Palatine, Illinois (United States of America) - "Halloween Hustle". Round up your ghoulfriends and boofriends and register today for the Halloween Hustle® 5K and Kid's Dash benefitting the Boys & Girls Club of the Northwest Suburbs! Celebrate the season with a frightfully fun Halloween-themed race on Saturday, October 24, 2026, in Palatine. Costumes, candy, and spooky fun await... come for the 5K, stay for the boos! Event Highlights: 5K Run/Walk: Put on your best costume and take on a scenic 5K route through Palatine! The race is perfect for runners and walkers of all levels. Kids Dash: Little ones can join the Halloween fun with a shorter, festive Kids Dash. They'll have a blast sprinting in their favorite costumes! Costume Contest: Be sure to dress up in your most creative costume for a chance to win prizes! Best costume wins bragging rights (and a fun reward)! Post-Race Celebration: Join us at Tap House Grill, where you can enjoy food, drinks, music, and more after crossing the finish line! https://halloweenhustle.com

Palatine, Illinois (United States of America) - "Outlast Chicago". What Is OUTLAST? OUTLAST is a 6-hour trail endurance challenge where runners complete a 5K every hour, on the hour. Each lap must be finished within the hour to stay in the event. If you finish early, you rest until the next round. Miss a lap, and you're out. Complete all six rounds, and you OUTLAST. https://runsignup.com/Race/IL/Palatine/OUTLASTCHICAGO?aflt_token=Nktw0AUB3nF4FPeh7Y7AWqQewFdw9sGt

Belleville, Illinois (United States of America) - "Eckert's Belleville Farm Wine Run Turkey Trot 5k". Like Running? Love Wine? This race is for you! Join us on Saturday, November 7, 2026 at 9:00am for our annual Turkey Trot event that features the amazing scenery and landscape of Eckert's Belleville Farm! Eckert's pledge to sustainable farming practices is unsurpassed. Sustainability in agriculture means meeting the food needs of the present without compromising the ability of future generations to do the same. It encompasses farming methods that are environmentally sound, economically viable and protect public health. It also brings into consideration the working and living conditions of laborers, enhancement of the land upon which farming depends, the living and working conditions of laborers, and the ability to make the most efficient use of nonrenewable and on-farm resources. So, whether you are looking to run, walk or just enjoy the wine this race is a sure thing for a great time and an incredible experience! https://runsignup.com/Race/IL/Belleville/EckertsBellevilleFarmWineRun5k?aflt_token=Nktw0AUB3nF4FPeh7Y7AWqQewFdw9sGt

Geneva, Illinois (United States of America) - "Geneva Chocolate Run". Join us for the only gourmet chocolate run in Chicagoland. This event has distances for everyone, so join us for the sweetest race ever! Chocolate and delicious treats at the finish line featuring chocolates from some of Geneva's very own. https://raceroster.com/events/2026/113739/ooh-lala-chocolate-run-walk

Highland Park, Illinois (United States of America) - "North Shore Turkey Trot". Gather 'round the starting line before the table this Thanksgiving for the North Shore Turkey Trot 5K,10K and Kids' Trot on November 26, 2026! Celebrate the Highland Park community with family and friends by coming together before the big feast. And when you cross the finish line, you're in for a treat that's as sweet as pie! The Turkey Trot Pre-Feast Celebration will be waiting for you - complete with warm apple cider, entertainment featuring music, delicious pies, and more! There is a seat for everyone at our table. Join in the holiday fun by registering to run today! https://go.evvnt.com/3391050-2?pid=6562