| Challenger Houston | 11/16 20:55 | 28 | [106] Ivo Karlovic v Christopher O'Connell [128] | 6-7,6-3,6-4 | |
| Challenger Houston | 11/15 20:25 | 27 | Alexis Galarneau v Ivo Karlovic | 6-7,6-7 | |
| Challenger Houston | 11/15 16:00 | 26 | [308] Sekou Bangoura v Ivo Karlovic [106] | 6-7,6-2,4-6 | |
| Challenger Houston | 11/12 22:20 | 25 | Liam Caruana v Ivo Karlovic | 5-7,4-6 | |
| Challenger Charlottesville | 10/29 22:05 | 25 | [300] Filip Peliwo v Ivo Karlovic [101] | 6-1,7-5 | |
| ATP Basel | 10/19 12:00 | 64 | [111] Peter Gojowczyk v Ivo Karlovic [87] | 6-2,6-4 | |
| ATP Moscow | 10/17 19:40 | 26 | [25] Marin Cilic v Ivo Karlovic [87] | 6-1,7-6 | |
| ATP Moscow | 10/15 14:10 | 25 | [87] Ivo Karlovic v Aljaz Bedene [71] | 6-4,6-7,7-6 | |
| US Open | 08/27 21:45 | 23 | [79] Ivo Karlovic v Frances Tiafoe [45] | Retired | |
| ATP Cincinnati | 08/12 19:35 | 24 | [80] Ivo Karlovic v Jan-Lennard Struff [36] | 5-7,6-7 | |
| ATP Cincinnati | 08/11 18:30 | 46 | [73] Philipp Kohlschreiber v Ivo Karlovic [81] | 6-7,7-6,4-6 | |
| ATP Cincinnati | 08/10 20:10 | 45 | [81] Ivo Karlovic v Tennys Sandgren [72] | 4-6,6-4,7-6 | |
| ATP Montreal | 08/04 17:00 | 46 | Feliciano Lopez v Ivo Karlovic | Walkover | |
| ATP Montreal | 08/03 16:30 | 45 | [115] Evgeny Donskoy v Ivo Karlovic [80] | 4-6,6-4,6-7 | |
| ATP Washington | 07/29 17:00 | 24 | [124] Bjorn Fratangelo v Ivo Karlovic [80] | 6-4,6-7,7-6 | |
| ATP Newport | 07/15 17:55 | 25 | [82] Ivo Karlovic v Guido Andreozzi [113] | 6-7,6-7 | |
| Wimbledon | 07/03 11:20 | 24 | [80] Ivo Karlovic v Thomas Fabbiano [89] | 3-6,7-6,3-6,7-6,4-6 | |
| Wimbledon | 07/01 13:55 | 23 | [219] Andrea Arnaboldi v Ivo Karlovic [80] | 4-6,4-6,6-7 | |
| ATP Queens | 06/16 11:40 | 164 | [86] Ivo Karlovic v James Ward [204] | 6-7,4-6 | |
| ATP Queens | 06/15 11:00 | 64 | [86] Ivo Karlovic v Peter Polansky [131] | 6-3,7-5 | |
| Challenger Nottingham | 06/14 11:00 | 26 | [148] Evgeny Donskoy v Ivo Karlovic [86] | 6-3,6-7,7-6 | |
| Challenger Nottingham | 06/12 15:00 | 25 | [178] Stefano Napolitano v Ivo Karlovic [86] | 6-7,6-4,3-6 | |
| Challenger Surbiton | 06/08 09:30 | 27 | [256] Viktor Troicki v Ivo Karlovic [94] | 6-2,5-7,7-6 | |
| Challenger Surbiton | 06/06 16:05 | 26 | [108] Feliciano Lopez v Ivo Karlovic [94] | 6-1,6-7,6-7 | |
| Challenger Surbiton | 06/05 12:20 | 25 | [184] Yuichi Sugita v Ivo Karlovic [94] | 6-7,7-6,3-6 | |
| French Open | 05/30 13:05 | 24 | [69] Jordan Thompson v Ivo Karlovic [94] | 6-3,6-4,6-7,6-3 | |
| French Open | 05/28 10:45 | 23 | [94] Ivo Karlovic v Feliciano Lopez [108] | 7-6,7-5,6-7,7-5 | |
| ATP Houston | 04/08 20:00 | 25 | [107] Ryan Harrison v Ivo Karlovic [77] | 6-3,6-4 | |
| ATP Miami | 03/22 00:05 | 23 | [88] Pablo Andujar v Ivo Karlovic [76] | 7-6,6-4 | |
| ATP Indian Wells | 03/14 01:00 | 26 | [89] Ivo Karlovic v Dominic Thiem [8] | 4-6,3-6 |