After Caldarelli had his motorsport career in karting in 2000, which he held until 2003 began, he joined after a year in Formula racing. With a victory, he was fourth in the Formula Azzurra. In 2006, he joined the Italian Formula Renault, finishing in 14th place in the overall standings. He also won a race in the Asian Formula Renault Challenge and made his debut in the Formula Renault 2.0 Eurocup. 2007 moved Caldarelli for Prema Powerteam, for which he started 2.0 Eurocup both the Italian Formula Renault and Formula Renault. In 2008 he started in Formula Renault 2.0 Eurocup and in the Western European Formula Renault. For starting SG Formula, he was in both championships third in the overall standings. 2009 remained Caldarelli at SG Formula and drove in the Formula 3 Euro Series. With a third place as best result, he finished 14th overall. From 2007 to 2009 Caldarelli was in the Toyota Young Driver Programme. In December 2008 he participated in this program participate in Formula 1 test driving for Toyota.
2010 moved Caldarelli in the Italian Formula 3 Championship at Prema Junior. He chose three races for themselves and finished the season in third place overall. As a reward for this service he received in early December the opportunity to Formula 1 test driving participate for the Scuderia Ferrari. 2011 Caldarelli went first for Ocean Racing Technology in the GP2 Asia Series at the start. He finished in 21st place in the drivers' standings. He was then obliged by Tech 1 Racing for the season of the GP3 series. Caldarelli left the GP3 Series and Europe, however, after the second race weekend in the direction of Japan, since he received from Toyota the opportunity to drive in Formula Nippon. At this time he was in second place in the championship. At the end of the season, he finished tenth overall. In Formula Nippon he joined in 2011 for Kondō Racing at. He had no points and was 16th in the overall standings.
- 2000-2003: Karting
- 2005: Formula Azzurra (4th place )
- 2006: Italian Formula Renault ( 14th)
- 2007: Italian Formula Renault ( 12th place)
- 2007: Formula Renault 2.0 Eurocup ( 24th place )
- 2008: Western European Formula Renault ( 3rd place)
- 2008: Formula Renault 2.0 Eurocup ( 3rd place)
- 2009: Formula 3 Euro Series (No. 14)
- 2010: Italian Formula 3 ( 3rd place)
- 2011: GP2 Asia Series (No. 21)
- 2011: GP3 Series ( # 10 )
- 2011: Formula Nippon ( 16th place)