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48 races within 25 mi of Grayslake, IL

Tap a distance to add it to your season

Sat · Apr3
Winnetka Bunny Hop Dash 5k 2027
Winnetka, IL22 mi awayRegistration opens Jan 7, 2027
Good weather · 71/100 Typical: 53° / 33°F · 39% rain
8% slower times (5K)past finishers
Sun · Apr11
Duke's Alehouse Spirits Run
Crystal Lake, IL16 mi away
Good weather · 76/100 Typical: 57° / 35°F · 37% rain
Sat · Apr24

Wisconsin Marathon, Half Marathon, & 5k

Kenosha, WI21 mi away

Good weather · 83/100 Typical: 58° / 38°F · 41% rain

Sat · May1

Miles for Smiles 5K

McHenry, IL13 mi awayRegistration opens Dec 1, 2026

Good weather · 84/100 Typical: 63° / 41°F · 41% rain

Sun · May2

Chicagoland Spring Marathon, Half Marathon & 10K

Schaumburg, IL20 mi away

Good weather · 83/100 Typical: 64° / 43°F · 42% rain

Sat · May8

Hometown Half Marathon/5K/10K - Greater Chicago

Elk Grove Village,, IL22 mi away

Ideal weather · 85/100 Typical: 66° / 45°F · 41% rain

Sun · May9

Barrington Mother's Day 5K Run/Walk

Barrington, IL14 mi away

Ideal weather · 85/100 Typical: 67° / 45°F · 40% rain

Sat · May15

Run for D103 5K Run/Walk

Lincolnshire, IL12 mi awayRegistration opens Nov 18, 2026

Ideal weather · 85/100 Typical: 69° / 47°F · 40% rain

10% slower times (5K)past finishers

Sun · May16

Dash for the Dogs 14th Annual 5K Run/Walk

Barrington, IL14 mi awayRegistration opens Oct 31, 2026

Ideal weather · 86/100 Typical: 69° / 47°F · 39% rain

7% slower times (5K)past finishers

Sun · May16to May 23

Kenilworth Memorial Day 3.5k (2.2 Mile) Run / Walk

Kenilworth, IL24 mi awayRegistration opens Apr 13, 2027

Ideal weather · 85/100 Typical: 59° / 48°F · 40% rain

38% faster times (5K)past finishers

Sat · Jun5

Oneness 10K Run and 5K Run/Walk 2027

Palatine, IL16 mi away

Good weather · 83/100 Typical: 77° / 55°F · 37% rain

Sat · Jun5

Ross Bogue Memorial Run the Hills 5k

Barrington Hills, IL14 mi away

Good weather · 83/100 Typical: 77° / 55°F · 37% rain

Sun · Jun6

Elgin Valley Fox Trot

Elgin, IL23 mi away

Good weather · 70/100 Typical: 77° / 56°F · 39% rain

Sat · Jun26

Run the Runway at Chicago Executive Airport

Wheeling, IL16 mi awayRegistration opens Dec 31, 2026

Fair weather · 58/100 Typical: 82° / 62°F · 47% rain

Sun · Jun27

Firecracker 5k/1-Mile Fun Run

Kenosha, WI23 mi awayRegistration opens Feb 28, 2027

Fair weather · 61/100 Typical: 80° / 61°F · 44% rain

Sun · Jun27

Pleasant Prairie Triathlon

Pleasant Prairie, WI15 mi away

Good weather · 74/100 Typical: 80° / 61°F · 44% rain

9% slower times (25K)past finishers

Sun · Jul11to Jul 12

2027 Lake Zurich Triathlon

Lake Zurich, IL10 mi away

Good weather · 72/100 Typical: 84° / 64°F · 46% rain

Sat · Jul24

The Huntley Historical Society - Sew Hop'd Beer Mile

Huntley, IL23 mi awayRegistration opens Mar 28, 2027

Tough weather · 53/100 Typical: 82° / 64°F · 41% rain

15% faster times (mile)past finishers

Sun · Aug1

Heatwave Half Marathon/5K/10K - Greater Chicago

Elk Grove Village, IL22 mi away

Tough weather · 46/100 Typical: 84° / 64°F · 39% rain

Sun · Aug15

Wisconsin Women's Triathlon

Pleasant Prairie, WI15 mi awayRegistration opens Nov 27, 2026

Good weather · 79/100 Typical: 81° / 63°F · 39% rain

Sat · Sep18

Golden Harvest Half Marathon & 5K/10K - Greater Chicago

Greater Chicago, IL22 mi away

Good weather · 78/100 Typical: 76° / 55°F · 31% rain

Sat · Sep18

Second Mile Fun Run

Kenosha, WI21 mi awayRegistration opens May 1, 2027

Ideal weather · 89/100 Typical: 74° / 55°F · 32% rain

Sun · Sep26

2027 D54 Education Foundation Run to Read

Schaumburg, IL23 mi awayRegistration opens Jan 1, 2027

Ideal weather · 90/100 Typical: 73° / 53°F · 35% rain

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