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As soon as JSW won the rights to a direct-entry side they went straight into the market for players with one of their first being Thoi Singh who last played for Mumbai Tigers in the I-League 2nd Division. Then on 2 July 2013 it was announced that JSW had signed former Manchester United youth player and former Blackburn Rovers assistant manager Ashley Westwood as the club's very first head coach. The club then made more headlines on 16 July 2013 when it was announced that the side had completed the signings of former Premier League defender John Johnson and former Football League Two defender Curtis Osano as two of its foreign players. Three days later it was confirmed that JSW had signed current India national football team captain and former Major League Soccer player Sunil Chhetri after he was released from Sporting Portugal B, thus further strengthening the side.

Bengaluru then played their first ever match in a friendly against the India national football team on 25 August 2013 in the country's preparation for the 2013 SAFF Championship in which Bengaluru drew 1–1 with Johnny Menyongar scoring the first goal of the match before India equalized through Lenny Rodrigues. The club then played their first ever official match in the I-League on 22 September 2013 against Mohun Bagan A.C. at the Bangalore Football Stadium. After a scoreless first-half Bengaluru scored their first ever official goal in the 49th minute to take the lead through Sean Rooney. However, in injury-time, Mohun Bagan managed to draw a goal back through Chinadorai Sabeeth and thus the match ended in a 1–1 stalemate. The club then won their first ever match in the I-League in their very next match against Rangdajied United F.C. at the Bangalore Football Stadium on 29 September 2013 in which goals from John Johnson, Sean Rooney, and Sunil Chhetri saw the team win the match 3–0 in front of their home fans.

Bengaluru FC then played their very first away match ever on 26 October 2013 against East Bengal F.C. at the Kalyani Stadium. Unfortunately that match would also turn out to be the very first match that Bengaluru FC would lose in, after they fell 2–0 from a goal by James Moga and an own-goal from Robin Singh. The club would then eventually win their first away match in club history on 26 November 2013 against Salgaocar F.C. at the Duler Stadium in Mapusa, Goa. Goals from Johnny Menyongar and Beikhokhei Beingaichho lead Bengaluru FC to a historic 2–1 victory.

Then, in January 2014, the club participated in their first ever senior domestic cup tournament when they took part in the 2013–14 Indian Federation Cup. The team was placed in Group B along with East Bengal, Rangdajied United, and Sporting Goa. The club's first match of the tournament occurred on 15 January 2014 against Sporting Goa at the Malappuram District Sports Complex Stadium in which the team won the match by a scoreline of 5–3. However, that would turn out to be Bengaluru FC's only victory of the tournament as they would go on to draw and lose their next matches, thus knocking them out.

On 21 April 2014, the club beat Dempo FC 4–2 in a thrilling encounter to claim the I-League and also the club's first trophy.

In 2014–15 season, Bengaluru FC won their first ever Federation Cup by defeating Dempo 2–1 in the final on 11 January 2015. The club began I-League campaign as defending champions and seemed on track to defend the title until the dying minutes of the last game against Mohun Bagan, who scored an equalizer in 87th minute, enough to secure their first I-League title. However, Bengaluru FC ended the season with 13 games unbeaten streak. Bengaluru FC also participated in the AFC championship for the first time, where the played in the qualifying round in 2016 AFC Champions League and reached Round of 16 in 2016 AFC Cup.

In 2015–16 season, Bengaluru secured its second I-League title by beating Salgaocar F.C 2–0 at home on 17 April 2016. Bengaluru FC also made it to the quarter finals of the AFC Cup for the very first time in the history after defeating Kitchee S.C. 3–2 in Round of 16. At the end of the season, Ashley Westwood and the club decided to part ways on mutual consent.