| Challenger Perugia | 07/10 19:25 | 25 | [106] Paolo Lorenzi v Tristan Lamasine [252] | 6-1,7-6 | |
| Wimbledon | 07/01 14:50 | 23 | [13] Daniil Medvedev v Paolo Lorenzi [106] | 6-3,7-6,7-6 | |
| Challenger Milan | 06/26 13:30 | 25 | [315] Sebastian Fanselow v Paolo Lorenzi [107] | 6-4,7-5 | |
| Challenger Parma | 06/18 16:30 | 25 | Giulio Zeppieri v Paolo Lorenzi | 6-3,1-6,6-4 | |
| Challenger Vicenza | 05/31 10:40 | 26 | [99] Paolo Lorenzi v Francesco Forti [482] | 2-6,5-7 | |
| Challenger Vicenza | 05/30 12:20 | 25 | [99] Paolo Lorenzi v Raul Brancaccio [362] | 7-5,4-6,6-3 | |
| French Open | 05/21 09:45 | 44 | [101] Paolo Lorenzi v Enzo Couacaud [230] | 6-4,4-6,0-6 | |
| Challenger Rome | 05/11 13:25 | 28 | [119] Henri Laaksonen v Paolo Lorenzi [104] | 7-6,6-7,6-1 | |
| Challenger Rome | 05/10 15:00 | 27 | [189] Stefano Napolitano v Paolo Lorenzi [104] | 3-6,2-6 | |
| Challenger Rome | 05/09 16:15 | 26 | [203] Federico Gaio v Paolo Lorenzi [104] | 1-6,4-6 | |
| Challenger Rome | 05/08 15:20 | 25 | [382] Pedro Sakamoto v Paolo Lorenzi [104] | 2-6,6-2,1-6 | |
| Challenger Savannah | 05/05 19:05 | 29 | [266] Federico Coria v Paolo Lorenzi [108] | 6-3,4-6,6-2 | |
| Challenger Savannah | 05/04 19:55 | 28 | [332] Sumit Nagal v Paolo Lorenzi [108] | 4-6,6-4,2-6 | |
| Challenger Savannah | 05/03 21:25 | 27 | [209] Christopher Eubanks v Paolo Lorenzi [108] | 3-6,3-6 | |
| Challenger Savannah | 05/02 18:35 | 26 | [297] Roberto Cid Subervi v Paolo Lorenzi [108] | 4-6,6-2,5-7 | |
| Challenger Savannah | 05/01 16:40 | 25 | [418] Nam Hoang Ly v Paolo Lorenzi [108] | 3-6,2-6 | |
| Challenger Tallahassee | 04/24 18:50 | 25 | [108] Paolo Lorenzi v Andrea Collarini [304] | 2-6,7-6,4-6 | |
| Challenger Sarasota | 04/19 14:00 | 27 | [204] Tommy Paul v Paolo Lorenzi [110] | 6-3,4-6,6-4 | |
| Challenger Sarasota | 04/18 14:00 | 26 | [145] Noah Rubin v Paolo Lorenzi [110] | Retired | |
| Challenger Sarasota | 04/16 19:05 | 25 | [258] Emilio Gomez v Paolo Lorenzi [110] | 4-6,6-7 | |
| ATP Houston | 04/09 17:00 | 25 | [241] Daniel Elahi Galan v Paolo Lorenzi [108] | 7-6,6-4 | |
| Challenger Monterrey | 04/04 00:45 | 25 | [106] Paolo Lorenzi v Donald Young [217] | 4-6,3-6 | |
| ATP Miami | 03/20 14:00 | 45 | [57] Felix Auger Aliassime v Paolo Lorenzi [107] | 7-6,6-2 | |
| ATP Miami | 03/18 16:40 | 44 | [151] Ruben Bemelmans v Paolo Lorenzi [107] | 5-7,6-3,6-7 | |
| ATP Indian Wells | 03/05 22:30 | 44 | [168] Salvatore Caruso v Paolo Lorenzi [105] | Retired | |
| ATP Sao Paulo | 02/26 16:00 | 25 | [106] Paolo Lorenzi v Juan Ignacio Londero [66] | 6-7,1-6 | |
| ATP Delray Beach | 02/21 18:00 | 26 | [34] Steve Johnson v Paolo Lorenzi [105] | 7-5,7-5 | |
| ATP Delray Beach | 02/19 18:35 | 25 | [189] Tim Smyczek v Paolo Lorenzi [105] | 5-7,3-6 | |
| ATP New York | 02/15 17:00 | 27 | [111] Paolo Lorenzi v Brayden Schnur [154] | 7-6,6-7,5-7 | |
| ATP New York | 02/13 17:55 | 26 | [111] Paolo Lorenzi v Ryan Harrison [92] | 4-6,6-4,6-4 |