| Date | Location | Result | |
| Nov 15, 2019 | Chicago, Ill. | Carthage 3, Grinnell College 0 (25-14,25-16,25-23) | Box score |
| Nov 9, 2019 | Mount Vernon, Iowa | Grinnell College 3, St. Norbert College 2 (21-25,25-21,15-25,25-21,15-10) | Box score |
| Nov 8, 2019 | Mount Vernon, Iowa | Grinnell College 3, Cornell College 1 (25-23,21-25,25-23,25-16) | Box score |
| Nov 2, 2019 | Grinnell, Iowa | Grinnell College 3, Central (IA) 0 (25-21,25-21,25-22) | Box score |
| Nov 2, 2019 | Grinnell, Iowa | Grinnell College 3, Buena Vista 1 (25-16,23-25,25-14,25-20) | Box score |
| Oct 30, 2019 | Grinnell, Iowa | Grinnell College 3, Cornell College 2 (25-17,25-15,14-25,21-25,17-15) | Box score |
| Oct 26, 2019 | Monmouth, Ill. | Grinnell College 3, Monmouth (IL) 2 (25-22,25-21,22-25,23-25,18-16) | Box score |
| Oct 25, 2019 | Jacksonville, Ill. | Illinois College 3, Grinnell College 0 (25-21,25-19,25-22) | Box score |
| Oct 19, 2019 | Ripon, Wis. | Grinnell College 3, Ripon College 0 (25-9,25-23,25-16) | Box score |
| Oct 18, 2019 | De Pere, Wis. | St. Norbert College 3, Grinnell College 0 (25-20,25-21,27-25) | Box score |
| Oct 11, 2019 | Grinnell, Iowa | Grinnell College 3, Knox 0 (25-21,25-16,25-20) | Box score |
| Oct 8, 2019 | Grinnell, Iowa | Grinnell College 3, William Penn 0 (25-22,25-22,25-19) | Box score |
| Oct 5, 2019 | Grinnell, Iowa | Grinnell College 3, Beloit 0 (25-5,25-19,25-15) | Box score |
| Oct 4, 2019 | Grinnell, Iowa | Grinnell College 3, Lake Forest 1 (24-26,25-17,25-21,25-20) | Box score |
| Sep 28, 2019 | Appleton, Wis. | Grinnell College 3, Lawrence University 0 (25-17,25-16,25-13) | Box score |
| Sep 23, 2019 | Ankeny, Iowa | Grinnell College 3, Faith Bapt. Bible 0 (25-21,25-14,25-11) | Box score |
| Sep 21, 2019 | Grinnell, Iowa | Grinnell College 3, Neb. Wesleyan 2 (25-16,23-25,25-27,25-15,18-16) | Box score |
| Sep 20, 2019 | Grinnell, Iowa | Grinnell College 3, Concordia Chicago 0 (25-19,25-19,25-12) | Box score |
| Sep 20, 2019 | Grinnell, Iowa | Grinnell College 3, Alverno 0 (25-9,25-16,25-15) | Box score |
| Sep 14, 2019 | Waverly, Iowa | Wartburg 3, Grinnell College 1 (25-18,25-19,16-25,25-19) | Box score |
| Sep 13, 2019 | Waverly, Iowa | Grinnell College 3, Concordia College 0 (25-23,25-22,25-18) | Box score |
| Sep 13, 2019 | Waverly, Iowa | St. Scholastica 3, Grinnell College 2 (20-25,25-16,23-25,25-22,15-12) | Box score |
| Sep 12, 2019 | Grinnell, Iowa | Grinnell College 3, Simpson 1 (25-23,21-25,25-15,25-23) | Box score |
| Sep 7, 2019 | Grinnell, Iowa | Grinnell College 3, Luther College 0 (25-19,26-24,25-19) | Box score |
| Sep 6, 2019 | Grinnell, Iowa | Grinnell College 3, Cornell College 0 (25-20,25-17,25-22) | Box score |
| Sep 6 2019 | Grinnell, Iowa | Grinnell College 3, Carleton 1 (19-25,25-15,25-19,25-18) | Box score |
| Sep 3, 2019 | Grinnell, Iowa | Grinnell College 3, Faith Bapt. Bible 0 (25-6,25-12,25-9) | Box score |
| Aug 31, 2019 | Jacksonville, Ill. | Grinnell College 3, Culver-Stockton 0 (25-13,25-12,25-14) | Box score |
| Aug 31, 2019 | Jacksonville, Ill. | Grinnell College 3, Trine University 0 (25-20,25-21,25-17) | Box score |
| Aug 30, 2019 | Jacksonville, Ill. | Grinnell College 3, MacMurray 0 (25-22,25-22,25-21) | Box score |
| Aug 30, 2019 | Jacksonville, Ill. | Grinnell College 3, Anderson 2 (23-25,21-25,25-14,25-13,15-6) | Box score |