| 1188 | 97 | Mark | Depanfilis | M | Reed Exhibitions | 27:04.7 | 27:14.4 | 8:47 |
| 1151 | 98 | Jeff | Robison | M | MBI Inc. | 26:56.9 | 27:16.0 | 8:47 |
| 1295 | 99 | Rocco | Palmieri | M | Datto | 27:12.0 | 27:18.9 | 8:48 |
| 1189 | 100 | Mary | Shaughnessy | F | Reed Exhibitions | 27:21.5 | 27:26.7 | 8:50 |
| 1201 | 101 | Sally | Schettino | F | Sacred Heart University | 27:26.8 | 27:35.7 | 8:53 |
| 1265 | 102 | Tom | Walsh | M | Brody Wilkinson PC | 27:04.9 | 27:39.0 | 8:54 |
| 1187 | 103 | Marie | Browne | F | Reed Exhibitions | 27:37.7 | 27:42.3 | 8:56 |
| 1117 | 104 | Kristen | Rydberg | F | Datto | 27:46.3 | 27:46.3 | 8:57 |
| 1212 | 105 | John | Chestnut | M | Sun Products | 27:45.7 | 28:04.2 | 9:03 |
| 1115 | 106 | Emily | Curtis | F | Datto | 27:57.1 | 28:06.0 | 9:03 |
| 1248 | 107 | Richard | Reilly | M | Verde Energy USA | 28:05.7 | 28:08.8 | 9:04 |
| 1157 | 108 | Russ | Friedman | M | MBI Inc. | 28:02.7 | 28:10.2 | 9:04 |
| 1100 | 109 | Lauren | Walters | F | Cohen and Wolf P.C. | 27:44.3 | 28:10.2 | 9:04 |
| 1031 | 110 | Josephine | Simko | F | Berkshire Hathaway Home Services New England | 28:16.6 | 28:29.4 | 9:11 |
| 1182 | 111 | Jorge | Carreno | M | Reed Exhibitions | 28:17.3 | 28:30.1 | 9:11 |
| 1236 | 112 | Tim | Cairns | M | The Adventure Park at the Discovery Museum | 28:30.9 | 28:32.0 | 9:12 |
| 1175 | 113 | Alexa | Roy | F | New Canaan Library | 28:07.8 | 28:40.7 | 9:14 |
| 1242 | 114 | Erin | Wandelt | F | Verde Energy USA | 28:35.2 | 28:45.8 | 9:16 |
| 1194 | 115 | Amy | Ricci | F | Sacred Heart University | 28:53.3 | 29:04.0 | 9:22 |
| 1287 | 116 | Michael | Koehler | M | Reed Exhibitions | 29:01.1 | 29:13.8 | 9:25 |
| 1206 | 117 | Maura | Loizzo | F | St Monicas | 29:08.8 | 29:14.9 | 9:25 |
| 1273 | 118 | Morgan | Hricay | F | | 28:31.4 | 29:15.2 | 9:25 |
| 1274 | 119 | Jim | Hricay | M | | 28:33.9 | 29:17.9 | 9:26 |
| 1094 | 120 | Nathaniel | Asare | M | City of Norwalk | 29:16.5 | 29:19.1 | 9:27 |
| 1288 | 121 | Martha | Wiegman | F | GE Corporate Headquarters | 29:13.6 | 29:21.9 | 9:28 |
| 1091 | 122 | Fred | Kellogg | M | City of Norwalk | 29:24.4 | 29:27.1 | 9:29 |
| 1190 | 123 | Meghan | Hurley | F | Reed Exhibitions | 29:26.2 | 29:31.7 | 9:31 |
| 1266 | 124 | Peter | Mott | M | Brody Wilkinson PC | 28:56.2 | 29:37.0 | 9:32 |
| 1294 | 125 | Heather | Marvell | F | St Monicas | 29:37.9 | 29:45.8 | 9:35 |
| 1043 | 126 | Tyrone | Mitchell | M | Bridgeport YMCA | 28:59.1 | 29:50.0 | 9:37 |
| 1097 | 127 | David | Levine | M | Cohen and Wolf P.C. | 29:31.5 | 29:50.5 | 9:37 |
| 1047 | 128 | Denise | Hayes | F | Bridgewater Associates | 29:38.9 | 29:53.4 | 9:38 |
| 1161 | 129 | Tom | Reese | M | MBI Inc. | 29:31.8 | 29:55.6 | 9:38 |
| 1199 | 130 | Joseph | Schettino | M | Sacred Heart University | 29:48.9 | 29:56.6 | 9:39 |
| 1267 | 131 | Doug | Brown | M | Brody Wilkinson PC | 29:34.1 | 30:20.3 | 9:46 |
| 1066 | 132 | Jane | Dellipoali | F | Brody Wilkinson PC | 29:48.3 | 30:23.6 | 9:47 |
| 1057 | 133 | Kris | Mazzone | M | Bridgewater Associates | 30:12.2 | 30:25.8 | 9:48 |
| 1087 | 134 | Chris | Pelosi | M | City of Norwalk | 30:30.1 | 30:32.1 | 9:50 |
| 1059 | 135 | Marion | Lynott | F | Bridgewater Associates | 30:32.1 | 30:35.9 | 9:51 |
| 1299 | 136 | Aaron | Ho | M | City of Norwalk | 30:36.5 | 30:39.7 | 9:53 |
| 1076 | 137 | Laura | Mihailovic | F | Cervalis/CyrusOne | 30:15.3 | 30:43.0 | 9:54 |
| 1085 | 138 | Peter | Elliott | M | Cervalis/CyrusOne - Family and Friends | 30:03.0 | 30:47.2 | 9:55 |
| 1079 | 139 | Michael | Cobb | M | Cervalis/CyrusOne | 30:04.4 | 30:49.3 | 9:56 |
| 1083 | 140 | Caleb | Elliott | M | Cervalis/CyrusOne - Family and Friends | 30:06.1 | 30:49.5 | 9:56 |
| 1277 | 141 | Matt | Imholt | M | Tauck World Discovery | 30:41.9 | 30:51.0 | 9:56 |
| 1037 | 142 | Ted | Sierpina | M | Better Homes Construction | 30:49.4 | 30:55.4 | 9:58 |
| 1074 | 143 | Hai | Nguyen | M | Cervalis/CyrusOne | 30:17.4 | 30:56.3 | 9:58 |
| 1077 | 144 | Maria | Camacho | F | Cervalis/CyrusOne | 30:42.5 | 31:15.5 | 10:04 |
| 1176 | 145 | Lisa | Oldham | F | New Canaan Library | 31:01.4 | 31:34.3 | 10:10 |
| 1245 | 146 | Natalia | Kralia | F | Verde Energy USA | 31:39.4 | 31:42.1 | 10:13 |
| 1049 | 147 | Greg | Stanley | M | Bridgewater Associates | 31:39.3 | 31:44.2 | 10:13 |
| 1184 | 148 | Kelley | Brady | F | Reed Exhibitions | 32:05.0 | 32:05.0 | 10:20 |
| 1033 | 149 | Sidney | Almeida | M | Berkshire Hathaway Home Services New England | 31:50.8 | 32:09.4 | 10:21 |
| 1209 | 150 | Imran | Khan | M | Sun Products | 32:14.3 | 32:16.5 | 10:24 |
| 1036 | 151 | Nicole | Landry | F | Better Homes Construction | 32:25.2 | 32:30.7 | 10:28 |
| 1284 | 152 | Jean | Hoffman | F | | 32:13.1 | 32:38.5 | 10:31 |
| 1032 | 153 | Kathryn | Pasternak | F | Berkshire Hathaway Home Services New England | 32:02.9 | 32:39.2 | 10:31 |
| 1260 | 154 | Burt | Demarche | M | The LaurelRock Company | 32:28.2 | 32:49.7 | 10:34 |
| 1122 | 155 | Ryan | Massiello | M | Datto | 32:45.6 | 32:52.3 | 10:35 |
| 1116 | 156 | Erin | Turner | F | Datto | 32:46.4 | 32:52.3 | 10:35 |
| 1110 | 157 | Mallory | Arents | F | Darien Library | 32:50.1 | 33:21.3 | 10:45 |
| 1264 | 158 | Heather | Lange | F | Brody Wilkinson PC | 33:03.6 | 33:42.1 | 10:51 |
| 1290 | 159 | Megan | OBrien | F | Bridgeport YMCA | 33:38.3 | 33:51.5 | 10:54 |
| 1055 | 160 | Jonathon | Crovo | M | Bridgewater Associates | 33:23.2 | 33:52.4 | 10:55 |
| 1113 | 161 | Stephanie | Anderson | F | Darien Library | 33:24.9 | 33:56.3 | 10:56 |
| 1211 | 162 | Jessica | Davidson | F | Sun Products | 34:00.5 | 34:19.0 | 11:03 |
| 1148 | 163 | Amanda | Ciaszki | F | MBI Inc. | 34:10.7 | 34:35.7 | 11:09 |
| 1112 | 164 | Reed | Collyer | F | Darien Library | 34:10.2 | 34:41.0 | 11:10 |
| 1070 | 165 | Bill | Clarke | M | Cervalis/CyrusOne | 34:04.4 | 34:41.3 | 11:10 |
| 1106 | 166 | Caroline | Lopez | F | Darien Library | 34:40.3 | 35:16.3 | 11:22 |
| 1207 | 167 | Sabrina | Seidman | F | St Monicas | 35:27.5 | 35:34.1 | 11:27 |
| 1150 | 168 | Cindi | Vasale | F | MBI Inc. | 34:57.1 | 35:41.4 | 11:30 |
| 1154 | 169 | Lisa | Palladino | F | MBI Inc. | 35:26.5 | 35:41.9 | 11:30 |
| 1237 | 170 | Cheri | Ross | F | The LaurelRock Company | 35:20.9 | 35:42.6 | 11:30 |
| 1238 | 171 | John | Ross | M | The LaurelRock Company | 35:20.9 | 35:43.4 | 11:30 |
| 1225 | 172 | Michelle | Moffett | F | Tauck World Discovery | 35:15.6 | 35:44.3 | 11:31 |
| 1223 | 173 | Laurie | Lozyniak | F | Tauck World Discovery | 35:36.1 | 35:49.4 | 11:32 |
| 1170 | 174 | Jennifer | Cappella | F | Millward Brown | 35:39.9 | 36:24.4 | 11:44 |
| 1165 | 175 | Allyson | Wuensch | F | Millward Brown | 35:41.5 | 36:26.6 | 11:44 |
| 1249 | 176 | Thomas | Schramli | M | Verde Energy USA | 36:34.7 | 36:34.7 | 11:47 |
| 1243 | 177 | Jonathan | Schramli | M | Verde Energy USA | 36:35.1 | 36:35.1 | 11:47 |
| 1228 | 178 | Rhonda | Oneill | F | Tauck World Discovery | 36:22.8 | 36:52.7 | 11:53 |
| 1119 | 179 | Marc | Taricani | M | Datto | 36:47.8 | 36:58.3 | 11:54 |
| 1056 | 180 | Katie | Rissolo | F | Bridgewater Associates | 37:30.9 | 37:44.3 | 12:09 |
| 1095 | 181 | Rebecca | Kovacs | F | City of Norwalk | 38:14.0 | 38:24.4 | 12:22 |
| 1088 | 182 | Don | Shelden | M | City of Norwalk | 38:15.8 | 38:26.2 | 12:23 |
| 1244 | 183 | Justine | Grueb | F | Verde Energy USA | 38:44.3 | 38:55.2 | 12:32 |
| 1219 | 184 | Cathy | Cordaro | F | Tauck World Discovery | 39:08.2 | 39:23.0 | 12:41 |
| 1205 | 185 | Amy | Kelley | F | St Monicas | 40:05.9 | 40:13.6 | 12:57 |
| 1297 | 186 | Thomas | Capriti | M | Datto | 40:42.1 | 40:53.7 | 13:10 |
| 1089 | 187 | Emmet | Hibson | M | City of Norwalk | 40:54.0 | 40:54.0 | 13:10 |
| 1067 | 188 | Lou | Dellipoali | M | Brody Wilkinson PC | 40:22.5 | 41:01.1 | 13:13 |
| 1068 | 189 | Nikki | Dellipoali | F | Brody Wilkinson PC | 40:26.8 | 41:05.5 | 13:14 |
| 1078 | 190 | Melody | Lehrman | F | Cervalis/CyrusOne | 41:39.3 | 42:17.6 | 13:37 |
| 1072 | 191 | Carlotta | Leung | F | Cervalis/CyrusOne | 41:43.1 | 42:26.3 | 13:40 |
| 1127 | 192 | Joan | Wallace | F | Day Pitney | 41:37.2 | 42:48.6 | 13:47 |
| 1234 | 193 | Hannah | Banores | F | The Adventure Park at the Discovery Museum | 43:17.2 | 43:18.9 | 13:57 |
| 1231 | 194 | Allison | Johnston | F | The Adventure Park at the Discovery Museum | 43:17.2 | 43:19.0 | 13:57 |
| 1051 | 195 | Heather | Heimann | F | Bridgewater Associates | 42:52.3 | 43:25.1 | 13:59 |
| 1084 | 196 | Mallory | Elliott | F | Cervalis/CyrusOne - Family and Friends | 42:54.2 | 43:37.0 | 14:03 |