| 1789 | 142 | | Joseph | Doyle | Rochambeau | 8 | | 12:42.12 | 7:29 |
| 2496 | 143 | | Matej | Teply | Turn Of River | 7 | 8:12 | 12:43.16 | 7:29 |
| 2361 | 144 | 101 | Alexander | Regan | Swift | 8 | 8:16 | 12:43.73 | 7:30 |
| 813 | 145 | 102 | William | Goldbeck | Hillcrest | 8 | 8:16 | 12:44.25 | 7:30 |
| 1071 | 146 | 103 | Christopher | Regalbut | Joseph A. Depaolo | 6 | 8:24 | 12:44.55 | 7:30 |
| 1042 | 147 | 104 | Owen | Bradley | Joseph A. Depaolo | 8 | 8:20 | 12:44.57 | 7:30 |
| 984 | 148 | | Eric | Orsini | John F. Kennedy | 8 | 7:59 | 12:44.74 | 7:30 |
| 776 | 149 | 105 | Nicholas | Atkins | Har-Bur | 7 | 8:17 | 12:45.13 | 7:31 |
| 1339 | 150 | 106 | Tanner | Daly | Madison | 8 | 8:22 | 12:45.54 | 7:31 |
| 1429 | 151 | | Colin | Martin | Memorial | 7 | 8:22 | 12:46.11 | 7:31 |
| 2085 | 152 | 107 | Ethan | Denning | Shepaug Valley | 6 | 8:10 | 12:46.21 | 7:31 |
| 2054 | 153 | 108 | Jack | Mackniak | Shelton | 7 | 8:17 | 12:46.58 | 7:31 |
| 839 | 154 | 109 | Kevin | Zaros | Hillcrest | 7 | 8:13 | 12:46.60 | 7:31 |
| 250 | 155 | | Steve | Herb | City Hill | 8 | 8:16 | 12:46.79 | 7:32 |
| 2150 | 156 | 110 | Trevor | Warren | St John The Evangelist | 8 | 8:24 | 12:47.03 | 7:32 |
| 1041 | 157 | 111 | Aaron | Borkowski | Joseph A. Depaolo | 6 | 8:16 | 12:47.22 | 7:32 |
| 1406 | 158 | | Eoin | Collette | Memorial | 6 | 8:23 | 12:47.78 | 7:32 |
| 592 | 159 | | John | Kelleher | Francis Walsh Intermediate | 7 | 8:33 | 12:47.78 | 7:32 |
| 1078 | 160 | | Owen | Tokarzewski | Joseph A. Depaolo | 6 | 8:20 | 12:47.86 | 7:32 |
| 2195 | 161 | 112 | Aiden | Moreno | St. Bridget | 7 | 8:22 | 12:48.67 | 7:33 |
| 2662 | 162 | 113 | Christian | Farrell | Woodbury | 7 | 8:16 | 12:48.69 | 7:33 |
| 239 | 163 | | Thomas | Barry | City Hill | 7 | 8:13 | 12:48.81 | 7:33 |
| 2063 | 164 | 114 | Jayden | Opper | Shelton | 8 | 8:17 | 12:49.26 | 7:33 |
| 1882 | 165 | 115 | Jack | Yang | Rumsey Hall | 6 | 8:18 | 12:49.43 | 7:33 |
| 369 | 166 | 116 | Max | Coisman | Danbury Flyers Tf&xc Club | | 8:21 | 12:50.35 | 7:34 |
| 2227 | 167 | | Gregory | Stroehle | St. Mary Magdalen | 7 | 8:24 | 12:50.72 | 7:34 |
| 374 | 168 | 117 | Lorenzo | Lopes | Danbury Flyers Tf&xc Club | | 8:29 | 12:50.80 | 7:34 |
| 331 | 169 | | Michael | Cooper | Dag Hammarskjold | 7 | 8:21 | 12:51.21 | 7:34 |
| 596 | 170 | | Parsa | Malahiazar | Francis Walsh Intermediate | 6 | 8:29 | 12:52.04 | 7:35 |
| 966 | 171 | | Joseph | Dipace | John F. Kennedy | 6 | 8:25 | 12:52.68 | 7:35 |
| 62 | 172 | 118 | Angel | Solla | Blessed Sacrament | 7 | 8:43 | 12:52.71 | 7:35 |
| 352 | 173 | | Ryan | Parker | Dag Hammarskjold | 7 | 8:24 | 12:52.74 | 7:35 |
| 2087 | 174 | 119 | Raymundo | Garcia | Shepaug Valley | 7 | 8:15 | 12:54.08 | 7:36 |
| 246 | 175 | | James | Duda | City Hill | 8 | 8:17 | 12:54.58 | 7:36 |
| 1407 | 176 | | Ian | Coughlin | Memorial | 8 | 8:25 | 12:54.66 | 7:36 |
| 924 | 177 | 120 | Triston | Bonilla | James H. Moran | 7 | 8:19 | 12:55.05 | 7:36 |
| 2371 | 178 | 121 | Zack | Warner | Swift | 7 | 8:27 | 12:56.00 | 7:37 |
| 1596 | 179 | | Jake | Johnson | North Haven | 8 | 8:28 | 12:56.60 | 7:37 |
| 585 | 180 | | Cole | Graver | Francis Walsh Intermediate | 8 | 8:33 | 12:57.00 | 7:38 |
| 1265 | 181 | 122 | Tim | Lapointe | Litchfield | 7 | 8:25 | 12:57.14 | 7:38 |
| 803 | 182 | | Karl | Dale | Hillcrest | 6 | 8:34 | 12:57.26 | 7:38 |
| 1275 | 183 | 123 | Gabriel | Stradtman | Litchfield | 8 | 8:19 | 12:57.56 | 7:38 |
| 2362 | 184 | 124 | Lance | Regan | Swift | 8 | 8:22 | 12:58.06 | 7:38 |
| 1488 | 185 | | Luke | Zebbie | New Canaan Blazers | 7 | 8:26 | 12:58.49 | 7:38 |
| 2284 | 186 | | Ryan | Stickels | Bristol | 6 | 8:06 | 12:58.63 | 7:39 |
| 780 | 187 | 125 | Wesley | Legere | Har-Bur | 8 | 8:27 | 12:59.29 | 7:39 |
| 947 | 188 | 126 | Adithya | Naturaj | James H. Moran | 6 | 8:32 | 12:59.55 | 7:39 |
| 1424 | 189 | | James | Kelly | Memorial | 6 | 8:22 | 13:00.06 | 7:39 |
| 1338 | 190 | 127 | Sean | Curley | Madison | 7 | 8:33 | 13:00.75 | 7:40 |
| 2051 | 191 | 128 | Joe | Giovannini | Shelton | 8 | 8:33 | 13:01.18 | 7:40 |
| 970 | 192 | | Jordan | Hallett | John F. Kennedy | 7 | 8:31 | 13:02.23 | 7:41 |
| 1363 | 193 | 129 | Liam | OKeefe | Madison | 6 | 8:25 | 13:02.61 | 7:41 |
| 835 | 194 | | Jack | Stocknoff | Hillcrest | 6 | 8:43 | 13:02.80 | 7:41 |
| 815 | 195 | | Finn | Hall | Hillcrest | 8 | 8:32 | 13:03.31 | 7:41 |
| 2081 | 196 | 130 | Gabe | Zamini | Shelton | 7 | 8:24 | 13:03.99 | 7:42 |
| 1351 | 197 | 131 | Ryan | Klaiber | Madison | 7 | 8:39 | 13:03.99 | 7:42 |
| 34 | 198 | | William | Thrasher | Assumption Catholic | 5 | 8:32 | 13:05.15 | 7:42 |
| 1422 | 199 | | Logan | Keane | Memorial | 6 | 8:23 | 13:05.97 | 7:43 |
| 2048 | 200 | 132 | Lino | Darcangelo | Shelton | 7 | 8:35 | 13:07.10 | 7:43 |
| 2573 | 201 | 133 | William | Porreca | Whisconier | 6 | 8:37 | 13:07.23 | 7:44 |
| 609 | 202 | | Hunter | Daros | Francis Walsh Intermediate | 6 | 8:34 | 13:08.09 | 7:44 |
| 1045 | 203 | | Justin | Chiulli | Joseph A. Depaolo | 8 | 8:38 | 13:08.83 | 7:45 |
| 480 | 204 | | Thomas | Maynard | Edgewood | 6 | 8:42 | 13:09.17 | 7:45 |
| 2571 | 205 | 134 | Grant | OConnor | Whisconier | 8 | 8:26 | 13:11.07 | 7:46 |
| 371 | 206 | 135 | Dylan | Cooke | Danbury Flyers Tf&xc Club | | 8:30 | 13:11.43 | 7:46 |
| 1081 | 207 | | Carson | Zielinski | Joseph A. Depaolo | 6 | 8:30 | 13:12.36 | 7:47 |
| 2044 | 208 | 136 | Chris | Carroll | Shelton | 7 | 8:39 | 13:13.17 | 7:47 |
| 1348 | 209 | 137 | Ryan | Hass | Madison | 8 | 8:40 | 13:13.46 | 7:47 |
| 1570 | 210 | 138 | Anthony | Manca | Newtown | 8 | 8:46 | 13:15.85 | 7:49 |
| 334 | 211 | | Blair | Denegris | Dag Hammarskjold | 8 | 8:37 | 13:16.99 | 7:49 |
| 353 | 212 | | Johnathan | Passmore | Dag Hammarskjold | 7 | 8:50 | 13:17.49 | 7:50 |
| 347 | 213 | | Dylan | Massores | Dag Hammarskjold | 6 | 8:36 | 13:18.07 | 7:50 |
| 826 | 214 | | Liam | McKinney | Hillcrest | 6 | 8:45 | 13:19.07 | 7:51 |
| 2329 | 215 | | Micheal | Allen | Swift | 7 | 8:42 | 13:19.40 | 7:51 |
| 1343 | 216 | | Nate | Eckert | Madison | 6 | 8:49 | 13:19.71 | 7:51 |
| 2076 | 217 | | Clay | Targowski | Shelton | 8 | 8:28 | 13:19.84 | 7:51 |
| 1399 | 218 | | Brandon | Anelli | Memorial | 8 | 8:38 | 13:20.28 | 7:51 |
| 2372 | 219 | | Andrew | Warren | Swift | 8 | 8:41 | 13:20.77 | 7:52 |
| 2073 | 220 | | Joe | Schiappa | Shelton | 8 | 8:36 | 13:20.88 | 7:52 |
| 2191 | 221 | 139 | Luke | Frommelt | St. Bridget | 6 | 8:48 | 13:21.18 | 7:52 |
| 1340 | 222 | | Grady | Denomme | Madison | 7 | 8:46 | 13:22.51 | 7:53 |
| 1073 | 223 | | Dean | Robinson | Joseph A. Depaolo | 8 | 8:52 | 13:23.57 | 7:53 |
| 2147 | 224 | 140 | Everett | Partin | St John The Evangelist | 6 | 8:51 | 13:23.98 | 7:53 |
| 2359 | 225 | | Ethan | Powell | Swift | 7 | 8:43 | 13:24.44 | 7:54 |
| 1349 | 226 | | Derrick | Healy | Madison | 8 | 8:46 | 13:25.76 | 7:54 |
| 1268 | 227 | | Pierce | Lougheed | Litchfield | 7 | 8:44 | 13:29.58 | 7:57 |
| 1352 | 228 | | Saihari | Kota | Madison | 8 | 8:52 | 13:30.44 | 7:57 |
| 2224 | 229 | | Kyle | Sarracco | St. Mary Magdalen | 7 | 8:40 | 13:30.85 | 7:57 |
| 1838 | 230 | | Andrew | Grant | Roger Ludlowe | 6 | 8:48 | 13:32.64 | 7:59 |
| 241 | 231 | | Jacob | Blair | City Hill | 7 | 8:51 | 13:33.17 | 7:59 |
| 1271 | 232 | | Ethan | Murphy | Litchfield | 7 | 8:40 | 13:33.18 | 7:59 |
| 561 | 233 | | Kyle | Holler | Foote | 7 | 8:52 | 13:33.96 | 7:59 |
| 948 | 234 | | Sal | Passante | James H. Moran | 6 | 8:48 | 13:34.22 | 7:59 |
| 923 | 235 | | Max | Barrett | James H. Moran | 6 | 8:54 | 13:34.33 | 8:00 |
| 672 | 236 | 141 | Gavin | Sheahan | Granby Memorial | 6 | 8:57 | 13:34.59 | 8:00 |
| 2088 | 237 | 142 | Henry | Gsell | Shepaug Valley | 6 | 8:47 | 13:36.34 | 8:01 |
| 2215 | 238 | | Patrick | Boucher | St. Mary Magdalen | 7 | 8:57 | 13:37.38 | 8:01 |
| 658 | 239 | 143 | Thomas | Kennedy | Granby Memorial | 6 | 9:01 | 13:37.81 | 8:02 |
| 2342 | 240 | | Tristen | Enquist | Swift | 7 | 8:43 | 13:38.03 | 8:02 |
| 811 | 241 | | Sean | Francoeur | Hillcrest | 7 | 8:50 | 13:38.47 | 8:02 |