| 768 | 456 | Julie | Lombardi | F | Reed Exhibitions | 37:36 | 38:23 | 12:22 |
| 441 | 457 | Stacey | Vancho | F | Kantar | 38:29 | 38:29 | 12:24 |
| 143 | 458 | Elise | Whitney | F | Cadent Consulting Group | 38:19 | 38:30 | 12:24 |
| 280 | 459 | Rebecca | Everson | F | FactSet | 37:48 | 38:41 | 12:27 |
| 321 | 460 | Dominique | Ruffin | F | First County Bank | 38:18 | 38:46 | 12:29 |
| 136 | 461 | Elisabeth | Smith | F | Brooks & Falotico | 38:23 | 38:46 | 12:29 |
| 710 | 462 | Kim | Charles | F | Tauck | 38:24 | 38:53 | 12:31 |
| 614 | 463 | Emily | Phillips | F | Rocaton | 38:16 | 38:54 | 12:31 |
| 341 | 464 | Vicki | Puciato | F | First County Bank | 38:18 | 38:55 | 12:32 |
| 548 | 465 | Latticia | Roady | M | NN Life Sciences | 38:23 | 38:59 | 12:33 |
| 796 | 466 | Sameer | Bagga | M | FactSet | 38:09 | 39:05 | 12:35 |
| 264 | 467 | Joel | Salomon | M | FactSet | 38:43 | 39:06 | 12:35 |
| 565 | 468 | Gabriella | Guadalupe | F | Public Power | 38:27 | 39:08 | 12:36 |
| 389 | 469 | Joi | Therrien | F | Gilbane Building Company | 38:56 | 39:11 | 12:37 |
| 770 | 470 | Stephanie | Maybruch | F | Citrin Cooperman | 38:57 | 39:15 | 12:38 |
| 632 | 471 | Cathy | Cordaro | F | Tauck | 38:51 | 39:18 | 12:39 |
| 529 | 472 | Evelyn | Garcia | F | Mets Board Americas Corporation | 38:53 | 39:28 | 12:42 |
| 198 | 473 | Jodi | McSweeney | F | Connecticut Dermatology Group | 39:32 | 39:32 | 12:44 |
| 645 | 474 | Christopher | Reale | M | Team Run 169 | 39:38 | 39:45 | 12:48 |
| 758 | 475 | Conor | Quinn | M | Criterion | 38:15 | 39:51 | 12:50 |
| 759 | 476 | Sunel | Reddy | M | Criterion | 38:16 | 39:52 | 12:50 |
| 4 | 477 | Mary | Pinto | F | Access Intelligence LLC | 39:04 | 40:05 | 12:54 |
| 279 | 478 | Raghu | Chikkala | M | FactSet | 40:13 | 40:13 | 12:57 |
| 208 | 479 | Brittany | Netherton | F | Darien Library | 40:06 | 40:15 | 12:58 |
| 175 | 480 | Nathaniel | Asare | M | City of Norwalk | 40:10 | 40:16 | 12:58 |
| 271 | 481 | Nicole | Lewis | F | FactSet | 39:25 | 40:17 | 12:58 |
| 207 | 482 | Ali | Obrien | F | Darien Library | 40:10 | 40:18 | 12:59 |
| 509 | 483 | Valeria | Labranche | F | Melissa & Doug | 40:10 | 40:21 | 13:00 |
| 562 | 484 | Doralisa | Gonzalez | F | Public Power | 39:48 | 40:28 | 13:02 |
| 555 | 485 | Dan | Callahan | M | Prutting & Company Custom Builders LLC | 40:03 | 40:30 | 13:02 |
| 343 | 486 | Ava | Striegl | F | Foundation Source | 40:37 | 40:37 | 13:05 |
| 624 | 487 | Jeanne | Cronin | F | Signal / Charles Taylor | 40:00 | 40:38 | 13:05 |
| 750 | 488 | Lauren | Doyle | F | Reed Exhibitions | 40:49 | 40:49 | 13:09 |
| 635 | 489 | Jill | Leo | F | Tauck | 40:30 | 40:59 | 13:12 |
| 775 | 490 | Chris | Grasso | M | | 41:03 | 41:03 | 13:13 |
| 783 | 491 | Tom | Kirk | M | Mets Board Americas Corporation | 40:28 | 41:04 | 13:14 |
| 567 | 492 | Martin | Phillips | M | Public Power | 41:08 | 41:08 | 13:15 |
| 609 | 493 | Alison | Lonstein | F | Rocaton | 40:35 | 41:09 | 13:15 |
| 542 | 494 | Kayla | Del | F | New Canaan Library | 40:12 | 41:10 | 13:15 |
| 323 | 495 | Enesa | Palavrtic | F | First County Bank | 40:53 | 41:10 | 13:15 |
| 797 | 496 | Jiakung | Feny | M | FactSet | 41:11 | 41:11 | 13:16 |
| 352 | 497 | Valerie | Koch | F | Ganim Financial | 40:53 | 41:27 | 13:21 |
| 261 | 498 | Jesse | Smolin | M | FactSet | 42:02 | 42:02 | 13:32 |
| 7 | 499 | Carolyn | Arnold | F | Akademos | 41:37 | 42:03 | 13:32 |
| 140 | 500 | Thais | Catron | F | Brooks & Falotico | 41:46 | 42:10 | 13:35 |
| 596 | 501 | Wendy | Knothe | F | Reynolds + Rowella | 42:02 | 42:41 | 13:45 |
| 722 | 502 | Darrin | Martinez | M | Child Guidance Center | 42:52 | 42:52 | 13:48 |
| 724 | 503 | Erika | Keyes | F | Child Guidance Center | 42:42 | 42:52 | 13:48 |
| 310 | 504 | Gloria | Lacourse | F | FAF-FASB-GASB | 43:32 | 43:46 | 14:05 |
| 295 | 505 | Tiesha | Watson | F | FactSet | 43:47 | 43:47 | 14:06 |
| 339 | 506 | Stephanie | Frederick | F | First County Bank | 43:19 | 43:56 | 14:09 |
| 513 | 507 | Janine | Deering | F | Mercer Health & Benefits LLC | 42:53 | 43:56 | 14:09 |
| 672 | 508 | Cheynna | Zygmunt | F | Wilton Re | 43:30 | 44:03 | 14:11 |
| 598 | 509 | Greg | Longo | M | Robert Half | 43:17 | 44:08 | 14:13 |
| 601 | 510 | Nicole | Coscia | F | Robert Half | 43:18 | 44:08 | 14:13 |
| 652 | 511 | Kim | Kissh | F | The Lockwood Group | 44:17 | 44:17 | 14:15 |
| 651 | 512 | Georgia | Laaser | F | The Lockwood Group | 44:38 | 44:38 | 14:22 |
| 649 | 513 | Abigail | Frazier | F | The Lockwood Group | 44:38 | 44:38 | 14:22 |
| 470 | 514 | Matthew | Hubbard | M | McIntyre Group | 44:43 | 44:54 | 14:27 |
| 476 | 515 | Lexi | Sheehy | F | MediaCrossing Inc. | 44:52 | 45:10 | 14:32 |
| 102 | 516 | Linda | Guckert | F | Bridgewater Associates | 44:56 | 45:27 | 14:38 |
| 637 | 517 | Karina | Frosceno | F | Tauck | 45:23 | 45:50 | 14:45 |
| 159 | 518 | Renata | Howard | F | Citrin Cooperman | 45:58 | 46:19 | 14:55 |
| 156 | 519 | Brent | Simeon | M | Citrin Cooperman | 45:59 | 46:19 | 14:55 |
| 331 | 520 | Michael | Hokanson | M | First County Bank | 46:18 | 47:09 | 15:11 |
| 42 | 521 | Jennifer | Verdon | M | Blue Buffalo Co. LTD | 47:03 | 47:12 | 15:12 |
| 591 | 522 | Meghan | Hurley | F | Reed Exhibitions | 47:47 | 47:47 | 15:23 |
| 583 | 523 | Justin | Botelle | M | Reed Exhibitions | 47:47 | 47:47 | 15:23 |
| 462 | 524 | Kathleen | Nguyen | F | M.T. Maritime Management | 47:13 | 48:00 | 15:27 |
| 464 | 525 | Maung | SoeMin | M | M.T. Maritime Management | 48:13 | 48:13 | 15:31 |
| 346 | 526 | Julia | Demeo | F | Foundation Source | 47:44 | 48:27 | 15:36 |
| 355 | 527 | Christine | Ruggiero | F | Gault Family Companies | 48:37 | 48:43 | 15:41 |
| 581 | 528 | Jennifer | Alston | F | Reed Exhibitions | 48:53 | 48:53 | 15:44 |
| 206 | 529 | Alan | Gray | M | Darien Library | 48:28 | 48:57 | 15:46 |
| 173 | 530 | Marisa | Swanson | F | City of Norwalk | 48:58 | 49:20 | 15:53 |
| 165 | 531 | Cathy | Petrini | F | City of Norwalk | 48:59 | 49:20 | 15:53 |
| 155 | 532 | Amy | Dumas | F | Citrin Cooperman | 49:12 | 49:33 | 15:57 |
| 461 | 533 | Julie | Lubas | F | M.T. Maritime Management | 48:48 | 49:35 | 15:58 |
| 158 | 534 | Katherine | Hlushko | F | Citrin Cooperman | 49:15 | 49:36 | 15:58 |
| 659 | 535 | Jill | Salvitti | F | Verrill Dana LLP | 48:49 | 49:36 | 15:58 |
| 487 | 536 | Connie | Batchelor | F | Melissa & Doug | 49:33 | 49:41 | 16:00 |
| 537 | 537 | Kim | Dennehy | F | Moran Towing Corp | 48:52 | 49:47 | 16:02 |
| 693 | 538 | Chelsea | O'Connor | F | Inspira marketing Group | 49:15 | 49:52 | 16:03 |
| 104 | 539 | Lynda | Davidson | F | Bridgewater Associates | 49:27 | 49:57 | 16:05 |
| 82 | 540 | Dawn | Thompson | F | Bridgewater Associates | 49:42 | 50:12 | 16:10 |
| 685 | 541 | Toni | Riordan | F | Berkshire Hathaway HomeServices | 49:50 | 50:25 | 16:14 |
| 686 | 542 | Phil | Riordan | M | Berkshire Hathaway HomeServices | 49:51 | 50:26 | 16:14 |
| 398 | 543 | Derek | Johnson | M | IDOC LLC | 50:04 | 50:28 | 16:15 |
| 656 | 544 | Andy | Nevas | M | Verrill Dana LLP | 49:49 | 50:32 | 16:16 |
| 763 | 545 | Rita | Thomas | F | IDOC LLC | 50:09 | 50:33 | 16:16 |
| 191 | 546 | Viola | Yee | F | Commonfund | 50:17 | 50:40 | 16:19 |
| 708 | 547 | Laura | Demotte | F | Bridgewater Associates | 50:42 | 51:06 | 16:27 |
| 764 | 548 | Amy | Russell | F | IDOC LLC | 50:53 | 51:19 | 16:31 |
| 704 | 549 | Rashiya | Fergusen | F | People's United Bank | 51:43 | 51:43 | 16:39 |
| 552 | 550 | Janet | Lopez | F | People's United Bank | 51:45 | 51:45 | 16:40 |
| 334 | 551 | Prasanta | Nath | M | First County Bank | 52:10 | 53:06 | 17:06 |
| 376 | 552 | Katie | Durham | F | GigMasters/The Bash | 52:34 | 53:23 | 17:11 |
| 466 | 553 | Rosemarie | Min | F | M.T. Maritime Management | 54:06 | 54:06 | 17:25 |
| 721 | 554 | Delphine | Naudin | F | Child Guidance Center | 54:20 | 54:20 | 17:30 |
| 640 | 555 | Lynn | Corcoran | F | Tauck | 54:04 | 54:46 | 17:38 |