| Singles | |
|---|---|
| 2016 Internazionali di Tennis Castel del Monte | |
| Champion |  Luca Vanni |
| Runner-up | Matteo Berrettini |
| Final score | 5–7, 6–0, 6–3 |
Ivan Dodig was the defending champion but chose not to defend his title.
Luca Vanni won the title after defeating Matteo Berrettini 5–7, 6–0, 6–3 in the final.
Sergiy Stakhovsky (semifinals)
Marco Chiudinelli (second round)
Stefanos Tsitsipas (quarterfinals) Luca Vanni (champion)
Aldin Šetkić (quarterfinals)
Akira Santillan (second round)
Ramkumar Ramanathan (first round)
Adrián Menéndez-Maceiras (first round)| Semifinals | Final | ||||||||||||
| 1 | Sergiy Stakhovsky | 4 | 6 | 2 | |||||||||
| 4 | Luca Vanni | 6 | 2 | 6 | |||||||||
| 4 | Luca Vanni | 5 | 6 | 6 | |||||||||
| WC | Matteo Berrettini | 7 | 0 | 3 | |||||||||
 Egor Gerasimov | 67 | 3 | |||||||||||
| WC | Matteo Berrettini | 79 | 6 | ||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 1 | S Stakhovsky | 6 | 77 | ||||||||||||||||||||||||
 Z Kolář | 1 | 65 | 1 | S Stakhovsky | 6 | 6 | |||||||||||||||||||||
| Q |  M Przysiężny | 7 | 2 | 3 | A Arnaboldi | 2 | 4 | ||||||||||||||||||||
| A Arnaboldi | 5 | 6 | 6 | 1 | S Stakhovsky | 6 | 6 | ||||||||||||||||||||
| WC | S Travaglia | 7 | 6 | WC | S Travaglia | 4 | 3 | ||||||||||||||||||||
 Y Maden | 5 | 3 | WC | S Travaglia | 6 | 77 | |||||||||||||||||||||
| Q |  M Neuchrist | 4 | 4 | 6 | A Santillan | 3 | 64 | ||||||||||||||||||||
| 6 | A Santillan | 6 | 6 | 1 | S Stakhovsky | 4 | 6 | 2 | |||||||||||||||||||
| 4 | L Vanni | 77 | 78 | 4 | L Vanni | 6 | 2 | 6 | |||||||||||||||||||
| Q |  V Galović | 64 | 66 | 4 | L Vanni | 6 | 77 | ||||||||||||||||||||
| Q | Y Marti | 6 | 6 | Q | Y Marti | 4 | 64 | ||||||||||||||||||||
| P Riba | 3 | 4 | 4 | L Vanni | 77 | 78 | |||||||||||||||||||||
| A Bega | 7 | 2 | 77 | 5 | A Šetkić | 64 | 66 | ||||||||||||||||||||
| WC | A Pellegrino | 5 | 6 | 65 | A Bega | 5 | 6 | 2 | |||||||||||||||||||
| L Sonego | 4 | 6 | 5 | 5 | A Šetkić | 7 | 4 | 6 | |||||||||||||||||||
| 5 | A Šetkić | 6 | 3 | 7 | |||||||||||||||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 8 | A Menéndez-Maceiras | 3 | 2 | ||||||||||||||||||||||||
| Alt | N Mektić | 6 | 6 | Alt | N Mektić | 4 | 2 | ||||||||||||||||||||
| E Gerasimov | 6 | 7 | E Gerasimov | 6 | 6 | ||||||||||||||||||||||
 D Dima | 2 | 5 | E Gerasimov | 4 | 6 | 7 | |||||||||||||||||||||
| SE |  L Grigelis | 6 | 6 | 3 | S Tsitsipas | 6 | 3 | 5 | |||||||||||||||||||
| P Torebko | 4 | 4 | SE | L Grigelis | 66 | 6 | 3 | ||||||||||||||||||||
 A Collarini | 77 | 1 | 4 | 3 | S Tsitsipas | 78 | 4 | 6 | |||||||||||||||||||
| 3 | S Tsitsipas | 62 | 6 | 6 | E Gerasimov | 67 | 3 | ||||||||||||||||||||
| 7 | R Ramanathan | 65 | 6 | 2 | WC | M Berrettini | 79 | 6 | |||||||||||||||||||
| G Mager | 77 | 3 | 6 | G Mager | 4 | 2 | |||||||||||||||||||||
| WC | T Robredo | 6 | 4 | 6 | WC | T Robredo | 6 | 6 | |||||||||||||||||||
| S Caruso | 3 | 6 | 4 | WC | T Robredo | 4 | 63 | ||||||||||||||||||||
| Alt |  Y Jankovits | 4 | 1 | WC | M Berrettini | 6 | 77 | ||||||||||||||||||||
| WC | M Berrettini | 6 | 6 | WC | M Berrettini | 77 | 64 | 78 | |||||||||||||||||||
| S Doumbia | 3 | 5 | 2 | M Chiudinelli | 64 | 77 | 66 | ||||||||||||||||||||
| 2 | M Chiudinelli | 6 | 7 | ||||||||||||||||||||||||
Blaž Kavčič was the defending champion, but elected not to defend his title.
Hyeon Chung clinched his maiden ATP Challenger Tour title, beating Jordan Thompson 7–6(7–0), 6–4 in the final.
Federico Delbonis was the defending champion, but lost to Facundo Bagnis in the first round.
Pablo Cuevas won the title, defeating Luca Vanni in the final, 6–4, 3–6, 7–6(7–4).
Andy Murray defeated the two-time defending champion Rafael Nadal in the final, 6–3, 6–2, to win the men's singles title at the 2015 Madrid Open.
Blaž Kavčič was the defending champion, but chose not to compete.
Kei Nishikori was the defending champion but chose not to participate this year. Three-time losing finalist Julien Benneteau did not participate either.
Ivo Karlović was the defending champion, but lost to John-Patrick Smith in the first round.
Aljaž Bedene was the defending champion but chose not to participate.
Richard Gasquet was the defending champion, but chose not to participate this year.
Evgeny Donskoy was the defending champion but chose not to defend his title.
Tomáš Berdych was the defending champion and successfully defended his title, defeating Richard Gasquet in the final, 7−6(7−5), 6−7(2−7), 6−3.
Marius Copil was the defending champion but lost in the quarterfinals to Jürgen Melzer.
Jordan Thompson was the defending champion but chose not to defend his title.
Federico Delbonis was the defending champion but retired in the first round against Reda El Amrani.
Jordan Thompson was the defending champion but lost in the quarterfinals to Quentin Halys.
Luca Vanni was the defending champion but lost in the first round to Gerard Granollers.
Luca Vanni was the defending champion but chose not to defend his title.
Luca Vanni was the defending champion but chose not to defend his title.
Sergiy Stakhovsky was the defending champion but lost in the quarterfinals to Constant Lestienne.
Damir Džumhur was the defending champion, but lost in the quarterfinals to Stan Wawrinka.
Mirza Bašić was the defending champion but lost in the first round to Martin Kližan.