| ATP | WTA |
Ivo Karlovic | ||||||||||||||||||||
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| BNP Paribas Masters | ||
| Surface: Carpet | Date: Nov. 8 - Nov. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Pablo Cuevas | Win | 7-6 (7-3), 6-4 |
| Second Round | Robin Soderling | Loss | 4-6, 6-7 (6-8) |
| Davidoff Swiss Indoors Basel | ||
| Surface: Carpet | Date: Nov. 2 - Nov. 8 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Florent Serra | Loss | 6-7 (5-7), 4-6 |
| Shanghai ATP Masters 1000 | ||
| Surface: Hard | Date: Oct. 11 - Oct. 18 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | James Blake | Loss | 6-3, 6-7 (4-7), 3-6 |
| China Open | ||
| Surface: Hard | Date: Oct. 2 - Oct. 11 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Philipp Kohlschreiber | Loss | 6-7 (6-8), 6-4, 1-6 |
| US Open | ||
| Surface: Hard | Date: Aug. 31 - Sep. 14 | Seed: 27 |
| Round | Opponent | W / L | Result |
| First Round | Ivan Navarro | Loss | 4-6, 6-7 (8-10), 6-7 (5-7) |
| Western and Southern Financial Group Masters | ||
| Surface: Hard | Date: Aug. 17 - Aug. 23 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Gael Monfils | Win | 6-4, 6-7 (5-7), 7-6 (7-2) |
| Second Round | Paul-Henri Mathieu | Loss | 6-7 (9-11), 4-6 |
| Rogers Cup | ||
| Surface: Hard | Date: Aug. 10 - Aug. 16 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Tommy Haas | Loss | 6-4, 6-7 (3-7), 4-6 |
| Legg Mason Tennis Classic | ||
| Surface: Hard | Date: Aug. 2 - Aug. 9 | Seed: 11 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Rainer Schuettler | Win | 6-4, 7-5 |
| Third Round | Somdev Dev Varman | Win | 7-5, 6-1 |
| Quarter Finals | Andy Roddick | Loss | 6-7 (4-7), 6-7 (5-7) |
| Wimbledon | ||
| Surface: Grass | Date: Jun. 22 - Jul. 5 | Seed: 22 |
| Round | Opponent | W / L | Result |
| First Round | Lukas Lacko | Win | 6-3, 7-6 (7-4), 6-3 |
| Second Round | Steve Darcis | Win | 7-5, 6-3, 6-4 |
| Third Round | Jo-Wilfried Tsonga | Win | 7-6 (7-5), 6-7 (5-7), 7-5, 7-6(7-5) |
| Fourth Round | Fernando Verdasco | Win | 7-6 (7-5), 6-7 (4-7), 6-3, 7-6(11-9) |
| Quarter Finals | Roger Federer | Loss | 3-6, 5-7, 6-7 (3-7) |
| AEGON Championships | ||
| Surface: Grass | Date: Jun. 8 - Jun. 14 | Seed: 9 |
| Round | Opponent | W / L | Result |
| First Round | Teimuraz Gabashvili | Win | 6-3, 7-6 (13-11) |
| Second Round | Julien Benneteau | Win | 6-7 (7-9), 7-6 (7-4), 6-2 |
| Third Round | Nicolas Mahut | Win | 6-3, 6-4 |
| Quarter Finals | Andy Roddick | Loss | 6-7 (4-7), 6-7 (5-7) |
| Roland Garros | ||
| Surface: Red Clay | Date: May 24 - Jun. 7 | Seed: 26 |
| Round | Opponent | W / L | Result |
| First Round | Lleyton Hewitt | Loss | 7-6 (7-1), 7-6 (7-4), 6-7 (4-7), 4-6, 3-6 |
| Mutua Madrilena Masters Madrid | ||
| Surface: Clay | Date: May 9 - May 17 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Julien Benneteau | Win | 3-6, 7-6 (7-5), 6-4 |
| Second Round | James Blake | Loss | 7-6 (7-4), 4-6, 6-7 (4-7) |
| Serbia Open 2009 | ||
| Surface: Clay | Date: May 4 - May 10 | Seed: 2 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Brian Dabul | Win | 6-4, 7-6 (7-5) |
| Quarter Finals | Flavio Cipolla | Win | 6-3, 6-3 |
| Semi Finals | Lukasz Kubot | Loss | 6-7 (0-7), 2-6 |
| Internazionali BNL d Italia | ||
| Surface: Red Clay | Date: Apr. 27 - May 3 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Jan Hernych | Win | 4-6, 6-4, 6-2 |
| Second Round | Roger Federer | Loss | 4-6, 4-6 |
| Monte-Carlo Rolex Masters | ||
| Surface: Clay | Date: Apr. 12 - Apr. 19 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Florent Serra | Win | 6-4, 6-4 |
| Second Round | Nikolay Davydenko | Loss | 4-6, 3-6 |
| Sony Ericsson Open | ||
| Surface: Hard | Date: Mar. 25 - Apr. 5 | Seed: 26 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Frederico Gil | Loss | 4-6, 4-6 |
| BNP Paribas Open | ||
| Surface: Hard | Date: Mar. 11 - Mar. 22 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Sergiy Stakhovsky | Win | 6-4, 6-2 |
| Third Round | Roger Federer | Loss | 6-7 (4-7), 3-6 |
| The Dubai Tennis Championships | ||
| Surface: Hard | Date: Feb. 23 - Feb. 28 | Seed: 7 |
| Round | Opponent | W / L | Result |
| First Round | Marco Chiudinelli | Loss | 6-7 (4-7), 6-4, 6-7 (7-9) |
| ABN AMRO World Tennis Tournament | ||
| Surface: Hard | Date: Feb. 9 - Feb. 15 | Seed: None |
| Round | Opponent | W / L | Result |
| First Round | Michael Llodra | Loss | 6-3, 3-6, 4-6 |
| PBZ Zagreb Indoors | ||
| Surface: Carpet | Date: Feb. 2 - Feb. 8 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Philipp Petzschner | Win | 6-3, 6-4 |
| Second Round | Sergiy Stakhovsky | Loss | 4-6, 6-3, 3-6 |
| Australian Open | ||
| Surface: Hard | Date: Jan. 18 - Feb. 1 | Seed: 25 |
| Round | Opponent | W / L | Result |
| First Round | Daniel Gimeno-Traver | Win | 6-3, 6-4, 6-4 |
| Second Round | Mario Ancic | Loss | 7-5, 5-7, 6-4, 4-6, 3-6 |
| Chennai Open | ||
| Surface: Hard | Date: Jan. 5 - Jan. 11 | Seed: 4 |
| Round | Opponent | W / L | Result |
| First Round | Rajeev Ram | Win | 6-4, 6-3 |
| Second Round | Ivo Minar | Win | 6-1, 6-4 |
| Quarter Finals | Somdev Dev Varman | Loss | 6-7 (4-7), 4-6 |