| Singles | |
|---|---|
| 2016 Città di Como Challenger | |
| Champion |  Kenny de Schepper |
| Runner-up |  Marco Cecchinato |
| Score | 2–6, 7–6(7–0), 7–5 |
Andrey Kuznetsov was the defending champion but chose not to defend his title.
Kenny de Schepper won the title after defeating Marco Cecchinato 2–6, 7–6(7–0), 7–5 in the final.
Gerald Melzer (quarterfinals)
Roberto Carballés Baena (first round)
Taro Daniel (semifinals)
Andrej Martin (first round)
Marco Trungelliti (second round) Leonardo Mayer (quarterfinals) Albert Montañés (second round) Marco Cecchinato (final)| Semifinals | Final | ||||||||||||
| 8 | Marco Cecchinato | 6 | 1 | 77 | |||||||||
| 3 | Taro Daniel | 3 | 6 | 61 | |||||||||
| 8 | Marco Cecchinato | 6 | 60 | 5 | |||||||||
| Kenny de Schepper | 2 | 77 | 7 | ||||||||||
| Kenny de Schepper | 6 | 7 | |||||||||||
 Adrian Ungur | 4 | 5 | |||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 1 | G Melzer | 6 | 6 | ||||||||||||||||||||||||
| WC | L Sonego | 3 | 1 | 1 | G Melzer | 3 | 6 | 77 | |||||||||||||||||||
| A Arnaboldi | 6 | 6 | A Arnaboldi | 6 | 3 | 65 | |||||||||||||||||||||
| Q | P Cachin | 4 | 4 | 1 | G Melzer | 64 | 4 | ||||||||||||||||||||
| Q |  M Ymer | 0 | 6 | 6 | 8 | M Cecchinato | 77 | 6 | |||||||||||||||||||
| Q |  D Petrović | 6 | 4 | 4 | Q | M Ymer | 3 | 61 | |||||||||||||||||||
| F Volandri | 2 | 77 | 3 | 8 | M Cecchinato | 6 | 77 | ||||||||||||||||||||
| 8 | M Cecchinato | 6 | 64 | 6 | 8 | M Cecchinato | 6 | 1 | 77 | ||||||||||||||||||
| 3 | T Daniel | 6 | 6 | 3 | T Daniel | 3 | 6 | 61 | |||||||||||||||||||
| S Napolitano | 4 | 1 | 3 | T Daniel | 7 | 3 | 6 | ||||||||||||||||||||
| Q | A Vavassori | 3 | 3 |  M Safwat | 5 | 6 | 2 | ||||||||||||||||||||
| M Safwat | 6 | 6 | 3 | T Daniel | 6 | 6 | |||||||||||||||||||||
| WC | G Mager | 3 | 1 |  N Langer | 1 | 4 | |||||||||||||||||||||
| N Langer | 6 | 6 | N Langer | 710 | 6 | ||||||||||||||||||||||
 U Ignatik | 4 | 2 | 7 | A Montañés | 68 | 4 | |||||||||||||||||||||
| 7 | A Montañés | 6 | 6 | ||||||||||||||||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 6 | L Mayer | 6 | 77 | ||||||||||||||||||||||||
 P Sousa | 2 | 62 | 6 | L Mayer | 64 | 6 | 6 | ||||||||||||||||||||
| Alt | M Marterer | 6 | 7 | Alt | M Marterer | 77 | 2 | 1 | |||||||||||||||||||
| E Ymer | 3 | 5 | 6 | L Mayer | 6 | 5 | 4 | ||||||||||||||||||||
| K de Schepper | 6 | 6 | K de Schepper | 4 | 7 | 6 | |||||||||||||||||||||
 R Ramanathan | 2 | 2 | K de Schepper | 7 | 4 | 77 | |||||||||||||||||||||
 A Rublev | 2 | 6 | 6 | A Rublev | 5 | 6 | 65 | ||||||||||||||||||||
| 4 | A Martin | 6 | 3 | 3 | K de Schepper | 6 | 7 | ||||||||||||||||||||
| 5 | M Trungelliti | 6 | 4 | 6 | A Ungur | 4 | 5 | ||||||||||||||||||||
| WC | G Quinzi | 4 | 6 | 4 | 5 | M Trungelliti | 2 | 2 | |||||||||||||||||||
| LL | A Collarini | 7 | 6 | LL | A Collarini | 6 | 6 | ||||||||||||||||||||
| D Novak | 5 | 1 | LL | A Collarini | 4 | 4 | |||||||||||||||||||||
| WC | A Pellegrino | 4 | 3 | A Ungur | 6 | 6 | |||||||||||||||||||||
| F Krajinović | 6 | 6 | F Krajinović | ||||||||||||||||||||||||
| A Ungur | 7 | 77 | A Ungur | w/o | |||||||||||||||||||||||
| 2 | R Carballés Baena | 5 | 64 | ||||||||||||||||||||||||
Marin Čilić was the defending champion and successfully defended his title, defeating Tommy Haas in the final, 6–3, 6–4.
Fabio Fognini was the defending champion, but lost in the semifinals to Roberto Bautista Agut.
Bautista Agut went on to win the title, defeating Lukáš Rosol in the final, 6–3, 4–6, 6–2.
Rafael Nadal was the defending champion, but lost in the semifinals to Fabio Fognini.
David Ferrer was the three-time defending champion, but he chose to compete in Acapulco instead.
Rafael Nadal won the title, defeating Juan Mónaco in the final, 6–4, 6–1.
Lukáš Rosol was the defending champion, but lost to Jerzy Janowicz in the second round. Kevin Anderson won the title defeating in the final Pierre-Hugues Herbert with the score 6–4, 7–5.
Dominic Thiem defeated Nicolás Almagro in the final, 7–6(7–2), 3–6, 7–6(7–4). He saved a match point en route to the title, in the semifinals against defending champion Rafael Nadal.
Dominic Thiem was the defending champion and successfully defended his title, defeating Alexander Zverev in the final, 6–4, 3–6, 6–0.
Pablo Cuevas was the two-time defending champion and successfully defended his title, defeating Albert Ramos Viñolas in the final, 6–7(3–7), 6–4, 6–4.
Dominic Thiem was the defending champion, but lost in the quarterfinals to Fernando Verdasco.
Rogério Dutra Silva was the defending champion but lost in the quarterfinals to Carlos Gómez-Herrera.
Lucas Pouille was the defending champion, but lost in the second round to John Millman.
Andrey Rublev was the defending champion, but lost in the quarterfinals to Robin Haase. This was Rublev's first tournament back on tour after missing three months due to a stress fracture in his back.
Leonardo Mayer was the defending champion, but lost in the final to Nikoloz Basilashvili, 4–6, 6–0, 5–7. This was Basilashvili's first ATP World Tour title, as well as the first ATP title won by a Georgian player since Alexander Metreveli.
Roger Federer was the defending champion and successfully defended his title, defeating Marius Copil in the final, 7–6(7–5), 6–4.
Marco Cecchinato was the defending champion but chose not to defend his title.
Marco Cecchinato was the defending champion, but withdrew due to illness.
Alexander Zverev was the two-time defending champion, but lost to Cristian Garín in the quarterfinals.
Marco Cecchinato was the defending champion, but lost in the first round to Aljaž Bedene.
Thiago Monteiro was the defending champion and successfully defended his title, defeating Marco Cecchinato 7–6(7–3), 6–7(6–8), 7–5 in the final.
Alexander Zverev was the defending champion from when the event was held in 2019, but chose not to defend his title.