| Grant Park to Jackson Park | 8.19 mi | 210 ft | 0.5% |
| Monroe to 31st | 3.25 mi | 26 ft | 0.0% |
| Grant Park to Hyde Park (Lakefront Trail) v2 | 6.64 mi | -30 ft | -0.0% |
| Monroe - Shedd | 0.82 mi | -16 ft | -0.0% |
| Tunnel Climb | 0.39 mi | 7 ft | 0.3% |
| Tunnel Climb (Corrected) | 0.42 mi | 16 ft | 0.3% |
| Climb up from the Shedd | 0.10 mi | -23 ft | -1.7% |
| Shedd to Sidewalk | 7.49 mi | 39 ft | 0.0% |
| Soldier Field Gravel | 0.31 mi | -16 ft | -0.8% |
| FTP Test South | 4.84 mi | -23 ft | -0.1% |
| HP to Planetarium Sprint | 5.35 mi | 43 ft | 0.0% |
| Waldron to 71st | 7.55 mi | -30 ft | -0.0% |
| Soldier Field to Promontory Point | 5.07 mi | 30 ft | 0.0% |
| Waldron to 43rd Bridge | 3.31 mi | 13 ft | 0.0% |
| McCormick Climb | 0.09 mi | 10 ft | 2.1% |
| Sledding Hill to Wallach Fountain | 4.94 mi | 26 ft | 0.0% |
| Burnham to 31st St. Harbor | 1.27 mi | 10 ft | 0.0% |
| Dodge the Devil Birds | 0.35 mi | 13 ft | 0.7% |
| McCormick Willow Tree to End of New Pavement hill South | 1.19 mi | 16 ft | 0.3% |
| Mccormick Willow to End of New Pavement South | 0.64 mi | 10 ft | 0.2% |
| 31st Street Marina to 47th Street Southbound | 2.30 mi | 26 ft | 0.1% |
| 31st to Elizabeth Bracket | 0.95 mi | 13 ft | 0.2% |
| FMR 🥀 | 3.24 mi | -20 ft | -0.0% |
| 31st to South Shore Golf | 5.88 mi | -26 ft | -0.0% |
| Old Path Southbound | 0.20 mi | -7 ft | -0.6% |
| 47th street hill climb | 0.36 mi | 13 ft | 0.4% |
| The 47th St Hill | 0.21 mi | -26 ft | -0.3% |
| Brace yo self drop south! | 0.62 mi | -16 ft | -0.4% |
| Sprint to Prometory | 0.48 mi | 0 ft | 0.0% |
| Point to Marina JP Bay jump | 1.36 mi | -16 ft | -0.0% |
| Kanye West | 2.29 mi | 13 ft | 0.0% |
| Jackson Park (57th St Beach to La Rabida) | 1.26 mi | 10 ft | 0.0% |
| 59th to 62nd Street South Bound (South African Sprint) | 0.34 mi | -7 ft | -0.2% |
| Bumpy Beach South | 0.22 mi | 7 ft | 0.4% |
| Low Hanging Fruit - golf course sprint south | 0.43 mi | -3 ft | -0.1% |
| 79th Up Hill (At the Park) | 0.38 mi | 20 ft | 0.8% |
| Powerline Path | 0.58 mi | -3 ft | -0.0% |
| Sprint to Shoreline | 0.44 mi | 3 ft | 0.1% |
| 800N: Fail Rd to 300E | 1.21 mi | 85 ft | 0.5% |
| 800N: hill up to 300E | 0.90 mi | 98 ft | 1.8% |
| only the big hill | 0.37 mi | 75 ft | 3.7% |
| Speedway to RV Park | 0.80 mi | -72 ft | -1.7% |
| South Shore Railroad (eastbound) | 0.64 mi | -7 ft | -0.1% |
| Redwood Climb | 1.10 mi | 98 ft | 1.4% |
| Brush Trail | 2.70 mi | -98 ft | -0.2% |
| Riverside Trail - Darden to Cleveland | 0.47 mi | 3 ft | 0.0% |
| Riverside Trail - Cleveland to Angela | 2.88 mi | 30 ft | 0.0% |
| Riverside Drive from Chet Waggoner to Steel Warehouse | 2.66 mi | 26 ft | 0.0% |
| Angela Hill - Iroq to E Bank | 0.29 mi | 62 ft | 3.6% |
| Angela Climb | 0.23 mi | 49 ft | 4.0% |
