2025 Ravenswood Run presented by Fleet Feet + Altra
8:00 AM
CDT
Hermitage & Wilson Intersection
Run
The 29th annual Ravenswood Run presented by Fleet Feet + Altra returns to Chicago's historic neighborhood on April 27, 2025! For over a quarter century, our family-friendly 5K and Kids' Race has given runners and walkers a chance to experience the charms this pocket of the city possesses. Beyond that, our event also acts as a fundraiser for Ravenswood Community Services' Food Pantry and Community Kitchen, a staple in the community that provides meals and groceries to neighbors in need on the North Side.
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2024/2025 Hot Chocolate - Virtual Run
1:00 PM
CDT
Anywhere, USA
Virtual
We want to give everyone the opportunity to experience America's Sweetest Run! Run (or walk) the distance you pick wherever you want. We will ship this season's all new SWEET Hot Chocolate goodie bag jacket and 15k, 10k or 5k finisher's medal, plus a personalized bib and CHOCOLATE, direct to your door! This virtual race counts towards your legacy status for 2025.
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2025 Cinco de Miler
8:30 AM
CDT
Chicago, IL
Run
Mark your calendars for May 3, 2025, because the Cinco de Miler 5-Mile Run is back, bringing the perfect blend of fitness, fun, and fiesta! Lace up your sneakers and join us for a scenic 5-mile run through Chicago's beautiful Montrose Harbor, with breathtaking views of Lake Michigan.
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https://raceroster.com/events/2025/98659/2025-mothers-day-5k-runwalk
7:30 AM
CDT
Registration on Race Roster
Run
Join us in downtown St. Charles to celebrate Mother's Day! USATF certified course, ChronoTrack chip timed with custom finisher medals and custom age awards every 5 years. Stick around after the race to be treated to a brunch provided by Coco Bean Bakery!
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Go To Race Roster to Register https://raceroster.com/events/2025/98659/2025-mothers-day-5k-runwalk
7:30 AM
CDT
https://raceroster.com/events/2025/98659/2025-mothers-day-5k-runwalk
Run
2025 Soldier Field 10
7:00 AM
CDT
Chicago, IL
Run
Over Memorial Day weekend, Soldier Field 10 returns on Saturday, May 24, 2025! Remember the brave soldiers who made the ultimate sacrifice for our country on the 10K or 10-Mile course after a pre-race playing of taps and a military salute. Enjoy the spectacular skyline views and beautiful scenery like Lake Michigan before you cross the finish line ON Soldier Field! The Post-Race Tailgate will be waiting for you in the Stadium Green with complimentary beer (21+), live music, and much more!
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2025 North Shore Classic
7:00 AM
CDT
Highland Park, IL
Run
Come together to celebrate the Highland Park community this summer with the North Shore Classic Half Marathon, 5K and 1-Mile Walk on June 1st, 2025. As the official charity partner of the Highland Park Community Foundation, you can enjoy a fun run with family and friends and give back to the community you love at the same time!
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2025 Run Mag Mile® 10k/5k presented by Hoka
7:00 AM
CDT
Chicago, IL
Run
Get ready to experience the vibrant streets of Chicago's Magnificent Mile® like never before! Run Mag Mile® 5K/10K, the ONLY race that shuts down the Magnificent Mile®, triumphantly returns on September 6, 2025 to the iconic strip for our fan-favorite 5K and 10K. Join thousands of other runners as you soak in the infectious energy of the city and run past the best landmarks and lakefront Chicago has to offer. Plus, at the street party in Grant Park, you'll be treated to a well-earned brunch and post-race party with live music, adult beverages, and more!
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2025 Bucktown 5k
8:30 AM
CDT
Chicago, IL
Run
Want a fun, neighborhood run, Chicago? The 26th Running of the Bucktown 5k and Kids Run has "goat" you with a memorable run through one of Chicago's trendiest neighborhoods on October 5th, 2025!
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2025 Will Run For Beer Chicago
3:00 PM
CDT
Lincoln Park, Grove 2
Run
Raise a glass! The 3rd Annual Will Run for Beer Chicago 5K is returning to Lincoln Park on October 25, 202!5 Experience a brewtiful, flat 5K course as you enjoy a local tour of the Chicago Lakefront and skyline by foot. Celebrate crossing the finish line with complimentary beer (21+) and delicious food at the lager than life post-race Brewfest! PLUS, you'll get some beertastic race swag to commemorate your achievement in style.
Don't want to run? You can still join in the fun by purchasing a Brewfest ticket and still enjoy tastings from participating breweries!
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2025 Hot Chocolate Run - Chicago
7:30 AM
CDT
Chicago, IL
Run
We're back for another Hot Chocolate season! Join the sweetest movement that has taken over the racing world. The Hot Chocolate Run is headed to Chicago on November 2, 2025! Start and finish amongst Chicago's biggest chocolate aficionados. Train, race, and INDULGE with us all the way to the finish line.
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2025 North Shore Turkey Trot
8:00 AM
CDT
Highland Park, IL
Run
Gather 'round the starting line before the table this Thanksgiving for the North Shore Turkey Trot 5K, 10K and Kids' Trot on November 27, 2025! 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!
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