The average train between Chicago and Times Square takes 22h 22m and the fastest train takes 20h 12m. There is at least one train per day from Chicago to Times Square. 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 once daily between Chicago and Times Square. The earliest departure is at 5:55 PM in the evening, and the last departure from Chicago is at 9:30 PM which arrives into Times Square at 6:42 PM. All services run direct with no transfers required, and take on average 22h 22m. The schedules shown below are for the next available departures.
Arrives next day
Arrives next day
Arrives next day
Arrives next day
Want to know about travelling from Chicago to Times Square? 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.
Yes, there is a direct train departing from Chicago station and arriving at Times Square station. Services depart once daily, and operate Once daily. The journey takes approximately 22h 22m.
Chicago to Times Square train services, operated by Amtrak, depart from Chicago Union Station.
Chicago to Times Square train services, operated by Amtrak, arrive at Ny Moynihan Train Hall At Penn Station.
Book your Chicago to Times Square train tickets online with Amtrak.
The distance between Chicago and Times Square is 1,144.8 km. The road distance is 1,539 km.
Amtrak operates a train from Chicago Union Station to Ny Moynihan Train Hall At Penn Station once daily. Tickets cost $260–600 and the journey takes 20h 12m.
