| Challenger Chicago | 09/05 15:00 | 25 | Seppi, Andreas v Karlovic, Ivo | Cancelled | |
| US Open, New York, USA | 08/23 21:30 | 45 | [345] Collin Altamirano v Karlovic, Ivo [137] | 7-5,6-4 | |
| US Open, New York, USA | 08/22 21:35 | 44 | [334] Illya Marchenko v Karlovic, Ivo [137] | 3-6,6-7 | |
| ATP Cincinnati Qual | 08/12 18:40 | 46 | [112] Hubert Hurkacz v Karlovic, Ivo [111] | 7-6,7-6 | |
| ATP Cincinnati Qual | 08/11 23:00 | 45 | [111] Karlovic, Ivo v Taro Daniel [78] | 7-6,6-3 | |
| ATP - Los Cabos | 07/31 04:15 | 25 | [113] Karlovic, Ivo v Elias Ymer [108] | 4-6,3-6 | |
| Atlanta, USA | 07/23 23:00 | 25 | [117] Karlovic, Ivo v Young, Donald [230] | 6-2,6-7,6-7 | |
| Newport, USA | 07/18 17:45 | 26 | [156] Sela, Dudi v Karlovic, Ivo [110] | 7-6,6-7,6-2 | |
| Newport, USA | 07/17 19:10 | 25 | [110] Karlovic, Ivo v Alex De Minaur [68] | 6-7,7-6,7-5 | |
| Wimbledon, London, Great Britain | 07/04 13:20 | 24 | [112] Karlovic, Ivo v Jan-Lennard Struff [64] | 7-6,6-3,6-7,6-7,11-13 | |
| Wimbledon, London, Great Britain | 07/02 12:50 | 23 | [112] Karlovic, Ivo v Youzhny, Mikhail [102] | 4-6,7-5,7-6,6-3 | |
| ATP Halle Qual | 06/16 09:00 | 64 | [94] Lacko, Lukas v Karlovic, Ivo [90] | 7-6,7-6 | |
| s-Hertogenbosch, Netherlands | 06/11 12:40 | 25 | [44] Haase, Robin v Karlovic, Ivo [90] | 7-6,6-7,6-3 | |
| French Open, Paris, France | 05/27 12:25 | 23 | [93] Karlovic, Ivo v Corentin Moutet [143] | 6-7,2-6,6-7 | |
| Geneva, Switzerland | 05/21 13:20 | 25 | [93] Karlovic, Ivo v Gojowczyk, Peter [49] | 6-7,6-4,6-7 | |
| ATP - Munich | 05/01 11:00 | 25 | [34] Kohlschreiber, Philipp v Karlovic, Ivo [82] | 7-5,6-4 | |
| ATP - Barcelone | 04/24 16:20 | 25 | Karlovic, Ivo v Bautista-Agut, Roberto | 7-6,2-6,4-6 | |
| ATP - Barcelone | 04/23 13:45 | 24 | [211] Robredo, Tommy v Karlovic, Ivo [75] | 7-6,6-7,4-6 | |
| ATP - Houston | 04/14 19:00 | 28 | [88] Karlovic, Ivo v Tennys Sandgren [56] | 6-7,6-7 | |
| ATP - Houston | 04/13 19:35 | 27 | [88] Karlovic, Ivo v Kyrgios, Nick [24] | 3-6,6-2,6-3 | |
| ATP - Houston | 04/11 18:45 | 26 | [122] Denis Kudla v Karlovic, Ivo [88] | 5-7,5-7 | |
| ATP - Houston | 04/10 17:00 | 25 | [111] Taro Daniel v Karlovic, Ivo [88] | 6-7,4-6 | |
| ATP - Miami | 03/21 21:30 | 23 | [79] Karlovic, Ivo v Vasek Pospisil [77] | 6-7,6-7 | |
| ATP - Indian Wells | 03/08 20:50 | 23 | Karlovic, Ivo v Maximilian Marterer | 7-6,6-7,3-6 | |
| ATP - Delray Beach | 02/20 20:10 | 25 | Denis Shapovalov v Karlovic, Ivo | 7-5,7-6 | |
| New York, USA | 02/16 20:50 | 27 | Karlovic, Ivo v Querrey, Sam | 6-7,6-7 | |
| New York, USA | 02/15 20:00 | 26 | Harrison, Ryan v Karlovic, Ivo | 4-6,4-6 | |
| New York, USA | 02/12 22:25 | 25 | Donaldson, Jared v Karlovic, Ivo | 4-6,6-7 | |
| Quito, Ecuador | 02/08 19:20 | 26 | Corentin Moutet v Karlovic, Ivo | 7-5,6-7,7-6 | |
| Quito, Ecuador | 02/07 17:00 | 25 | Ernesto Escobedo v Karlovic, Ivo | 4-6,7-6,6-7 |