There are 6 ways to get from Alpine to Chicago by bus, plane, train (Amtrak), car, 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.
Bus, fly to Chicago Midway International Airport
best- Take the bus from Alpine to Midlandbus
- Fly from Midland International Airport (MAF) to Chicago Midway International Airport (MDW)plane MAF - MDW
10h 4m$140–534Bus, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Alpine to Midlandbus
- Fly from Midland International Airport (MAF) to Chicago O'Hare International Airport (ORD)plane MAF - ORD
10h 40m$120–424Bus
- Take the bus from Alpine to Midland / Odessabus
- Take the bus from Midland to Dallasbus
- Take the bus from Dallas Jefferson to Chicagobus
30h 13m$339–394Train (Amtrak)
- Take the train from Alpine Amtrak Station to Chicago Union Stationtrain Texas Eagle
40h 54m$900–1,500Drive 1,363.7 mi
- Drive from Alpine to Chicagocar 1,363.7 mi
23h 44m$249–360Bus, fly to General Mitchell International Airport, train
- Take the bus from Alpine to Midlandbus
- Fly from Midland International Airport (MAF) to General Mitchell International Airport (MKE)plane MAF - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
12h 23m$230–848
Alpine to Chicago by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Alpine to Chicago is to bus and fly which costs $120 - $430 and takes 10h 40m.
The fastest way to get from Alpine to Chicago is to bus and fly which takes 10h 4m and costs $140 - $550.
No, there is no direct bus from Alpine to Chicago. However, there are services departing from Alpine and arriving at Chicago via Midland and Dallas Jefferson. The journey, including transfers, takes approximately 30h 13m.
Yes, there is a direct train departing from Alpine Amtrak Station station and arriving at Chicago Union Station station. Services depart three times a week, and operate Wednesday, Friday and Sunday. The journey takes approximately 40h 54m.
The distance between Alpine and Chicago is 1243 miles. The road distance is 1371.6 miles.
The best way to get from Alpine to Chicago without a car is to bus which takes 30h 13m and costs $330 - $400.
It takes approximately 10h 4m to get from Alpine to Chicago, including transfers.
Alpine to Chicago bus services, operated by All Aboard America, depart from Alpine station.
Alpine to Chicago train services, operated by Amtrak, depart from Alpine Amtrak Station.
The best way to get from Alpine to Chicago is to bus which takes 30h 13m and costs $330 - $400. Alternatively, you can train, which costs $900 - $1,500 and takes 40h 54m.
What companies run services between Alpine, TX, USA and Chicago, IL, USA?
You can take a vehicle from Alpine to Chicago via Alpine, Midland / Odessa, Midland, Dallas, Dallas Jefferson, and Chicago in around 30h 13m. Alternatively, Amtrak operates a train from Alpine Amtrak Station to Chicago Union Station 3 times a week. Tickets cost $900–1,500 and the journey takes 40h 54m.
- Website
- southwest.com
Flights from Midland International Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 5h 51m
- When
- Every day
- Estimated price
- $95–470
Flights from Midland International Airport to Chicago Midway International Airport via Houston Hobby Apt
- Ave. Duration
- 6h 7m
- When
- Monday, Thursday, Friday, Wednesday, Sunday, and Saturday
- Estimated price
- $110–550
Flights from Midland International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 17m
- When
- Sunday and Saturday
- Estimated price
- $110–550
Flights from Midland International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 8h 10m
- When
- Every day
- Estimated price
- $170–700
Flights from Midland International Airport to Chicago Midway International Airport via Austin
- Ave. Duration
- 8h 10m
- When
- Sunday
- Estimated price
- $100–490
Flights from Midland International Airport to General Mitchell International Airport via Dallas
- Ave. Duration
- 4h 33m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $140–700
Flights from Midland International Airport to General Mitchell International Airport via Las Vegas
- Ave. Duration
- 7h 22m
- When
- Tuesday to Friday
- Estimated price
- $250–1,000
Flights from Midland International Airport to General Mitchell International Airport via Denver
- Ave. Duration
- 7h 12m
- When
- Saturday and Sunday
- Estimated price
- $170–800
Flights from Midland International Airport to General Mitchell International Airport via Austin
- Ave. Duration
- 9h 25m
- When
- Sunday
- Estimated price
- $160–750
- Website
- united.com
Flights from Midland International Airport to Chicago O'Hare International Airport via Houston
- Ave. Duration
- 5h 51m
- When
- Every day
- Estimated price
- $85–400
Flights from Midland International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 5h 46m
- When
- Every day
- Estimated price
- $90–410
Flights from Midland International Airport to General Mitchell International Airport via Houston
- Ave. Duration
- 5h 29m
- When
- Every day
- Estimated price
- $170–800
Flights from Midland International Airport to General Mitchell International Airport via Denver
- Ave. Duration
- 6h 49m
- When
- Every day
- Estimated price
- $170–800
- Website
- aa.com
Flights from Midland International Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 5h 29m
- When
- Every day
- Estimated price
- $75–360
Flights from Midland International Airport to Chicago O'Hare International Airport via Phoenix
- Ave. Duration
- 6h 54m
- When
- Every day
- Estimated price
- $110–490
Flights from Midland International Airport to General Mitchell International Airport via Dallas/Ft.Worth
- Ave. Duration
- 6h 27m
- When
- Every day
- Estimated price
- $140–700
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Alpine Amtrak Station to Chicago Union Station
- Ave. Duration
- 40h 54m
- Frequency
- 3 times a week
- Estimated price
- $900–1,500
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
- Phone
- +1 800-848-4728
- [email protected]
- Website
- All Aboard America
Bus from Alpine to Midland
- Ave. Duration
- 3h 50m
- Frequency
- Once daily
- Estimated price
- $35–50
- Schedules at
- All Aboard America
- General Passenger
- $35–50
Bus from Alpine to Midland / Odessa
- Ave. Duration
- 3h 25m
- Frequency
- Once daily
- Estimated price
- $35–50
- Schedules at
- All Aboard America
- General Passenger
- $35–50
Bus from Alpine to Midland
- Ave. Duration
- 3h 50m
- Frequency
- Once daily
- Estimated price
- $35–50
- Schedules at
- All Aboard America
- General Passenger
- $35–50
Bus from Alpine to Midland
- Ave. Duration
- 3h 50m
- Frequency
- Once daily
- Estimated price
- $35–50
- Schedules at
- All Aboard America
- General Passenger
- $35–50
- Phone
- +1 800-923-1799
- [email protected]
- Website
- Omnibus Express
Bus from Midland to Dallas
- Ave. Duration
- 6h 46m
- Frequency
- Once daily
- Estimated price
- $75–100
- Schedules at
- Omnibus Express
- Phone
- +1 888 358 6762
- [email protected]
- Website
- Tornado Bus Company
Bus from Dallas Jefferson to Chicago
- Ave. Duration
- 17h 50m
- Frequency
- Once daily
- Estimated price
- $205–215
- Schedules at
- Tornado Bus Company
- Adult
- $205–215
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Booking & Getting There
Alpine to Chicago bus services, operated by All Aboard America, arrive at Midland / Odessa station.
Alpine to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Alpine to Chicago is 1372 miles. It takes approximately 23h 44m to drive from Alpine to Chicago.
Book your Alpine to Chicago train tickets online with Omio.
There are 1127+ hotels available in Chicago.













