The train between Chicago and Upland takes 42h 24m. The train runs, on average, 5 times per week from Chicago to Upland. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.
Trains run 5 times a week between Chicago and Upland. The earliest departure is at 2:25 PM in the afternoon, and the last departure from Chicago is at 2:25 PM which arrives into Upland at 6:49 AM. All services require a transfer at San Bernardino and take an average of 42h 24m. The schedules shown below are for the next available departures.
Want to know about travelling from Chicago to Upland? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.
No, there is no direct train from Chicago to Upland. However, there are services departing from Chicago station and arriving at Upland station via San Bernardino. The journey, including transfers, takes approximately 42h 24m.
Chicago to Upland train services, operated by Amtrak, depart from Chicago Union Station.
Chicago to Upland train services, operated by Amtrak, arrive at San Bernardino station.
Book your Chicago to Upland train tickets online with Amtrak and Metrolink Trains.
The distance between Chicago and Upland is 2,753 km. The road distance is 3,503 km.
Amtrak operates a train from Chicago Union Station to San Bernardino twice daily. Tickets cost $600–1,400 and the journey takes 41h 21m.