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Long Run Routes in Chicago (13 km+)
Generate Art Routes in Chicago0 routes of 13 km or more in Chicago, suitable for weekend long runs and marathon build-up weeks.
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Long Run Routes in Chicago (13 km+)
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Map section
Running long in Chicago
Building the long run
Long runs work best on continuous, uninterrupted terrain. Urban roads, park paths, and mixed city surfaces. Plan water stops in advance — most of these routes pass drinking fountains or shops, but not reliably in the outer sections.
Marathon and half-marathon blocks
Progress the long run by no more than 10–15% per week, and keep one route constant so you can compare weeks honestly. Repeating a loop twice is usually easier to fuel than a single point-to-point.
Safety on longer efforts
Check traffic flow, sidewalks, and route lighting before your run.