| WTA - Miami | 03/23 15:00 | 24 | [31] Ana Konjuh v Flipkens, Kirsten [85] | 6-7,7-6,2-6 | |
| WTA - Miami | 03/21 21:20 | 23 | [85] Flipkens, Kirsten v Brady, Jennifer [77] | 3-6,6-3,7-5 | |
| WTA - Indian Wells | 03/10 22:20 | 24 | [87] Flipkens, Kirsten v Muguruza, Garbine [7] | 2-6,3-6 | |
| WTA - Indian Wells | 03/08 21:10 | 23 | [55] Bellis, Catherine v Flipkens, Kirsten [87] | 6-4,1-6,4-6 | |
| Acapulco, Mexico | 03/02 23:35 | 27 | [76] Flipkens, Kirsten v Kristina Mladenovic [30] | 4-6,3-6 | |
| Acapulco, Mexico | 03/01 23:20 | 26 | Ajla Tomljanovic v Flipkens, Kirsten | Retired | |
| Acapulco, Mexico | 02/28 01:35 | 25 | Flipkens, Kirsten v Renata Zarazua | 7-5,6-7,6-1 | |
| WTA Budapest | 02/21 13:40 | 25 | Flipkens, Kirsten v Aliaksandra Sasnovich | 6-4,4-6,1-6 | |
| Turkey F6, Singles Qualifying | 02/12 14:10 | - | Sorana Cirstea v Flipkens, Kirsten | Cancelled | |
| Fed Cup, Matchs en Doubles | 02/11 11:00 | - | [36] Niculescu, Monica v Flipkens, Kirsten [74] | 3-6,4-6 | |
| WTA St. Petersburg | 01/31 12:20 | 25 | [44] Alize Cornet v Flipkens, Kirsten [76] | 6-4,6-2 | |
| St. Petersburg, Russia, Qualifying | 01/30 08:00 | 54 | [76] Flipkens, Kirsten v Donna Vekic [88] | 6-4,5-7,7-5 | |
| St. Petersburg, Russia, Qualifying | 01/29 09:30 | 46 | Flipkens, Kirsten v Goncalves, Paula Cristina | 3-6,6-2,6-0 | |
| St. Petersburg, Russia, Qualifying | 01/28 10:00 | 45 | Flipkens, Kirsten v Viktoriya Tomova | 6-1,6-2 | |
| Australian Open 2017 Women | 01/17 00:00 | 23 | [70] Flipkens, Kirsten v Konta, Johanna [9] | 5-7,2-6 | |
| WTA - Hobart | 01/10 03:10 | 26 | [73] Flipkens, Kirsten v Niculescu, Monica [40] | 3-6,2-6 | |
| WTA - Hobart | 01/09 05:30 | 25 | Flipkens, Kirsten v Jaimee Fourlis | 7-6,6-4 | |
| WTA Auckland | 01/03 04:05 | 25 | [47] Ana Konjuh v Flipkens, Kirsten [64] | 6-4,3-6,6-3 | |
| WTA Luxembourg | 10/17 13:45 | 25 | [63] Flipkens, Kirsten v Niculescu, Monica [51] | 4-6,2-6 | |
| WTA - Linz | 10/13 13:00 | 26 | [21] Anastasia Pavlyuchenkova v Flipkens, Kirsten [59] | 6-4,7-6 | |
| WTA - Linz | 10/12 10:00 | 25 | Flipkens, Kirsten v Minella, Mandy | Retired | |
| WTA Tashkent | 09/29 08:56 | - | Satralova, Denisa v Flipkens, Kirsten | 7-5,6-4 | |
| WTA Tashkent | 09/29 08:50 | 27 | Satralova, Denisa v Flipkens, Kirsten | 7-5,6-4 | |
| WTA Tashkent | 09/28 07:25 | 26 | Maria Sakkari v Flipkens, Kirsten | 6-7,6-3,6-7 | |
| WTA Tashkent | 09/27 08:30 | 25 | Ana Bogdan v Flipkens, Kirsten | 6-7,3-6 | |
| WTA Seoul | 09/22 04:55 | 26 | Flipkens, Kirsten v Patricia Maria Tig | 4-6,4-6 | |
| WTA Seoul | 09/20 07:20 | 25 | Flipkens, Kirsten v Pliskova, Kristyna | 5-7,6-2,6-2 | |
| US Open 2016 Women | 08/30 15:00 | 23 | Flipkens, Kirsten v Simona Halep | 0-6,2-6 | |
| Wimbledon Women | 06/30 10:50 | 24 | Flipkens, Kirsten v Madison Keys | 4-6,6-4,3-6 | |
| Wimbledon Women | 06/27 12:55 | 23 | Gibbs, Nicole v Flipkens, Kirsten | 3-6,1-6 |