[2] Gaining support from his parents Singh started to attend St. Stephen's Football Academy which is located in Chandigarh.

[2] A short time later Singh was selected by the UT Sports Department to join the Chandigarh Football Academy.

[2] While at Tata Football Academy Singh was converted into a striker after playing his entire life as a winger in most cases due to his fast pace.

[12] He then scored his final goal of the season on 5 January 2012 against Salgaocar in which he found the net in the 59th minute to help East Bengal to a 4–1 victory.

[13] After spending three seasons with East Bengal, Singh signed for new direct-entry I-League side Bengaluru FC on 11 July 2013.

[14] He made his debut for the side in the club's very first I-League game ever against Mohun Bagan on 22 September 2013 in which he came on in the 80th minute for Malemngamba Meetei as Bengaluru drew the match 1–1.

[17] Then, in the club's very first Federation Cup match in their history, Singh managed to score a brace off the bench as Bengaluru FC won 5–3 over Sporting Goa.

[18] Robin Singh played 5 of Bengaluru FC's 2014-15 Indian Federation Cup campaign, scoring twice in the process, including the winner against Dempo in the final.

[19] The CEO of Bengaluru FC, Parth Jindal confirmed that Robin Singh along with Sunil Chhetri and Thoi Singh will become contracted to the Indian Super League at the end of the season, to join the ISL team that drafts them in, but an arrangement has been agreed that they will be loaned back to Bengaluru FC for the next I-League season.

In the match against Mumbai City, a cross from the right hand side by Zequinha was flown inside, Singh came in running in to the box only managing to put a touch on the ball which was enough for it to go in.

[29] Robin Singh scored his 5th International goal against Mauritius in the Hero Tri-Nation Series Cup on 19 August 2017.