Ridgegate Parkway Stationtram
6h 18mTrain to General Mitchell International Airport, fly to Denver
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Denver (DEN)plane MKE - DEN
7h 27m$209–786Fly Chicago Midway International Airport to Colorado Springs Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Colorado Springs Airport (COS)plane MDW - COS
- Take the bus from Colorado Springs Downtown Station to Sky Ridge Stationbus
8h 21m$166–673
Chicago Midway International Airport (MDW) to Denver (DEN) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Castle Rock is to drive which costs $160 - $250 and takes 16h 22m.
The fastest way to get from Chicago to Castle Rock is to fly which takes 6h 3m and costs $200 - $280.
No, there is no direct train from Chicago station to Castle Rock station. However, there are services departing from Chicago Union Station and arriving at Ridgegate Parkway Station via Union Station Light Rail Plaza. The journey, including transfers, takes approximately 20h 20m.
The distance between Chicago and Castle Rock is 956 miles. The road distance is 1031.4 miles.
The best way to get from Chicago to Castle Rock without a car is to train which takes 20h 20m and costs $600 - $950.
It takes approximately 6h 3m to get from Chicago to Castle Rock, including transfers.
Chicago to Castle Rock train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Castle Rock is to fly which takes 6h 3m and costs $200 - $280. Alternatively, you can train, which costs $600 - $950 and takes 20h 20m.
Castle Rock is 1h behind Chicago. It is currently 10:14 AM in Chicago and 9:14 AM in Castle Rock.
Chicago to Castle Rock train services, operated by Amtrak, arrive at Denver station.
What companies run services between Chicago, IL, USA and Castle Rock, CO, USA?
Southwest Airlines flies from Chicago Midway International Airport (MDW) to Denver (DEN) every 4 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Denver once daily. Tickets cost $550–900 and the journey takes 18h 56m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Denver
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Denver via Kansas City
- Ave. Duration
- 4h 30m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $130–650
Flights from Chicago Midway International Airport to Denver via Omaha
- Ave. Duration
- 4h 30m
- When
- Monday to Thursday
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Denver
- Ave. Duration
- 2h 40m
- When
- Every day
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Denver via Kansas City
- Ave. Duration
- 4h 32m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $130–650
Flights from General Mitchell International Airport to Denver via St. Louis
- Ave. Duration
- 4h 50m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $140–700
Flights from Chicago Midway International Airport to Colorado Springs Airport
- Ave. Duration
- 2h 40m
- When
- Saturday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Colorado Springs Airport via Denver
- Ave. Duration
- 5h 11m
- When
- Friday, Sunday, Monday, Tuesday, Wednesday, and Thursday
- Estimated price
- $120–600
Flights from Chicago Midway International Airport to Colorado Springs Airport via Dallas
- Ave. Duration
- 5h 31m
- When
- Friday, Monday, Thursday, and Saturday
- Estimated price
- $150–700
- Website
- united.com
Flights from Chicago O'Hare International Airport to Denver
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $70–380
Flights from Chicago O'Hare International Airport to Denver via Fort Dodge
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $70–380
Flights from General Mitchell International Airport to Denver
- Ave. Duration
- 2h 55m
- When
- Every day
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Denver via Chicago O'Hare International Airport
- Ave. Duration
- 4h 54m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago O'Hare International Airport to Colorado Springs Airport
- Ave. Duration
- 3h 13m
- When
- Every day
- Estimated price
- $65–350
Flights from Chicago O'Hare International Airport to Colorado Springs Airport via Denver
- Ave. Duration
- 4h 57m
- When
- Every day
- Estimated price
- $70–350
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Denver
- Ave. Duration
- 2h 55m
- When
- Every day
- Estimated price
- $70–380
Flights from Chicago O'Hare International Airport to Colorado Springs Airport
- Ave. Duration
- 3h 14m
- When
- Every day
- Estimated price
- $65–350
Flights from Chicago O'Hare International Airport to Colorado Springs Airport via Dallas/Ft.Worth
- Ave. Duration
- 5h 54m
- When
- Every day
- Estimated price
- $90–410
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Denver
- Ave. Duration
- 2h 56m
- When
- Every day
- Estimated price
- $100–330
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Colorado Springs Airport via Minneapolis
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $70–370
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Denver
- Ave. Duration
- 18h 56m
- Frequency
- Once daily
- Estimated price
- $550–900
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
- Phone
- +44 1743 612002
- info@regionaltransport.co.uk
- Website
- Regional Transport
Tram from Nine Mile Station to Ridgegate Parkway Station
- Ave. Duration
- 28 min
- Frequency
- Every 20 minutes
- Website
- Regional Transport
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Chicago Bus Station to Denver Union Station
- Ave. Duration
- 21h 35m
- Frequency
- Once daily
- Estimated price
- $180–270
- Website
- Greyhound
- Phone
- +1 800-900-3011
- Website
- Bustang
Bus from Colorado Springs Downtown Station to Sky Ridge Station
- Ave. Duration
- 1h 20m
- Frequency
- Every 3 hours
- Estimated price
- $9–14
- Website
- Bustang
Bus from Colorado Springs Downtown Station to Sky Ridge Station
- Ave. Duration
- 1h 20m
- Frequency
- Every 3 hours
- Estimated price
- $9–14
- Website
- Bustang
- Ave. Duration
- 34 min
- Estimated price
- $95–120
Green Taxi Cooperative
- Phone
- +1 303-806-8888
- Website
- greentaxicooperative.com
Metro Taxi
- Phone
- +1 303-333-3333
- Website
- metrotransportationdenver.com
Union Taxi
- Phone
- +1-303-922-2222
- Website
- uniontaxidenver.us
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
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Booking & Getting There
Yes, the driving distance between Chicago to Castle Rock is 1031 miles. It takes approximately 16h 22m to drive from Chicago to Castle Rock.
There are 85+ hotels available in Castle Rock.

















