| 1851 | Melissa MartinChicago Navy Pier | HYROX | 1:31:57 |
| 1852 | Gary OwensChicago Navy Pier | HYROX | 1:31:57 |
| 1853 | Darin RolleChicago Navy Pier | HYROX | 1:31:58 |
| 1854 | Michael GreveChicago Navy Pier | HYROX | 1:32:00 |
| 1855 | Celeste JenkinsChicago Navy Pier | HYROX | 1:32:00 |
| 1856 | Will WhitakerChicago Navy Pier | HYROX | 1:32:01 |
| 1857 | Michael Flaherty & Victoria FlahertyChicago Navy Pier | HYROX DOUBLES | 1:32:01 |
| 1858 | Megan Nutting & Jennifer HamriChicago Navy Pier | HYROX DOUBLES | 1:32:02 |
| 1859 | Kristin HeinemanChicago Navy Pier | HYROX | 1:32:02 |
| 1860 | Audrey ThiesChicago Navy Pier | HYROX | 1:32:02 |
| 1861 | Hoyeon YooChicago Navy Pier | HYROX | 1:32:04 |
| 1862 | Jon HubbardChicago Navy Pier | HYROX | 1:32:06 |
| 1863 | Jaclyn FrymarkChicago Navy Pier | HYROX | 1:32:08 |
| 1864 | Ashley Nechaev & Aj WestChicago Navy Pier | HYROX DOUBLES | 1:32:09 |
| 1865 | Jacob McdermottChicago Navy Pier | HYROX | 1:32:09 |
| 1866 | Megan Garcia & Kristopher GarciaChicago Navy Pier | HYROX DOUBLES | 1:32:09 |
| 1867 | Alyssa GillilandChicago Navy Pier | HYROX | 1:32:10 |
| 1868 | Robert CampbellChicago Navy Pier | HYROX | 1:32:11 |
| 1869 | Diego Corona RamosChicago Navy Pier | HYROX | 1:32:14 |
| 1870 | Hannah ScottChicago Navy Pier | HYROX PRO | 1:32:17 |
| 1871 | Kelly DonnellyChicago Navy Pier | HYROX | 1:32:18 |
| 1872 | Ankit Prasad & Leon Van WykChicago Navy Pier | HYROX DOUBLES | 1:32:18 |
| 1873 | David Chapin & Craig TrochinskiChicago Navy Pier | HYROX DOUBLES | 1:32:19 |
| 1874 | Kim Bello & Edward BelloChicago Navy Pier | HYROX DOUBLES | 1:32:19 |
| 1875 | Dan TunChicago Navy Pier | HYROX | 1:32:19 |
| 1876 | Matthew CooperChicago Navy Pier | HYROX | 1:32:20 |
| 1877 | Marcin SerafinChicago Navy Pier | HYROX | 1:32:21 |
| 1878 | Cheyanne Clausing & Abigail KobyChicago Navy Pier | HYROX DOUBLES | 1:32:21 |
| 1879 | Enrique Magana & Jesse LopezChicago Navy Pier | HYROX DOUBLES | 1:32:21 |
| 1880 | Logan McallisterChicago Navy Pier | HYROX PRO | 1:32:23 |
| 1881 | Katie Bryk & Julie BlacklockChicago Navy Pier | HYROX DOUBLES | 1:32:24 |
| 1882 | Carly Stern & Angela VelazquezChicago Navy Pier | HYROX DOUBLES | 1:32:26 |
| 1883 | Alex GerageChicago Navy Pier | HYROX | 1:32:26 |
| 1884 | Francis Raycroft & Jennifer RaycroftChicago Navy Pier | HYROX DOUBLES | 1:32:27 |
| 1885 | Stephanie Parker & Rachel BurtkaChicago Navy Pier | HYROX DOUBLES | 1:32:28 |
| 1886 | Justin PisanoChicago Navy Pier | HYROX | 1:32:28 |
| 1887 | Andrew Rallis & Rebecca Rallis & Adam Rallis & Joanne MorenoChicago Navy Pier | HYROX TEAM RELAY | 1:32:29 |
| 1888 | Anastasia Stanger & Paul Anderson & Jay Dobbs & Robyn KaufmanChicago Navy Pier | HYROX TEAM RELAY | 1:32:30 |
| 1889 | Chase Keller & Corey CoburnChicago Navy Pier | HYROX DOUBLES | 1:32:31 |
| 1890 | Michael CatesChicago Navy Pier | HYROX | 1:32:31 |
| 1891 | Jens WöhlbierChicago Navy Pier | HYROX PRO | 1:32:34 |
| 1892 | Tom MohacsiChicago Navy Pier | HYROX | 1:32:34 |
| 1893 | Teresa Williams & Jessie WangChicago Navy Pier | HYROX DOUBLES | 1:32:35 |
| 1894 | Scott NeckersChicago Navy Pier | HYROX | 1:32:36 |
| 1895 | Derrick DeeseChicago Navy Pier | HYROX | 1:32:36 |
| 1896 | Justin CandeaChicago Navy Pier | HYROX | 1:32:37 |
| 1897 | John WalkerChicago Navy Pier | HYROX | 1:32:37 |
| 1898 | Zachary HansenChicago Navy Pier | HYROX | 1:32:39 |
| 1899 | William SaulsberyChicago Navy Pier | HYROX | 1:32:39 |
| 1900 | Alex Carlson & Courtney FedacsekChicago Navy Pier | HYROX DOUBLES | 1:32:40 |