Rankings · updated September 7, 2026

Best 5Ks in Chicago, IL

None have enough measured for a composite score yet, so instead they're ranked below by how long they've been run — a fact each race states itself. How scoring works →

Longest-running races

2 races we can date but haven't measured enough of to score. Oldest first. What we measure →

  1. 1 18th Annual Beverly Hills Turkey Trot 5K Run & Family Walk Chicago, IL Nov 2026 2009 17 years running
  2. 2 4th Annual Run for the Parks! 5K Run, Walk or Roll Chicago, IL Sep 2026 2023 3 years running

Listed races

14 races we list but haven't measured enough of to score. By date. What we measure →

  1. El Grito 5K Family Run/Walk Chicago, IL Sep 2026 Not yet rankedno verified data
  2. Abuelitos 5K Chicago, IL Sep 2026 Not yet rankedno verified data
  3. Bloomingdale Trail 5K Chicago, IL Sep 2026 Not yet rankedno verified data
  4. 2026 Chi-Care 5K Run/Walk Chicago, IL Sep 2026 Not yet rankedno verified data
  5. Chicago - HFTC 5k Chicago, IL Oct 2026 Not yet rankedno verified data
  6. Coffee Lovers Run 5K/10K/13.1 CHICAGO/EVANSTON Chicago, IL Oct 2026 Not yet rankedno verified data
  7. Cookie Run 5K/10K/13.1 CHICAGO/EVANSTON Chicago, IL Oct 2026 Not yet rankedno verified data
  8. Chi Town Turkey Trot 5K & 10K Chicago, IL Nov 2026 Not yet rankedno verified data
  9. Coffee Lovers Run 5K/10K/13.1 CHICAGO/EVANSTON Chicago, IL Nov 2026 Not yet rankedno verified data
  10. 2026 Jingle Bell Run - Chicago, IL Chicago, IL Dec 2026 Not yet rankedno verified data
  11. A Merry Christmas Run 5K/10K/13.1 CHICAGO/EVANSTON Chicago, IL Dec 2026 Not yet rankedno verified data
  12. Coffee Lover Run CHICAGO/EVANSTON Chicago, IL Jan 2027 Not yet rankedno verified data
  13. Always Hope Easter Run CHICAGO/EVANSTON Chicago, IL Mar 2027 Not yet rankedno verified data
  14. Coffee Lover Run CHICAGO/EVANSTON Chicago, IL Apr 2027 Not yet rankedno verified data

Races worth traveling for

Twice a month: the races our data says are worth the trip — picked by the numbers, never pay-to-play. Plus a heads-up when your race's week arrives. One-click unsubscribe, always.