Running races in Illinois in Oct 2027

25 races in date order

Run The Woods
October 2027 · Hudson, IL · 8K · 5K · 1-Mile Hike
Trail race through the woods along Lake Bloomington

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Hope. Love. Pink. 5K
October 2027 · Libertyville, IL · 5K

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Prairie State Half Marathon & 10K of Long Grove
October 2027 · Long Grove, IL · Half Marathon · 10K · Oktoberfest 5K

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The Scarecrow Scramble Nighttime 5k Run / Walk
October 2027 · Lisle, IL · 5K
An after-dark 5K scramble through Lisle

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The Hennepin Hundred
October 2027 · Sterling, IL · 100 mile solo · 50 mile solo · 50k solo
Illinois' only point-to-point ultra, Hennepin Canal

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Bucktown 5K & Kids Run
October 2027 · Chicago, IL · 5K
Flat 5K past Bucktown's historic Chicago rowhomes

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The Decatur Shoreline Classic
October 2027 · Decatur, IL · 15K Run · 5K Run/Walk
Traces the shoreline of Illinois' Lake Decatur

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Cheesy Pretzel 5K and 1 Mile Fun Walk
October 2027 · Bolingbrook, IL · 5K · 1 Mile Fun Walk
Loops through The Promenade Bolingbrook's shops

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Chicago 10K
Sun 3 Oct 2027 · Chicago, IL · 10K
Scenic lakefront run starting and finishing in Grant Park

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2026 Bronzeville 5K Run/Walk
October 2027 · Chicago, IL · 5K
Runs through Chicago's historic Black Metropolis

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JJC Foundation 5K Run/Walk
October 2027 · Joliet, IL · 5K · 1 Mile
Flat, paved 5K loop across JJC's campus

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Operation Jake
October 2027 · Herrin, IL · 5K

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13th Annual Harvest Hustle 5K
October 2027 · Niles, IL · 5K Run/Walk · 5K Youth Run/Walk

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Nik's 7K Home Run & 1.5 Mile Walk at MercyHealth Sportscore Two (Indoor Sports Center)
October 2027 · Loves Park, IL · 7K Run · Virtual 5k · 1.5 Mile Walk

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Farmdale Trail Run
October 2027 · East Peoria, IL · 100 Mile · 50 Mile · 30 Mile · Half Marathon · 10K
Loops through Farmdale State Recreation Area's woods

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Chicago 5K
October 2027 · Chicago, IL · 5K
Downtown shakeout run before Chicago Marathon weekend

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Chicago Marathon
Sun 10 Oct 2027 · Chicago, IL · Marathon
A pancake-flat Major through 29 Chicago neighbourhoods

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Run Stephenson County
October 2027 · Orangeville, IL · Half Marathon · 10K · 5K
Known locally as the 'Pint to Pint' half marathon

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JAIMIE COX MEMORIAL RUN
October 2027 · Roscoe, IL · 5K

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Rosehill Cemetery 'Crypt' 5K Run/Walk
October 2027 · Chicago, IL · 5K Chip-Timed Run · 5K Fun Run/Walk
Candlelit run through Chicago's historic Rosehill Cemetery

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Run, Walk & Roll - Geneva
October 2027 · Geneva, IL · 5K · 1 Mile

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Run with the Nuns
October 2027 · Lemont, IL · 5K
Through the grounds of a hilltop convent

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Frank Lloyd Wright Races
October 2027 · Oak Park, IL · 10K · 5K · Youth Mile
Past Frank Lloyd Wright's Oak Park buildings

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Naperville Half Marathon, 10K & 5K
October 2027 · Naperville, IL · Half Marathon · 10K · 5K
Along Naperville's scenic Riverwalk

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Care4 Breast Cancer 5K
October 2027 · Woodstock, IL · 5K
25 years of hybrid in-person and virtual racing

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← Illinois Oct Nov Dec Jan 2027 Feb 2027 Mar 2027 Apr 2027 May 2027 Jun 2027 Jul 2027 Aug 2027 Sep 2027

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Every race here is published by its organiser; RunCalendar checks the date and the entry window against the organiser's own page and rebuilds this calendar every night. A confirmed date shows its day; a provisional one shows only its month. Last updated 22 October 2026.