| 1 | 4:59.10 | Frank NaudusChaminade | Chaminade '21 | Catholic Middle School Race | 2016 |
| 2 | 5:01.50 | Brendan GolaChaminade | Chaminade '21 | Catholic Middle School Race | 2016 |
| 3 | 5:11.29 | Bradley LazoKellenberg | Kellenberg '22 | Catholic Middle School Race | 2016 |
| 4 | 5:16.83 | Stephen DaubelChaminade | Chaminade '23 | Catholic Middle School Race | 2016 |
| 5 | 5:17.96 | Aidan WillmanChaminade | Chaminade '23 | Catholic Middle School Race | 2016 |
| 6 | 5:19.87 | Jack DuncanSouth Side | South Side '21 | Catholic Middle School Race | 2016 |
| 7 | 5:25.24 | Luke StraussChaminade | Chaminade '22 | Catholic Middle School Race | 2016 |
| 8 | 5:27.04 | Randy LeidlChaminade | Chaminade '23 | Catholic Middle School Race | 2016 |
| 9 | 5:32.17 | RJ ToccoLong Beach | Long Beach '21 | Catholic Middle School Race | 2016 |
| 10 | 5:34.64 | Brennan SpillaneChaminade | Chaminade '22 | Catholic Middle School Race | 2016 |
| 11 | 5:36.56 | Connor McGreevyLong Beach | Long Beach '22 | Catholic Middle School Race | 2016 |
| 12 | 5:36.82 | Michael PerchinelliKellenberg | Kellenberg '21 | Catholic Middle School Race | 2016 |
| 13 | 5:37.61 | Aidan WeberChaminade | Chaminade '23 | Catholic Middle School Race | 2016 |
| 14 | 5:42.00 | Kevin DewittChaminade | Chaminade '21 | Catholic Middle School Race | 2016 |
| 15 | 5:47.54 | Andrew KoubekChaminade | Chaminade '22 | Catholic Middle School Race | 2016 |
| 16 | 5:53.54 | John Paul RinconChaminade | Chaminade '21 | Catholic Middle School Race | 2016 |
| 17 | 5:54.22 | Michael SnowOceanside | Oceanside '21 | Catholic Middle School Race | 2016 |
| 18 | 5:58.89 | Daniel FitzpatrickChaminade | Chaminade '21 | Catholic Middle School Race | 2016 |
| 19 | 5:59.61 | Liam QuinnLong Beach | Long Beach '22 | Catholic Middle School Race | 2016 |
| 20 | 6:00.38 | Cesar RomanoLong Beach | Long Beach '21 | Catholic Middle School Race | 2016 |
| 21 | 6:02.16 | Ryan SchmittChaminade | Chaminade '22 | Catholic Middle School Race | 2016 |
| 22 | 6:10.57 | Kieran AmeresChaminade | Chaminade '21 | Catholic Middle School Race | 2016 |
| 23 | 6:22.19 | Joseph NapolitanoLong Beach | Long Beach '22 | Catholic Middle School Race | 2016 |
| 24 | 6:26.80 | John CosenzaChaminade | Chaminade '22 | Catholic Middle School Race | 2016 |
| 25 | 6:30.64 | Matthew CastlesChaminade | Chaminade '22 | Catholic Middle School Race | 2016 |
| 26 | 6:51.73 | Brendan PhelanChaminade | Chaminade '21 | Catholic Middle School Race | 2016 |
| 27 | 6:59.05 | James LongChaminade | Chaminade '21 | Catholic Middle School Race | 2016 |
| 28 | 7:00.56 | Justin RuggebergSt. Dominic's | St. Dominic's '21 | Catholic Middle School Race | 2016 |
| 29 | 7:57.91 | James KearChaminade | Chaminade '21 | Catholic Middle School Race | 2016 |
| 30 | 8:34.93 | Anthony PerroneKellenberg | Kellenberg '22 | Catholic Middle School Race | 2016 |
