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173 Sleepy Hollow Il Races All Cities

Deuces Wild Endurance Festival Triathlons 2026 - Show Low, AZ - c480f1f1-4d05-4e86-bd79-c5713817f960.jpg

Deuces Wild Endurance Festival Triathlons 2026

Show Low, AZ

May 30, 2026 - May 31, 2026

Triathlon > Olympic, Sprint

Dan Gibbons Twilight Trot - Elmhurst, IL - genericImage-websiteLogo-246948-1740007178.3154-0.bNTMCk.png

Dan Gibbons Twilight Trot

Elmhurst, IL

Sat - May 30, 2026

South Fork Fly Fishing Tournament - Bentonville, VA - genericImage-websiteLogo-269023-1769201530.3012-0.bPC996.png

South Fork Fly Fishing Tournament

Bentonville, VA

Sat - May 30, 2026

Southern Illinois Tobacco Prevention Partnership 5K Run/ Walk - Carterville, IL - running-7.png

Southern Illinois Tobacco Prevention Partnership 5K Run/ Walk

Carterville, IL

Sat - May 30, 2026

Brookfield Zoo Chicago Dino Dash - Brookfield, IL - running-13.png

Brookfield Zoo Chicago Dino Dash

Brookfield, IL

Sat - May 30, 2026

2026 Night Nation Run - Chicago, IL - Chicago, IL - 400.jpg

2026 Night Nation Run - Chicago, IL

Chicago, IL

Sat - May 30, 2026 @ 8:30 PM

Waubonsee Foundation Trail Run - Sugar Grove, IL - genericImage-websiteLogo-273443-1769795211.3644-0.bPFo6l.png

Waubonsee Foundation Trail Run

Sugar Grove, IL

Sat - May 30, 2026

Running > 5k, 10k

WARRIOR RUSH 5K - 10K - Half Marathon 13.1 (Chicagoland) - Wheaton, IL - genericImage-websiteLogo-276147-1772146995.0951-0.bPOneZ.jpg

WARRIOR RUSH 5K - 10K - Half Marathon 13.1 (Chicagoland)

Wheaton, IL

Sat - May 30, 2026

Running > Half Marathon, 10k, 5k

Wayne Twp Clinton County, PA 5K Walk/Run - Lock Haven, PA - ultra-300px.bMjMog.png

Wayne Twp Clinton County, PA 5K Walk/Run

Lock Haven, PA

Sat - May 30, 2026

Neoga Days 5K Run & Walk - Neoga, IL - genericImage-websiteLogo-263044-1757617417.8105-0.bOWX0j.jpg

Neoga Days 5K Run & Walk

Neoga, IL

Sat - May 30, 2026

Defeat the Stigma 5k - Orland Park, IL - genericImage-websiteLogo-277803-1778269605.3402-0.bP_J2L.png

Defeat the Stigma 5k

Orland Park, IL

Sat - May 30, 2026

Christopher Homecoming 5k Race - Christopher, IL - ultra-300px.bMjMog.png

Christopher Homecoming 5k Race

Christopher, IL

Sat - May 30, 2026

Running > 5k, Walking

Bubble Run | Chicago 2026 - Bridgeview, IL - 4c30b0b2-d7c3-4cd9-89cd-ab345ccff974.png

Bubble Run | Chicago 2026

Bridgeview, IL

May 30, 2026 - May 31, 2026

Ice Cream Chase 5K 2026 - Chicago, IL - a17f1148-a67f-4ba9-bbad-abacd3acf86c.jpg

Ice Cream Chase 5K 2026

Chicago, IL

Sat - May 30, 2026

Mistie Hill Wine Run 5k - Custer Park, IL - genericImage-websiteLogo-90774-1762198344.9674-0.bPcqni.png

Mistie Hill Wine Run 5k

Custer Park, IL

Sun - May 31, 2026

Run for the Zoo - Chicago, IL - 400.jpg

Run for the Zoo

Chicago, IL

Sun - May 31, 2026 @ 6:00 AM

Elgin Valley Fox Trot - Elgin, IL - genericImage-websiteLogo-271858-1768259712.9874-0.bPzyca.png

Elgin Valley Fox Trot

Elgin, IL

Sun - May 31, 2026

Lake Run Club's National Doughnut Day Run - Normal, IL - genericImage-websiteLogo-251415-1743522338.9705-0.bN7aOI.jpg

Lake Run Club's National Doughnut Day Run

Normal, IL

Fri - Jun 05, 2026

Chicago Beer Mile Championships - Chicago, IL - chicago-beer-mile-championships-logo_6NbfTVK.png

Chicago Beer Mile Championships

Chicago, IL

Fri - Jun 05, 2026 @ 18:00

Running > 1 mile

2026 Walk & Roll Chicago - Chicago, IL - genericImage-websiteLogo-265332-1762450548.5636-0.bPdnX0.png

2026 Walk & Roll Chicago

Chicago, IL

Sat - Jun 06, 2026

Running > 5k, 10k, Walking

Virginia BBQ: Redbird Run 5K Walk/Run - Virginia, IL - genericImage-websiteLogo-250362-1742484563.9228-0.bN3drt.jpg

Virginia BBQ: Redbird Run 5K Walk/Run

Virginia, IL

Sat - Jun 06, 2026

Run for Breast Cancer 5K/10K/13.1 CHICAGO/EVANSTON - Chicago, IL - genericImage-websiteLogo-262567-1768464666.0874-0.bPAkeA.png

Run for Breast Cancer 5K/10K/13.1 CHICAGO/EVANSTON

Chicago, IL

Sat - Jun 06, 2026

Running > 5k, 10k, Half Marathon, 1 mile

Centennial Route 66 5K - Springfield, IL - genericImage-websiteLogo-268949-1767322458.5271-0.bPvZnA.png

Centennial Route 66 5K

Springfield, IL

Sat - Jun 06, 2026

Cooper's Hawk Wine Run 5k - New Lenox, IL - coopers-hawk-wine-run-5k-logo_vrUfuFv.png

Cooper's Hawk Wine Run 5k

New Lenox, IL

Sat - Jun 06, 2026 @ 09:00

DRC Rock Springs Ramble - Decatur, IL - genericImage-websiteLogo-268710-1765297118.338-0.bPoeVE.jpg

DRC Rock Springs Ramble

Decatur, IL

Jun 6, 2026 - Jun 8, 2026

Run for Breast Cancer 5K/10K/13.1 DENVER/AURORA - Centennial, CO - genericImage-websiteLogo-262669-1768464755.3032-0.bPAkfZ.png

Run for Breast Cancer 5K/10K/13.1 DENVER/AURORA

Centennial, CO

Sat - Jun 06, 2026

Running > 5k, 10k, Half Marathon, 1 mile

The Princeton Mile - Princeton, IL - genericImage-websiteLogo-271342-1767757186.7496-0.bPxDwc.jpg

The Princeton Mile

Princeton, IL

Sat - Jun 06, 2026

Running > 1 mile

Eckert's Belleville Farm Donut Dash 5k

Belleville, IL

Sat - Jun 06, 2026 @ 09:00

The Pat Clark Cancer Foundation 5K with Double "J" hosted by Cemeno's

Joliet, IL

Sat - Jun 06, 2026 @ 08:00

Run For Hope - Fairbury, IL - genericImage-websiteLogo-277243-1773167034.1166-0.bPSgg6.png

Run For Hope

Fairbury, IL

Sat - Jun 06, 2026

Running > 5k, Walking