| ITF W15エステポナ | 05/20 12:00 | 44 | Samways, Chelsea May v Shuqian Xu | 2-6,0-6 | |
| ITF W15モナスティル | 01/28 12:00 | 44 | Margaux Komano v Samways, Chelsea May | 6-1,6-0 | |
| ITF Women Woking Qual | 07/30 11:00 | 54 | アニ ヴァンゲロワ v Samways, Chelsea May | 6-1,6-4 | |
| ITF Women Guimaraes | 06/10 16:00 | 54 | ララ・ミシェル v Samways, Chelsea May | 6-1,6-2 | |
| ITF Women Figueira Da Foz Qual | 06/05 09:00 | 44 | カベサ・カンデラ,エストレージャ v Samways, Chelsea May | 6-0,6-0 | |
| ITF Women Figueira Da Foz Qual | 06/03 12:00 | 44 | Samways, Chelsea May v サラ・ランサ | 6-2,6-3 | |
| ITF Women Montemor-o-Novo | 05/27 13:00 | 62 | Noi, Yukako v Samways, Chelsea May | 6-2,6-2 | |
| ITF Women Santarem | 05/22 08:00 | 62 | アリシア バーネット v Samways, Chelsea May | 6-0,6-1 | |
| ITF Women Santarem | 05/21 10:30 | 62 | レティシア・プルシャルトワ v Samways, Chelsea May | 3-6,4-6 | |
| ITF Women Santarem | 05/20 12:00 | 62 | Samways, Chelsea May v マリア・イネス・フォンテ | 6-4,6-3 | |
| ITF Women Heraklion | 03/25 09:30 | 62 | Samways, Chelsea May v Crouch, Mollie | 1-6,2-6 | |
| ITF Women Heraklion | 03/18 09:30 | 62 | Samways, Chelsea May v Kern, Celine | 2-6,0-6 | |
| ITF Women Heraklion | 03/13 10:00 | 62 | イオアナ・ガスパル v Samways, Chelsea May | Retired | |
| ITF Women Heraklion | 03/11 08:00 | 62 | Samways, Chelsea May v Lia, Valentina | 7-5,6-2 | |
| Glasgow, Singles Qualifying W-WITF-GBR-01A | 01/30 10:00 | 54 | アレクサ グアラチ v Samways, Chelsea May | 6-2,7-6 | |
| Antalya, Singles Qualifying W-WITF-TUR-04A | 12/14 09:00 | 25 | Samways, Chelsea May v ユリア・スタマトヴァ | 0-6,0-6 | |
| Antalya, Singles Qualifying W-WITF-TUR-04A | 12/06 08:15 | 25 | Samways, Chelsea May v ショシーナ,アナスタシア | 0-6,0-6 | |
| ATPパリ男子ダブルス | 11/19 10:00 | 54 | Kern, Celine v Samways, Chelsea May | 6-3,6-2 | |
| ATPパリ男子ダブルス | 11/12 12:00 | 44 | ケリア・ル・ビアン v Samways, Chelsea May | 6-3,6-1 | |
| ATPパリ男子ダブルス | 11/06 08:00 | 54 | Samways, Chelsea May v アンナ ウコロワ | 2-6,4-6 | |
| ATPパリ男子ダブルス | 10/30 07:00 | 44 | ジョルジャ・ピント v Samways, Chelsea May | 6-2,6-2 | |
| ITF Australia F8 | 08/08 16:00 | 54 | Noordin, Jawairiah v Samways, Chelsea May | 6-2,4-6,6-0 | |
| ITF Australia F8 | 08/07 16:00 | 54 | Samways, Chelsea May v Slivova, Marketa | 6-4,6-0 | |
| ITF Women Sharm El Sheikh | 08/02 16:00 | 25 | Samways, Chelsea May v ズザナ・ズロホヴァ | 0-6,1-6 | |
| Istanbul, Singles W-WITF-TUR-28B | 06/21 13:00 | 25 | Samways, Chelsea May v ズザナ・ズロホヴァ | 3-6,1-6 | |
| Istanbul, Singles W-WITF-TUR-28B | 06/20 13:00 | 54 | Samways, Chelsea May v Wahl, Dominique | 6-4,2-6,6-0 | |
| ITF Women Heraklion | 03/20 08:00 | 44 | Samways, Chelsea May v クリスティーナ・ミレティック | 6-4,2-6,5-7 |