Select tournament type
| Quarter-finals | Tipsarevic J. | Sugita Y. | 1:2 (2:6, 6:4, 64:7) | details | 18.10.2019 | ||
| 1/8-finals | Fognini F. | Tipsarevic J. | 0:2 (1:6, 1:6) | details | 17.10.2019 | ||
| 1/16-finals | Tipsarevic J. | Moutet C. | 2:0 (6:2, 6:4) | details | 14.10.2019 | ||
| 1/16-finals | Tipsarevic J. | Dzumhur D. | 1:1 RET. (5:7, 6:3, 1:3) | details | 17.09.2019 | ||
| 1/64-finals | Kudla D. | Tipsarevic J. | 3:1 (3:6, 6:1, 7:65, 6:1) | details | 26.08.2019 | ||
| 1/16-finals | Tipsarevic J. | Albot R. | 1:2 (5:7, 6:2, 0:6) | details | 31.07.2019 | ||
| 1/32-finals | Anderson K. | Tipsarevic J. | 3:1 (6:4, 65:7, 6:1, 6:4) | details | 03.07.2019 | ||
| 1/64-finals | Tipsarevic J. | Nishioka Y. | 3:2 (6:4, 62:7, 6:2, 5:7, 6:2) | details | 01.07.2019 | ||
| Broady L. | Tipsarevic J. | 0:2 (3:6, 2:6) | details | 29.06.2019 | |||
| 1/16-finals | Gunneswaran P. | Tipsarevic J. | 2:0 (6:0, 7:66) | details | 24.06.2019 | ||
| 1/64-finals | Tipsarevic J. | Dimitrov G. | 2:3 (3:6, 0:6, 6:3, 7:64, 4:6) | details | 26.05.2019 | ||
| 1/8-finals | Tipsarevic J. | Dellien H. | 0:2 (63:7, 3:6) | details | 21.05.2019 | ||
| 1/16-finals | Gojowczyk P. | Tipsarevic J. | 0:2 (5:7, 5:7) | details | 20.05.2019 | ||
| 1/32-finals | Petrovic D. | Tipsarevic J. | CAN. | details | 24.04.2019 | ||
| 1/16-finals | Miedler L. | Tipsarevic J. | 2:1 (7:5, 3:6, 6:3) | details | 17.04.2019 | ||
| 1/32-finals | Tipsarevic J. | Gomez L. | 2:1 (6:4, 5:7, 6:2) | details | 17.04.2019 | ||
| Quarter-finals | Querrey S. | Tipsarevic J. | 2:0 (7:66, 7:64) | details | 12.04.2019 | ||
| 1/8-finals | Tipsarevic J. | Norrie C. | 2:0 (6:3, 6:4) | details | 11.04.2019 | ||
| 1/16-finals | Tipsarevic J. | Sandgren T. | 2:0 (6:1, 7:64) | details | 10.04.2019 | ||
| 1/16-finals | Polansky P. | Tipsarevic J. | 2:0 (6:3, 6:2) | details | 03.04.2019 | ||
| 1/32-finals | Smith R. | Tipsarevic J. | 0:2 (63:7, 4:6) | details | 02.04.2019 | ||
| 1/32-finals | Bautista-Agut R. | Tipsarevic J. | 2:0 (7:63, 6:4) | details | 22.03.2019 | ||
| 1/64-finals | Tipsarevic J. | Klahn B. | 2:0 (6:3, 6:3) | details | 20.03.2019 | ||
| 1/32-finals | De Bakker T. | Tipsarevic J. | CAN. | details | 19.02.2019 | ||
| 1/8-finals | Duckworth J. | Tipsarevic J. | 2:1 (4:6, 6:3, 6:2) | details | 14.02.2019 | ||
| 1/16-finals | Tipsarevic J. | Polmans M. | 2:1 (6:2, 3:6, 6:3) | details | 13.02.2019 | ||
| 1/32-finals | Yang T. | Tipsarevic J. | 1:2 (2:6, 6:4, 4:6) | details | 12.02.2019 | ||
| 1/64-finals | Dimitrov G. | Tipsarevic J. | 3:1 (4:6, 6:3, 6:1, 6:4) | details | 14.01.2019 | ||
| Kubler J. | Tipsarevic J. | 1:2 (4:6, 6:3, 10:12) | details | 08.01.2019 | |||
| 1/32-finals | Schwartzman D. | Tipsarevic J. | 3:0 (6:2, 6:4, 7:5) | details | 31.08.2017 | ||
| 1/64-finals | Kokkinakis T. | Tipsarevic J. | 2:3 (7:65, 6:3, 1:6, 62:7, 3:6) | details | 28.08.2017 | ||
| 1/32-finals | Tipsarevic J. | Seppi A. | 0:2 (2:6, 2:6) | details | 21.08.2017 | ||
| 1/16-finals | Ferrer D. | Tipsarevic J. | 2:1 (6:4, 65:7, 6:1) | details | 16.08.2017 | ||
| Final | Tipsarevic J. | Eubanks C. | 0:2 (3:6, 4:6) | details | 13.08.2017 | ||
| Semi-finals | Tipsarevic J. | McNally J. | 2:1 (5:7, 6:1, 7:65) | details | 12.08.2017 | ||
| 1/64-finals | Tipsarevic J. | Donaldson J. | 0:0 RET. (0:5) | details | 04.07.2017 | ||
| Tipsarevic J./Troicki V. | Khachanov K./Rublev A. | CAN. | details | 22.11.2019 | |||
| Herbert P./Mahut N. | Tipsarevic J./Troicki V. | 2:0 (6:4, 6:4) | details | 21.11.2019 | |||
| Tipsarevic J./Troicki V. | McLachlan B./Uchiyama Y. | 2:0 (7:65, 7:64) | details | 20.11.2019 | |||
| 1/8-finals | Tipsarevic J./Zimonjic N. | Golubev A./Nedovyesov A. | 0:2 (3:6, 4:6) | details | 06.11.2019 | ||
| 1/8-finals | Mektic N./Skugor F. | Berankis R./Tipsarevic J. | 2:0 (6:3, 6:4) | details | 16.09.2019 | ||
| 1/32-finals | Krajicek A./Roger-Vasselin E. | Djere L./Tipsarevic J. | 2:1 (7:63, 5:7, 6:2) | details | 29.08.2019 | ||
| 1/16-finals | Djokovic N./Tipsarevic J. | Kubot L./Melo M. | 0:2 (2:6, 3:6) | details | 12.08.2019 | ||
| 1/32-finals | Djere L./Tipsarevic J. | Gonzalez S./Qureshi A. | 1:3 (6:4, 3:6, 4:6, 64:7) | details | 04.07.2019 | ||
| Quarter-finals | Lajovic D./Tipsarevic J. | Krawietz K./Mies A. | 1:2 (1:6, 7:64, 63:7) | details | 04.06.2019 | ||
| 1/8-finals | Bopanna R./Copil M. | Lajovic D./Tipsarevic J. | 1:2 (6:1, 5:7, 68:7) | details | 02.06.2019 | ||
| 1/16-finals | Lajovic D./Tipsarevic J. | Molchanov D./Zelenay I. | 2:0 (7:5, 7:65) | details | 31.05.2019 | ||
| 1/32-finals | Gonzalez S./Qureshi A. | Lajovic D./Tipsarevic J. | 1:2 (4:6, 6:2, 61:7) | details | 29.05.2019 | ||
| 1/32-finals | Paes L./Raja P. | Tipsarevic J./Troicki V. | 2:0 (6:1, 6:3) | details | 01.09.2017 | ||
| 1/32-finals | Kuznetsov An./Tipsarevic J. | Daniell M./Demoliner M. | CAN. | details | 05.07.2017 | ||