There are 8 ways to get from Chicago to Gypsum by plane, train (Amtrak), bus (Greyhound), car, taxi, or bus
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 O'Hare International Airport to Eagle County Regional Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Eagle County Regional Airport (EGE)plane ORD - EGE
5h 49m$78–395Train (Amtrak)
- Take the train from Chicago Union Station to Glenwood Springs Stationtrain California Zephyr
26h 2m$423–964Bus
- Take the bus from Chicago Bus Station to Denver Union Stationbus
- Take the bus from Union Station Gate B19 to Vail Transportation Centerbus
- Take the bus from Vail Transportation Center to Eagle Valley High Schoolbus Val
26h 24m$184–279Drive 1,130.2 mi
- Drive from Chicago to Gypsumcar 1,130.2 mi
18h 3m$207–298Fly Chicago O'Hare International Airport to Aspen–Pitkin County Airport, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Aspen–Pitkin County Airport (ASE)plane ORD - ASE
- Take the taxi from El Jebel Park & Ride DV to Gypsumtaxi
6h 29m$180–519Fly Chicago O'Hare International Airport to Yampa Valley Airport, drive
- Fly from Chicago O'Hare International Airport (ORD) to Yampa Valley Airport (HDN)plane ORD - HDN
- Drive from Yampa Valley Airport (HDN) to Gypsumcar
7h 12m$94–421Fly Chicago Midway International Airport to Denver, bus
- Fly from Chicago Midway International Airport (MDW) to Denver (DEN)plane MDW - DEN
- Take the bus from Denver International Airport to Vail Transportation Centerbus
- Take the bus from Vail Transportation Center to Eagle Valley High Schoolbus
8h 22m$246–339Fly Chicago O'Hare International Airport to Denver, bus
- Fly from Chicago O'Hare International Airport (ORD) to Denver (DEN)plane ORD - DEN
- Take the bus from Denver International Airport to Vail Transportation Centerbus
- Take the bus from Vail Transportation Center to Eagle Valley High Schoolbus
8h 37m$176–549
Chicago to Gypsum by bus
Comparing Your Travel Options
The cheapest way to get from Chicago to Gypsum is to bus which costs $180 - $280 and takes 26h 24m.
The fastest way to get from Chicago to Gypsum is to fly which takes 5h 49m and costs $75 - $400.
No, there is no direct bus from Chicago station to Gypsum. However, there are services departing from Chicago Bus Station and arriving at Eagle Valley High School via Union Station Gate B19 and Vail Transportation Center. The journey, including transfers, takes approximately 26h 24m.
No, there is no direct train from Chicago station to Gypsum station. However, there are services departing from Chicago Union Station and arriving at Glenwood Springs Station via . The journey, including transfers, takes approximately 26h 2m.
The distance between Chicago and Gypsum is 1032 miles. The road distance is 1136.8 miles.
The best way to get from Chicago to Gypsum without a car is to train which takes 26h 2m and costs $420 - $1,000.
It takes approximately 5h 49m to get from Chicago to Gypsum, including transfers.
Chicago to Gypsum bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Gypsum train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Gypsum is to fly which takes 5h 49m and costs $75 - $400. Alternatively, you can train, which costs $420 - $1,000 and takes 26h 2m, you could also bus, which costs $180 - $280 and takes 26h 24m.
What companies run services between Chicago, IL, USA and Gypsum, CO, USA?
American Airlines, United Airlines, and Delta fly from Chicago O'Hare International Airport (ORD) to Eagle County Regional Airport (EGE) 4 times a day. Alternatively, Amtrak operates a train from Chicago Union Station to Glenwood Springs Station once daily. Tickets cost $330–850 and the journey takes 25h 36m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Eagle County Regional Airport
- Ave. Duration
- 3h 7m
- When
- Saturday
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Eagle County Regional Airport via Denver
- Ave. Duration
- 5h 7m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Aspen–Pitkin County Airport
- Ave. Duration
- 3h 13m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Aspen–Pitkin County Airport via Denver
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Yampa Valley Airport
- Ave. Duration
- 3h 11m
- When
- Saturday
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Yampa Valley Airport via Denver
- Ave. Duration
- 5h 1m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Yampa Valley Airport via Houston
- Ave. Duration
- 6h 48m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago O'Hare International Airport to Denver
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago O'Hare International Airport to Denver via Fort Dodge
- Ave. Duration
- 4h 5m
- When
- Every day
- Estimated price
- $75–410
Flights from Chicago O'Hare International Airport to Denver via Des Moines
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $75–400
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Glenwood Springs Station
- Ave. Duration
- 25h 36m
- Frequency
- Once daily
- Estimated price
- $330–850
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact 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
- $160–260
- Website
- Greyhound
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.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
Booking & Getting There
Chicago to Gypsum bus services, operated by Greyhound USA, arrive at Denver Union Station.
Gypsum is 1h behind Chicago. It is currently 10:51 PM in Chicago and 9:51 PM in Gypsum.
Chicago to Gypsum train services, operated by Amtrak, arrive at Glenwood Springs Station.
Yes, the driving distance between Chicago to Gypsum is 1137 miles. It takes approximately 18h 3m to drive from Chicago to Gypsum.
There are 13+ hotels available in Gypsum.








