Outdoor events near Chicago, Illinois
78 outdoor events are on within 25 miles of Chicago over the next three months: 76 races and 2 ranger-led or guided programs. 9 are this weekend. A typical October day in Chicago reaches about 61°F and drops to 48°F (NOAA 30-year average).
- 78 upcoming
- 9 this weekend
- October: 32
- November: 30
- December: 13
- January: 3
- RaceNew Balance Untamed Relay Presented by Fleet FeetFri, Oct 9 · 6:00 PMChicago · 6.4 mi from Chicago
- half marathon · 5K · 10KCoffee Lovers Run 5K/10K/13.1 CHICAGO/EVANSTONSat, Oct 10 · 7:30 AM · +1 more dateChicago · 9.4 mi from Chicago
- half marathon · 5K · 10KCookie Run 5K/10K/13.1 CHICAGO/EVANSTONSat, Oct 10 · 7:30 AMChicago · 9.4 mi from Chicago
- 5K13th Annual Harvest Hustle 5KSat, Oct 10 · 8:00 AMNiles · 16 mi from Chicago
- 5K4th Annual DBC Keys 2 Stability Community 5K 2026Sat, Oct 10 · 8:00 AMFlossmoor · 21 mi from Chicago
- 5KCAI - Illinois Family 5kSat, Oct 10 · 8:30 AMOak Brook · 14 mi from Chicago
- 5KWelcome Run 5KSat, Oct 10 · 9:00 AMLiving Word Church, Lansing · 20 mi from Chicago
- 5KRun With Kenyans Pamoja 5K Shakeout Run – ChicagoSat, Oct 10 · 10:00 AMChicago · 3.5 mi from Chicago
- Ranger programDaily Ranger Guided ToursSat, Oct 10 · 1:00 PM · +58 more datesPullman National Historical Park · 11 mi from ChicagoFree
- half marathon · 10K · 5KChicago Fall Classic Half Marathon, 10K & 5KSat, Oct 17 · 7:10 AMChicago · 8.2 mi from Chicago
- 5KTrain Up 5K and Fun RunSat, Oct 17 · 8:00 AMNorthfield · 19 mi from Chicago
- 5KCantigny 5K Run/Walk 2026 - Benefiting The Midwest Shelter for Homeless VeteransSat, Oct 17 · 9:00 AMWheaton · 25 mi from Chicago
- 5KRosehill Cemetery 'Crypt' 5K Run/WalkSat, Oct 17 · 7:00 PMChicago · 11 mi from Chicago
- Race23rd Annual This Run's For Jack 2026Sun, Oct 18 · 6:00 AMGlen Ellyn · 19 mi from Chicago
- RaceFrank Lloyd Wright RacesSun, Oct 18 · 8:00 AMOak Park · 6.4 mi from Chicago
- 5KBolingbrook Howl-O-Ween 5KSun, Oct 18 · 8:00 AMBolingbrook · 23 mi from Chicago
- 5KHOW 5KSun, Oct 18 · 9:00 AMChicago · 8.6 mi from Chicago
- 5KThe Fall Color 5KSat, Oct 24 · 8:00 AMLisle · 21 mi from Chicago
- 5KHowl-o-ween 5k - SchaumburgSat, Oct 24 · 9:00 AMBusse Woods Grove 27, Rolling Meadows · 24 mi from Chicago
- 5K · 1 mileFaith & Fitness Charity Race Series (5K Run, 1 Mile Walk) eventSat, Oct 24 · 4:00 PMMiller Meadows (Run Path), Forest Park · 7.9 mi from Chicago
- Race2026 SKECHERS Wicked Wine Run ChicagoSat, Oct 24 · 5:30 PMCantigny Park, Wheaton · 24 mi from Chicago
- half marathon · 5KHaunted Halloween Half Marathon & 5kmSun, Oct 25 · 8:25 AMChicago · 6.8 mi from Chicago
- 5K · 8 mileHot Cider Hustle - Wheaton 8 Mile Run & 5K Run/WalkSun, Oct 25 · 8:30 AMWheaton · 22 mi from Chicago
- 5KHowl-o-ween 5k - Dan Ryan WoodsSun, Oct 25 · 9:00 AMChicago · 6.5 mi from Chicago
- Race26th Annual Shannon McNamara Memorial Run/WalkSun, Oct 25 · 9:00 AMRolling Meadows · 23 mi from Chicago
- RacePolish Independence RunSun, Oct 25 · 9:00 AMGrove 16 - Montrose Harbor, Chicago · 8.2 mi from Chicago
- 5KDay of the Dead Family 5K Run/WalkSun, Oct 25 · 9:00 AMWheeling · 24 mi from Chicago
- 5KHaunted Oak 5KSun, Oct 25 · 3:40 PMOld Oak Country Club, Homer Glen · 21 mi from Chicago
- Race2026 UNO Carrera De Los Muertos/Race of the Dead eventSat, Oct 31 · 5:00 AMBENITO JUAREZ COMMUNITY ACADEMY, Chicago · 1.6 mi from Chicago
- half marathon · 5K · 10KPB&J Fuel Run 5K/10K/13.1 CHICAGO/EVANSTONSat, Oct 31 · 7:30 AMChicago · 9.4 mi from Chicago
- half marathon · 5K · 10KHalloween Trick or Trot Run 5K/10K/13.1 CHICAGO/EVANSTONSat, Oct 31 · 7:30 AMChicago · 9.4 mi from Chicago
- RaceCyclocross for Everyone! -- 10/31/2026 -- THE MARSH MONSTER Halloween RaceSat, Oct 31 · 10:00 AMChicago · 12 mi from Chicago
- Guided tourBison or Bust! The Tertiary Trek: National Bison Day Ride to Midewin National Tallgrass PrairieSat, Nov 7 · 7:00 AMChicago · 3.5 mi from Chicago
- 5KSt. Francis Xavier Falcon 5K Run/WalkSat, Nov 7 · 8:00 AMLa Grange Park · 9.9 mi from Chicago
- RaceThe Forge Trail Run FestivalSat, Nov 14 · 7:15 AMLemont · 17 mi from Chicago
- Race2026 Jingle Bell Run - Western Suburbs, ILSat, Nov 14 · 7:30 AMWheaton · 25 mi from Chicago
- half marathon · 5K · 10KRun for Mental Health 5K/10K/13.1 CHICAGO/EVANSTONSat, Nov 14 · 7:30 AMChicago · 9.4 mi from Chicago
- half marathon · 5K · 10KVeterans Day Freedom Run 5K/10K/13.1 CHICAGO/EVANSTONSat, Nov 14 · 7:30 AMChicago · 9.4 mi from Chicago
- 5KBridgeTogether for Autism 5KSat, Nov 14 · 9:00 AMBurr Ridge · 13 mi from Chicago
- RaceBrookfield Zoo Chicago Reindeer RunSat, Nov 14 · 7:00 PMBrookfield Zoo Chicago, Brookfield · 8.5 mi from Chicago
- 5KLisle Turkey Trot Tune-Up 5KSun, Nov 15 · 9:00 AMLisle Community Park, Lisle · 21 mi from Chicago
- 5KJingle Dash 5KSun, Nov 15 · 9:00 AMRobbins Park Parking Lot, Hinsdale · 13 mi from Chicago
- RaceThe Universal Sole November Trail ChallengeSat, Nov 21 · 10:00 AMWillow Springs · 12 mi from Chicago
- 5KButterball Burner 5K Fun RunSun, Nov 22 · 8:00 AMHomewood · 19 mi from Chicago
- 5K · 10KLincolnwood Turkey Trot: 5K, 10K, Walk, DashSun, Nov 22 · 8:45 AMLincolnwood · 12 mi from Chicago
- 5KRun for a Sole 5KSun, Nov 22 · 9:00 AMChicago · 6.0 mi from Chicago
- 5KGlenview Gobbler 5K Run/Walk and DashThu, Nov 26 · 8:00 AMGlenview · 18 mi from Chicago
- RaceOrland Park Turkey TrotThu, Nov 26 · 8:00 AMOrland Park · 17 mi from Chicago
- RaceWinnetka Turkey Trot 2026Thu, Nov 26 · 8:00 AMWinnetka · 19 mi from Chicago
- 5KGrove Express 5KThu, Nov 26 · 8:30 AMDowners Grove · 17 mi from Chicago
- RaceArlington Heights Turkey TrotThu, Nov 26 · 8:30 AMArlington Heights · 23 mi from Chicago
- RacePilgrim Pie Run for RotaryThu, Nov 26 · 8:30 AMLa Grange · 10 mi from Chicago
- RaceEdison Park Turkey TrotThu, Nov 26 · 8:30 AMChicago · 13 mi from Chicago
- 5K · 10KChi Town Turkey Trot 5K & 10KThu, Nov 26 · 8:45 AMDuSable Harbor, Chicago · 4.8 mi from Chicago
- RaceDan Gibbons Turkey TrotThu, Nov 26 · 9:00 AMElmhurst · 14 mi from Chicago
- RaceThornton Turkey TrotThu, Nov 26 · 9:00 AMGlenwood · 20 mi from Chicago
- 5KTurkey Day 5K (Danada - Naperville)Thu, Nov 26 · 9:00 AMNaperville · 22 mi from Chicago
- RaceSGFMC Turkey TrotThu, Nov 26 · 9:30 AMOak Park · 7.2 mi from Chicago
- 5K5k Turkey Trot Family Tradition 2026Thu, Nov 26 · 9:30 AMElmwood Park · 9.3 mi from Chicago
- half marathon · 5K · 10KThanksgiving Gobble Trot Run 5K/10K/13.1 CHICAGO/EVANSTONSat, Nov 28 · 7:30 AMChicago · 9.4 mi from Chicago
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Schedules come from park agencies, race sites and organizers' own calendars, checked daily. Events can change, so check the event page before you go. Typical weather is the NOAA 1991–2020 average.
