Stefan Milošević

Iskra

Milošević had his breakout season with Iskra in the summer of 2018 under coach Aleksandar Nedović. On August 25, 2018, he scored a brace in a 1–2 away win against Sutjeska. It was Sutjeska's first loss of the season. Over the course of half a season, Milošević scored nine goals in 18 games for Iskra, and was the highest scorer in the Montenegrin First League during the 2018–19 winter break.

Waasland-Beveren

On 15 January 2019, Milošević signed a 3.5-year contract with Waasland-Beveren. On 17 March 2019, he scored a hat-trick against Standard Liège.

Ironi Kiryat Shmona

On 4 August 2021, Milošević signed for the Israeli Premier League club Ironi Kiryat Shmona.

UTA Arad

On 3 January 2023, Milošević signed for Liga I club UTA Arad.

Algeciras CF

On 2 September 2023, Milošević joined Primera Federación club Algeciras on a free transfer. However, his transfer wasn't made official until December of the same year, due to bureaucratic issues that had prevented the team to send immigration paperwork about the striker's spell in Israel to the DGRIE office of the Spanish Ministry of the Interior. He made his debut for the Spanish side on 17 December, coming on as a second-half substitute and serving an assist in a 2–1 league loss to Málaga.

FK TransINVEST

On 12 Februaray 2026 announced, Milošević joined Transinvest. On 23 February 2026 Milošević made his debut in TOPLYGA against FA Šiauliai.

Milošević made his debut for the Montenegro national team in a friendly 0–0 tie with Bosnia and Herzegovina on 2 June 2021.

International

As of 5 June 2021

Riga FC

Virslīga: 2020 Budućnost

Montenegrin Cup: 2021–22 Individual

Virslīga top scorer: 2021 (13 goals)