| Rome, Italy | 05/06 12:00 | 14 | [108] 베르그스, 지조우 v Kypson, Patrick [150] | 4-6,6-3,6-4 | |
| Challenger Savannah | 04/22 22:00 | 25 | [229] 잔비엘, 맥심 v Kypson, Patrick [144] | 3-6,7-6,6-4 | |
| Challenger Tallahassee | 04/15 19:20 | 25 | 헤메리, 칼빈 v Kypson, Patrick | 7-6,6-3 | |
| Challenger Sarasota | 04/08 20:50 | 25 | [277] 크루에겔, 미트첼 v Kypson, Patrick [144] | 6-2,3-6,7-6 | |
| Houston, USA | 04/01 20:35 | 25 | [133] Kypson, Patrick v 베르그스, 지조우 [111] | 6-7,3-6 | |
| Houston, USA | 03/31 18:05 | 19 | [140] Kypson, Patrick v 홀트, 브란던 [288] | Retired | |
| Houston, USA | 03/30 20:10 | 14 | Kypson, Patrick v 파누, 키란팔 | 6-2,6-2 | |
| ATP Miami | 03/18 16:45 | 14 | [98] 코바세비치, 알렉산달 v Kypson, Patrick [140] | 6-2,7-6 | |
| Indian Wells, USA | 03/09 19:00 | 24 | [151] Kypson, Patrick v 훔베르트, 우고 [14] | 4-6,4-6 | |
| Indian Wells, USA | 03/08 01:50 | 23 | [284] Quinn, Ethan v Kypson, Patrick [151] | 1-6,6-7 | |
| ATP Delray Beach | 02/16 23:00 | 27 | [52] 기론, 마르코스 v Kypson, Patrick [155] | 6-4,6-4 | |
| ATP Delray Beach | 02/14 18:00 | 26 | [104] 레스티엔, 콘스탄트 v Kypson, Patrick [155] | 4-6,4-6 | |
| ATP Delray Beach | 02/13 01:10 | 25 | [155] Kypson, Patrick v 케크마노비치, 미오밀 [40] | 6-4,7-6 | |
| Challenger Cleveland | 02/04 18:00 | 29 | [185] Kypson, Patrick v Quinn, Ethan [337] | 4-6,6-3,6-2 | |
| Challenger Cleveland | 02/03 20:40 | 28 | [98] 덕워스, 제임스 v Kypson, Patrick [185] | 3-6,6-7 | |
| Challenger Cleveland | 02/02 21:10 | 27 | [150] 나바, 에밀리오 v Kypson, Patrick [185] | 6-4,6-7,4-6 | |
| Challenger Cleveland | 01/31 17:35 | 26 | Cassone, Murphy v Kypson, Patrick | 4-6,6-7 | |
| Challenger Cleveland | 01/30 00:15 | 25 | [496] 폰위드, 나단 v Kypson, Patrick [185] | 3-6,2-6 | |
| Australian Open, Melbourne, Australia | 01/15 00:00 | 23 | [186] Kypson, Patrick v 루수부오리, 에밀 [50] | 6-4,3-6,4-6,6-7 | |
| ATP Auckland | 01/06 22:00 | 19 | [191] Kypson, Patrick v 타빌로, 알레잔드로 [85] | 6-7,3-6 | |
| ATP Auckland | 01/05 22:00 | 14 | 델라니, 제크 v Kypson, Patrick | 1-6,4-6 | |
| ATP Auckland | 01/05 22:00 | 14 | 다니엘, 타로 v Kypson, Patrick | Cancelled | |
| Challenger Noumea | 01/03 05:00 | 26 | [130] 카자욱스, 알투르 v Kypson, Patrick [191] | 3-6,7-6,6-2 | |
| Challenger Noumea | 01/02 01:30 | 25 | [191] Kypson, Patrick v 모트, 블랙 [407] | 6-3,7-5 | |
| Challenger Champaign | 11/19 17:00 | 29 | [239] Kypson, Patrick v Alex Michelsen [99] | 6-4,6-3 | |
| Challenger Champaign | 11/18 21:45 | 28 | [239] Kypson, Patrick v Quinn, Ethan [374] | 6-4,6-2 | |
| Challenger Champaign | 11/17 23:00 | 27 | [117] 코바세비치, 알렉산달 v Kypson, Patrick [239] | 6-7,6-4,3-6 | |
| Challenger Champaign | 11/16 00:35 | 26 | Miyoshi, Kenta v Kypson, Patrick | 3-6,1-6 | |
| Challenger Champaign | 11/14 18:35 | 25 | [295] 화이트하우스, 마르크 v Kypson, Patrick [239] | 1-6,6-7 | |
| Challenger Knoxville | 11/07 15:00 | 25 | [183] 쿠들라, 다니스 v Kypson, Patrick [241] | 6-7,6-3,6-4 |