| ID | ROUTE | LOCALITY | COUNTRY | CREATED | USED FOR | DISTANCE (km) | ASCENT (m) | TERRAIN | VIEWS |
|---|---|---|---|---|---|---|---|---|---|
| 3294356 | Swissotel Chicago | Loop | US | 6 months ago | Running | 4.828 | 31 | Mixed | 71 |
| 936955 | 2019 Chicago Marathon | Loop | US | 7 years ago | Running | 43.172 | 95 | Road | 71 |
| 2054547 | Chicago Marathon | Loop | US | 4 years ago | Running | 43.010 | 96 | Mixed | 71 |
| 1726221 | Lakesideroute | Loop | US | 5 years ago | Running | 9.479 | 33 | Mixed | 70 |
| 1670109 | Chicago Long Run | Loop | US | 5 years ago | Running | 25.919 | 87 | Mixed | 70 |
| 1015658 | Chicago Spring Half - 10K | Loop | US | 6 years ago | Running | 10.190 | 37 | Road | 70 |
| 2174864 | Route 66 - Illinois | Loop | US | 3 years ago | Other | 514.450 | 1682 | Road | 70 |
| 1715285 | Renny G Half Marathon | Loop | US | 5 years ago | Running | 21.129 | 75 | Mixed | 69 |
| 1933834 | Downtown To Chinatown | Loop | US | 4 years ago | Running | 8.093 | 24 | Road | 69 |
| 1435665 | 5k Run | Loop | US | 5 years ago | Running | 5.002 | 23 | Road | 68 |
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ADVERT - Routes LrgLeader Middle
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| 1292911 | Downtown 26.2 V2 | Loop | US | 6 years ago | Running | 42.298 | 158 | Off-Road | 64 |
| 828520 | 12 Mile Rd March | Loop | US | 7 years ago | Walking | 9.660 | 40 | Off-Road | 63 |
| 1952722 | 72 mile ride | Loop | US | 4 years ago | Cycling | 117.342 | 656 | Road | 62 |
| 3172006 | GART (1.2) Chicago-Kansas City | Loop | US | 11 months ago | Other | 829.711 | 4509 | Road | 62 |
| 3010510 | Chi Town 5km | Loop | US | 1 year ago | Running | 5.494 | 23 | Off-Road | 62 |
| 3294516 | Swissotel Chicago - Riverwalk | Loop | US | 6 months ago | Running | 4.905 | 11 | Mixed | 61 |
| 2046916 | CES SL 10 Miles Pre- Race | Loop | US | 4 years ago | Running | 16.595 | 71 | Mixed | 61 |
| 1652743 | 10k | Loop | US | 5 years ago | Walking | 10.160 | 36 | Mixed | 60 |
| 1123643 | 2020 CARA SMTP Hydration - Downtown | Loop | US | 6 years ago | Running | 32.200 | 122 | Mixed | 60 |
| 1812192 | 2 Mile Walk | Loop | US | 4 years ago | Walking | 3.625 | 15 | Mixed | 59 |
| 2031547 | 18/13 | Loop | US | 4 years ago | Running | 27.729 | 118 | Off-Road | 59 |
| 2035004 | Chicago Marathon Shake-out '22 | Loop | US | 4 years ago | Running | 5.024 | 17 | Road | 58 |
| 1219934 | CARA Downtown Marathon | Loop | US | 6 years ago | Running | 42.290 | 182 | Road | 58 |
| 2970436 | Fleet Feet South Loop - 2 Mile Route | Loop | US | 1 year ago | Running | 3.230 | 7 | Road | 58 |
| 3271893 | Chicago 5 Mile | Loop | US | 7 months ago | Running | 8.044 | 41 | Mixed | 57 |
| 3288103 | Connor Rec | Loop | US | 6 months ago | Running | 12.056 | 55 | Mixed | 57 |
| 2142607 | Chicago Lake Michigan | Loop | US | 3 years ago | Walking | 3.251 | 16 | Road | 57 |
| 1241922 | SS001 - Chicago | Loop | US | 6 years ago | Other | 3.020 | 23 | Road | 57 |
| 1884352 | Kansas City | Loop | US | 4 years ago | Other | 847.497 | 4155 | Road | 57 |
| 1901287 | Chi DT | Loop | US | 4 years ago | Walking | 1.038 | 3 | Road | 57 |