| French Open Women | 05/23 08:00 | 14 | [105] Lucrezia Stefanini v Maja Chwalinska [345] | 2-6,1-6 | |
| ITF W25 Feld Am See | 05/18 08:00 | 27 | [345] Maja Chwalinska v Sofia Costoulas [326] | 4-6,4-6 | |
| ITF W25 Feld Am See | 05/17 13:05 | 26 | Maja Chwalinska v Polona Hercog | 6-7,7-5,6-2 | |
| ITF W25 Feld Am See | 05/15 12:40 | 25 | Maja Chwalinska v Ziva Falkner | 6-4,7-6 | |
| ITF W60 Zagreb | 05/09 08:00 | 25 | [221] Valentini Grammatikopoulou v Maja Chwalinska [345] | 7-5,5-7,6-4 | |
| ITF W60 Prague | 05/02 09:20 | 25 | [243] Maja Chwalinska v Anastasia Kulikova [298] | 5-7,3-6 | |
| ITF W25 Santa Margherita | 04/12 12:15 | 25 | [239] Maja Chwalinska v Matilde Paoletti [301] | 4-6,1-6 | |
| ITF W25 Santa Margherita | 04/05 12:20 | 25 | [238] Maja Chwalinska v Weronika Falkowska [248] | Retired | |
| ITF W40 Ricany | 03/17 09:00 | 27 | Maja Chwalinska v Antonia Ruzic | Walkover | |
| ITF W40 Ricany | 03/16 10:20 | 26 | [345] Lucie Havlickova v Maja Chwalinska [238] | Retired | |
| ITF W40 Ricany | 03/14 09:00 | 25 | [238] Maja Chwalinska v Zhuoxuan Bai [336] | 7-6,3-6,7-5 | |
| ITF W60 Trnava | 03/08 08:55 | 25 | [102] Oceane Dodin v Maja Chwalinska [238] | 6-2,6-1 | |
| US Open Women | 08/25 21:50 | 15 | [138] Elina Avanesyan v Maja Chwalinska [166] | 4-6,6-1,6-4 | |
| US Open Women | 08/24 18:45 | 14 | [166] Maja Chwalinska v Tara Wurth [179] | 1-6,6-1,7-5 | |
| WTA Vancouver | 08/15 21:50 | 25 | [164] Maja Chwalinska v Jodie Anna Burrage [142] | 7-6,2-6,6-7 | |
| WTA Iasi | 08/06 12:30 | 28 | [160] Maja Chwalinska v Panna Udvardy [93] | 3-6,6-7 | |
| WTA Iasi | 08/05 11:30 | 27 | [156] Rebeka Masarova v Maja Chwalinska [160] | 3-6,6-4,2-6 | |
| WTA Iasi | 08/03 14:30 | 26 | [160] Maja Chwalinska v Olga Danilovic [115] | 7-6,6-4 | |
| WTA Iasi | 08/02 08:00 | 25 | [160] Maja Chwalinska v Dea Herdzelas [220] | 6-2,6-1 | |
| WTA Warsaw | 07/28 15:20 | 26 | [56] Petra Martic v Maja Chwalinska [162] | 6-3,3-6,6-3 | |
| WTA Warsaw | 07/25 16:15 | 25 | [165] Rebeka Masarova v Maja Chwalinska [162] | 5-7,2-6 | |
| ITF W60 Olomouc | 07/22 08:00 | 27 | [275] Darya Astakhova v Maja Chwalinska [166] | 6-4,6-3 | |
| ITF W60 Olomouc | 07/21 10:35 | 26 | [308] Lena Papadakis v Maja Chwalinska [166] | 5-7,1-6 | |
| ITF W60 Olomouc | 07/20 12:35 | 25 | Darja Vidmanova v Maja Chwalinska | 7-5,0-6,4-6 | |
| Wimbledon Women | 06/29 16:00 | 24 | [170] Maja Chwalinska v Alison Riske [36] | 6-3,1-6,0-6 | |
| Wimbledon Women | 06/27 10:00 | 23 | [79] Katerina Siniakova v Maja Chwalinska [170] | 0-6,5-7 | |
| Wimbledon Women | 06/23 14:00 | 19 | [160] Coco Vandeweghe v Maja Chwalinska [172] | 6-3,3-6,4-6 | |
| Wimbledon Women | 06/22 15:40 | 15 | [172] Maja Chwalinska v Alexandra Cadantu-Ignatik [174] | 6-2,5-7,6-2 | |
| Wimbledon Women | 06/21 16:10 | 14 | [172] Maja Chwalinska v Aliona Bolsova [230] | 6-2,4-6,6-4 | |
| ITF W100 Ilkley | 06/17 13:05 | 27 | [121] Katie Volynets v Maja Chwalinska [185] | 6-1,7-5 |