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Winter races near Chicago (2026-27)

36 races on the calendar from December to February, starting with Crete Country Christmas 5k Grinch Run on Saturday December 5. 18 of them publish an upcoming price increase, so signing up early saves money.

All winter races5K races (33)10K races (18)Half marathons (15)Trail races (6)

• Sat5Dec

  Crete Country Christmas 5k Grinch Run

  Sat Dec 5 · 8:00 AM · Crete · South Suburbs

  5K

  from $25Goes up Nov 28
• Sat5Dec

  Santa Hustle Chicago

  Sat Dec 5 · 8:00 AM · Chicago · Chicago (city)

  1K5K10K

  from $29.99Goes up Nov 1
• Sat5Dec

  Reindeer Run 5K

  Sat Dec 5 · 8:30 AM · Wheaton · West Suburbs

  5K

  from $35Goes up Nov 5
• Sat5Dec

  Rotary Santa Run Walk & Reindeer Dash

  Sat Dec 5 · 9:30 AM · Arlington Heights · North Shore & North Suburbs

  5K

  from $45Goes up Nov 1
• Sat5Dec

  The Village of Norridge 5K Reindeer Run and Kids Dash

  Sat Dec 5 · 9:30 AM · Norridge · Chicago (city)

  5K

  from $40Goes up Nov 27
• Sat5Dec

  Santa's Run through the Lights 5K Run/Walk

  Sat Dec 5 · 8:15 PM · Geneva · West Suburbs

  5K

  from $12.99
• Sun6Dec

  Lemont Frigid 5K

  Sun Dec 6 · 8:00 AM · Lemont · South Suburbs

  5K

  from $45Goes up Nov 19
• Sat12Dec

  Jingle Bell Run - Chicago, IL

  Sat Dec 12 · 7:30 AM · Chicago · Chicago (city)

  1 mile5K

  from $40Goes up Nov 1
• Sat12Dec

  Run for Breast Cancer 5K/10K/13.1 Chicago/Evanston

  Sat Dec 12 · 7:30 AM · Chicago · Chicago (city)

  1 mile5K10KHalf marathon

  from $30
• Sat12Dec

  Sunrise Marathon 5K/10K/13.1 Chicago/Evanston

  Sat Dec 12 · 7:30 AM · Chicago · Chicago (city)

  1 mile5K10KHalf marathon

  from $30
• Sat12Dec

  Park Ridge Santa Stroll 5k - Stroll Mile - Jingle Jog

  Sat Dec 12 · 8:00 AM · Park Ridge · North Shore & North Suburbs

  5KTrail

  from $45
• Sat12Dec

  Candy Cane Course - Greater Chicago

  Sat Dec 12 · 9:00 AM · Elk Grove Village · North Shore & North Suburbs

  1 mile5K10K9.3 miles

  from $27Goes up Oct 19
• Sat12Dec

  Single & Mingle Spirits Run Christmas Style 5k

  Sat Dec 12 · 10:00 AM · Warrenville · West Suburbs

  5K

  from $45Goes up Nov 17
• Sat12Dec

  The Universal Sole December Trail Challenge

  Sat Dec 12 · 10:00 AM · Chicago · Chicago (city)

  4.5 milesTrail

  from $50Goes up Nov 1
• Sun13Dec

  Festivus 5K Run

  Sun Dec 13 · 8:10 AM · Chesterton · Northwest Indiana

  1K5K

  from $10Goes up Nov 21
• Sat19Dec

  Santa Run & Walk 5K/2K | Hometown Happenings

  Sat Dec 19 · 8:00 AM · Crown Point · Northwest Indiana

  5K

  from $30
• Sat19Dec

  Catch the Elf 5k & 10k

  Sat Dec 19 · 9:00 AM · Markham · South Suburbs

  5K10K

  from $35Goes up Dec 5
• Sat26Dec

  A Merry Christmas Run 5K/10K/13.1 Chicago/Evanston

  Sat Dec 26 · 7:30 AM · Chicago · Chicago (city)

  1 mile5K10KHalf marathon

  from $30
• Sat26Dec

  New Year's Run 5K/10K/13.1 Chicago/Evanston

  Sat Dec 26 · 7:30 AM · Chicago · Chicago (city)

  1 mile5K10KHalf marathon

  from $30
• Fri1Jan

  Cheers to New Year's 5k Run/Walk

  Fri Jan 1 · 10:00 AM · Itasca · West Suburbs

  5K

  from $30Goes up Nov 20
• Fri1Jan

  Resolution Run 6K

  Fri Jan 1 · 11:00 AM · Olympia Fields · South Suburbs

  6KTrail

  from $40Goes up Dec 14
• Sat2Jan

  Time Travel Half-Marathon/5K/10K - Greater Chicago

  Sat Jan 2 · 9:00 AM · Greater Chicago · Chicago (city)

  1 mile5K10KHalf marathon

  from $22Goes up Nov 9
• Sat16Jan

  MLK Jr. Freedom Run 5K/10K/13.1 Chicago/Evanston

  Sat Jan 16 · 7:30 AM · Chicago · Chicago (city)

  1 mile5K10KHalf marathon

  from $30
• Sat16Jan

  Sunrise Marathon 5K/10K/13.1 Chicago/Evanston

  Sat Jan 16 · 7:30 AM · Chicago · Chicago (city)

  1 mile5K10KHalf marathon

  from $30
• Sat23Jan

  Fox Valley Winter Challenge Trail Series 5K

  Sat Jan 23 · 10:00 AM · Batavia · West Suburbs

  5KTrail

  from $60Reg. closed
• Sat23Jan

  Fox Valley Winter Challenge Trail Series 5k/8k/10k

  Sat Jan 23 · 10:00 AM · Batavia · West Suburbs

  5KTrail

  from $40Goes up Dec 12
• Sat30Jan

  Coffee Lover Run Chicago/Evanston

  Sat Jan 30 · 7:30 AM · Chicago · Chicago (city)

  1 mile5K10KHalf marathon

  from $30
• Sat30Jan

  Run for Donut Chicago/Evanston

  Sat Jan 30 · 7:30 AM · Chicago · Chicago (city)

  1 mile5K10KHalf marathon

  from $30
• Sat30Jan

  18th Annual F^3 Lake Half Marathon & 5k

  Sat Jan 30 · 10:01 AM · Chicago · Chicago (city)

  5KHalf marathon

  from $59Goes up Oct 26
• Sat13Feb

  Run for Chocolate 5K/10K/13.1 Chicago/Evanston

  Sat Feb 13 · 7:30 AM · Chicago · Chicago (city)

  1 mile5K10KHalf marathon

  from $30
• Sat13Feb

  Valentine's Day Run 5K/10K/13.1 Chicago/Evanston

  Sat Feb 13 · 7:30 AM · Chicago · Chicago (city)

  1 mile5K10KHalf marathon

  from $30
• Sat20Feb

  Donut Dash 10K/5K/2K | Hometown Happenings

  Sat Feb 20 · 7:45 AM · Crown Point · Northwest Indiana

  1.25 miles5K10K

  from $25Reg. closed
• Sat20Feb

  Fox Valley Winter Challenge Trail Series 8K

  Sat Feb 20 · 10:00 AM · Aurora · West Suburbs

  8KTrail

  from $65Reg. closed
• Sat27Feb

  Run For Mental Health Chicago/Evanston

  Sat Feb 27 · 7:30 AM · Chicago · Chicago (city)

  1 mile5K10KHalf marathon

  from $30
• Sat27Feb

  Run Together Against Breast Cancer Chicago/Evanston

  Sat Feb 27 · 7:30 AM · Chicago · Chicago (city)

  1 mile5K10KHalf marathon

  from $30
• Sat27Feb

  Time to Paddy 5K/10K & Lucky 13.1 - Greater Chicago

  Sat Feb 27 · 9:00 AM · Greater Chicago · Chicago (city)

  1 mile5K10KHalf marathon

  from $22Goes up Nov 2

• Fall 202682 races
• Spring 202738 races
• Summer 202718 races