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| Time | Date | Name | Team | Meet |
|---|---|---|---|---|
| 4:24.18 | Feb. 23, 2024 | Chase Maier | Oswego Co-Op High School | IHSA Boys State Championship |
| 4:30.29 | Feb. 24, 2023 | Chase Maier | Oswego Co-Op High School | IHSA Boys State Championship |
| 4:34.91 | Feb. 28, 2020 | Austin Millard | Oswego Co-Op High School | IHSA Boys State Championship |
| 4:38.47 | Feb. 22, 2020 | Liam Davis | Plainfield Co-Op | IHSA Boys Sectional Championship - Metea Valley |
| 4:40.19 | Feb. 16, 2019 | Liam Davis | Plainfield North High School | IHSA Sectionals - Neuqua Valley (Boys) |
| 5:34.59 | Jan. 19, 2019 | Logan Conway | West Aurora High School | Buffalo Grove Varsity Invite |
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