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273 Sleepy Hollow Il Races All Cities

OUTLAST CHICAGO

Palatine, IL

Sat - May 02, 2026 @ 07:00

Running > Trail

Lace Up for a Cause: For A Better Tomorrow (FBT) 5K & 2K - Bloomington, IL - genericImage-websiteLogo-274160-1770659220.8798-0.bPIH2u.png

Lace Up for a Cause: For A Better Tomorrow (FBT) 5K & 2K

Bloomington, IL

Sat - May 02, 2026

OUTLAST CHICAGO - Palatine, IL - genericImage-websiteLogo-273815-1770217767.5691-0.bPG2eN.png

OUTLAST CHICAGO

Palatine, IL

May 2, 2026 - May 3, 2026

Running > Obstacle Race

5th Annual Crabapple Derby Dash 5K - Milton, GA - 63a05064-d507-4162-b5f2-0dd0ba29f81c.jpg

5th Annual Crabapple Derby Dash 5K

Milton, GA

Sat - May 02, 2026

Riddle Me This 5K - Peoria, IL - genericImage-websiteLogo-268428-1772236011.7031-0.bPOIZR.png

Riddle Me This 5K

Peoria, IL

Sat - May 02, 2026

The Universal Sole Spring Trail Challenge - Willow Springs, IL - genericImage-websiteLogo-276235-1772170259.3098-0.bPOsWt.jpg

The Universal Sole Spring Trail Challenge

Willow Springs, IL

Sat - May 02, 2026

Running > Obstacle Race, 5k

Chicago Police Memorial Foundation Run to Remember - Chicago, IL - genericImage-websiteLogo-273776-1771870432.2876-0.bPNjJG.png

Chicago Police Memorial Foundation Run to Remember

Chicago, IL

Sat - May 02, 2026

Hanover Township Sprint 2 Spring 5k 2026 - Elgin, IL - c6b0c387-e3b7-406e-bcca-7aa7e9772380.png

Hanover Township Sprint 2 Spring 5k 2026

Elgin, IL

Sat - May 02, 2026

Chicago Empower Walk & 5K Run - Chicago, IL - genericImage-websiteLogo-258066-1752270588.3298-0.bOCyB8.png

Chicago Empower Walk & 5K Run

Chicago, IL

Sat - May 02, 2026

Insight Y.O.B Walk-A-Thon 2026 - Berkeley, IL - genericImage-websiteLogo-277065-1773027872.4295-0.bPRKiG.png

Insight Y.O.B Walk-A-Thon 2026

Berkeley, IL

Sat - May 02, 2026

Old Joliet Prison 6.6k - Joliet, IL - genericImage-websiteLogo-270432-1767212260.4504-0.bPvytK.png

Old Joliet Prison 6.6k

Joliet, IL

Sun - May 03, 2026

Chain of Rocks Bridge Duathlon - Granite City, IL - genericImage-websiteLogo-271963-1768425276.2703-0.bPAaC8.jpg

Chain of Rocks Bridge Duathlon

Granite City, IL

Sun - May 03, 2026

Triathlon > Duathlon

Lakefront Loop - Chicago, IL - Lakefront_Loop.png

Lakefront Loop

Chicago, IL

Sun - May 03, 2026 @ 8:00 AM

Running > 5k, Fun Run

Amdocs Champaign 5K 2026 - Champaign, IL - running-9.png

Amdocs Champaign 5K 2026

Champaign, IL

May 6, 2026 - May 7, 2026

Amdocs Champaign 5k - Champaign, IL - genericImage-websiteLogo-277810-1773350580.6688-0.bPSY60.png

Amdocs Champaign 5k

Champaign, IL

Wed - May 06, 2026

Glow Up & Show Up - Ullin, IL - running-shoe-300px.bMjMog.png

Glow Up & Show Up

Ullin, IL

Fri - May 08, 2026

Running > Walking

Starved Rock Country Marathon

Ottawa, IL

Sat - May 09, 2026

Running > Marathon, Half Marathon, 5k

1st Annual VFW Post 99 .1K - Decatur, IL - running-14.png

1st Annual VFW Post 99 .1K

Decatur, IL

Sat - May 09, 2026

August Hill Wine Run 5k

Utica, IL

Sat - May 09, 2026 @ 09:00

Changing A Destiny 6th Annual 5K Run/Walk - Waterford, WI - running-9.png

Changing A Destiny 6th Annual 5K Run/Walk

Waterford, WI

Sat - May 09, 2026

Tickled Pink Mother's Day 5K - St. Charles, IL - Mother_s_Day_2026.png

Tickled Pink Mother's Day 5K

St. Charles, IL

Sat - May 09, 2026 @ 7:30 AM

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5k Dokie Run - Wheeling, IL - genericImage-websiteLogo-274730-1771354297.9036-0.bPLlI5.png

5k Dokie Run

Wheeling, IL

Sat - May 09, 2026

Running > 5k, 1 mile, Walking

My Reason to Run 5K and 10K - Effingham, IL - genericImage-websiteLogo-230752-1773422929.3773-0.bPTeLr.png

My Reason to Run 5K and 10K

Effingham, IL

Sat - May 09, 2026

La Carrera de las Madres 2026 - Chicago, IL - 52f88838-ba75-4bc7-977a-90229d34b47f.png

La Carrera de las Madres 2026

Chicago, IL

May 9, 2026 - May 10, 2026

Lap the Lake 5K & Fun Run - Ina, IL - genericImage-websiteLogo-271445-1768338711.278-0.bPzRux.png

Lap the Lake 5K & Fun Run

Ina, IL

Sat - May 09, 2026

Mama's Run 2026 - Zion, IL - genericImage-websiteLogo-276252-1772211772.9025-0.bPOC48.png

Mama's Run 2026

Zion, IL

Sat - May 09, 2026

5th Annual Boots and Brews 5K - Freeport, ME - genericImage-websiteLogo-253867-1746559177.913-0.bOgMdj.png

5th Annual Boots and Brews 5K

Freeport, ME

Sat - May 16, 2026

Spirits Run on the Rocks a Waukegan 5k

Waukegan, IL

Sat - May 16, 2026 @ 10:00

Running > Other Running

Family Service Association 5k - Elgin, IL - genericImage-websiteLogo-250787-1769113169.0654-0.bPCOzr.png

Family Service Association 5k

Elgin, IL

Sat - May 16, 2026

Bright Star Community Outreach 5K Run/Walk - Hope in Action - Chicago, IL - genericImage-websiteLogo-273421-1770141436.3173-0.bPGJB8.png

Bright Star Community Outreach 5K Run/Walk - Hope in Action

Chicago, IL

Sat - May 16, 2026