# 2009 Penza Cup – Singles

Benedikt Dorsch was the defending champion, but he chose to not start this year. Mikhail Kukushkin defeated Illya Marchenko 6–4, 6–2 in the final.

## Seeds

* Michail Elgin (quarterfinals)
* Mikhail Kukushkin (champion)
* Sergei Bubka (first round)
* Alexandre Kudryavtsev (quarterfinals)
* Illya Marchenko (final)
* Deniss Pavlovs (first round)
* Iñigo Cervantes-Huegun (semifinals)
* Matwé Middelkoop (quarterfinals)

## Draw
### Key

* Q = Qualifier
* WC = Wild card
* LL = Lucky loser
* Alt = Alternate
* SE = Special exempt
* PR = Protected ranking
* ITF = ITF entry
* JE = Junior exempt
* w/o = Walkover
* r = Retired
* d = Defaulted
* SR = Special ranking

### Final four

| Semifinals | Semifinals | Semifinals | Semifinals | Final | Final | Final | Final |
| 5 | Illya Marchenko | 6 | 6 | | | | |
| | Greg Jones | 4 | 1 | | | | |
| | Greg Jones | 4 | 1 | 5 | Illya Marchenko | 4 | 2 |
| | | | | 2 | Mikhail Kukushkin | 6 | 6 |
| 7 | Iñigo Cervantes-Huegun | 5 | 0 | 2 | Mikhail Kukushkin | 6 | 6 |
| 2 | Mikhail Kukushkin | 7 | 6 | | | | |

### Top half

| First round | First round | First round | First round | First round | Second round | Second round | Second round | Second round | Second round | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals | Semifinals | Semifinals | Semifinals | Semifinals |
| 1 | M Elgin | 3 | 6 | 6 | | | | | | | | | | | | | |
| | E Kirillov | 6 | 3 | 2 | 1 | M Elgin | 6 | 7 | | | | | | | | | |
| | D Arsenov | 4 | 4 | | | I Klec | 4 | 5 | | | | | | | | | |
| | I Klec | 6 | 6 | | | | | | | 1 | M Elgin | 6$^4$ | 4 | | | | |
| | P Chekhov | 7 | 4 | 5 | | | | | | 5 | I Marchenko | 7 | 6 | | | | |
| | A Kedryuk | 6$^4$ | 6 | 7 | | A Kedryuk | 5 | 0 | | | | | | | | | |
| | D Molchanov | 6 | 5 | 3 | 5 | I Marchenko | 7 | 6 | | | | | | | | | |
| 5 | I Marchenko | 1 | 7 | 6 | | | | | | | | | | 5 | I Marchenko | 6 | 6 |
| 3 | S Bubka | 4 | 5 | | | | | | | | | | | | G Jones | 4 | 1 |
| | G Panfil | 6 | 7 | | | G Panfil | 3 | 6 | 3 | | | | | | | | |
| | G Jones | 6 | 7 | | | G Jones | 6 | 3 | 6 | | | | | | | | |
| | D Matsukevich | 3 | 5 | | | | | | | | G Jones | 6 | 6 | | | | |
| Q | M Ledovskikh | 6 | 6 | | | | | | | Q | M Ledovskikh | 4 | 3 | | | | |
| WC | N Basilashvili | 3 | 4 | | Q | M Ledovskikh | 6 | 6 | | | | | | | | | |
| | J Mitsuhashi | 6 | 7 | | | J Mitsuhashi | 4 | 4 | | | | | | | | | |
| 6 | D Pavlovs | 1 | 5 | | | | | | | | | | | | | | |

### Bottom half

| First round | First round | First round | First round | First round | Second round | Second round | Second round | Second round | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals | Semifinals | Semifinals | Semifinals | Semifinals |
| 7 | I Cervantes-Huegun | 6 | 7 | | | | | | | | | | | | | | |
| Q | M Fufygin | 4 | 5 | | 7 | I Cervantes-Huegun | 6 | 6 | | | | | | | | | |
| | V Rudnev | 5 | 0 | | | I Belyaev | 3 | 3 | | | | | | | | | |
| | I Belyaev | 7 | 6 | | | | | | 7 | I Cervantes-Huegun | 2 | 6 | 6 | | | | |
| Q | A Vasin | 6 | 3 | 0 | | | | | 4 | A Kudryavtsev | 6 | 4 | 3 | | | | |
| | A Juška | 1 | 6 | 6 | | A Juška | 1 | 6$^5$ | | | | | | | | | |
| Q | S Krotiouk | 2 | 3 | | 4 | A Kudryavtsev | 6 | 7 | | | | | | | | | |
| 4 | A Kudryavtsev | 6 | 6 | | | | | | | | | | | 7 | I Cervantes-Huegun | 5 | 0 |
| 8 | M Middelkoop | 6 | 6 | | | | | | | | | | | 2 | M Kukushkin | 7 | 6 |
| WC | V Dubinsky | 4 | 3 | | 8 | M Middelkoop | 6 | 6 | | | | | | | | | |
| | K Kravchuk | 4 | | | | K Kravchuk | 2 | 3 | | | | | | | | | |
| WC | M Biryukov | 1 | r | | | | | | 8 | M Middelkoop | 0 | 6$^6$ | | | | | |
| WC | A Manegin | 1 | 3 | | | | | | 2 | M Kukushkin | 6 | 7 | | | | | |
| | C Eaton | 6 | 6 | | | C Eaton | 4 | 0 | | | | | | | | | |
| | E Donskoy | 3 | 7 | 4 | 2 | M Kukushkin | 6 | 6 | | | | | | | | | |
| 2 | M Kukushkin | 6 | 6$^5$ | 6 | | | | | | | | | | | | | |