Chicago's San Juan 5K Run & Walk
Chicago, Illinois, United States
Jun, 2027 (TBD)
5k
Video
Race Information
This Father's Day experience the excitement of running (or walking) through Chicago's beautiful Humboldt Park with family, friends and your community. The race begins in front of the 60 foot Puerto Rican Flag Landmark. You'll cross into the "Parranda" finish line as the sounds of tropical rhythms greet you and lead you into refreshing drinks & snacks con mucho sabor! If you LOVE what you're reading so far then you will LOVE the 5K San Juan Run (& Walk)! Remember, this is a FAMILY EVENT and they are welcomed to join you cheering you on throughout the route and at the post-race Celebration Party!
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👍 Run Pick of the Month: SKECHERS Hot Chocolate Run – Chicago
📍Chicago - Sunday November 1, 2026
💸 Get a free tumbler. Use Code RGCHI
😄 Why We Like This Run
✅ Exclusive SKECHERS Hot Chocolate Run Fleece
✅ Chocolate Fondue Finisher’s Mug
✅ Free Race Photos
Ready for "America’s Sweetest Race"? Join thousands of runners in the heart of Chicago for the iconic SKECHERS Hot Chocolate Run! Whether you’re tackling the 5K, 10K, or the signature 15K, every mile is fueled by fun and every finish line is paved with chocolate.
Bring your friends, bring your family, and get ready to earn that cocoa - because there’s truly no finish line sweeter than this one. Sign up now and prepare to indulge!
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Race Facts
Race Size: 100 - 500
Elevation: Fast and Flat
Course Type: Road
Boston Qualifier: No
Kids Run: Yes
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