There are 5 ways to get from Chicago to Alpine by plane, car, bus, or train (Amtrak)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from Chicago Midway International Airport, drive
best- Fly from Chicago Midway International Airport (MDW) to Midland International Airport (MAF)plane MDW - MAF
- Drive from Midland-Odessa-Airport-MAF to Alpinecar
9h 59m$150–650Fly from Chicago O'Hare International Airport, drive
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Midland International Airport (MAF)plane ORD - MAF
- Drive from Midland-Odessa-Airport-MAF to Alpinecar
10h 10m$110–460Bus
- Take the bus from Chicago to Dallas Jeffersonbus
- Take the bus from Dallas to Midlandbus
- Take the bus from Midland / Odessa to Alpinebus
30h 17m$339–395Train (Amtrak)
- Take the train from Chicago Union Station to Alpine Amtrak Stationtrain Texas Eagle
44h 21m$460–1,200Drive 1,366.7 mi
- Drive from Chicago to Alpinecar 1,366.7 mi
23h 46m$250–361
Chicago to Alpine by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Chicago to Alpine is to fly and drive which costs $110 - $460 and takes 10h 10m.
The fastest way to get from Chicago to Alpine is to fly and drive which takes 9h 59m and costs $150 - $650.
No, there is no direct bus from Chicago to Alpine. However, there are services departing from Chicago and arriving at Alpine via Dallas and Midland / Odessa. The journey, including transfers, takes approximately 30h 17m.
Yes, there is a direct train departing from Chicago Union Station station and arriving at Alpine Amtrak Station station. Services depart three times a week, and operate Tuesday, Friday and Sunday. The journey takes approximately 44h 21m.
The distance between Chicago and Alpine is 1222 miles. The road distance is 1374.6 miles.
The best way to get from Chicago to Alpine without a car is to bus which takes 30h 17m and costs $330 - $400.
It takes approximately 9h 59m to get from Chicago to Alpine, including transfers.
Chicago to Alpine bus services, operated by Tornado Bus Company, depart from Chicago station.
Chicago to Alpine train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Alpine is to bus which takes 30h 17m and costs $330 - $400. Alternatively, you can train, which costs $460 - $1,200 and takes 44h 21m.
What companies run services between Chicago, IL, USA and Alpine, TX, USA?
You can take a vehicle from Chicago to Alpine via Chicago, Dallas Jefferson, Dallas, Midland, Midland / Odessa, and Alpine in around 30h 17m. Alternatively, Amtrak operates a train from Chicago Union Station to Alpine Amtrak Station 3 times a week. Tickets cost $460–1,200 and the journey takes 44h 21m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Midland International Airport via Houston Hobby Apt
- Ave. Duration
- 6h 6m
- When
- Every day
- Estimated price
- $130–650
Flights from Chicago Midway International Airport to Midland International Airport via Dallas
- Ave. Duration
- 5h 58m
- When
- Every day
- Estimated price
- $120–600
Flights from Chicago Midway International Airport to Midland International Airport via Austin
- Ave. Duration
- 5h 40m
- When
- Sunday
- Estimated price
- $130–650
Flights from Chicago Midway International Airport to Midland International Airport via Denver
- Ave. Duration
- 7h 41m
- When
- Sunday, Monday, Thursday, Friday, and Saturday
- Estimated price
- $140–700
Flights from Chicago Midway International Airport to Midland International Airport via Las Vegas
- Ave. Duration
- 7h 27m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $200–900
Flights from Chicago Midway International Airport to Midland International Airport via St. Louis, Dallas
- Ave. Duration
- 6h 40m
- When
- Monday, Thursday, and Friday
- Estimated price
- $120–600
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Midland International Airport via Dallas/Ft.Worth
- Ave. Duration
- 5h 40m
- When
- Every day
- Estimated price
- $80–410
Flights from Chicago O'Hare International Airport to Midland International Airport via Phoenix
- Ave. Duration
- 6h 47m
- When
- Every day
- Estimated price
- $130–600
- Website
- united.com
Flights from Chicago O'Hare International Airport to Midland International Airport via Houston
- Ave. Duration
- 5h 53m
- When
- Every day
- Estimated price
- $95–450
Flights from Chicago O'Hare International Airport to Midland International Airport via Denver
- Ave. Duration
- 5h 51m
- When
- Every day
- Estimated price
- $100–460
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Alpine Amtrak Station
- Ave. Duration
- 44h 21m
- Frequency
- 3 times a week
- Estimated price
- $460–1,200
- Website
- Amtrak
- Phone
- +1 888 358 6762
- [email protected]
- Website
- Tornado Bus Company
Bus from Chicago to Dallas Jefferson
- Ave. Duration
- 18h
- Frequency
- Once daily
- Estimated price
- $205–215
- Schedules at
- Tornado Bus Company
- Adult
- $205–215
- Phone
- +1 800-923-1799
- [email protected]
- Website
- Omnibus Express
Bus from Dallas to Midland
- Ave. Duration
- 6h 45m
- Frequency
- Once daily
- Estimated price
- $75–100
- Schedules at
- Omnibus Express
- Phone
- +1 800-848-4728
- [email protected]
- Website
- All Aboard America
Bus from Midland / Odessa to Alpine
- Ave. Duration
- 3h 20m
- Frequency
- Twice daily
- Estimated price
- $35–50
- Schedules at
- All Aboard America
- General Passenger
- $35–50
Want to know more about travelling around United States
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Booking & Getting There
Chicago to Alpine bus services, operated by Tornado Bus Company, arrive at Dallas Jefferson station.
Chicago to Alpine train services, operated by Amtrak, arrive at Alpine Amtrak Station.
Yes, the driving distance between Chicago to Alpine is 1375 miles. It takes approximately 23h 46m to drive from Chicago to Alpine.
Book your Chicago to Alpine train tickets online with Omio.
There are 36+ hotels available in Alpine.













