| 2.1 Miles · York XC Short CourseYork Boys Frosh/Soph Invitational · Sep 17 | 11:31.4 | York Boys Frosh/Soph Invitational | September 17, 2018 |
| 2.5 Miles · Deer Grove East Forest PreservePalatine Invitational · Sep 22 | 13:33.9 | Palatine Invitational | September 22, 2018 |
| 2.96 Miles · Berens ParkWSC-Silver Division Championships · Oct 19 | 15:58.52 | WSC-Silver Division Championships | October 19, 2019 |
| 3 Miles · Channahon Community ParkJoliet Central Steelman Invite · Sep 11 | 15:53.8 | Joliet Central Steelman Invite | September 11, 2021 |
| 3 Miles · Detweiller ParkIHSA Class 3A State Cross Country Championships · Nov 6 | 15:29.28 | IHSA Class 3A State Cross Country Championships | November 6, 2021 |
| 3 Miles · Lake Park HS (East Campus)IHSA Class 3A XC Sectional - Roselle (Lake Park) #3 · Oct 30 | 16:08.1 | IHSA Class 3A XC Sectional - Roselle (Lake Park) #3 | October 30, 2021 |
| 3.05 Miles · Proviso West HSWest Suburban Silver Conference Championships · Oct 13 | 17:19.7 | West Suburban Silver Conference Championships | October 13, 2018 |
| 4296 m · Berens ParkYork / Oak Park-River Forest Boys V/FS Dual Meet · Sep 10 | 15:08.8 | York / Oak Park-River Forest Boys V/FS Dual Meet | September 10, 2020 |
| 5 Miles · Notre Dame Burke Memorial Golf CourseNational Catholic Invitational · Sep 9 | 25:46.7 | National Catholic Invitational | September 9, 2023 |
| 5,000 Meters · Dubuque Soccer Complex2026 Loras College - Bob Schultz Invite · Sep 4 | 15:34.5 | 2026 Loras College - Bob Schultz Invite | September 4, 2026 |
| 5,000 Meters · LaVern Gibson CourseNike XC Town Twilight, Presented by the Garrett Companies · Oct 2 | 17:26.6 | Nike XC Town Twilight, Presented by the Garrett Companies | October 2, 2021 |
| 5,000 Meters · Loras CollegeLoras College Bob Schultz Invite · Aug 29 | 15:20.4 | Loras College Bob Schultz Invite | August 29, 2025 |
| 6,000 Meters · Pickard ParkBill Buxton Invitational · Sep 2 | 19:38.8 | Bill Buxton Invitational | September 2, 2022 |
| 8,000 Meters · Beloit CollegeDan Huston Invitational · Sep 30 | 26:11.9 | Dan Huston Invitational | September 30, 2023 |
| 8,000 Meters · Big Spring HS2023 NCAA Division III Cross Country Champs (50th Men & 42nd Women)s · Nov 18 | 26:52.7 | 2023 NCAA Division III Cross Country Champs (50th Men & 42nd Women)s | November 18, 2023 |
| 8,000 Meters · Detweiller ParkBradley Intercollegiate Championships · Sep 19 | 24:41.30 | Bradley Intercollegiate Championships | September 19, 2025 |
| 8,000 Meters · Dubuque Soccer ComplexAmerican Rivers Conference Championships · Nov 1 | 24:25.8 | American Rivers Conference Championships | November 1, 2025 |
| 8,000 Meters · Forest Akers East Golf CourseD3 Pre-Nationals · Oct 1 | 27:20.1 | D3 Pre-Nationals | October 1, 2022 |
| 8,000 Meters · LaVern Gibson Course2024 NCAA Division III Cross Country Champs (51st Men & 43rd Women) · Nov 23 | 25:51.0 | 2024 NCAA Division III Cross Country Champs (51st Men & 43rd Women) | November 23, 2024 |
| 8,000 Meters · Lehigh University - Murray H. Goodman CampusPaul Short Run (College) · Oct 3 | 25:04.8 | Paul Short Run (College) | October 3, 2025 |
| 8,000 Meters · Max Championship Cross Country CourseNCAA D3 Midwest Region Championships · Nov 15 | 24:40.2 | NCAA D3 Midwest Region Championships | November 15, 2025 |
| 8,000 Meters · Max Championship Cross Country CourseNCAA Division III Midwest Regional · Nov 11 | 25:54.2 | NCAA Division III Midwest Regional | November 11, 2023 |
| 8,000 Meters · Max Cross Country CourseDan Huston Invitational · Sep 30 | 26:11.9 | Dan Huston Invitational | September 30, 2023 |
| 8,000 Meters · Roger Milliken Science Center2025 NCAA Division III Cross Country Champs (52nd Men & 44th Women) · Nov 22 | 24:38.8 | 2025 NCAA Division III Cross Country Champs (52nd Men & 44th Women) | November 22, 2025 |
| 8,000 Meters · Saukie Golf CourseInterregional Invitational · Oct 18 | 24:58.5 | Interregional Invitational | October 18, 2025 |
| 8,000 Meters · Wartburg/Max CC CourseSteve Johnson Invitational · Sep 30 | 26:11.90 | Steve Johnson Invitational | September 30, 2023 |