| Sep 20–22, 2019 | Drake Invitational | | Des Moines, Iowa | Results |
| Sep 27–30, 2019 | ITA Midwest Regional Championships | | St. Peter, Minn. | Tournament Webpage |
| Oct 14–15, 2019 | ITA Cup | | Rome, Ga. | Recap |
| Jan 25 | Wilkinson Alumni Match | | St. Peter, Minn. | |
| Feb 2 | Keiser University
(Scrimmage) | 2 p.m. | Orlando, Fla. (USTA National Campus) | |
| Feb 5 | Southeastern University
(Scrimmage) | noon | Lakeland, Fla. | |
| Feb 5 | Florida Southern
(Scrimmage) | 3 p.m. | Lakeland, Fla. | |
| Feb 5 | St. Leo University
(Scrimmage) | 3 p.m. | St. Leo, Fla. | |
| Feb 7 | Warner University | 10 a.m. | Bartow, Fla. | |
| Feb 7 | Webber International University | 2 p.m. | Babson Park, Fla. | |
| Feb 15 | Bethel | 10 a.m. | St. Peter, Minn. | |
| Feb 15 | Iowa Central Community College | 4 p.m. | St. Peter, Minn. | |
| Feb 21 | ITA National Indoor Championships | | St. Peter, Minn. | |
| Feb 21 | Emory
(ITA National Indoor) | 7 p.m. | St. Peter, Minn. | |
| Feb 22–23 | ITA National Indoor Championships | | St. Peter, Minn. | |
| Feb 29 | Grinnell | 2 p.m. | St. Peter, Minn. | |
| Feb 29 | Augustana
(S.D.) | 7:30 p.m. | St. Peter, Minn. | |
| Mar 6 | Hamline | 4 p.m. | St. Paul, Minn. | |
| Mar 6 | UW-Eau Claire | 6 p.m. | St. Peter, Minn. | |
| Mar 7 | Concordia | 9 a.m. | St. Peter, Minn. | |
| Mar 7 | St. Thomas | 1:30 p.m. | St. Peter, Minn. | |
| Mar 13 | Saint Mary's | 6 p.m. | Winona, Minn. | |
| Mar 14 | Nebraska-Omaha | 2 p.m. | Omaha, Neb. | |
| Mar 14 | St. Olaf | 4 p.m. | Owatonna, Minn. | |
| Mar 21 | Saint John's | | Collegeville, Minn. | |
| Mar 21 | Central | 9:30 a.m. | St. Peter, Minn. | |
| Mar 21 | Morningside | 4 p.m. | St. Peter, Minn. | |
| Apr 5 | University of Chicago | 11 a.m. | West Bend, Wis. | |
| Apr 9 | Marymount | 11 a.m. | Rancho Palos Verdes, Calif. | |
| Apr 9 | Biola | 2 p.m. | La Mirada, Calif. | |
| Apr 9 | Pomona-Pitzer | 4 p.m. | Claremont, Calif. | |
| Apr 11 | Concordia-Irvine | 10 a.m. | Irvine, Calif. | |
| Apr 11 | Hope International | 11:30 a.m. | Anaheim, Calif. | |
| Apr 12 | UC-Santa Cruz | 10 a.m. | Claremont, Calif. | |
| Apr 18 | Macalester | 11 a.m. | St. Paul, Minn. | |
| Apr 18 | North Dakota | 5 p.m. | St. Peter, Minn. | |
| Apr 25 | Carleton | 2 p.m. | St. Peter, Minn. | |
| Apr 29 to May 3 | MIAC Playoffs | | TBD | |
| May 9–11 | NCAA Regional | | TBD | |
| May 19–25 | NCAA Championships | | TBD | |