| August |
| | 29 | 5:00PM | Illinois Tech | @ | Elmhurst Invitational, Eldridge Park, Elmhurst, IL. | 3rd of 13 |
| | | 5:00PM | Trinity Christian | @ | Elmhurst College Meet | 6th of 13 |
| | | 5:00PM | Robert Morris | @ | University of Illinois Illini Challenge | 4th of 5 |
| | | 5:45PM | St. Francis | @ | Elmhurst College Earlybird Invitational | 5th of 13 |
| | | 6:00PM | Saint Xavier | @ | DePaul Opener at Channel Runn Park in Chicago | 5th of 7 |
| September |
| | 6 | | Illinois Tech | @ | Carroll College Invitational, Minooka State Park, Waukesha, WI. | 3rd of 7 |
| | | | Calumet St. Joseph | @ | Ted Hedstrand Invitational | No Team Score |
| | | 10:00AM | Trinity Christian | @ | North Park University Meet | 4th of 8 |
| | | 11:00AM | Robert Morris | @ | North Park University Meet | No Team Score |
| | | 11:00AM | Saint Xavier | @ | Ted Hedstrand Invitational at Montrose Harbor in Chicago | 3rd of 8 |
| | 12 | 4:30PM | Robert Morris | @ | Aurora University Meet | 4th of 14 |
| | | 4:30PM | Judson | @ | Aurora University (IL) - Spartan Classic | 7th of 14 |
| | | 5:15PM | Cardinal Stritch | @ | Aurora Invite | No Team Score |
| | | 5:30PM | Saint Xavier | @ | Bradley Open at Detweiller Park in Peoria, Ill. | 6th of 12 |
| | 13 | 2:45PM | Olivet Nazarene | @ | Mel Brodt Invitational, Bowling Green, Ohio | 7th of 17 |
| | 19 | 2:30PM | St. Francis | @ | National Catholic College Championships (U. of Notre Dame) | 21st of 33 |
| | | 4:00PM | Saint Xavier | @ | National Catholic Championships at University of Notre Dame in South Bend, Ind. | 18th of 33 |
| | | 4:30PM | Trinity Christian | @ | Illinois Collegiate Championships | 16th of 26 |
| | | 4:30PM | Robert Morris | @ | Illinois State University Invitational | 14th of 26 |
| | | 5:30PM | Olivet Nazarene | @ | Illinois Intercollegiate Invitational, Normal, Ill. | 7th of 26 |
| | 20 | 10:00AM | Judson | @ | Cedarville University (OH) - Cedarville Invitational | 12th of 20 |
| | | 12:00PM | Illinois Tech | @ | Midwest Collegiate Open, Wayne E. Dannehl National Cross Country Course, Kenosha, WI. | 10th of 16 |
| | 27 | | Saint Xavier | @ | Sean Earl Invitational at Montrose Harbor in Chicago | 26th of 34 |
| | | | Calumet St. Joseph | @ | Loyal Sean Earl Invitational | 30th of 34 |
| | | 11:00AM | Trinity Christian | @ | Loyola Lakefront Classic | 27th of 34 |
| | | 11:00AM | Robert Morris | @ | Beloit College Classic | No Team Score |
| | | 12:00PM | Illinois Tech | @ | Lake Forest Invitational, Half Day Forest Preserve, Vernon Hills, IL. | 2nd of 8 |
| | | 4:00PM | Olivet Nazarene | @ | Brissman Lundeen Invitational, Davenport, Iowa | 1st of 28 |
| October |
| | 4 | 10:15AM | Saint Xavier | @ | E. DeWitt Baker Invitational hosted by Huntington University | 2nd of 4 |
| | | 11:00AM | Judson | @ | Indiana Wesleyan - IWU Invitational | No Team Score |
| | | 11:30AM | Cardinal Stritch | @ | WI. Lutheran Warrior Invite (Greenfield Park) | No Team Score |
| | 10 | 3:30PM | Judson | @ | Benedictine University (IL) - Benedictine Invitational | 8th of 12 |
| | 11 | | Illinois Tech | @ | Lucian Rosa Invitational, Wayne E. Dannehl National Cross Country Course, Kenosha, WI. | 11th of 28 |
| | | | Robert Morris | @ | Disney Cross Country Classic | 24th of 36 |
| | | | Saint Xavier | @ | Lucien Rosa Invitational at University of Wisconsin-Parkside in Kenosha, Wis. | 17th of 28 |
| | | 10:30AM | Calumet St. Joseph | @ | Lucian Rosa Invitational | No Team Score |
| | | 12:00PM | St. Francis | @ | University of Wisconsin-Parkside Lucian Rosa Open | 20th of 28 |
| | | 3:00PM | Trinity Christian | @ | UW-Parkside | 23rd of 28 |
| | 18 | | Illinois Tech | @ | UW-Oshkosh Invitational, Lake Breeze Golf Course, Winneconne, WI. | 23rd of 32 |
| | | 10:30AM | Robert Morris | @ | Wisconsin-Oshkosh Invitational | 28th of 32 |
| | | 11:00AM | Olivet Nazarene | @ | University of Wisconsin-Oshkosh Brooks Invitational, Winneconne, Wis. | 10th of 32 |
| | | 11:45AM | Judson | @ | Illinois College - Illinois College Invitational | 4th of 10 |
| | | 12:00PM | Cardinal Stritch | @ | Wisconin Private School Championship | No Team Score |
| | 24 | 10:30AM | Robert Morris | @ | Aquinas College-NAIA Great Lakes Invitational | 18th of 25 |
| | 25 | 11:00AM | Olivet Nazarene | @ | NAIA Great Lakes Invitational, Grand Rapids, Mich. | 5th of 25 |
| | | 11:00AM | Trinity Christian | @ | Graceland University Meet | 12th of 17 |
| | | 11:00AM | St. Francis | @ | NAIA Great Lakes Invitational (Grand Rapids, Mich.) | 16th of 22 |
| | | 11:00AM | Judson | @ | Graceland University (IA) - Graceland Invitational | 13th of 17 |
| | | 11:15AM | Saint Xavier | @ | NAIA Great Lakes Invitational at Riverside Park in Grand Rapids, Mich. | 13th of 22 |
| November |
| | 8 | | Illinois Tech | @ | CCAC Championships, Aspen Ridge Golf Course, Bourbonnais, IL. | 3rd of 8 |
| | | | Judson | @ | CCAC Championship - Bourbonnais, Illinois | 6th of 7 |
| | | 10:30AM | Trinity Christian | @ | CCAC Championships | 6th of 8 |
| | | 11:15AM | Olivet Nazarene | @ | Chicagoland Collegiate Athletic Conference Meet, Bourbonnais, Ill. | 1st of 8 |
| | | 11:15AM | Saint Xavier | @ | CCAC Conference Championships, Aspen Ridge Golf Course, Bourbonnais, Ill. | 4th of 8 |
| * | | 11:15AM | St. Francis | @ | CCAC Conference Championships | 2nd of 8 |
| * | | 11:15AM | Calumet St. Joseph | @ | Chicagoland Collegiate Athletic Conference Meet, Bourbonnais, Ill. | 8th of 8 |
| | 15 | | Trinity Christian | @ | NCCAA National Championships | 9th of 18 |
| | 22 | | Cardinal Stritch | @ | NAIA National Championships (Host: UW-Parkside) | | |
| | | | Illinois Tech | @ | NAIA National Championship, Wayne E. Dannehl National Cross Country Course, Kenosha, WI. | | |
| | | 10:00AM | Saint Xavier | @ | NAIA National Championships, UW-Parkside National Cross Country Course, Kenosha, Wis. | | |
| | | 10:30AM | Olivet Nazarene | @ | NAIA National Meet, Kenosha, Wis. | | |
