| Singles | |
|---|---|
| 2018 San Benedetto Tennis Cup | |
| Champion |  Daniel Elahi Galán |
| Runner-up |  Sergio Gutiérrez Ferrol |
| Final score | 6–2, 3–6, 6–2 |
Matteo Berrettini was the defending champion but chose not to defend his title.
Daniel Elahi Galán won the title after defeating Sergio Gutiérrez Ferrol 6–2, 3–6, 6–2 in the final.
Nikola Milojević (second round, retired) Carlos Taberner (semifinals, retired)
Luca Vanni (quarterfinals) Salvatore Caruso (first round) Ricardo Ojeda Lara (first round) Daniel Gimeno Traver (second round) Gianluigi Quinzi (second round) Daniel Elahi Galán (champion)| Semifinals | Final | ||||||||||||
| Lorenzo Giustino | 6 | 3 | 4 | ||||||||||
| 8 | Daniel Elahi Galán | 3 | 6 | 6 | |||||||||
| 8 | Daniel Elahi Galán | 6 | 3 | 6 | |||||||||
| Sergio Gutiérrez Ferrol | 2 | 6 | 2 | ||||||||||
| Sergio Gutiérrez Ferrol | 1 | ||||||||||||
| 2 | Carlos Taberner | 2r | |||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 1 | N Milojević | 6 | 7 | ||||||||||||||||||||||||
 A De Greef | 4 | 5 | 1 | N Milojević | 2 | 0r | |||||||||||||||||||||
| A Arnaboldi | 6 | 6 | A Arnaboldi | 6 | 2 | ||||||||||||||||||||||
| Alt |  B Bonzi | 4 | 3 | A Arnaboldi | 3 | 4 | |||||||||||||||||||||
 F Argüello | 4 | 6 | 0 | L Giustino | 6 | 6 | |||||||||||||||||||||
 T Brkić | 6 | 1 | 6 | T Brkić | 1 | 64 | |||||||||||||||||||||
| L Giustino | 6 | 6 | L Giustino | 6 | 77 | ||||||||||||||||||||||
| 5 | R Ojeda Lara | 3 | 0 | L Giustino | 6 | 3 | 4 | ||||||||||||||||||||
| 3 | L Vanni | 6 | 77 | 8 | DE Galán | 3 | 6 | 6 | |||||||||||||||||||
| Carlos Boluda-Purkiss | 0 | 65 | 3 | L Vanni | 6 | 6 | |||||||||||||||||||||
| SE |  U Blanch | 3 | 4 | WC | J Berrettini | 4 | 3 | ||||||||||||||||||||
| WC | J Berrettini | 6 | 6 | 3 | L Vanni | 3 | 65 | ||||||||||||||||||||
| J Tatlot | 6 | 66 | 6 | 8 | DE Galán | 6 | 77 | ||||||||||||||||||||
| A Collarini | 1 | 78 | 3 | J Tatlot | 3 | 4 | |||||||||||||||||||||
| WC |  T Bellucci | 6 | 1 | 4 | 8 | DE Galán | 6 | 6 | |||||||||||||||||||
| 8 | DE Galán | 4 | 6 | 6 | |||||||||||||||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 7 | G Quinzi | 6 | 6 | ||||||||||||||||||||||||
| Q | A Vavassori | 0 | 0 | 7 | G Quinzi | 6 | 4 | 1 | |||||||||||||||||||
| S Gutiérrez Ferrol | 6 | 3 | 6 | S Gutiérrez Ferrol | 1 | 6 | 6 | ||||||||||||||||||||
| F Gaio | 3 | 6 | 3 | S Gutiérrez Ferrol | 6 | 6 | |||||||||||||||||||||
| M Viola | 77 | 6 | M Viola | 1 | 0 | ||||||||||||||||||||||
| Q | Pietro Rondoni | 65 | 2 | M Viola | 2 | 6 | 6 | ||||||||||||||||||||
 J Domingues | 6 | 0 | 6 | J Domingues | 6 | 3 | 3 | ||||||||||||||||||||
| 4 | S Caruso | 4 | 6 | 4 | S Gutiérrez Ferrol | 1 | |||||||||||||||||||||
| 6 | D Gimeno Traver | 6 | 7 | 2 | C Taberner | 2r | |||||||||||||||||||||
| WC | Riccardo Balzerani | 3 | 5 | 6 | D Gimeno Traver | 6 | 1 | 4 | |||||||||||||||||||
| WC | A Pellegrino | 3 | 4 |  A Pavić | 4 | 6 | 6 | ||||||||||||||||||||
| A Pavić | 6 | 6 | A Pavić | 4 | 4 | ||||||||||||||||||||||
| Q |  JP Varillas | 6 | 2 | 2 | C Taberner | 6 | 6 | ||||||||||||||||||||
| Q | G Jacq | 2 | 0r | Q | JP Varillas | 3 | 3 | ||||||||||||||||||||
| T Robredo | 2 | 1 | 2 | C Taberner | 6 | 6 | |||||||||||||||||||||
| 2 | C Taberner | 6 | 6 | ||||||||||||||||||||||||
Facundo Bagnis was the defending champion but chose not to defend his title.
Sam Querrey was the defending champion, but lost in the second round to Egor Gerasimov.
Steve Johnson was the two-time defending champion, but lost in the second round to Daniel Elahi Galán.
Matteo Berrettini was the defending champion, but withdrew with an ankle injury before the tournament began.
Radu Albot was the defending champion, but lost in the first round to Jack Sock.
Nick Kyrgios was the defending champion, but retired from his first round match against Ugo Humbert due to a wrist injury.
Andreas Seppi was the defending champion but chose not to defend his title.
Thiago Monteiro was the defending champion but chose not to defend his title.
Diego Schwartzman defeated Francisco Cerúndolo in the final, 6–1, 6–2 to win the men's singles tennis title at the 2021 Argentina Open.
Nikoloz Basilashvili defeated Jan-Lennard Struff in the final, 6–4, 7–6(7–5) to win the men's singles tennis title at the 2021 Bavarian International Tennis Championships. This was Basilashvili's second title on the 2021 ATP Tour.
Filip Krajinović was the defending champion but chose not to defend his title.
Corentin Moutet was the defending champion but chose not to defend his title.
Benoît Paire was the defending champion but chose not to defend his title.
Arthur Rinderknech was the defending champion but chose not to defend his title.
Daniel Elahi Galán was the defending champion but chose not to defend his title.
Jannik Sinner was the defending champion and successfully defended his title, defeating Gaël Monfils in the final, 6–3, 6–4.
Marcelo Arévalo was the defending champion but chose not to defend his title.
Sebastián Báez was the defending champion but chose not to defend his title.
Albert Ramos Viñolas defeated Alejandro Tabilo in the final, 4–6, 6–3, 6–4 to win the singles title at the 2022 Córdoba Open.
Carlos Alcaraz defeated Diego Schwartzman in the final, 6–4, 6–2 to win the singles title at the 2022 Rio Open. Alcaraz became the youngest winner of an ATP Tour 500 event since the category was created in 2009.