Milan to Ascoli Piceno trains might be a good value for money solution: travelling in Italy by train is often rather cheap and faster than taking a bus indeed Trains leave from Milano Porta Venezia and arrive at S. Filippo every about 3 hours on average. If travelling with Trenitalia, you need to know the Milan to Ascoli Piceno train schedule: the first train leaves at 07:54, while the last ride is at 14:01. A Milan to Ascoli Piceno train cost about 93.7 €. But how long is the train ride from Milan to Ascoli Piceno? Your journey takes about 7 hours on average. Thanks to Trenitalia, offers, you can save on your trip from Milan to Ascoli Piceno and find low cost tickets starting from 13 €!